Stories/Pics of Young & Older

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>>1456062
2/7

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>>1456063
3/7

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>>1456064
4/7

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>>1456065
5/7

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>>1456066
6/7

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>>1456067
7/7

>>1456062
Background info: Just moved to Chicago area from small town for college. Not a whole lot of experience in general. I've heard older dudes are better cause they know what they're doing. Also, he's a nurse, so I trust that he's clean. What do anons think???

Nice body and face. Good to see so pubes too! Sure! Why not?!

>>1456070
couldn't decide if i was attracted to his face or not, desu. i guess i've just never really went for older dudes but a friend recently told me about his experience and so the idea kinda turns me on. i think too much about things because i haven't done enough, i guess

>>1456062
I'm talking to a 45 year old guy. There's a big age difference between us but older guys are pretty nice

Fuck him OP, he's hot

>>1456069
Your get already decided it for you.

>>1456087
shit 69 didn't even notice lmao

>>1456074
I'm 21 so it's an 18 year age difference which is pretty big to me

Guys hit me up i got ten inches you send first
3233361526

>>1456105
When I was 17, a mid 60's guy stuck his hand up my jeans without even giving me a heads up, now that's an age difference.

>>1456111
it's also rape

>>1456112
It's more like sexual assault, but I didn't give a shit at the time because I didn't want to make a scene, so I just walked away.

>>1456133
I don't blame you. There's actually book called Drown by Junot Diez where a kid experiences pretty much that exact same thing in one of the scenes on a bus. Creeps.

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21 years old here, been rooting this 60 year old guy. We wrestle a lot, gonna be ordering masks and stuff I think

>>1456142
you normally into older or is he your first?

>>1456111
>tfw you'll never be morelested by an old creep

Why even live.

>>1456063
Looks like a resting bitchface, serial faggot. Stay away.

>>1456191
Yeah usually get with guys around their late 30's or so, but been a couple 50+.

>>1456513
what do you mean by serial faggot

anybody else have in pics of hot older guys they've been with

>be me, 22 yo fresh out of college
>get a good job in new england city but dont know anybody there
>my mom puts me in touch with two of her friends from college, a gay couple living in the suburbs
>they help me move in, take me grocery shopping, insist i join them for dinner in a couple weeks
>both in their 50s, very handsome and fit, one a family attorney and one an antiques dealer
>start having dinner at their place once a month
>beautifully furnished colonial house, one of them very talented chef
>always good wine and i usually stay pretty late, they always offer me their guestroom but i uber home
>meanwhile chatting with guys on grindr but too nervous and shy to meet any or go to gay bars by myself
>get a text from the attorney one morning a couple days before our next scheduled dinner
>says his partner will be out of town for a big antiques show but hopes i'll still join him for dinner
>i say of course, sneaky excited to have an evening just with him
>he's mid-50s, always wearing corduroys and a cableknit sweater, tortoise shell glasses, silver hair
cont.

Every guy I've had sex with his been 40+. I'm 18. AMA if you want I guess.

>>1456697
same here, im 18 and ive had 3 guys suck me off, ages 45, 59, and 67

>>1456069
Don't trust that he's clean just cause he's a nurse. My last BF was a full-on doctor, fucked guys bare all the time and never got tested or anything

>>1456697
>>1456727
why did you guys choose to go older, when did you realize that's what you want?
>>1456732
yeah i know but i mean it is likely that most nurses/doctors are not on the suicide mission that your last bf clearly was. they have instant, daily access to testing and medications.

hmm
i have this older coworker who keeps saying suggestive things to me from time to time and who asked me to hang out with him and drink at his house and that i wouldnt have to leave drunk and i could crash there
the problem is i cant tell if the suggestive things he says are merely jokes or if he is actually hinting at something
indecisive about it. supposed to hang soon tho i guess ill see what happens. any advice on how to tell if someones joking or actually making a pass at you? cant tell
he does like women though is one thing though he has made comments implying he is bisexual before

>>1456736
Ever since I hit puberty I've been attracted to older men. It's just my type I guess. I always had crushes on teachers, not other students. I've had the opportunity to have sex with guys my age but passed them on because I want attracted to them as much as I am older men.

>>1456741
i'd say it's definitely more than jokes
>>1456742
interesting, how's your relationship with your father?

>>1456686
Plz continue

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>>1456741
>saying suggestive things
>comments implying he is bisexual
>asked me to hang out with him and drink at his house
>i could crash there

he obviously knows you're a cocksucker and he wants to fuck your boipucci.
have fun!

>>1456743
It's actually a very solid and healthy relationship. One guy I slept with was teasing me saying I had daddy issues after we fucked, and I was like nah he's been in my life since I was born and we don't hate each other lol. I also want to note that the older men I've slept with also look nothing like my father, so there's that too.

>>1456069
Are you a fellow wildcat?

>>1456745
idk like these things all could have been jokes but i just am afraid to respond back flirty in case they are i dont wanna go to far and make things weird cause were friends. But how should i bring it up when i hang with him? geez im bad at this stuff

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>>1456754
you don't have to bring it up.
just hang with him and let him bring it up.
if you are both drinking your inhibitions will come down.
if he wants to make a move, he will.
it might even work to your advantage if you play naive and act like you don't know what he means when he's coming on to you.
lots of guys like the chase and especially if he has been dating women he is probably going to expect you to resist and play a little hard to get at first.
just trust your instincts.

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>>1456754

Put your hand on his thigh and look into his eyes while licking your lips.
Then look at his cock.

If he doesn't kiss you or put your hand on his dick or grab your dick or push your head down to his crotch then he is probably not interested or too scared to make the first move.

>>1456759
Yeah, don't do this

>>1456759
that sounds like a turrible idea haha ill just let whatever happen i guess. worst case scenario i just kick it and drink and get to know a friend better. fuck it

>>1456736
i met 2 on grindr and 1 on craigslist, im closeted bi, its hard for me to find the right guy thats around my age and is attracted to me, but old men are just so horny and really know how to suck a cock

>>1456752
nah i go to UIC

>>1456741
Totally free pass to fool around

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I've been chatting to an older guy but haven't hooked up with him yet. A little nervous. But man he is sexy

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>>1456930
His dick

>>1456930
if you're really attracted to him, totally go for it. it's easier to be nervous if you're the bottom. nerves hinder performance as a top which is my only reservation with it really :/

>>1456062
im dating a 40yo and im 20. he looks younger though

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The majority of my best sexual experiences have been with older men. I often find older bodies to be attractive, and they're more likely to be interesting outside of bed (though guys my age often are too, and there's definitely some boring/horrible older guys out there).

My sweet sport is actually 38ish, but there's something really exciting about chatting it up with pic related until later he gets horny and and we start stripping each other so I can go down in his cock.

>>1456062
>ITT Old man posting pictures of themselves to drum up interest

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>>1456972
Nah mate, 27 here. But yeah, old men can be hot sometimes. Also more open to kinks.

>>1456974
Oh I feel even more sorry for you then.

