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When did you lose your virginity, and to whom? Glad it was them?

JayJay_Helper

JayJay_Helper

Greenlighter
Joined
Jun 8, 2011
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24
Location
Chicagoland area
Was it good, bad, somewhere in-between? I'm interested to hear everyone's stories.

For me, I lost my virginity this past October (2012), at the age of 18. I lost it to my boyfriend, whom I met online via a sex chat site, and we were 'together' for 5 months before he took a plane from London to Chicago to see me for a weekend. The first night at our hotel (The James, pretty fancy), I lost my virginity to him and we made love for the first time. We got back from our dinner around 10pm, and a light thank-you kiss from me to him for paying turned into a proper snog. He laid me out on the bed, and... Well, I won't be too graphic. We fell asleep in each other's arms afterward, around 1am.

While it hurt like a bitch for me, I still loved it. It was wonderfully tender, and passionate, and I'm extremely happy I lost my virginity to someone I love so much. We had sex several times over the weekend -the next time being 4am when I woke up to him caressing my arms as we spooned and I realized he was hard, much to my amusement- and each time, though still extremely painful, was amazing. We never ate breakfast in the four mornings we spent together, because we'd wake up and just cuddle and kiss and caress, and suddenly realize four hours had gone by and we needed to get our asses out of bed if we wanted to see the city. Lol.

Anyway, anyone else want to share their experience? As I said, I'm just curious to hear people's different tales. :)
☮ & ♥
=D
 
I'd just turned 15 and it was with my then boyfriend. To be honest I don't particularly remember my first time, it wasn't all that memorable - I remember it didn't hurt and I was just kinda thinking 'omg I can't believe I'm having sex' but that was sort of it...we were both really clumsy and somewhat unsure of how it worked hahah.
No regrets at all though, we only had sex like 3 weeks into the relationship but it ended up lasting 3 years so I don't think I could have done it with anyone better.

It was kinda funny though, we snuck into his parents' house at like 2 am and then had to creep into his bedroom and I accidentally managed to turn on the light in the corridor and probably wake everyone up hahahah. They didn't notice us though, thankfully. And then I had to leave at 7am, before his parents got up - I'd told my parents I was sleeping over at a friend's so I ended up sitting at the foot of my apartment building until 11 am so that I wouldn't be home suspiciously early. Fun times.
 
I had just turned 18. I had been dating the guy for a year. It was actually at his work lol after hours. We dated for another two years. It was nice, I don't regret it. Not with him anymore but it's nice to lose your virginity to someone who you actually care about.
 
I was 18. I went to a private school, so I was pretty sheltered and was a huge book nerd. I got straight A's and studied every night until I met him. LOL We were dating for about 6 months and fooled around but never had sex. He was a douchebag looking back, but he was really patient with me. We did a lot of acid, coke and weed, and my grades went to shit. lol I went to the doctor a little bit before my 18th birthday to get birth control and the doc gave it to me even though I wasn't of age yet. I think it was my birthday or Christmas. I know, cliche.

I'm really lucky I didn't get pregnant. I hated taking the pill, so i would miss a couple days and double up and still not use protection. So very very lucky, but I was 18 and stupid. Thank god for the ring.
 
I was piss drunk. Met up with some dame I met online. She was piss drunk. I couldn't et it up. I was on a lot of Paxil. My dick kept slipping out.
 
I lost mine at 17/18 don't remember much. I had been on a meth/mdma binge for a few days and hungover as all hell from drinking. I picked her up from church (first time I met her was that day), took her to my friends house. fucked her every which way on my friend's brother's bed (which he shared with his bf) and used all their lube. they were not happy with all the noise. I basically fucked her like a dude fucks a chick in a porno. made it dirty, kinky, rough. I didn't get off though :/
 
Mine was very clinical and not romantic at all....when I was 17, I had come out to my family as being gay but at that point I hadn't done anything sexually with anyone else at all. By the time I turned 18 I felt like I was under pressure to seal the deal so I went to a sex on premises venue and fooled around with the first guy who showed any interest. Looking back it was kind of gross...the place was gross, the guy wasn't all that, but it did confirm that I was actually gay so I got what I wanted out of it.

Was a long time after that before I actually had penetrative sex, but that wasn't anything special either....picked up some guy at a party and went back to his place where we had awkward and somewhat painful sex (though at least this time I was a bit more discerning and the guy was hot)...

I have always compartmentalised sex and affection in different places...not to say that I haven't had amazing emotional connections with guys during sex, but it's not something that has ever been an integral part of it to me.
 
I was sixteen, and it was with this dude that I met in the hospital during a stint for substance abuse.

the sex was horrible, the 'relationship' was worse.

I don't think I cried, and I definitely remember laughing and telling my buddies in the hallway at school soon after. True story
 
Was 16. Been with the girl for about 3 months, stayed together for about a year afterwards. Had been very close a few times before with her but never quite had the nerve to just go for it. Lasted maybe 5 minutes because it was uncomfortable cuz she was clearly in pain. But afterwards felt very close and just a great feeling of sharing something. Btw we were both virgins at the time, she was 1 year younger.

After the relationship she turned into a total slut, was always pretty stupid, and just a total wanna-be popular ultra-normal type girl, with heavy jersey shore influences. Glad I got it over with though
 
17 with an asian girl sarah
i lost my virginity late because i thought my first time would be with someone i cared about, but eventually i gave that up to get laid lol
 
Yeah, I remember it hurting a whole damn lot. I also managed to get a bladder infection because of it (I'm told that's relatively common for virgins). But I still had sex with him multiple times over the weekend, despite the pain, because it was such a loving, passionate experience.
 
I was old by today's standards. 22. Got it over with after like two weeks of seeing this guy. We had both joked about sex quite a bit and he said he wanted to do it with me. I was embarrassed to still have my V-Card at 22 so I just sort of got it over with. It hurt. A lot more than I expected. Pretty much consisted of me lying there gritting my teeth, saying "ugh just get it over with, are you done yet?". Haha. We ended it about four months later.

I regret it because I didn't really have any romantic feelings for him, just horniness. lol. And his longest lasting time was like eight minutes....heh. Now I just feel like sex is overrated and unsatisfying. Some people say it's different if you're "with someone you love". Sounds corny to me. Who knows.
 
I'm surprised it hurt so much for the girls, especially the ones that lost it a bit later than usual. I would have figured at least something had been in there already to loosen it up a bit. A finger or two, a banana, a dildo, a brush handle, a tampon... something.
 
Haha, yeah because us girls just go around sticking things up there. If you get lube for a girls first time (or first few times) it can make things a lot easier. The pain depends on different factors. Pain tolerance, whether she's nervous, if the hymen is intact, etc.
 
spare9 said:
Haha, yeah because us girls just go around sticking things up there. If you get lube for a girls first time (or first few times) it can make things a lot easier. The pain depends on different factors. Pain tolerance, whether she's nervous, if the hymen is intact, etc.
Click to expand...

Uhhh the word is masturbating lol. Dildos aren't just there to "stick up there".
 
I was 15 when I lost my virginity to my gf at the time. She is the only true red head I have ever been with and fucked her on and off from 15-22. Was it good? Eeehhh,it was all right but what I liked most was that she was a squirter,that got me off the most about her ^.^ So I did manage to get two things guys often fantasize about in my first go around...Do I regret it? FUCK YES!!! She still wont leave me alone even though she knows I have a gf and two kids by my gf. So hard to not talk to her but I have been doing good because I love the woman I am with now and love the two kids that we have ^.^

Pariahprose
 
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