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anyone got any stories of local craigslist hookups/encounters?

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anyone got any stories of local craigslist hookups/encounters?
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Depends, fgt stories okay?
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>>24290507
I've replied to posts and posted my own in the past. replying to posts is tedious but I've met a few freaky girls that way. just be sure you can deal with the sketchy aspect comfortably. one girl was obsessed with having me finish inside of her, and the first few times consisted of making sure there was no baby-interest and all that dumb shit. I know it seems like there would be no way to get replies posting your own M4W ad but they are out there. gives you more control over who you're meeting too.
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>>24290523
How many posts do you have to make to get noticed? Do you live in a big city?
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>>24290512
yea anything
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>>24290537
I do live in seattle. it's not so much the number of posts as when you post them/how much effort you put into them. you aren't gonna get a reply from saying "big cock lookin 2 fuck" or anything like that. I just lifted some copy from the novels that some people write on there for mine. post on weekends later on in the day.
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Was a Craigslist user for years. Found to get replies your post needs to stand out in some manner of fashion. Either an odd post (like looking for nude maid service) or something that is an attention grabber. Sifting through the replies can be tedious but usually works out if you have a something like "reply with such and such in subject line". Replies who are legit interested will do so.

I also have begun posting really racy stuff in missed connections. Have had quite a few replies there.
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>>24290507
Met up with a couple last night and fucked the wife while he watched. She was a little chubby but great tits and ass and redhead, 7/10. Great fuck. They were from out of town and just posted looking for a bull.

Tonight probably having an FWB over who I met on CL. Long story - she posted about a year and a half ago saying she broke up with her bf and wanted to hook up. We hooked up that night, a few more times over the space of a month or so. Then she fell off the map. I texted her one time when I was in her neighborhood and turns our she was pregnant...not with my kid but apparently she had gotten back together with her bf, but skill kept fucking me, and he knocked her up. Now a year later she had the kid and wants my dick again. Slim black girl with disappointing tits but an insane ass, submissive and kinky as hell so A+ fuck.

>>24290537
I live in a very big city. I've posted my own ads on occasion but there are so many damn m4w posts it's just about impossible to stand out even if you follow the very good advice here >>24290566
Plus you'll get more responses from gay guys wanting to suck straight dick than from real grill.

All my success has come from responding to women's posts. With a little practice it's really easy to weed out the spam and hooker posts, which is 95% of them, so you can focus on the other 5% and actually craft a decent and post-specific reply. Don't act to desperate, try to be witty, don't send a dick pic immediately unless they specifically ask for one (and if they do then decent chance it's a gay dude pic collector).

I've been using CL for probably a decade and have gotten somewhere around 15 hookups from it. Some one-time things, some that turned into ongoing FWB. It shouldn't be the only way you try to get laid but once you learn how to do it it's a great supplement to regular dating.
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I harboured crossdressing desires for a very long time and eventually responded to a post on CL advertising a forced fem session with a man a few miles away from where I live.

I was 19, skinny with quite feminine features already. He was 40ish, very muscular and ex-military.

I nervously knocked on his door. He opened and invited me in. As soon as the door was closed he told me to drop to my knees.

I did as he commanded and he grabbed my face and said to me "you're going to make a sexy girl"

He told me to undress and go upstairs into the bathroom. He had a hot bath ready for me to get into. He sat and watched me bathe and told me to remove all of my body hair.

When I was finally silky smooth all over he came and rubbed body lotion all over my body. I already felt so girly at this point, I was smooth and I smelt heavenly.

He pushed his finger up my ass and marched me to his "dressing room". Clearly, he was quite experienced and had done this before as the room was filled with dresses, shoes, wigs, lingerie. Everything a prospective crossdresser could want.

He told me to sit on the chair, it was a salon style chair with straps for the arms and legs. I was strapped in and he turned me away from the mirror. He started painting my toenails, then he glued falsies to my finger nails.