Happened about 3 years ago

>Be me
>18, 5'10, 140lb otter/ bear cub
>Visiting city of gays to see mum's 8/10 friend
>he's 49, big 6ft chubby daddy bear
>Last day there, he comes to our hotel room
> Notice he's cuddly, so start snuggling up to him. He doesn't seem uncomfortable. Subtly rest my hand on his crotch
>Mum goes outside for a cigarette
>As soon as she leaves i start fondling his crotch through his pants and feel myself getting hard as he's talking to me
>He stops, looks at me, and laughs
>"Anon, i know what you're doing"
>Act coy, and just say im joking
>"Your cock says otherwise"
>Rock hard cock sticking out giving me away
>He gets up and goes to the toilet, i follow him
>I close the door and lock it, he's stood having a piss
>I walk over, he stops, and I kiss him
>Feel his hand on the back of my head and he kisses me back, making out
>"Have you ever sucked cock before anon?"
>I nod, and get on my knees, blowing him. listening to him moan softly, until he puts his hand on my head and forces his thick cock down my throat
>He stands me back up, pushes me onto the toilet, and pulls my pants down, my cock oozing with precum
>"Have you ever had someone suck your cock anon?"
>shake my head
>He plays with my cock head, until i feel a warmness around my cock, his mouth tightly gripping the base.
>cant stop myself moaning loudly
>Mum walks back in
>hears moaning
>"Anon whats going on in there?"
>Both of us freak out
>Lightbulb over my head
>start making fake moans and shouting his name sarcastically
>Make mum think it's a joke
>both quickly get our pants back on
>unlock door and both walk out
>"We were just having hardcore sex, nothing too big mum"
>She rolls eyes and evening continues
>End up having a secret FWB relationship for 2 years and having hardcore sex that involved him pinning me down and taking my anal virginity.
>still jack off to it all today

tfw my mum almost caught me and her best friend fucking on multiple occasions.

>>1456972
This. Look at the top threads and it's really obvious.

>>1456972
>>1456999
OP here and I swear that I'm a 21 year old and that dude is not me. I'm really concerned about my lack of sexual experience and am about to start dating someone once they move to the area. I'm trying to take this opportunity before they move to get more experience and I've never been with an older dude. The guy that I'm gonna start dating mentioned he had been with a 39 year old and it was really good and it made me super insecure about my own abilities even tho he reassures me I'm fine. So, I thought maybe it's an experience I should have and I can learn a thing or two. I still don't know tho.
>>1456975
why do you feel sorry for him??

>>1456062
are you a girl?
sorry first time here, not sure if this board is 80% girls or gay men

as a girl, i wouldnt do it. its creepy

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>>1457070

fyi, it is about 98% gay men/boys from what i've seen.
but you're welcome to contribute.
ignore the haters.

>>1457070
lmaoooo 21 year old dude. this board is predominately gay

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>>1457080

Some of us don't want anybody on this board who has a pussy

mostly hot if it's older guy and a twink

>>1457185
If they contribute and don't bring attention to the fact that they're female, who cares?

>be me 20
>be poor college student
>post ad about needing money on local gay site
>text with 5/10 44yr old guy
>agree on 150€ for mutual bj in his car
>meet few days later on a parkinglot near my room
>drive into forest
>he layed out blankets in the back of the car
>finally find a place to stop the car and get in the back
>start kissing
>making out now
>take out his cock
>slutmode on
>start jerking his nice 6~7inch dick
>lick the tip
>suck his dick
>after a few minutes he is already almost cumming
>change positions he is now giving me head
>play with his balls while he is sucking me off
>want to taste his cum
>change again so it's again me blowing him
>give him the best blowjob of his live
>feel he is getting close
>Don't stop
>he is breathing really heavy at this point
>grabs my head and I feel his dick shooting his load down my throat
>go slower in the same rythm as he is pumping his semen out
>he moans as I suck him dry
>jerk myself as he is running his hands all over me
>rubs my butthole
>hurts a little because his hands have dry skin
>spits on his hand
> want his cock in me so bad
>ask if he's got lube
>no
>says next time
>Trys to make me cum too but it's not working
>call it off
>hands me the money
>drives me home
>says to call him when I need more money, he will come anytime
>masturbate furiously for three hours with a selfmade toy in the ass
>cum buckets

>>1457527
omg the last part totally me. More used to cumming alone I guess?

>>1458129
>>1458132
hot

>>1456686
Does your mom know you are gay?

Also, continue.

>>1458152
That's a side effect of masturbation/porn addiction. It makes it hard to have sex with real people.

>>1456741
update
went to his place got drunk nothing happened though
cool dude and we talked a lot but idk i either think he is just straight and was messing with me or he didnt know how to initiate it etc
said "anything that happens here stays here" a few times but idk he was also talking about all the girls he banged etc so i dont know mixed vibes
oh well
probably a good thing since we work together anyway

>>1458479
frankly i am pretty bummed though it seems i always like people where it wont work out and i get all in my head and make myself think its possible etc its just annoying
fuck it tho

>>1458479 You should initiate tell him bet I can suck it better then any chick

>>1456686
More?

>>1456930
damn, I'm jelly.

go for it anon. Do it for me

>>1456970
Damn he's a qt3.14 do you have more pics of him to post?

>>1458479
>got drunk
Dumbass. You're supposed to pretend to drink. Nurse the same drink while he gets drunk. If it's a beer you can nurse it for hours why he gets drunk. Pretend to be drunk rather than actually getting drunk. That way you are in control and if it backfires you can at least say "oh man I was drunk" and apologize. Look anon you seem like a nice guy so I'll give you some advice. Ask him to hang out again and bring a movie with a provocative sex scene. A horny man says no to few things.

Going to fuck a 53 year old tonight, I'm 22. He's staying at a hotel nearby on business. Any requests? I'll greentext when I get home also.

>>1458814
this seems to be a common thing. OP here, friend who got me interested had sex with the 39 year old in a hotel while he was there for work-related stuff.

I'm going to be trading bjs with a man 20 yrs older than me on Thurs. I met him on CL and it'll be my first time; I'm really excited to feel his cock throb in my mouth

Meeting up with a 45 y/o guy in a bit. I'm 21. He says he just wants to chill this first meetup but I'm hoping we'll have a second

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<- well this screenshot is about a guy find out an evidence of his son fucking his neighbor, don't know if the story was real or not but that's hot as fuck

>>1456111
he grabbed you by the pussy?

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when i was 21 i had a bf who was 37, big and hairy completely masculine brute who worked in a coal mine (yeah, i know) and he fucked the hell out of me every morning and every night for about 3 years until i got too old for him.
then he got a younger guy.
i still think about him when i jerk off 5 years later.

>>1460103
>until i got too old for him
Ouch, sorry to hear that. Your story was hot, though.

>>1460187

It's okay.
He will probably die alone.
Afterwards I was able to get some experience topping and found I like it as much as getting fucked.
And I never would have found my current (versatile) bf if I hadn't been dumped.
So life goes on.
I learned a lot from him and he was actually a pretty nice guy although we didn't have much in common outside of the amazing, mind-blowing sex.

>>1460103
source

and sorry to hear that anon, I've been rejected by "you look too old".

I'm 21.

>>1456142
This guy is buggchaser

>>1460392
ive been rejected by "you're too young"
i'm 20

I just rejected a 20 year old. I'm 24, I only dated 1 younger person than me ever, I have always dated older.

The 20 year old, totally clingy. Always out going to partys, lives at home with his mom with no hope of getting his own place, lazy to work, ect.

I was dissapointed... But hence, why I date older men.

>>1461771
>muh stereotypes
Those 20 year olds really dodged a bullet, didn't they?

