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Your first time was in a girl's butt? I bet you lasted about two strokes!

Did she offer her ass as a way to "preserve her virginity"?

Right on both counts. Yes, I came faster than Speedy Gonzalez. Yes, she was a good Christian girl. I told her she would still be a virgin if we only did it in the butt. In Texas, it's almost easier to get virgin asshole than virgin pussy.
 

IntactMale

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I used a condom my first time, and every time I had sex with her and my next few girlfriends. In my mid 20s I had drunken sex with a coworker after an office party. We were making out and she pull my cock out and got on top of me without a condom. We had sex several times bareback that night. If I came while she was on top then I pulled out and came on my own stomach and chest. When I was on top I would come on her tits and stomach, but never inside her.
 

BulgeGuySD

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First time was with my college roommate, I shot my load inside him bareback. It became a regular thing to the point he could cum handsfree with me pumping inside him. We eventually got to where we both came at the same time. Haven't seen him since, best fuck ever.
Damnnnnn with what you got there... I would to cum hands free bud .. you have one of the hottes, sexiest, mister cock I’ve seeing so far !! dammmnnnnn ! your cock pic just got me going ! Here
 
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What do you recall about the time you got her virgin pussy, that you can share?

We were pretty young so she had narrow little hips and a skinny waist. SUPER tight pussy. She moaned a winced a bit at first, but then her cherry popped and she started to feel better and get into it. When we were checking out the creampie I gave her, we saw blood coming out too. We kind of freaked out, but Google told us a popped cherry sometimes bleeds.
 

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We were pretty young so she had narrow little hips and a skinny waist. SUPER tight pussy. She moaned a winced a bit at first, but then her cherry popped and she started to feel better and get into it. When we were checking out the creampie I gave her, we saw blood coming out too. We kind of freaked out, but Google told us a popped cherry sometimes bleeds.
Thank goodness for the all knowing Google.
 
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insert_8

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[QUOTE="starrunner, post: 7166087, member: 380260". . . ]we saw blood coming out too. We kind of freaked out, but Google told us a popped cherry sometimes bleeds.[/QUOTE]
Yeah, "freak out" may be an understatement.

My first time was also with a virgin girl. It was long before the internet, but we were 23 and expected "a few drops of blood". Between inexperience and over-eagerness and nervousness, it was rather painful to get it in. (The cherry itself wasn't too bad, but it hurt enough that her vagina clamped down and when I pushed in all the way she started to cry.) She cried through the whole first time, which mercifully ended very quickly. The sensations, both physical and mental, were incredibly intense and in less than a minute I had completely finished cumming inside her.

When I pulled out, it looked like there was blood all over "down there". Now, it probably wasn't as much as she loses during her period, and nowhere near qualifying as a medical emergency, but it was a LOT more than I expected! I was truly afraid I had done something wrong and injured her. Fortunately, I had a basin of warm water and a washcloth all ready. She just laid there and thought it was very soothing and loving as I cleaned her up. She never saw the mess.

In the larger scheme of things it didn't matter very much. We cuddled and snoozed for a bit, then went for ice cream. After that - just a couple hours after that "traumatic" first time - she wanted to do it again! A total of 5 times in 24 hours, as I recall.
 

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We were pretty young so she had narrow little hips and a skinny waist . . . .
My first was a skinny girl with small boobs, which didn't reduce the pleasure of the experience in any way, and still doesn't.

Where did you do it? Whose idea was it to move from doing her butt, to regular vaginal sex - yours, or hers? What position did you use to take her virginity? Since you mentioned the cream pie, I guess you were bare. Is that how she wanted it? What kind of contraception did you use?

For 4 or 5 months before we exchanged virginity, we used fingering, handjobs, a little oral, and dry humping to pleasure each other. She would lay down and let me rub against her hip (with her panties on), and she enjoyed holding me during my orgasm. She had her very first orgasm with her thighs wrapped around my ears.

When we finally had full sex, it was classic missionary position. That was a mistake - should have put her on top. I was bare. I was willing to use a condom, but she wanted the first time to be the "full experience" (her words) so she was on oral contraceptives.
 
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My first was a skinny girl with small boobs, which didn't reduce the pleasure of the experience in any way, and still doesn't.

Where did you do it? Whose idea was it to move from doing her butt, to regular vaginal sex - yours, or hers? What position did you use to take her virginity? Since you mentioned the cream pie, I guess you were bare. Is that how she wanted it? What kind of contraception did you use?

For 4 or 5 months before we exchanged virginity, we used fingering, handjobs, a little oral, and dry humping to pleasure each other. She would lay down and let me rub against her hip (with her panties on), and she enjoyed holding me during my orgasm. She had her very first orgasm with her thighs wrapped around my ears.

When we finally had full sex, it was classic missionary position. That was a mistake - should have put her on top. I was bare. I was willing to use a condom, but she wanted the first time to be the "full experience" (her words) so she was on oral contraceptives.
We fucked in my bedroom when my parents and sister weren't home. For taking her ass she was laying flat on the bed and I drilled down. (I since learned that was one of the more painful ways to do that.) For her pussy we did missionary. Moving to pussy was my idea--I told her if she still wanted to be a virgin we could stick to the butt, but it might be special to move to her pussy. She finally agreed to try it.

Creaming in her was not what she had in mind. I told her I'd pull out but then I couldn't hold it. She got pretty mad and pretty worried, but when she got her next period she knew she was off the hook.

Sounds like you had a good experience too! A girl who was really into getting fucked!