He put lip plumper on my lips which made them swell up. He applied all of my make up. Red lips and false eyelashes. A blonde wig topped this all off.

Finally, he glued breastforms to my chest. It felt incredible to have my own breasts. They were huge.

He gave me a set of matching black french knickers and bra with suspenders. The feeling of the stockings on my newly smooth legs was incredible. It was electric.

He helped me to fix the fasteners on the stockings and gave me a black dress to wear.

Finally, he found me a pair of beautiful leather heels. The red soles told me they were louboutins. I felt so elegant and glamourous.
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>>24290769


At this point he let me see myself in the mirror. I couldn't believe my eyes. The man was gifted.

I saw a woman staring back at me, I couldn't believe how passable I looked.

"will you join me downstairs" the man said.

We went downstairs and he poured us a glass of wine. We spoke for a bit and he treated me like a woman on a first date.

Eventually, he leaned in for a kiss. I'd never kissed a man before but it felt so good.

He then grabbed my head and pushed me down. "you're going to suck my cock now"

I unzipped his trousers and nervously looked at his cock. It was pretty big. Bigger than mine anyway.

I'd never felt another man's cock before. A cock feels very different when it isn't your own, when you don't feel the tingles of pleasure.

I commited to the sucking. I know how I'd like my cock sucked so I sought to replicate that. I created a vacuum in my mouth and used my tongue to pleasure the glans.

I loved it.

Eventually, he came in my mouth. I'd tasted my own semen before but this was sweeter. I wanted more already.

"That was great, Nikki" he said. Which alerted me to the fact that he'd now chosen my name.

He then surprised me and told me we were going out. I was shocked and nervous and tried to resist but he insisted. Well, more threatened than insisted. He told me he'd locked the male clothes I came in in a cupboard so if I wanted to leave with them I'd have to indulge him.

He called for a taxi and when it arrived I worried what the driver might say when looking at me. I shouldn't have worried, I'm sure London drivers have seen worse before!

We went to a local trans club night which alleviated a lot of my nervousness. The man greeted many of the people there like old friends. They complimented him on his latest work. I liked that.

We drank, we sang, we danced. It was a lovely night.

When we got back to his place he told me he had a gift for me and presented me a very very sexy new lingerie set.
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>>24290801

I put the new lingerie on and the man told me to go upstairs to the bedroom.

"Have you ever been fucked before? Because you're about to be fucked hard"

I'd used a dildo before but never the real thing. A dildo does not prepare you for the feeling of a real cock entering your arse. The pain is soon dulled by the most intense and incredible pleasure.

He fucked me for what felt like an hour. I told him to tell me when he was going to cum because I wanted to taste it again.

He pulled his cock out and stood up above me. He told me to beg for his cum.

He shot his load over my face and I thanked him. I quickly caught his cum in my fingers and swallowed it down.

And that's the story of how I fucked a guy for the first time. Thanks Craigslist.
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>>24290728
>>24290566

I have some questions for you guys.

How many posts do you respond to before you get a response? Do you reply with the same message over and over or do you use a personalized message before each one? Does it matter when the ad was posted, as in do you have to respond at the same hour the ad was posted or no? Do you post pics in your response? If so, what kind of pics work best. I ask because I'm trying to get better response results.
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>>24291000
-Can't give you a # of posts to respond to because that will be completely dependent on the volume in your city, but definitely assume a pretty low hit rate.

-Some of my message is standard (like how I describe myself and a semi-witty signoff) but I'll include/exclude/change stuff in there to match what they're looking for. Don't outright lie, but it's fine to tailor your reply to the ad. And yes definitely include some stuff specific to their post. Talk about what they're looking for, ask some questions.

-Responding quickly after the post helps but I wouldn't keep myself from replying to one that looked good if it was older. Just know that at that point they probably have gotten 100+ emails.