>>1461771

when anon thinks his mature for not liking a guy clearly in his range

>>1461799
>>1461944

Oh please bitches. Might as well say I want someone who has their shit together instead of only being a provider. Travel to see them, take them out to dinner, ect. Not my idea of a happy start to a relationship. Equality, equality bitches. Be equal, don't always rely on a man.

>>1461771
Fuck me that's me but I'm 29. /sigh I'll be thirty before I graduate and have income starting next september fml.

>>1462024

Keep your head up, their is a good man waiting for you out there. :-)

>be me
>just turned 19
>first year of college
>decide to join a local gym to get in shape
>hold free introductory classes
>end up meeting a fitness instructor
>he's 32
>strawberry blonde hair
>deep blue eyes
>in great shape
>just overall a pretty handsome dude
>we get talking
>eventually begin to flirt
>he invites me back to his place
>fuckyeah.jpg
>arrive at his place
>'you want something to drink, anon?
>'sure thing man, whatever you have'
>leaves for around five minutes and returns with a bottle of vodka
>share said bottle between ourselves
>eventually he leans in to kiss me
>start making out
>he proceeds to take off his shirt
>'hey anon, my back hurts'
>'can you do me a small favor?'
>'eh.. yeah, sure thing
>proceeds to tell me that he wants me to remove his sweats only using my mouth
>sounds hot af so I go with it
>get on my knees and wrap my mouth around his grey sweat shorts
>he's wearing a red jockstrap underneath
>grabs my head and pushes me towards his crotch
>'good boy, anon'
>'you like that, don't you?'
>nod my head
>'yeah man it feels good'
>'do you want to be my bitch anon?'
>'I.. eh.. yeah, I guess
>'I won't to hear you say it anon'
>'sure, i'm your bitch man'
>'needs a bit more effort anon'
begin to get the whole S&M undertones and decide to play along
>'i'm your bitch'
>'good boy'
>'you ready to suck my cock anon'
>'yes sir'

Oh boy do I have a story for you guys

>Be me, 18
>Reasonably muscular, not too bad looking
>decide I wanna experiment a bit
>Not interested in younger guys, more interested in older
>hit up online gay hookup site
>some older guy messages me, hes 70
>a bit chubby and hairy but I thought that was pretty hot at the time
>Agree to meet and I go to his place
>He lets me in, offers me a beer and we sit down
>I'm nervous as fuck so just go along with it, first time ever with a guy
>He sits in an armchair while I sit on the sofa next to it, we just talk and drink a bit
>Feeling a little relaxed
>He's wearing shorts, begins to rub his crotch as the conversation gets more lewd
>asks me to sit on his lap, I comply
>can feel his bulge, it's huge
>We begin making out a bit, feeling each other up
>He pulls away and says we should move into the bedroom
>go in and we both strip down together, kinda awkward as we're both fully erect
>We lie down on the bed and continue making out, hands moving down each others body
>eventually he pushes my head down his body, kissing it as I go until I reach his cock
>we trade places multiple times sucking each other
>eventually end up 69ing, he comes first but I cum shortly after
>lie there for a bit cuddling, before we put some clothes on, go back into the other room and have a beer and smoke together
>I leave and we meet every 3 weeks or so for about 5 months

Only ended as I moved to a different city. Still one of the hottest experiences I've ever had

>>1462119
fake

>>1462140
Oh boy that story was generic as fuck.

>>1462393
more than you'll ever get ;^)

>>1462140
this was fucking hot
may be because im a virgin and want to be in a situation like this.

>>1462011
you just sound like the guy who is jealous of other young guys who can live their lives, and as a 20 y/o who like to go out party let me tell you something, our parents give us enough for condoms, partying and the room, when it's my time to move i will, meanwhile i can enjoy the carefree life ;)

>>1460392
Seconded, would also like sauce.

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had my fun with this cutie
by interest i might be posting more

>>1467954
are you the older partner, then?? def interested pls post more

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>>1468045
yep. I'd post the story with him but i suck at greentexting. Picked him up online, lived suprisingly close to me so we met up and i got to fuck him.

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>>1468170
Another

>>1468170
>>1468174
damn. pics of you???

>>1468170
Do you fuck men or just wannabe girls?

>>1459870
so hot, anymore

>>1468174
>le epic fail guy mask on the wall

anonymoose iz leegun xD xD

>>1456758
sauce?

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>be me
>tall daddy
>qt twinks lined up to take my dick
feels good

>>1475798
You know how this works. Pics

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>>1475821

https://discord.gg/jt3Xe

>>1475833
> not.me.png

Cmon anon. That pic's nice, though

>>1475833
Sauce/more?

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>>1475873
>>1475874

>when I was 6, I had a full time sitter he was about 18
>used to spend a lot of time alone with him
>home alone one day
>I'm playing in my room he enters and wants to play a rp game
>yea sure
>we rp like we're in a restaurant and I'm the server
>after I serve him, he acts like the food is bad and gets all over me
>he feels me up and takes off my clothes
>he's rubbing my hands on his crotch and he is diamonds
>I'm confused and scared
>he slowly zips down and pulls his long uncut cock out
>it's dripping with precum
>he wipes it over my face and forces me to suck on his cock
>I try to get away but get forced into sucking his cock till he pumps his cum in my mouth
>I almost puke and end up swallowing most of the cum
>he plays with my little cock and balls and tells me to keep this our little secret
>scared, listen to him
> was his submissive cumslave for 4 years
>stops after he leaves suddenly
>repress memories for a long time
>remember it every now and then but don't think much about it

When I was about 19 I remember it more and more often in much more detail and it turns me on like crazy. I keep fantasizing about it happening again and get really into much older men. Always on cl and stuff looking for older cocks to serve or go to a gay sauna since I live in London. But haven't been brave enough to do it yet.

Kik r_p420

>>1475879
Fuck that's a nice ass. What exercises do you have to do in order to achieve such a glorious bubble butt????

>>1476879
It's mostly genetic, but squats and butt lifts will help improve what you've got.

>>1476883
I used to be anorexic, but now I want my butt to be very plump. Ugh. Gonna do 100 squats

>>1476879
Photoshop. This pic is morphed to hell (look at where the anatomy on the bicep and fuzzy artifacting on the bottom side of the head)

>>1477736
That's a father and son look at their face.

Duuuuuuuuuuuuuuuude. I am honestly unsure if he's 18.

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>>1478034
no, it's from a porn studio. real fathers and sons don't do porn and/or film themselves.

>>1477736
>>1478034

that's daddy mugs
are you even gay?

>>1478059
>daddy mugs
It's clearly not.

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>>1478104

hurrrrrrr

http://www.pornhub.com/view_video.php?viewkey=ph56752a4af0120

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>>1478104
Do you still have cum in your eyes, anon?

I like older guys just because they usually know what they are doing (I'm 21, hopped onto gay hookup sites since I turned 18). I have this one older guy that has been fucking me the winter after I turned 18. Holy fuck does he know how to massage my prostate with his cock.

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>Be virgin
>chubby one on senior year of high school
>get house to myself
>get horny and decide to finally pop my cherry
>get online
>hookup with a guy (pic related)
>he's on his way here now, will keep you updated

>>1479216
I'm sorry anon but he is going to murder you...

