>16
>just dropped out of college without telling parents
>spend entire days sleeping on park benches
>parents still think I'm at school
>decide to just kill myself
>don't want to die a virgin
>contact hooker on Craigslist
>lie about my age
>gives me her address
>tells me to wait at a park around the corner so her landlord doesn't see me
>get to park
>completely empty
>half an hour passes
>tall woman walks in
>thisisit.exe
>starts walking toward me
>don't make eye contact
>"Hi, are you Anon?"
>mfw
>look up to see the biggest tranny imaginable
>laugh nervously
>stand up and promptly break into a full sprint
>hear the sound of high heels clocking away behind
>turn to see tranny chasing me like some roided up athlete
>kick my legs into overdrive
>run about 5 blocks without looking back
>see a cabbie sitting on the corner
>jump in
>tell him to drive in a panicky shout
>he gets startled and starts arguing
>"ANON WAIT!"
>we both turn to see the tranny coming up the block full blast
>cabbie peels out of there and starts cackling like a hyena
>asks me what I did to the poor "woman"
>told him I was supposed to meet up with a girl
>he laughs even harder
>tells me not to worry about the fare
>drops me off at a bus stop
>go home and try to forget the entire thing
>only me, cabbie, and tranny know what happened
That happened almost 4 years ago, still a virgin.
>>38489425
One time I got a girl to have sex with me through a dating site but she was a virgin and I couldn't work out how to get it in. She got bored and never talked to me again
>19, summer after freshman year job
>coworker and I have a running joke that she has a fetish for virgin guys
>she knows I am one
>one of my last days at the job she asks to hang out after work
>spill spaghetti and say no
>still virgin four years later
oh well
>>38489550
That's much closer than I got. Aren't you supposed to put your penis in the hole closest to their asshole? Or was her hymen in the way or something?
>>38489626
I honestly have no clue I was just pressing it into the general direction
>>38489425
>16
>college
What
>be me in high school
>had a gf at the time for a year already
>she had moved out of her parent's place to live with a friend since she was in an abusive household
>first time alone with gf without my parents or any older adults around
>just us two
>we mess around, take a shower together, cutesy couples things like watching a movie
>later on we're both laying in bed together naked
>asks straightforward if I want to fuck her right then and there
>tell her I do but that it wasn't the right time since we had no contraceptives and I didn't want to risk anything
>she seems happy that I'm being responsible and reassures me that it's okay and that the next time we'd meet we'll be prepared for it
>never got an opportunity to visit her house again since neither of us could drive
>she dumped me a month later and I never talked to her again
I've actually thought back on this quite a lot and I'm still not sure if I made the right choice. I found later she was already planning on dumping me before I visited her place, so that likely wouldn't have changed. I feel like I may have been even more devastated getting dumped after having sex with her, but I guess I'll never know. I'm still unhappy and alone now anyway.
>>38489718
Fuckin asians man
>>38489718
I'd dropped out of high school when I was about 15 and got a HS degree online.
>>38489758
I'm not asian and turst me when I say that I'm pretty retarded.