How did you choose who to lose your virginity to?

We just connected and both had the trust there I made sure she was always comfortable and I never brought it up or pressured her
 
We started dating when we were in high school, and I knew she was going to be my first. I promised I would wait until our wedding night, and I kept that promise. So I lost my virginity to my wife when I was 22. Her virginity was long gone by then, but that was okay.
 
For me it was just with a slut I knew. Not very mature but then again I’m glad it wasn’t someone that I had deep feelings for they were reciprocated, that would have been hard at a young age.
 
I didn't make that choice. At 19 I had a friend with a girlfriend whom he was banging on a regular basis and they both knew that I was a virgin. Without my knowing she set me up with a friend of hers one night on a blind double-date with the specific intention of getting me laid. It happened in the back seat of my car. I'd never seen her before and I haven't seen her since - which is fine with me.
 
I didn’t really choose, it’s just sort of happened. She was not the girl that I hoped it would be with, but she ended up far exceeding my hopes and dreams of the other girl. I was 19, she was 18. We were in her dorm room on her bed. She was naked underneath me, and somehow my cock ended up in her pussy for a very short time.😂 We also did it a a couple more very short times that night😂. She felt so good, whenever my cock got anywhere near her, it literally exploded.
 
She was mi girlfriend. We'd been together for a year and half (I think) and we remained together for another couple years.
 
For me, it was our wedding night. For my wife, it was the summer before our senior year in college. She was fooling around with a guy she was seeing while I was away. He got her panties off and then suddenly he was in her. She told me it felt so good she could not wait for more and they did it again about four hours later. And, many times after that.
 
I wasn't entirely sexually inexperienced my first time. I'd held off PIV sex for various reasons, but mostly because I was waiting for the right guy and I knew I had one shot at it so didn't want to be one of those girls who bitches all her life about the three-pump-chump who ruined her big night.

My time came while on holiday. I was in your typical holiday romance scenario. He was sweet, good-looking, and fun to be with, but living so far apart, we both knew there was no future. Probably more important was he seemed more mentally mature than a lot of guys I'd known.

Towards the end of the holiday, I was invited back to his hotel room. I knew what he was after. Perhaps it was that holiday mindset combined with alcohol but I just thought, "What the Hell, I'll regret it if I don't.
 
I didn’t. I just wanted to get laid. I didn’t care who she was.
How did you choose who to lose your virginity to?
I would have fucked any female that would allow it. So when the girl got naked she was then my first.
 
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My girlfriend at the time, she was coming from a very Catholic family so we waited for two years but we were both horny as hell...
Then we started trying, but maybe due to my lack of experience and her being very tight we couldn't do it.
After some weeks, she wanted it so much that she literally impaled herself on my cock.
It was amazing for me but she immediately stopped due to her pain.

Soon after she left me because her family discovered us...

Sad story, I still think of her to this day
 



Before answering, I want to bow my head in acknowledgement of @kreemi_pi , and the thousands of women who have experienced rape. On average, 880 people per day are raped in the United States. 132 of these are under the age of 18.
19 out of 20 of these people are women. Bear in mind, these are only the known rapes. Nobody knows the numbers, but many, many more occur behind closed doors and are never reported, out of fear, shame, or simple lack of faith in the police response.

End PSA



To answer the question: I don't suppose I exactly choose. From high school on, I viewed virginity as a disease to be got rid. Even so, I guess I wasn't as frantic about getting rid of it as most were. All through high school, I was content with pleasuring girls (I didn't graduate to men until much later) in the back of whatever car with hours of edging and multiple orgasms. Even then, their pleasure was more important to me than my own. “All the way” happened in my freshman year in college, one time when my roommate was away and I had the room to myself. Still, not planned. It was spontaneous combustion. The natural culmination of hours of oral.
 
I was slightly confused about my sexuality in my teens and ambitious too, so I kept my knees together until after I'd graduated and gained my commission. By that time, my ego had grown to the size of a small planet, and my hormones were getting hard to keep under control. The guy who finally got into my knickers looked like a movie star. He was a couple of years older than me, and a couple of ranks higher, oh, and he had pilot's wings...

His name was Laurent, and he had a bad reputation, but he was charming, and I had a newly fitted IUD and was suddenly very horny. Our fling lasted almost a year before he dumped me. He was a womaniser, a con artist and a generally despicable person, but he knew how to fuck and he was great company.
 
I would never have chosen the guy on my own volition. I was doing a favor for my cousin because she was worried her boyfriend would be fucking around while she was working at a brothel for weeks at a time. So, I took her place when she was gone, and was often a third when she was around. And he groomed me to believe his pleasure was the only thing that was important, using my mouth, pussy, and anus as he saw fit.

I much prefer to think about the guy I first had sex with as my own choice. It was just a hook up at a party, but he was cute and gentle and awkward and sweet and kinda nerdy, and despite the fact I never hooked up with him again (I didn't do repeats back then), it was a much better experience than the first guy. Plus, I think that's when I got my preference for hooking up with guys who tended to be on the shy and nerdy side. 😁😈

And eventually, I married a guy more on the nerdy side. Not shy, however. More reserved and dignified than shy, but oh so fun to shock and lead into perversions. 😈😈😈
 
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