Losing My Virginity

by latebloomer

What’s your gender? Man
How old are you? 27
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Nashville
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Musician
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 18
How many hookup stories have you here posted before? 0

Losing My Virginity

How long ago did this hookup happen? 3 years ago

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a month

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? Kori was 19, i was 24. We met when she started volunteering where I worked. She was gorgeous. Tall, about 5’9″, with straight blonde hair that came down past her shoulder blades, big blue eyes, and a great smile. She was a bit hippyish and a gamer, not the typical kind of girl I was attracted to, but we hit it off pretty well and decided to meet up for a little bit after work, which turned into a 3 hour long conversation followed by a makeout in the park. We saw each other pretty much daily for the next week or so.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had been making out for a few weeks now, but hadn’t gone further than a blowjob. I still had some hangups about sex due to some old religious convictions I hadn’t quite let go of. Kori was fine with it, but used it as ammo to tease me… grinding her hips on me and telling me how good it would feel to be inside her.

She was at my house and we were watching a movie with my roommate. We had couches on tiers and we were in the back. Kori was in a dark grey dress that barely covered her long legs. She was on the opposite side of the couch with her legs in my lap. I slid my had up her thigh and slipped them under her panties. (I had yet to touch her pussy because she had been on her period the week before). She was perfectly shaved and soaking wet. I slid my finger in and watched her eyes roll back in pleasure. I fingered her slowly for a few minutes, feeling her walls grip my finger. Then she grabbed my hand and pushed it away, motioning to my roommate, worried that we would get caught. I smiled and licked her juices off of her fingers.

After the movie we went to my room and started to make out. We eventually got naked. I fingered her and she gave me a blow job. We fell asleep with me naked and her in just her black panties.

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? I woke up around 2am and couldn’t fall back asleep. My penis was hard and throbbing. I looked next to me and stared at this gorgeous girl next to me… Her long smooth legs, perfectly toned ass, and firm, 19 year old breasts. I couldn’t take it anymore. I kissed her neck and ears and ran my fingertips over her soft skin until she woke up. She kissed me, and I immediately pulled her on top of me. I slid her panties to the side and placed my cock at her entrance. She looked me straight in the eyes, “Are you sure?” “Yes”. And with that she lowered herself on me.

I couldn’t believe how good it felt. I had fingered, gone down on, and grinded on many girls, but this was a whole new feeling. I slid in easy and felt her warm, wet pussy wrap around me. She started slowly moving her hips up and down,never breaking eye contact with me. It didn’t take long for us to find our rhythm. I grab her bouncing breasts as she rides me. She feels amazing, and she’s doing something to me that feels incredible. “What are you doing?” “Squeezing you inside me.” She slows down to demonstrate how she squeezes her pussy as she’s going up so that she tightens right around the head of my cock. My god…

At this point I’m hungry for her and can’t get enough. I roll us over and slide inside. Again we find a rhythm. Her hips rising to meet my thrusts. It’s not long before she tightens her legs around me and holds me tight. I hear her breath catch as she cums, feeling her body tighten for a moment. I keep thrusting, knowing that I’m close. “I’m going to cum… where should I cum?” I ask. “Inside me”, she whispers. Those two words turned me on more than anything ever had and I lost it, cumming hard inside her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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 collapsed on top of each other. “Wow”, I managed to spit out. “Wow… You’re a natural” she said with a wink. we cleaned up and went to bed, only to repeat again early the next morning. we continued to see each other for a couple more weeks and had sex a few times. Ultimately it didn’t work out

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have

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? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

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