-I always include a couple pics. One of me in a suit, one shirtless, and sometimes one of my hard cock under boxer briefs (last one only for posts that are more explicit). You can blur our your face if you want but it'll probably be less positive response, and no pic at all will be a big negative.

I'll post an initial email I sent earlier today that just got a response as an example.
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>>24291000
I haven't even responded to posts for a while now but yes I'd use a generic template of a message. no time spent to make a few tweaks for whatever post you're responding to but you dont want it to look like you just pasted it in. if they have a really detailed post or something that you're especially interested in, you should spend the right amount of time trying to come up with something good.

you're gonna have a harder time getting a response from an older post but it's all relative. if they want some ongoing stuff maybe you'll be lucky but you still need to stand out.

I will send them a few pictures, one of me from the waist up. no need to ruin the surprise, they know you have a dick anyway.
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>>24291000
>>24291046
hahahahaha this is too great. were you saying you posted in missed encounters or was that someone else? wondering how that'd work, never thought of it
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>>24291073
Must be someone else. I like reading missed connections because they're entertaining but have never posted or replied in there.
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>>24291077
yeah same I'm just gonna throw a post on there for the hell of it. been too many weird lurkers replying to my post in m4w that it might just get some response

>>24290597
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>>24291111
I've pretty much given up on m4w. I can see it working if you put a lot of time into it (multiple ads looking for different things, refreshed daily) but even then in a huge city you'll get lost in the thousand other m4w posts that constantly go up. Plus then there's dealing with all the gay guys, spam and pic collectors. w4m only for me and working just fine.
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>>24290507
I've met a bunch of girls on there. First of all, never send a dick picture. No girl wants to see that at first. There's some freaky bitchs on there so keep your guard up. I also met with one girl for a fwb situation only and now she's the love of my life. Don't be afraid of being kind at all times and also you should be a man when necessary. If you're a jealous type, loose it. That's a big turn off for most women.
Hope this helps you buddy.
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>>24290507
I post adds on Craigslist all the time, get people to get hotel rooms, or drive across the city, and then laugh like hell when they ask why I'm not there. Last Thursday night I got a couple looking to spice up their marriage by having a mmf threeway, I saw them drive right past me looking for a car that wasn't there. Imo, I'm it's a good place for random hookups, but there's always going to be some freaks out there.
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>>24293442
don't cut yourself on that edge bruh
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>>24293462
still gonna post those emails?
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>>24290597
Can I get an idea of what to post in the missed connections?
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>tfw trying my best to score
>tfw find legit people and not bots
>email them and no response
>check spam folder no responses, just bots
>when I do get a response its someone claiming to be a guy last minute

I don't think I'm good at this
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All I know is finding a unicorn is impossible
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I found my perfect relationship on Craigslist. And then it ended for me 3 weeks later. And now I just am pessimistic about my love life.
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GOD DAMN IT WHY DO THESE PEOPLE TELL ME AT THE LAST MINUTE THEY ARE MEN
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>>24295841
because they're beta faggots who are too afraid to post on m4m and would rather pretend to be women and just hope you send dick pics to them
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25yo male here. I have 2 options up from craigslist right now. I have not had any experience in either the gay area or submissive area but they are completely separate. First is I am talking with a Mistress right now who is chubby and wants to use me as her sex slave. Tie me or cuff me to the bed, pour hot wax on my chest, collar me, slap me, make me eat her out all that good stuff. The other option is a guy whos picture ive never seen, wants to fuck me and just use me as a cum slut, the kicker with him though is he is into having my most taboo kink come to life...being fucked by his dog too!! It seems so degrading to me to be both their bitches yet I am not attracted to the male body just kind of want to suck a cock. What should I do? Both?
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>>24290814
Is this a real story?
The t4m section in Londons Craigslist is kinda rank. Most the tgirls are old manly guys
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Ive tried to meet chicks on CL but its all scammers trying to get a credit card
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supposed to meet a guy from CL tomorrow who is 10 years older than me. not really nervous that anything imminently dangerous or sketchy will happen. i am however extremely nervous about catching an STD, especially from oral
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I tea-bagged a 60 some year old man. Cummed and immediately felt ashamed. That's what happens when a heterosexual man doesn't get laid for 6+ years.
I'm addicted to browsing the personals section while I masturbate. Really wish I could stop. Had good and bad things come out of craigslist: jobs, selling shit, alpha male guitarists, roommates (mostly bad ones)
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My most recent hookup through craigslist was with a trans I've seen posting on backpage in my city. They were passable-ish but not very good looking. I was asked to bring amyl for them and they kept trying to get me to try it during the session but I'm a straight-edge faggot.