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>Just met this guy on Adam4Adam
>He's 54, I'm 23
>He's older than both of my parents
>He wants to fuck me in his car tomorrow.
>Keep edging to his pics, but I'm afraid that if I cum, it will bring an end to this "gay phase," which won't come back until a week later.
Also, how do I clean up on the fly? I can't douche myself, since I'm staying w/ my parents rn.

>>1480010
>I can't douche myself, since I'm staying w/ my parents rn

Do they watch you shower or something?

>>1480010
I was always scared of poop dick because I have runny shits, but after fucking myself with toys multiple times I've never had a problem just by shitting/showering/finger cleaning right beforehand. Enemas are a meme

He's pretty cute, and 39 is a great age. Still "young" (whether it seems like it to you, or not), but mature and comfortable in sex. Will teach you a lot of great sex moves, probably.

You will be "older" sooner than you think, so don't dismiss those who've been on the earth a little longer than you have.

>>1480010

I would avoid "car sex", it's always awkward and you will feel slutty. tell him you require "inside" and ask if he can get a hotel room.

Older guys are a lot more fun and a lot less self-absorbed than younger gays.

As far as cleanup--take some paper towels and wipe your ass really well. Maybe take an extra clean one to stuff down in your pants in case your crack is still wetl, so it won't seep through your pants? That is not difficult at all--ask your pal for advice.

Also, being gay is NOT a "phase", dumpling. You want the D, you're always gonna want the D.

>>1480126
>Older guys are a lot less fun and self-absorbed than younger gays
>this update brought to you by old men trying to convince twinks they're fuckable because they missed their chance to fuck young men when they were young

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I always have more fun with guys a few years older or younger than me, than those my own age. Biggest age difference was over 35 years.

>>1480128

Thank you for proving my "self-absorbed" part.

>>1479216
Well?

>>1480133
He's taking a dirt nap, anon. Creepy serial killer hookup got him good

>>1480131
How was that self absorbed you old look? What about that has to do with me? I'm 32, not young by any bodies standards but even I tire of some of the bullshit you aging queens throw out.

>>1480141
Kook* auto correct is so awful

>>1480141

LOL you don't even know how old I am or the fact that I still go for even older guys instead of ageist Millennials.

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>>1480126
Well, is that slutty feeling bad? This guy is about to be the hottest guy I have slept with and, honestly, the slutty aspect kind of turns me on.

I'm also ((bi)), so that is what I meant by the "phase," not that being gay is a phase. I only crave cock every once in a while and I want to take advantage of it.

>>1480177
Holy fugg he's hot, what's his a4a account

>>1456111
Like at a club or just in public? That's bold

>>1480177

GET OUT BISCUM REEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEE!

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I have a few stories since I kind of overdid Scruff while in school..here's one

>at school career fair applying to a bunch of companies
>see hot guy (38, greyed hair, blue eyes) sitting at a companies booth, our eyes meet and I go over to apply
>was drooling over him as he was giving me and another girl spiel about company
>fast forward a month, go in for interview
>drooling again over the tuft of chest hair coming out the top of his shirt (also notice he has wedding band..)
>text friend on way to class about having the hot guy do my interview
>get to class, pull out scruff "just in case"
>he's the 3rd guy on my list, I woof him
>I block him after realizing I'm a fucking idiot
>have a few drinks that night, unblock him
>he messages me within 10 minutes and we're flirting
>he links his husbands profile to see if I want to visit them (they lived 6 hours away)..not interested in his husband
>he says he is recruiting at school 2 hours away in a week
>drive me ass to that school a week later
>making out on the hotel bed within 3s of walking through the door
>kiss his furry body all over
>he flips me over, I'm on my knees with my pants pulled down to them
>he goes crazy on my hole
>often puts his fingertip on my hole, and tells me to lean back on it
>start fucking myself on his finger
>i'm going crazy for his dick
>no condoms so no sex as that's rule with his husband (and me too cause im 20 and not an idiot)
>still crazy for his dick, so I have him facefuck my into the headboard
>he has bursts of pre cum. like i thought he nutted in my mouth multiple times but it was just pre
>he eventually asks if I'm ready for it, i naively say yes
>i swallow the first shot, 2nd shot is in my mouth and the dude isn't slowing down
>i pull his dick out of my mouth and he cums for like 3 more seconds
>dude had a nearly 10 second orgasm
>i then cum on his face and get some in his eye, ruining the moment
>we eat pizza, watch tv, then go to bed
continued..

>>1480531
>i wake him up at 6am with a blowjob
>this time he only shoots once so it's much cleaner
>drive home because he has to start working at 7

I made it to the 2nd round of interviews (he wasn't there) and eventually a job offer. I declined cause I had a better paying job lined up, wouldn't have been in his city any way. Not to mention married dudes lead to weird situations (he used the word "thrupple" once..no thanks). Was hot nonetheless!

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>be me
>19
>working in an italian restaurant as a waiter
>one night a guy in a suit comes in
>gets seated in my section
>waitress asks me if i know who he is?
>no, but looks kinda familiar
>tells me he's a famous local newscaster
>"treat him well and he'll give you a nice tip"
>go out of my way to talk to him and make sure everything is excellent
>he tips me $100
>tell waitress thanks for the heads up, give her $20
>she says he comes in now and then, rumour is he's gay
>i'm not really out but she knows i fucked a couple of guys but its our secret
>she tells me a waiter who used to work there had went home with him once to "model underwear" and made $1,000
>she kind of hints that maybe i could do the same thing if i play my cards right
>guy comes in about a week later
>call him by name (mr. x) and act really friendly
>he seems to like me, leaves me another big tip
>comes in nearly every night for the next week and a half
>he's alone every time and usually comes in dressed in his suit but a couple of times he comes in dressed more casual
>i start to look forward to him coming in, not just because of the money (that certainly helps) but because he's really nice and kind of like the father i never had
>he asks me about my life, i tell him i'm saving for school
>he asks if i'd like to make a little more money by helping him out at his home
>he tells me the girl who usually decides what he wears on the air is on vacation for 2 weeks and her replacement is trying to get him to wear things he's not sure about
>he wonders if i'd help him decide which shirts go with which ties and jackets
>he just needs a second opinion
>i know where this is headed and my dick is getting heavy with anticipation since i've already been jerking off thinking about being in his house and having him watch me walk around in underwear - i'm kind of an exhibitionist and he's a sexy man
>tell him "sure" and he gives me his address and tells me to stop by when i get off that evening

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>>1481342
Hot, keep it cumming. Also, no need to be cheeky - just post his name/pic.

>>1481342

cont.
>i tell him it might be late, around 11pm
>he's says that's no problem he'll be up, maybe having a drink
>asks me if i drink
>i tell him 'yes' praying he doesn't ask me my age
>he doesn't
>doing my side work with a half-hard dripping dick the rest of the evening, can't think of anything else
>fortunately it's a slow evening so i get out of there around 10pm
>run home take a shower
>cock is hard most of the way to his house
>he lives in a big house in a nice part of town
>he opens the door and walks me in, shows me around
>hot tub in the back is lit and bubbling
>he asks me if i'd like a gin and tonic, say 'sure'
>we sip our drinks and he takes me up to his bedroom suite and into his walk-in closet
>he shows me some clothes and asks me which ones i think look nice
>i try to be nice but i have no idea honestly
>i think he can tell i'm nervous so he asks if i'd like another drink
>i say yes and he asks if i'd be willing to try on one of the new suits so he could see how it looks since we "seem to be about the same size"
>i say sure, nervous as hell and i change while he goes to refill our drinks
>my cock is hard in my briefs the whole time i'm putting on his clothes and he's back before i'm all the way dressed
>he helps me tie the tie and then he tells me to walk around so he can see what it looks like
>he asks me to take off the jacket and then switch the tie with a different one
>he helps me tie it again since i don't know how and being that close to him makes me hard again
>he tells me he likes that tie better and tells me to walk around a little more to see how the suit fits
>we do the same thing with another suit and a few more ties and he goes and gets a tray with the gin and a bottle of tonic and he refills our drinks a few more times
>i'm starting to feel a little drunk and i loosen up and relax and he starts unbuttoning my shirt
>he tells me he likes my hairy chest and he tells me how nice my body is

>>1481348

not sure if i should tell you guys who he is.
i would hate to have him get weird emails or something.

