How I Accidently Lost My Virginity To A Stranger



What’s your gender? Woman
How old are you? 21
What’s your race/ethnicity? Native American / Alaska Native
What continent do you live on? North America
What country and/or city do you live in? Canada
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 2

How I Accidentally Lost My Virginity To A Stranger

How long ago did this hookup happen? When I was 17

What was your relationship status at the time? Single

How would you best classify this hookup? First Time

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He was 22 years old, 6’3, and was lean with muscles, short dark brown hair, big green eyes, soft pink luscious lips, and was just absolutely stunning. I had just met him that day, and he was way sexier than just the face in the pictures he had sent me. I felt lucky to have snagged such a hot babe.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had talked on Facebook, mostly flirting, and he wanted to come see me and spend some time with me. And one evening, he finally got the chance to come see me. We had only been friendly, nothing more, and we were very neutral, never spoke of sex or anything like that. He was 22, and I was 17. We were just driving around and talking for a bit, and it was lovely. We ended up going to his house in the next town over. For a while, we had just been eating pizza, drinking Pepsi, and playing video games; nothing felt weird at all. I simply felt like I was just hanging out with a friend. We ended up talking about movies, and he told me about this movie on Netflix he thought I would like, so we ended up watching it. It was an anime movie. I remember he laid down, and he was in my way.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? He asked if he could cuddle me and I agreed. He wrapped his enormous arms around me, and he whispered to me that I was so tiny. I pressed my ass against his dick, and I was surprised at feeling a big dick pressed right against my little virgin butt. Then, I got scared because I was a virgin! I felt like I was playing a dangerous game. I ignored my stupid thoughts, and I asked if he would touch my clit. He started flicking my clit and he laughed a little when he felt how wet I was. He put my hand on his penis and I squeezed it and I got shy. I pulled my hand away, and he laughed. He started massaging my lips, and he whispered, “Where’s your hole?” I just laughed. Then, he found my hole and slid a finger in and I remember feeling him tense and pull it out quickly. He asked, “Why are you so tight?” I just blushed and I was prepared to be embarrassed and sent home. “I’m a virgin,” I told him. He just froze and said, “Wait, what?” I sat up and looked down. He rubbed my back. He just sighed and said, “I will eat your virgin pussy, but I’m not going to take your virginity, okay?” I just nodded and lifted up my legs, so he could take off my sweatpants. I remember just moaning so loudly because I felt a tongue on my clit for the first time in my life. When I couldn’t take it anymore, I asked him to stop and he did. We resumed cuddling, and he asked if he could rub his dick on my clit. So, I faced him and I remember moaning and biting his neck while his huge penis rubbed my clit. I started arching my back and thrusting my hips towards his dick. I remember it painfully poked my hole and we stopped. I didn’t let him pull away this time though, and I grabbed his ass and pulled it toward me. “Just put in the tip,” I pleaded.

He just nodded and I felt the tip slowly poking my hole, but it wouldn’t go in. He just lightly thrust it and then suddenly he just forced it inside. I screamed and cried at the feeling of a huge cock just rip through my little pussy. He kissed me and said, “I’m sorry” repeatedly over and over. I cried only because it was so big. It didn’t even occur to me that I lost my virginity, but it was the thought that I can have sex now that got me wet. I heard him say, “Oh fuck you are so tight I can’t handle it.” He tried to pull his cock out of me, but I thrust my hips forward and he moaned. “Please don’t do that,” he said. I just paused while he continued talking. “I’m sorry I didn’t mean to take your virginity,” he said. I could feel him trying to take his dick out. I thrust forward again and he moaned and squeezed my hips and he was finally responding and slowly thrust his hips. He fucked me so gently with the tip of his dick and I moaned so loud. He kept apologizing for accidentally taking my virginity, but I kept fucking him. We fucked like that until I forced myself on top and rode him until he pulled out and shot his load that exploded all over my stomach and tits. Then, I bent over and went on my hands and knees to see if he was still scared to fuck. He slowly came to me and started fucking me again until he came on my ass. I laid down after and he fucked me in missionary until he came on my stomach again. Then, he cleaned me in the shower and picked me up and started fucking me with my arms around his neck and legs around his waist. He held me by the ass in the air and then against a wall until he came on the floor. Afterward, he carried me back to the bed where we continued to fuck some more.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We fucked all night, and he came until he couldn’t orgasm or get hard anymore. We promised to keep it a summer secret, so for the next 2 months we would meet up every week in secret, and he would teach me different sex positions and how to give blowjobs. I swear we did it everywhere we could, and we would fuck all the time. It was a good 2 months before he moved away to university. I still miss fucking him.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal, Plan B / Emergency contraception

What were your motives for this hookup? Making new friends, Just happened, I don’t know why, just went along with it

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? A little bit

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’ but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? A little bit

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’ but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? It was secret since I was 17 and he was was 22, and we felt like we should never be seen together.

How would you best summarize people’s reactions about this hookup? Relatively negative

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Fucking a hot stranger who was older.

What was the WORST thing about this hookup? He was so remorseful and would keep apologizing. I had to keep reminding him that I wanted it. He would call me a child and start panicking, but I would keep seducing him.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I never thought I would casually lose my virginity, but it happened. My current love doesn’t mind it since we go at it like bunnies too.

All things considered, how POSITIVE was this experience? Very positive

You have a hookup story to share? Submit it here!