They blew me for a bit then I started fucking them. After who knows how long, maybe 5 mins, they came and shortly after that wanted me to hurry up because they had a client coming soon but I wasn't even close to getting off so I pulled out and started jacking it. When I did eventually get off it was in their mouth and the faggot wouldn't fucking swallow.

I then showered and as I was getting ready to leave, they said their client wanted to be fucked by them but they didn't like fucking people. So they asked me to stay and fuck the guy and I'd get $150 out of it. So that's the story of how I fucked a trans escort and a guy and made a profit of $125.
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>>24296799
>The t4m section in Londons Craigslist is kinda rank.

Most of them seem to want older men as well, and the ones that don't want older men, want super hung guys which is outta my skill set.
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>>24297356
>That's what happens when a heterosexual man doesn't get laid for 6+ years.

I'm debating with myself whether to lose my virginity to a trans/trap/cd.
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>live in south jersey
>90% of w4m posts are prostitutes
>the rest have this wierd shit that goes on and on about old gay dudes wanting boypussy after several blank lines
I hate this place.
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>>24298517
you mean you fucked two guys for 125
which is pretty poor earnings as far as prostitutes go
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>>24299827
No, I fucked 2 guys for 150 but had spent 35 on the amyl beforehand.
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>>24300925
Now that I post this I realise my math is off.
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>>24299014
I...Iktf... It's either that or a prostitute at this point.
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>>24299812
ayy thats pretty much what it is here too, except theres hilariously demanding fat girls too from time to time
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Is anyone experienced with mw4m ads? Whats your approach when you reply to them and how does the encounter turn out? I've been meaning to give it a shot.
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>>24301023
yeah, there the best ones imo and you have more of a choice. Just make sure to meet the people first in public.
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Do you all use pics in your ads or what?
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I'm 34, decent looking with a love-on girlfriend.

I've used CL to meet up and give blow jobs here and there (once every few months) for the last few years. I'm bi, but not really attracted to men. I like giving head because of the humiliation/power exchange aspects. Good times.

About a year ago my gf was staying over at a freind's house for the night and I was feeling especially horny so decided to post an ad in M4M to get fucked. I posted some ass shots with anything identifying cropped out, gave my stats, and stated that I wanted an older guy to come over and give me a pounding.

Get a few responses, one stands out from an in-shape 58yo daddy type with a long dick. Looks professional in his g-rated pics, nice 8.5" dick, can spell and has decent grammar. I decide to go for it and give my number and address.

He comes by (it's like 3am at this point), I have the lights down low, but he looks just like the pics. Whew.

I have him sit down on the couch and he takes off his pants revealing a well-proportioned cock, just like the pics. Nice and long, but a little slimmer than other dicks I've sucked of that length. I get on my knees and start sucking. Slow strokes, lots of tongue, getting him hard. After about 5 mins of sucking, I place the condom on the tip and roll it down with my lips. I had never done that before and it was really hot.

I cleaned and lubed myself up before he came over, so I was ready to go. We switch positions with me on the couch, on my knees leaning on the rear cushions, ass up. He stood behind, slid his cock in and we were off. He started slow but once I was comfortable he picked up the pace and got a little rough.

