>be me
>23 sissy from uk
>get really horny and dress up and decide i want to suck my first cock
>put an ad on craigslist that gets answered by a man who says he's 50, huge cock and able to get to me in about 10 mins
>say perfect and tell him my address and phone number
>my phone rings and i put on the sluttiest girliest voice i can
>hiiiii this is kandyyyyy
>ya'alright love i'll be there in 'bout ten minutes
>mmm perfect baby
>he hangs up and i'm getting really turned on
>his car pulls up outside and i get instant regret
>stood behind the door with massive fake boobs and full make up and wig with lingerie on
> cant back out now as he's driven all the way here, knows my address and my phone number
>i open the door and in walks an man who is at least 65
>instinctively say 'alright mate come inside' in my normal voice and mega cringe as i realise what i've done in my horny state
>i take him upstairs and half way up he spanks me really really hard
>holy fuck that hurt
>he bends me over and starts to eat my ass out on the stairs
>not expecting anal i havent shaved or properely cleaned my ass
>what the fuck can he be tasting
>get to bed room and take his pants down
>dick barely visible in pube mound
>i start to suck him off and it's nothing like the sexy slutty act i was fantasising about
>he's moaning louder and louder
>what do my neighbours think is going on
>mmm that's lovey that is flower, ya' dirtah bitch!
>it feels like he'll never come and i'll be forever hesitantly sucking on his old pubey cock
>told him in my ad i wanted him to cum on my fake tits
>mfw when he grabs his dick and empties a gallon of old man cum all over my face and into my mouth
>oh god please let this ordeal end why did i do this
>my face is plastered with cum
>he shakes my hand and leaves and drives away
>get in the shower still fully clothed and shaking with regret and self hate
>what have i done i'll never do that again ever
>get horny and do the same thing two weeks later
>>723446807
Was the next time any better?
I occasionally browse craigs list while in a horny state, but have never tried my luck. This story makes me glad for that. :-)
Did things turn out better the second time?
>>723446807
So was it a better experience when u tried a second time?
The second went much worse actually, straight from the off i went full guy mode, the guys duck was so big i could barely take the head and he kept forcing my head as far down as he could. Also i'd asked him to record me doing it so i could watch it later, that night go to watch it and cant see a thing because it's too dark and forgot to turn the big light on
>>723446807
Pic of you in those fake tits?
>>723446807
Mine was went a little different
> Be me 17yo, finally got internet and own room
> Fapping 2-3 times daily, normal sites
> Few weeks later i learn how its work, got into hentai,r34 etc and see some futa
> Got gf this time but she wasn't into sex too much
> Play mmo game where i start a female character and act as a female(lot of guy give me stuff and talk to me, fake msn,email etc)
> Go to gay chat, talk to a lot of random dude(i was 17... they just loved me but mostly 40+)
> I only talk for weeks but one night 1 was horny af, fapping but didnt cum.
> Random 45yo guy was online who i was talking for a good time, he said he can pick me up and we can go to a dark place with his car
> I was horny, i said okay come ofc.
> I am waiting i was okay, then the phone rang and my hearth stop for a sec but i answer and he said he waiting for me outside
> Go out, saw his car and him first time, skinny 45+ guys, not the worst, feel like almost pass out
> We talk a little then go driving around and stop at a dark park in the bushes, we sat back and we start undressing
Cont if interest
>>723449827
doeeet 1500 character limit
>>723449827
>We went full naked, first time see a man nake this close, but i liked it fck o.O
>I asked him if he has something to cover my head (i was shy af)
> He was kind and got me some blanket then pull me head right to his dick
> I touch it, i was so warm and half hard, i had no time to think, my hearth beat fast, but i know he is waiting
> So like an instict is just got it into my mouth and start working on it
> Feels good, he said i'm doing it good and i feel like it.
> Try to forcing down my throath and went pretty well, i heard he like it and soon he said he will came
> I pull it out and start doing with only hand but i like it meanwhile
>>723450579
>I just do it harder, faster, he touch my head so i know this is the time, and before i realise the warm cum landed on my lip and tounge, best feeling in the worl
>Start slowing my hand, make sure every drop came out, then just like an instict i clean his penis with my tounge, start to suck it slow and im sure he loves it.
> At the end he said it was soo good and he cant believe i do it first time now, we get clothet and drive me home, we met 1 more time few month later :)
>>723446842
That's so romantic!