Where it happened: Rome, Italy
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I was never quite sure why but I never really had a serious boyfriend in highschool. I did’t get my first kiss until I reached college and even then I never went as far as to have sex with a guy. This wasn’t really for any strong moral or spiritual reason, it just never happened. While studying aborad in Rome I started to let loose a little makeing out with men at clubs and leaving it at that (but never going past making out). I eneded up meeting a guy at one such club named Nico(an italian of course) and ended up going out for drinks with him. My american friend and Nico’s italian friend also came and soon enough they were makeing out in the booth across from us while we siped our drinks. I had only take 3 months worth of itlian class and he spoke no english so naturaly we quickly figured out that kissing took virtualy no verbal communication. we ended up fooling around in his car that night and I told him i was a virgin. He said he respected that and that he would never want to compromise my virginity (if i didn’t want him to that is). He was quite a bit older (me 20, him 31) and dind’t want to push things so he gave me his number and said to call if i want. I texted him in broken itlaian and we saw eachother several more times in my remaining month in Rome. In this time I gave my first blowjob, my long hair trailing over his naked stomach as I sucked him until he came, repeating at least twice that night but still no sex. My last week in the country my roomates moved back to the states and we set a time for him to come up to my apartment for the first time (until now it was all at his place and mostly in the car). That night we sat looking at eachother barely talking on the bed and began kissing. As the pace quickened he tried to massage my clit through my jeans. He unbuttoned my pants and slid his hand down to feel my panities getting wet as i unbuttoned his tight, stylish italian jeans and pulled out his hardening cock starting to suck as he pulled them all the way off. The next thing I knew he had me on may back in nothing but a bra eating me out and it felt soooooooooo good with him useing his toung and fingers to get me wet. I trurned around to put my head on the pillows and he pulled up kneeling between my legs and simply asked “a dentro” (inside?) “si” i said and pulled a “impermiabile” out of my dresser drawer that a friend had geven me incase of such an event. After a little trouble getting it on, he tried to lift my ass up and get it in but after a couple tries to get it in without sucess he gave up and told me to get on top. I obliged and fuck that hurt! I tried to ease down onto it but he pushed up poping my cherry and making me say “ouch” outloud in english although i’m sure it translated just fine. I don’t remember much but the pain, i seemed to be paralyzed by it and after a minute he pulled out and sat up, takeing off the condom and finishing himself off spraying cum all over my comforter. While he went for a smoke I got dressed and washed off some of the blood. The next night we went out and he asked if i wanted it again but I was still in pain from the previous night. The following day i flew home to the US and haven’t talked to him since. I don’t regret it, (infact one of the reasons i decided to do it with him was because he was small and it might hurt less and i just wanted to get it over with) and I really hope that the next guy i decided to be with manages to get me off at least once.