>>1481352 (You)

cont.
>i'm standing there in nothing but the suit pants
>he reaches down and unfastens the suit pants and lets them drop to the floor
>i'm standing there in nothing but my briefs
>i had managed to point my dick down and trap it in front of my balls before i put on the pants, so it isn't sticking out, but it is swollen up pretty big and is really filling out the front of my briefs
>i'm praying there isn't a visible wet spot
>he brushes against my shaft with the back of his hand while bending over to pick up the suit pants, telling me to step out of them
>his face that close to my junk sets me on fire and i almost came from the heat of his breath on my thigh but manage to control myself
>he hands me the pants then sits down in a big recliner and asks me if i would hang up the clothes while he pours another drink
>i pick up the jacket, shirt and tie off the bed and return to the closet and start hanging them up when he comes in with our drinks
>he tells me again what a "fine looking" body i have and tells me i should be an underwear model
>i kind of laugh and say that would be a great job and my voice cracks and he says maybe i should "get a little practice"
>he says he has packages of underwear that he's bought but never opened and wonders if i'd like to try them on "to see how they fit"
>my dick is dripping in my shorts by this time and i'm starting to panic, thinking this is a bad idea and i need to go home
>i tell him its getting late and i should probably be getting home and he acts disappointed and tells me he will make it worth my while
>i say "what do you mean?" and he says "i'll pay you a thousand bucks if you stay and model some underwear for me and let me check the fit"
>i say "check the fit - what do you mean check the fit?" and he says he just wants to see how they look on me so he can know which ones to buy in the future - he wants to make sure it's comfortable

>>1481364

cont.
>he puts his hand on my shoulder while he's talking to me and it send electricity through me
>i tell him "okay" and he goes opens a drawer that is full of underwear still in its packages
>he starts pulling out some different ones, mostly they are white briefs but a few colored jockeys and some boxers and he sets them on the countertop and tells me to choose a pair and put them on then walk out and show him then he goes back out into the bedroom
>i can feel my cock is half hard and still bent down in my briefs and i'm worried if i let him out he will spring up hard and i won't be able to get him back down, but $1,000 bucks is on the line and i'm pretty drunk at this point so i just say what the fuck and pick what looks like the tightest pair, a pair of lavender bikini briefs, and hope that they will hold my cock in so it won't be obvious that i'm getting turned on
>i take off my tighty whiteys and of course my dripping cock immediately stretches out to half hard status and it is throbbing with my heart beat
>i'm glad he's in the other room but terrified he will walk in at any moment so i rip the package open and put the briefs on as fast as i can
>my cock is too hard to point down so i angle it across my thigh and pull the briefs on and they are tight enough to hold it down
>i look in the mirror and my cock looks pretty big but it could just be a shower and not necessarily erect so i say what the fuck and walk out in front of him
>he looks up and says yes, i should definitely be an underwear model
>he tells me i have a great body- a mans body, not a boys body, since it is hairy
>i'm blushing and my cock is getting a little softer because i'm terrified and that makes me feel better since at least it won't be obvious that i'm turned on
>he tells me to turn around and walk back and forth a few times and he kind of just stares at me which makes me feel more relaxed

>>1481366
Good stuff anon.
Keep it coming

>>1481363
I mean, it's not like you have concrete proof here that it's him (unless you post nudes). Just say who it is.

>>1481366

cont.
>he tells me i look good in these and that i can keep them and then he says i should go try on another pair
>i go back in the closet and first thing i see in the mirror is a huge dark wet spot on the front of the purple briefs
>i'm super embarrassed at this point but i figure he's as drunk as i am at this point so i don't care anymore
>i strip off the briefs and pull on some boxers and my hard cock sticks out through the gap in the front
>i'm kind of admiring how big it looks and how good my chest hair looks when he walks in and sees me checking myself out in the mirror
>without a word he just walks over to me and drops to his knees in front of me and talks my dick in his mouth
>i'm kind of shocked by how fast it happened but the warm wetness of his mouth on my shaft feels amazing and i'm swelling up as he engulfs me and then i'm just shooting my load in the back of his throat and i can hear myself moaning
>he kind of chokes and struggles to swallow and then pulls off and jerks me off as i continue to unload on his face
>"you needed that" he says looking up at me and squeezing my balls
>"you're all man"
>i relax back onto the countertop and sit there for a minute just enjoying the warmth of his breath on my balls as he strokes the hair on my legs and sighs
>after a few minutes he stands up and grabs a towel and wipes my jizz off his face while i struggle to get dressed
>"i knew you needed to get off when i saw that wet spot" he said squeezing my shoulder in that way that dad's do
>"i hope you will let me help you out again sometime"
>"sure" i said and then went and sat on the bed
>he asked if i was okay to drive and i said yes, then he handed me a roll of cash and said "as promised"
>I said "thanks" and he walked me out
>he didn't come into the restaurant for 2 weeks after that and when he finally did he was quiet and only left me a $50 tip
>i kind of want to go model some more underwear for him but i'm too afraid to ask

Why df would you leak his nudes??? How stupid and arrogant are you

>>1481374
Hot. Was that the only encounter? A fifty buck tip is still pretty big, probably room for more fun.

>>1456980
She knew, moms always know

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>>1456062

>Be me
>Be 15
>Walking home from school in park
>Older dude maybe 25 has his dick out like he's pissing
>Can't help but stare
>He smiles shakes his cock at me
>He's not peeing and he doesn't put his dick away
>He starts getting noticeably hard
>"Hey, Come here" he says nodding at me
>"What" I say to him
>"Come here" he says
>I walk over to him non-chalantly
>"What?" I say
>"Touch it" he says
>I look around, nobody anywhere. Grey, rainy, nobody likely going to arrive.
>I grab his dick
>Feels big and warm in my hand
>He makes it jump in my hand
>"You like that?" he asks
>Say nothing but start to stroke his dick
>"Yeah, you like it" he says
>"Follow me" he says, grabs my arm and leads me into the woods
>"Suck my dick" he says pushing me down to my knees
>I drop down and start sucking him
>Tastes amazing, smells like soap
>Grabs my head and starts face fucking me
>I gag and pull off just as he starts cumming
>He jerks it and finishes on the tree trunk beside me
>Still remember his huge load dripping down, his huge pulsing ginger cock
>He zips up says "Thanks" and leaves
>I pull my dick out and jack myself off onto his cum still on the tree trunk
>I want to lick it all off but I don't
>Go home and jack off again to the memory
>Turns out he married my best friend's sister

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>>1481400
>>1481374
yeah, you could definitely just mention how much fun you had last time. he'll likely take the lead if hes feeling it.

pic related is a 48 year old guy thats visiting town this week, and im 22 so im excited. ive only sucked 2 dicks but i really want to swallow this guys package, wish me luck losers. im not out and ive got family thats usually waiting for me at home so unfortunately i cant spend more than an hour with this guy. id probably take it slow with him while i could and see if he'll introduce me to the world of butt sex.

