Where it happened: NYC
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I’m really excited I found this site to share my first time. I was working in New York while attending a summer internship (I’m really from east Illinois). Of course, this being my first time away from my family for an extended period of time, I had daydreamed about the bad things I could do though I never expected the chance to arise.
I still get goosebumps when I think about it. Good goosebumps haha. I was serving tables and I saw the back of this boys head but as soon as he turned I couldn’t look away from his face. He is so beautiful. Totally different from the handful of boys I’ve been with here… straitlaced suckers. Anyway, I was kind of in a daze but I got their orders and fumbled a little bit because I felt weak in the knees and wrists. I had on my nice jeans that make my ass look perfect and the diner’s baby tee that is made to accentuate the positive. I was probably blushing and surely stuttering but he told me in a really sexy accent, “You’re a work of art, you know what I’m saying?” haha that’s the best line I’ve gotten to date and my legs were nearly slippery 😉
Like the usual stupid teenager, I was totally enthralled but not expecting anything to happen. He and his other friend left a pretty bad tip (10% for excellent service and yummy food, c’mon boys) but he also left his name and number.
Oh my god. I went through the rest of my shift going through the possible outcomes in my head. I called him at like 4 and said the line I’d prepared, “What did you leave me your number for?” “I wanna see you again. Is that okay.” (pause because I’m trying to keep my breathing normal) “yes.” “where do you live? Lemme pick you up” Remembering to keep my wits about me in a big city, I told him to meet me at the diner.
skip to late that night/early morning because this is getting way too long
…We kind of stared at each other all night and he finally went in to kiss me at like midnight and we posed for some pictures with his friends and went to go get a cab because he knew he was getting some and I was more than eager haha
He wanted to stop at his apartment and while I was waiting I was thinking things through. When/how do you tell someone you’re thoroughly ready for that your cherry is unpopped? Well I told him as we were kissing on my stairs and he stopped and said, “no.” I was really nervous already and I though he might just be like, never mind then, which would be worse than anything. I said, “excuse me?” He was like, “a girl who looks like you isn’t still a virgin at nineteen” I was like, well, I won’t be soon right? We went up and into my studio and he was telling me to stop stop stop and “i don’t wanna be the guy that you drunkenly lost your virginity to and hate” I was so fucking horny I was just like, its okay, I’ve waited long enough and you’re cute so lets do it. I’m 100% sure. So I undressed kind of quickly and straddled him on the side of the bed. He kind of hugged me and pulled us higher onto the bed. He kind of laid back with his hands behind his neck while I took off my bra and slipped out of my underwear kind of ungraciously. Anyway, we got kissing again and I thought it was really weird because holding his head and neck in my hands was different because his head was buzzed. I’ve never made out with a boy with hair shorter than like, an inch and a half. He was strong enough to lift me onto his cock, which was like really red and swollen haha and I guess we did it in the lotus position so he could thrust but I could push away if he went too deep and it didn’t really hurt that much because he went really slow and I think my hymen was already stretched. There was a little blood just on his penis after. He came and I didn’t but I was just turned on watching his O face hahaha!
He said it was really good and I said I’m glad. When we fell asleep (like 3 am– I was really tired from working all day and well, you know) I was still kind of unsettled so I rubbed myself on him and he got the hint and we went in for round two. I didn’t climax so being the proper gentleman that he is, he laid be down and worked manually. It was so fucking hot when he looked up at me with a little smile ahhhh! My muscles all went flabby again and I got tingly and stayed that way even when I shook it out. It was great. I saw him like, 4 times after and before I left he told me he really liked spending time with me and wanted to see me again. Well, I never called him so haha it was a great first time compared to what some other people have had so I guess I’m lucky. For all of you first-timers out there– lube it up or it will hurt like a bitch. Or just have such a sexy partner that you don’t even need any ;P
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