Remember your 1st time?

[MrSneakyinPA]

Was it pleasureable? Was it what you expected? Was it planned at all?

Mine was a long time coming. My g/f and I were into heavy long make out and clothes on humping sessions. Then making out and fingering for a time. Then she sorta let me know we were going to do it. I had been masturbating thinking about it all the time, and it felt as good as I'd imagined. Warm, wet, slippery. She wasn't a virgin, so she already knew what I it felt like to have a hard cock inside her.

 

[HotHelen]

mine was with a long time boy friend who was more experienced. he came over one night while i was babysitting for a neighbor. we did it on their living room couch. it hurt a little, and was over quicker than i had hoped. but he made up for it the second time!

 

[Beck31]

Goodness. Trying to think back. I had just graduated from high school and it was summer. I had gone to the pub for a drink and wound up going home with a former classmate whom I had a crush on. Long story short we wound up making-love in her husband's bed. He was in the military and overseas at the time. I am actually surprised I remembered as many details as I did.

 

[jennytwoshoes]

Not really pleasurable; he inserted himself inside me during a drunken fumble, came within a few seconds, and said it was "good". Glad he liked it, anyway.

 

[Beck31]

Hmm. I don't remember how many pumps it took me to come but it was more than a few seconds. My goodness she was vocal.

 

[Gundammike]

Wow i was 18. It happened in my Uncle's toy hauler. she was not a virgin.. lol I made her cum twice. I was s stud that night... wish i still was ha ha

 

[Beck31]

That is nice Mike. I would hardly refer to myself as a stud although I have been called that before.

 

[Gundammike]

That is nice Mike. I would hardly refer to myself as a stud although I have been called that before.

lol hey hey let me dream

 

[Beck31]

Lol. Np bro.

 

[biguy2332]

Honestly, mine was pretty bad.

I was 18. I was so nervous about pleasing her and I didn't really know what I was doing. I wasn't used to the feel of a vagina or a condom for that matter and I couldn't maintain an erection. We just ended up stopping and going to bed.

 

[Frodo55]

I was 18 and my ex gf drove me home. We teased each other then I ended up deep in her in the backseat of her car. Only regret I have is that she isn't mine today

 

[chas12345]

How could I ever forget my first time?! She gave me a hand job to start things out and I came in like 10 seconds and shot my cum 3 feet in the air, I swear! She wasn't a virgin and knew I was, so she did a pretty good job of guiding me through the night.
I wish I could have given her an orgasm. I assume I didn't.

 

[Beck31]

first time

How could I ever forget my first time?! She gave me a hand job to start things out and I came in like 10 seconds and shot my cum 3 feet in the air, I swear! She wasn't a virgin and knew I was, so she did a pretty good job of guiding me through the night.
I wish I could have given her an orgasm. I assume I didn't.

 

[Thumpingrug]

Early 20's with an older woman. She knew it was my first and was very gentle, slow and considerate. Lots of foreplay, she came twice before climbing on top. I struggled to come through nerves so she finished me off by hand.

An hour later we were at it again and this time i came. Anther hour and both came,

oh to be young again.

 

[Beck31]

Yes. To be young again. Lol.

 

[soflabbwlvr]

My first time

It was in the woods behind the high school. It could have been a lot better. It was the first time for both of us. Neither of us knew exactly what we were doing. I had been pursuing her for two years, and she finally agreed to give in. We played a set of tennis, and then walked into the woods to do what we were really there to do. I wish I could say it was great, but it was over almost as soon as it started. Five minutes, tops. I came, but I'm pretty sure she didn't. In fact, I know she didn't. The mosquitoes tore up our asses. It was a hot, sweaty, mosquito plagued mess.

Fortunately, we spent the rest of the summer practicing.

And then I dumped her in the fall. That's the part I regret the most.

 

[Gundammike]

It was in the woods behind the high school. It could have been a lot better. It was the first time for both of us. Neither of us knew exactly what we were doing. I had been pursuing her for two years, and she finally agreed to give in. We played a set of tennis, and then walked into the woods to do what we were really there to do. I wish I could say it was great, but it was over almost as soon as it started. Five minutes, tops. I came, but I'm pretty sure she didn't. In fact, I know she didn't. The mosquitoes tore up our asses. It was a hot, sweaty, mosquito plagued mess.

Fortunately, we spent the rest of the summer practicing.

And then I dumped her in the fall. That's the part I regret the most.

Dumping her or the mosquitoe ass?

 

[Beck31]

I would hope he did not dump the girl.

 

[naughtynjmale]

it was with my ex wife....i was painfully old and shy....

passed up on a lot of se cause i wasnt aggressive ,


looking back it was pretty bad...i was nervous


she was experienced i wasnt

glad its much better now...

 

[Beck31]

Hmm. Well it is different for everyone I believe

 

[jasper3738]

Firsts

Mine was with an older woman she was married
I was her first affair she taught me about pleasing a woman
She went long and slow controlled it all

When I took my first Virgin I did it slow and passionate it was wonderful for me
Breaking that hymen taking my time then when she had her first orgasm with a guy inside
She went wild and crazy of course I would have changed the location
Not on her parents bed

 

[VA_Boy]

She was 10 years older than me, which worked out nice because she had a house, booze, no room mate. She was on birth control so I was bare back all the way, who could ask for more? I had the stamina of a bull and the recovery period of a rabbit. I would give your left testicle to go back to those days

 

[Beck31]

Damn. Seems like a lot of us guys got frisky with older women back then.

 

[VA_Boy]

I would sacrifice a virgin goat in the middle of my town square at high noon to bring the 80's back. Believe 'dat.

 

[Beck31]

The 80's. Lol. God no! Early 90's maybe.