He pounded pretty hard, each thrust pushing be into the cushions. It felt amazing. I totally lost control and turned into a moaning slut. I couldn't help grunting "fuck me daddy", "take that ass" and the like, while he kept saying how nice my "pussy" felt.

.... To be continued
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>>24303146

Typo at the top... *live-in.

Anyway, we fuck for 10 mins or so before he pulls me back and pushes me down on the couch again, face-down. He climbs on top and mounts my ass again, now thrusting way deeper. It starts to hurt a bit but before I know it he drives it home, cumming in the condom while I yelp. He softens up in my ass, pulls out, cleans up and heads out the door. I remain in a puddle for a few minutes afterwards and then proceed to fap and blast a monster load.

And that's the best CL hookup I ever had.
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>>24297296
this happened. i was really nervous at first and he said if i was really nervous I could go. i didn't, though, and eventually he just whipped it out and i went down on him and he came in my mouth. weird experience, i don't know if I liked it or not. i expected to feel really guilty, but i didn't, after. he implied we could meet again but i told him it was more of a one time thing. if he contacted me though, i'd probably do it again. something satisfying about blowing a guy to completion. i thought he might undress me or something, but he didn't. i would have let him. all he did was say, "you going to do it in that dress", and I said I guess so.
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>>24297080
we exist!
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>>24304984
we know you do ~
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>>24304998
i see how many spam posts there are on there so I can imagine how frustrating it is for guys looking for women on there. CL seems like it would be best for m4m
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>>24304950
are you hot? did it make u horny? did u fap after?
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>>24305176
>are you hot?
hard for me to judge myself. i'm not fat and I try and take care of myself. i have a feminine way of dress as well. people would likely not imagine I'm the kind of girl looking for anonymous hookups on CL, at the very least.
>did it make u horny?
weirdly, no. at least, not at the time or last evening. today, I was thinking about it during the day today and it's more the concept that made me feel turned on (blowing a random, anonymous stranger) than the actual act.
>did u fap after?
nope. not until this morning, at least.
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>>24305205
hmm interesting. was this the first time u did that on craigslist? do u hook up with strangers from the bar or something very often? think you'd do other stuff with someone u met on craigslist? and did u spit or swallow?
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>>24305226
>was this the first time u did that on craigslist?
yeah, i used to just read it for fun (I thought the posts were hot in a totally sketchy, trashy way and would sometimes get off reading them) but I thought it'd be an interesting experience to actually meet up with someone.
>do u hook up with strangers from the bar or something very often?
nope, not at all.
>think you'd do other stuff with someone u met on craigslist?
probably. though I'm tempered by the possibility of getting an STD from fucking around with randoms
>and did u spit or swallow?
i swallowed. i don't really get why anyone spits. swallowing is the hottest part
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>>24304950
lets hope you dont get mouth aids.

next time wrap it up... especially for a one time hook up... jeez


I know oral with a condom is not nearly as fun... but really souldnt be playing with your health like that imo
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Over the summer I was in a new state away from friends and family so I thought "hey, now's my chance to engage in some creepy Craigslist activities". I really just wanted to try weed/ get weed for free. I was in OR where it's legal but I'm not of age. I made a post about wanting a night drive buddy who'd drive me around aimlessly or someone to walk with and smoke. Thinking back, I don't know why I thought that would be smart... to ride at night with strangers; that just screams of the plot of some sort of Lifetime movie network drama. Anyway, I got a lot of responses and actually ended up meeting with this guy from WA quite a few times. He had to drive 45 mins to see me so we didn't get to see each other that much, though. On the first meet up we walked and smoked around downtown Portland. Second meet up we went back to his place, he bought food we smoked and had sex. This happened a couple times over the summer where we'd hang out downtown and he'd show me all the attractions and whatnot. Then I got bored of him ¯\_(ツ)_/¯

the captcha lol
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>>24305295
thats great you sound like fun. spitters are quitter!
was the guy u hooked up with good looking? big cock? do you wanna kik? i like reading craigslist too to get off but too shy to do anything
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