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>>1481434
aaaaaaand pic 2, probably an essential piece to my beat-off material for the next 2-3 days.

>>1481435
what a tragically unappealing dick to be something anyone would eagerly anticipate

>>1481434

yeah, i'm thinking you can probably do way better than this if you just keep looking a little longer.

sometimes the first fish on the line isn't the best

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> tfw no fit daddy bf

I need to get in shape next year.

>>1481443
>>1481447
really? different folks different strokes, his junk looks pretty decent, albeit id like a little more hair and a little more thickness from his navel down, but he looks kind of cute in a guy fieri kind of way.

im not a princess for junk but im hoping his dicks maybe an inch bigger hard and his balls dont jump back like 8 inches into his body. we'll see friday night. he wants me to call him uncle so thats a +.

>>1476802
You can always count on child rape to be part of these stories on /hm/. Or and other gay forum for that matter

really makes you think

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Help me, /hm/! I met this guy on Scruff (he's 48, I'm 23). He's hot as hell and he says he's on PREP, so he ONLY has bareback sex, although he's willing to pull out. I'm just worried because I've never done this and I'm scared of getting other diseases. What do? Pic related is him.

Don't fuck him. If you aren't totally cool with the situation, don't do it.

>>1481657
I've had sex with him, he's a good fuck.

>>1480177
I've had sex with him, he's good

>>1481657
No, don't go for it. He's clearly ignorant of all the other diseases he could catch or might have caught. You should never go bareback with a stranger, especially if he admits he only has condomless sex. Even if you could convince him to use a condom, he'd probably be the type to stealth you when you're not noticing.

>>1481784
What's his a4a account?

>>1481657
He honestly looks diseased just going by this picture. Don't do it.

>>1480129
source?

>>1456062

>be sub bottom young looking 20yo
>post on clist one day
>make contact with this older guy (50) with a hot body and a nice thick uncut cock
>talk back and forth for a while
>hes divorced, a farmer/mechanic
>not much experience with guys
>drives in to see me
>fucks me deep and hard and I have my first anal orgasm riding him
>guess hes a natural
>hes starting to slowly introduce daddy son shit
>im so into it
>been fucking at least once a month for half a year now

hes on his way over now and its been a while

>>1460392
>>1464853

Rogan Richards & Skippy Baxter

Basically me, 21 years old, kisless virgin (Im Bi), very shy and friendless.
I wanted to lose my virginity because it was fucking sad that at 21 I was still kisless...

>First try
Lurk on grindr for about two weeks and there's nothing but trash because I dont live in a city and there are only like 3 guys in mine, a 35 something guy starts talking with me, told him to add me on Kik, we chat for few days and exchange pics, we decided that I will top him.
Meet up in his house and basically we made out and then we 69'd, I rimmed him and then I fingered him, pulled out my finger and there was shit, I basically go soft instantly and about to puke.
I don't say anything and wipe my finger on his shits, tell him I want to leave he jerks off, cums and I leave.

>Second try
Probably about 3 days later after the first one, still on grindr and another 35 years old guy message me and wants me to fuck him tomorrow, tomorrow morning I just go to his hotel and when we met he was fucking ugly much different than the pics he sent me (the first guy from the first story was also ugly af, probs cos I only like young guys). Enter his hotel room we starts making out, he gives me a BJ, then I rimm him and then I start fucking him bareback allthough we had talked before that we would use condoms (im very paranoid about stds) but I was just thinking about fucking him so whatever, 1 and half minute later I cum in his ass.
Then I was super turned off, I wanted to GTFO asap, he wouldn't let me and told me to put a cock ring to get hard and keep fucking him, I thought in my head that well since I failed miserably and couldnt last more than 1 minute I should give something in return, I put on the cockring but I was still wasnt able to get hard, I rimmed my cum out of his ass and then made out for the next hour (it was fucking terrible I wanted to leave the whole time).
Then I finally got to leave his room, insta blocked him on grindr and deleted my account as I was walking out of the hotel.

>>1482534
Both of those stories are from this summer and I haven't done anything sexual again yet.

I regret both of em, I wish I was still a kisless virgin, I loath myself so much for being such an slut getting laid with those two guys

>>1481463
> cute like guy fieri
> no you said that

wouldn't you rather he looked kind of cute in a guy martin kind of way?

>>1482534
> 69 stranger from grindr
> bareback fuck stranger from grindr
> I'm very paranoid about STDs
> now I have everything including abnormal vaginal discharge

lol.

>>1481798
only voice of reason on /hm/

>>1481865
this is not a thing

>>1482534
The problem is you're a shit lay. Common courtesy says you stay until the slower person gets off.

And always have an out of 30-60 mins. Not a major excuse on case the sex is good but a simple one nonetheless.

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>>1481463
went for it two nights ago

>drive the 12 miles to his hotel room on my way back from work. half of me is nervous and my heart is beating like crazy, and the other half eants to get it over with.
>knock on the door so i cant back out, he opens up and he sort of, kind of, maybe looks like his pictures.
>start making out as soon as i walk in, and i think im a good kisser so i hope hes enjoying it. im being stripped right there on the spot and im still cold.
>we make our way to the bed and i start undressing him and i pull his dick out of his shorts. it turns out its thick as fuck.
>im on top while we make out and then he quickly flips me over. hes kind of aggressive and for a moment i get worried that i dont know what i got myself into.
>after rolling around and getting comfortable, he asks me if i want to suck uncles dick, so i go for it.
>he lays back and i go to town, try deep throating for the first time and i eventually get okay at it. his balls are nice and huge and theyre sensitive so that was pretty hot.
>switch positions to me having my head at the edge of the bed while he leans over and sucks my dick. having my mouth filled with his dick and my nose rubbing all over his balls was heaven.
>asked if i wanted to get fucked, or rimmed, or fingered, but i declined since i hadnt showered or cleaned up, but he did want to take a look at my asshole so i obliged i guess.
>go back to initial position, suck his dick until he cums in my mouth and i swallow for the first time because at this point im all sluttied up and we both had clean paperwork.
>lay my head on his thigh and continue to suck his soft dick, and occassionally it swells and softens for a good 15 minutes while he plays with my hair and we talk about whatever.
>i beat off after a while, say i have to go then we part ways.

pic very related.

