When did you lose your virginity?

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pangfling

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i "lost" mine just recently at the ripe age of 26 when a guy next door pretended he was drunk. he started hugging and kissing me, then i gave in.
i was shaking a lot as we were undressing but at the back of my mind i wanted it. My first time hurt a lot but, admittedly, i loved every moment of it. i couldnt describe what i was feeling the first time i put his fat, throbbing cock in my mouth. it was so erotic..

i guess i'd been so conservative to not have any sexual experience prior to this. wish i was braver and more open-minded when i was younger
 
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when i was 16 with my gf at the time, didn't think of it as special though
 

D_CountVonBhigBohner

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Yeah I was a skinny teen with a man cock by the time i was 11. It was noticable and the ladies (and sometimes guys) would notice and comment. I remember bending her over her kitchen table. she still had her uniform (skirt/white blouse) on made me rock hard.


I was 20. She came twice before she pulled off me, sore, saying that she needed time to adjust. It took a few weeks, but we were fucking HARD once she was ready.



LOL, love it. Were you packing back then?
 

B_Noctem

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I was 4 months short of turning 16. It happened on a beach, with one a friend of the family who was 39. He was drop dead gorgeous from head to toe and to this day, my first time remains one of the best ever. It was truly amazing and intense.
 
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basicwiz

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Ripe old age of 24 with the girl I finally married. It was amazing. I remember thinking "DAMN but this feels so much better than doing it myself!" Her comment was "Why did we wait so long?" She was fan-damn-tastic! We did it three more times that first night.

That's probably the only thing I would change. I'd have started doing it when I was about 15 (probably the first chance I would have had... a girl that I wanted to fuck but was afraid to try anything with) and enjoyed it all through my teen years.

Just as well though... I prolly would have been stupid and done it bare back with a fertile Myrtle. My luck runs that way!
 
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overflow

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I was 18, he was a friend, we became fuck buddies for a year and half after that. I wouldn't change anything, he was very nice and respectful.
 

wis

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14 with a woman, got out of the closet at 22 when i got picked up by a guy. Me and my friends always joked about if we were gonna have sex with a guy and be the bottom, then the only reason we'd do it is if the guy was monster hung black guy.

Well, I didn't know if this guy was huge but since my friends left already I figured they wouldn't find out if I did it or not or for the fact that I went home with a man.

At his place he kissed me and I just went with the flow and he de-flowered my virgin white ass. Afterwards I felt so satisfied and at ease with my self that I started seeing men on a regular basis and later I told my family and friends I was gay.

It wasn't until later I started to give oral to guys that i realized I had to be gay, before that I just figured I was bi.

I'm a straight acting guy and no one could ever tell if I am gay or not, in the last 3-4 years I've turned into a "Size Queen" and a black cock lover, I just love the contrast of sucking and getting punded by a huge black cock in my white ass.
 

Mr_Lacking_Girth

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Initially, I was on the night shift while she worked days. I’ll never forget the day I caught a glimpse of her pulling her coat over her tight blouse. Eventually I was switched to day shift. Then one day she was asked to do a task that involved sitting at the usually empty bench next to mine. We chatted and she steered the topics. She asked if I had gone to my high school prom. I told her I never had a girlfriend in high school, so no. She asked “you mean you never?” “Never” I admitted. She revealed that she was harboring a fantasy of making it with a virgin. We both asked each other if it was suddenly getting hot in here?

I waited for her outside after work that day. She explained that if she didn’t have a boyfriend she’d like to take care of me. I let it go for a few weeks until my parents left me at home alone for the weekend. Thinking quickly (at least for me lol) I invited her over to watch the new Genesis “Three Sides Live” VHS I had just purchased. She jumped at the chance and told me she’d bring the rum.

She came, we watched. It was a dry time for weed but I did have a tiny amount. Thinking quickly again (lol), I suggested that we should do second hand smoke. I’d toke it up and then pass it to her as I exhale. This led easily into our first kiss/makeout session. What an incredible rack she brought over! That’s about as far as it went that night. She said if I went any lower, I’d find a string. I had flashed my ass but she was too drunk to remember it. I cringed every time the grandfather clock rang, but she didn’t need to go until 5am. She allowed me to hang onto her bra. The guys at the restaurant were I also worked showed me that she was a 36C.

I returned her bra over one of the many lunch breaks we shared. We continued to chat on the phone after work. One day she told me she had decided it would be okay if she took me halfway. “Great! What’s that?” I said. She would go down on me. The next day she told me she had changed her mind--she’d take me all the way. Sweet!

The big night was almost at hand as we went out for lunch on a Friday afternoon. I talked her into letting me show it to her. Her reaction did wonderful things for my ego.

The night was glorious. We played a little before I served a Spaghetti and Meatball dinner with Cesar's Salad and Garlic Bread. Although it was a sure thing, I was very nervous as evidenced by my inability to cum in her mouth and the burnt Garlic Bread (lol). We showered together and enjoyed several positions. She said she felt like she was walking funny as she left.

I was 20 ½ and skinny. She was 26 and hot!

************************************


He was answering a Craig’s List ad I had posted. “What's a guy got to do to get a cock in his ass around here?”

He was very safety conscious because he was also married. I needed assurances too. We exchanged some emails, spoke briefly on the phone, and made arraignments to have a face to face meeting in a local parking lot at lunchtime.

I guess we both passed each others tests because we continued to make plans for him to come over and fuck my ass. I asked what I could have on hand for him (drinks, a clean towel?) He comes back with water, lube and Magnum XLs. Is he kidding? Is he trying to scare me? Perhaps he’s just delusional.

The night comes. Trying to prove I’m serious (and trying to be sexy), I greet him at the door wearing only a white dress shirt, partially buttoned. With just a smattering of smalltalk we move rather quickly to the carpeted floor in front of the wood stove. Well, come to find out--he wasn’t bull shittin’ it’s a freakin’ monster. A little ball sucking and mutual handling to get warmed up.

After a short time he jumps up and heads to the bed where it will happen. I’m ready with gloves and lube so he can finger me well and he does just that. He wraps up and penetrates and drills me while I’m on my tummy. Later he says he got about 65% of it in but it felt like only the head to me so??? I’m mentally prepared for a long session but after only about three (?) minutes he’s asking where I want him to drop his load. I lead him to my red curly pubes and mash it in with the head of his cock until he can’t take it anymore.

He leaves me completely hard and rather unfulfilled.

My ass was 43. He claimed to be 39 but the internet says he was 47.
 

insert_8

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She was 36, 5 kids, BBW , smallish tits
HOTTTTTTTTTT
I love to hear older women talk about taking young guys' virginity.

Did she do anything to make it special for you? Did she help you cum before you put it into her?
 
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InsaneJester

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the day before my 16th birthday with a girl ive known all my life, she wanted to give me a bday present and then we ended up dating for about a year and are still friends
 
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