>>1483635
Post unshopped version pussy retard

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i never reply to threads but i feel like this story might be a good contribution

>23 and kind of a cub, always told i look like a teenager bc babyface (desu i'm 29 now and i still get asked what grade i'm in)
>meet this guy online, mid-40s bearded daddy type with a shaved head. high school teacher
>myfetish.jpg
>only had a face pic before meeting him at his swanky apartment to fuck early one morning before his first class of the day
>turns out not only is he The Ultimate Daddy Build (big plush muscle bear mmm) but also covered in tattoos, with big nipples he obviously plays with a lot or even pumps
>sjgsjkgfsjfhgshf
>he's got this gorgeous semi already when i arrive, he's wearing these thin jersey boxers and i can see the thick curve of his cock pressing the fabric taut over one thigh
>start making out immediately, i'm breathless and eager, he's getting me out of my layers of winter clothes
>the contrast between him being barely dressed and me being so thoroughly dressed seems really sexy all of a sudden and im now diamonds
>he finally gets me fully undressed. this is standing in the foyer of his manhattan apt, my clothes are strewn across the floor
>we go into his bedroom and i instantly drop to my knees and start kissing his softly-furred thighs, nuzzling against his cock through his boxers
>'good boy, anon. you want that, don't you?'
>'yes, daddy!'
>actually feel him twitch when i call him that
>asdfghjhgfdsdf
>im pretty much trembling and salivating now from my dire need to have his cock in my mouth
>the shorts come off. he runs his fingers through my hair and then grips me by it, guiding me forward
>clearly doesn't have to tell me twice
>i worship his cock and balls and thighs with my mouth for what feels like ages, sometimes just sucking at the head, sometimes taking his cock as deep as i can until my eyes are tearing up but it's so GOOD

to be continued. pic related because dat build

>>1485346
continued

>he's praising me in this low growly voice that's barely above a whisper, stroking my hair back from my face and telling me what a good boy i am and how lucky he was to find such an eager little slut to service him
>it's all said in this kind and supportive way like he's genuinely proud of me
>whoops im emotional
>'get up on the bed, anon.'
>he lays me out on the bed and starts sucking my cock
>the soft scratch of his trimmed beard against my thighs sends these electric shivers up my spine and i'm moaning a lot now
>he's so into it and still so attentive and gentle, he's stroking my abdomen with one hand in these soft little circles while he kneads at my thighs with the other hand
>every time my hips buck a little he hums this deep hum like he approves
>eventually he says 'on your hands and knees, show me that round ass of yours'
> i'm slightly disappointed that i can't watch his expression anymore since i'm facing away, but i know i'm gonna get fucked so that's a nice compromise
>'god, look at you. you were made for this, weren't you, anon? my perfect boy'
>i can't believe how gentle and encouraging he is wtf i love it
>he lubes me up and starts slowwwwly stretching me with one finger while i squirm and whimper
>i don't even think to touch my cock, i'm just reveling in the sensation of him preparing me
>after i've taken two fingers he says 'do you want daddy's cock, sweetheart?'
>i'm shivering with anticipation and say yes i'm ready, please fuck me i NEED it
>he gets up on his knees behind me on the bed, rolls a condom on and gently rubs the head of his cock against my ass, just sliding against it, teasing me
>oh god please
>he starts to push in and i'm already gripping the bedcovers like i'm gotta leave the atmosphere if i don't hang onto something

more to come

>>1485347
final installment

>it's just this long, comfortable slide in, no discomfort or pinching feeling or anything, it's the best thing i've ever felt
>i start urging him to thrust, then to go faster, to pound me
>he's getting that breathless workout quality to his voice, it's so fuckin hot
>'you like that? you like to be fucked hard?'
>'yes, daddy, please don't stop!'
>i end up coming without touching my cock at all (which at that age was unprecedented for me)
>i beg for him to come, 'give it to me, daddy!'
>i'm so blissed out by the time he comes that i'm this trembling mess on the bed. he gets up and gets a warm washcloth and starts giving me this little rubdown and it's sooo nice
>'come on, little guy, go shower off, i'll gather up your clothes for you.'
>i go to rinse off, and when i come out again to get dressed he's in the kitchen pouring me a glass of water. his eyes literally light up when i come back into the room
>'hey! you're looking a little more alert.'
>we end up making out with me pressed against the kitchen counter, then i get dressed in the foyer and we talk about this and that
>he thanks me(!) for the wonderful experience and i leave
>wish for the rest of my life that we could have had an ongoing thing but we never contacted each other again

bonus:
>go home to tiny bottom husband, who's super excited that i got to get fucked by such a solid slab of gorgeous man
>i tell him all about it
>he gets super turned on and we play out what happened only this time i was the top

aww yees

http://www.redtube.com/581862

>tfw being into older men has always been a disappointment.

Maybe im too tall and too "straight acting?" I see pics of perfect guys but the only sex ive ever had was set up on Internet so the spontaneity is nonexistent. Not too mention only one was really physically amazing, and he wasn't even perfect (tooooo hairy).

I just hate that im running out of time to take advantage of my "son status" fantasy and i just want to find myself in an unexpected situation with a big hot daddy bear without having to send him pics online first. Ughhh

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>>1487702
start cruising public parks, nude beaches, bookstores, public bathrooms, bathhouses and gay bars.
if you have money, travel to a gay town like Berlin, Palm Springs, Key West, Guerneville, Provincetown, Sitges, Fire Island, New York, Chicago or San Francisco. Just watch out for AIDS though. A lot of older gay men have it.

>>1470080
Reading this and seeing the pic: wow he's actually not my type but kind h- neverfuckingmind

>>1481657
"only bareback" and on prep. Is that not a big red flag to like. Anyone

>>1487729

Yep

>>1486931
Who's the daddy? I've seen him in another dad/son matchup.

>>1486931
>>1489086
https://www.gayforit.eu/video/199017/Anthony-London--Jessippi-Cappozzoli

>>1489169
thanks love ya

>>1489040
sauce?

23 here. I have a young face and I'm still pretty skinny, although I'm working on my arms. I'm finishing up school and there are a lot of handsome mature men who want to fuck a college guy. I've always though that a mature guy who has kept himself in good shape and isn't a total perv outside the bedroom is someone who is totally hot and also relationship material. Unfortunately they tend to be up for anything except a relationship.

>>1481657
PREP is awesome. Except it doesn't do anything for other diseases. Sure, HIV is neutralized, but herpes, warts, bacterial infections...it does nothing. I've never met one guy who has said, "Golly Gee Willickers, Batman. I can't wait to get herpes on my butthole."

Play safe, anon. He's just a handsome lay. There are many, many others. Play the long game.

I'm 18 and have been sleeping with a 40 y/o I met on grindr. Doesn't look 40 in the slightest, more like early 30's and he's got a great cock. Recently it's been getting more romantic (I just went over to stay the night last night, no sex or anything) and I'm oddly okay with it if he is. We have fucked before, though, and it was hot. He's really into body contact and cuddling, too, so the first time we hung out we cuddled and watched a movie and then we fucked and took a shower and I stayed over. We ended up spooning the entire night. Shit is cash.

Currently fucking a 49 year old, I'm 24.

Handsome guy, sweet guy, loves my cock inside him, horny fucker, and he is hung. Only downside is that he is sweet, like he wants to take things to the next level. Relationship status. I'm ok with it, but it just seems like it would not work with him.

The sex is amazing, he holds me after, what to do, what to do.

>>1491259
>it just seems like it would not work with him.

why not?

Lonely "straight" college twink gay virgin here, kinda curious, going to school in NYC. Any advice?

>>1469460
Source?

>>1482024
we need more anon
morre details also

>>1491272

He only seems to want sex, I'm not sure if you have ever had your heart broken, but he seems like that type. He promises you the world, then he leaves. He did it to me once, which is why im careful. It sucks because he acts kind and sweet, loving and caring. Maybe just a sex thing. It has me fucked up.

>>1491653

Sounds like love bombing, the first stage of the narcissistic abuse cycle.

Uncle john let me jerk him off. He fucked me....kinda, just the tip really. Cum buckets though. Was 14.

28 now. Guys over 50 are the best.

>>1491653

Been here before..dated a guy for 5 months who was like this. Was super sweet to me, invited me to events, introduced me to all his friends. Had a lot of fun together, including in bed. I was becoming pretty attached to him but kind of forced myself not to fall for him because I thought something was off.

He invited me (and I took a friend) over for the weekend while he was throwing a huge Christmas party (100+ people) at his house. I get there and start unpacking in his bedroom..go to kiss him and dodges it. Says "I actually have a boyfriend as of 2 days ago.." He tells me he kept this a secret because "if you knew, I thought you wouldn't come". His boyfriend is also attending this Christmas party. Felt like such a horses ass being there, thank god for my friend (and alcohol).

>>1491664

I guess it does. He says that he misses me, likes my personality, my laugh, ect. Just seems off.

>>1491719

Aye. Sorry to hear that, seriously. He is a fucking dick.

>>1491720

Do you think he talks to other guys like that? I've run into other guys like Christmas Party Guy, you have to learn to tell when sincerity is cheap. I feel like that is just some guys' appeal.

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I need to get my ass pounded.
Where can I find a masc bara dude to rape me?

I'm 22 years old, my first encounter out of curiosity was 2 years ago with a 54 years old guy whom i met online in a chat. I went to his place he invied me to come in and i soon as i enter he closed the door and started grabbing my ass. We walked to his room and he got naked quickly and started to get me undress. I just looked at my feet feeling kinda shy and he started to lick my nipples, sucking them, my body and grabbiing my ass and all my body, just feeling it. I got horny and i went for his dick right away, started to suck him off and i felt his hands pushing me to go deeper and i did as deep as i could. He then stoped me and started to blow me. I came in his mouth and he then forced his tongue in my mouth with my cum. "don't swallow yet" and then he made me kneel again to suck him off. He came in my mouth and while he keep fucking my mouth he said "now you can swallow" I still felt so horny i did it. Never saw him again, i think he was married or something.

>>1456062

I am a babyfaced manlet at 5'7" adorable to both girls and guys apparently :) ...most of the men I have been with in the last 15yrs have been much older than me...biggest age difference was probably 45yrs...lots of stories :)

>>1457502
she just
1. shamed the point of the thread
2. brought attention to the fact that she is a female

OUT! Get her outa here

>>1487705
>>1487702
I'm 24, tall and straight acting. Cruising has been the solution for me. And don't know why every single one of them was big dicked. Maybe because I'm 6'5” so small dicks will get intimidated for this.
Last time I spent 2 hours with a total of 4 daddies. Really, it's heaven.

>>1493471
where do you cruise?
i mean what types of places?
how do you know if someone is interested?
why times of day/days of week are best?
how do you let them know you're cruising?

asking for a friend

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http://vocaroo.com/i/s0aiPZSJ5QXn

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>be me 24
>finally get up[ the courage to visit the local levi-leather bar
>go late friday nite because that's when its supposed to be busy
>packed with older daddies and a few younger guys
>drink a beer and lean against the wall too scared to talk to anyone
>hot guy comes up and talks to me
>end up going home with him
>fuck all night like animals, best sex ever
>been seeing him a couple of times a week ever since
>he wants me to move in with him
>want to but also want to fuck more guys for experience since he is literally the only guy i've ever been with.
wat do?

>be me, 21
>athlete, lift consistently. new to dating boys. still in school
>never set age limit on Tinder higher than 25. said fuck it, increased to 35.
>match with nearly every guy
>met a guy, 34, but looked about 24/25. 9/10 face, 7.5/10 fit but hairy body. super deep voice.
>visited his place, some small apartment in a wealthy neighborhood downtown
>he claimed he owned 2 other houses in the city, had his own business, went to the same business school as me, had a boat, etc etc.
>thought he was bullshitting me until we started talking some more. he made me dinner and kept giving me glass after glass of bourbon
>turned on an episode of South Park, literally one of the few things we had in common
>he sent his friend a snapchat of the show, he thought was hilarious scene
>it wasnt
>not at all
>generational gap
>he kept reminding me of professors/teachers/coaches
>not really turned on
>started making out on his couch
>his face was super stubbly, mine was soft and hairless. he kept grazing his jaw against my face so much it started to get painful
>im bigger than he is but he started rubbing my body. he's deeply obsessed with muscles and kept squeezing different parts of my body. it was obvious he was dominant
>fed me more bourbon
>"are you trying to get me drunk"
>"no im just trying to loosen you up"
>invited me to his bedroom
>never got fucked by a guy before
>he kept insisting on barebacking.. then said I needed more bourbon
>no. I made him put on a condom
>he had a huge dick, literally 7 or 8 inches, started out painful, then felt good after a while
>he claimed he never sucked a guy off before
>gave amazing head, came on his stomach
>spend the night, leave for class in the morning
>invites me over again days later - we do the same thing
>stop replying to his messages.
>he got too clingy, kept wanting sex, forcing a relationship
>could never see myself with him
>he still texts me every now and then, to which I don't reply
>invited me to go boating with him recently

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Finally got fucked by a big daddy dick and no pain afterwards. Then some tender hugs and kisses afterwards. Feels good, anons.

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>>1501261
Sauce please!!

I'm 18 and recently fucked with a 44 year old, best sex I've had

I am 27 and I have been meeting this 51 year old for a while. He never fucked me but I suck him off and let him cum in my mouth. Now he wants to fuck me but only bareback. Should I do it?

>>1502264
Depends if he's willing to fuck you exclusively. Even then, it's iffy. I'd say no.

yeah its risky, we've been seeing each other for 3 years but i still dont trust him if he is just seeing me

>>1456062
without the body, he'd be a pass. Too plain for me.

>>1475879
That's a perfect dick.

>Be me
>Early 20's
>Know an older very clearly gay guy
>He late 50's
>smokes alot of weed
>Argue with ex gf one night
>Go over to his place
>we chop up
>smoke and talk shit for 6 hours
>Its 2am
>Laying on his bed
>cant drive home
>Fuck
>He says all good mate just crash here
>I agree and pull the sheets up over me
>Take my shorts off as usual without even thinking
>5 miutes go by
>Feel my cock being massaged
>He assures me everything is ok
>Im diamonds within seconds
>He notices and begins blowing me
>Best blowjob ive ever had
>20 minutes mates
>Wraps me up and slides me in
>I start fucking him with as much force i cam muster being so fucking baked
>Hes massaging my balls the whole time
>Blow my load and we go shower
>He keeps washing my ass hole over and over
>Pay no attention
>Finish up and head back to bed
>I lay down stomach first naked
>Feel something wet against my crack suddenly
>He starts rimming me
>Eating my ass like it was his last meal
>I get on my knees and he hands me a popper
>I sniff it like crack and start pulling my cock
>Heaven.jpeg
>He ravishes my ass for half an hour or more.
>Pulling his cock the whole time
>He eventually gets the courage to stick it in
>LITERALLY 10 PUMPS
>Blows his load
>I come again
>Fall asleep
>Wake up to blowjob and coffee

Epic

>>1502264
No fucking way. If you are seriously in a monogamous relationship, in love, living together then I'd say yes. Otherwise, wrap it up.

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>>1502282
living the dreaaaaam.