Alice, my mum's friend. I was 15 she would have been early 40s. Cant remember many details tbh, both pretty drunk

Amy, my Exwife. I was 28, and she was married to somebody else at the moment. Her husband set the whole thing up over a bet, (which I had forgotten about) she was 27 and her gf was 26. We were all drinking and playing D&D (her husband was DMing) soon, I was naked and out on his front lawn (out in the country) then his soon to be ex wife and her GF were there too, all while he was dressed and watching. Started out with oral, then they fought over who was going to take my virginity, and turns out it was Amy, then Michell, and they kept swapping, but the mosquitoes drove us inside. so all 4 of us on the bed (he took his clothe off when we came back in the house) and we kept swapping, lasted 4 hours (I never came, but wow the girls were inpressed) . This stayed going until Michells husband came home (I have since made a rule never to have sex with married women without husbands approval (I've gotten it more often than I thot I would).)
Stephen was the guy, I was 39 he was 37

Bill. he fucked my tight ass good. my first fuck buddy.

Girl: Christina. Guy: Maurice.

her name was rose. redhead with a tight little ass. fucked each other in the woods and came in her fucking her from behind. we fucked twice that day

I remember it like it was yesterday. Her name was Dana. She was 16yo and my best friends GF. They both felt bad for me because I was 15yo and a virgin. My best friend suggested Dana fuck me so I could lose my virginity and she agreed. She was so patient and kind. Coached me on what felt good to her and gave me all sorts of tips and tricks to get a girl off. We fucked for a good long time. I made her cum three times and she let me cum inside her since she was on the pill.

The three of us hung out together quite a bit afterward, but I never fucked her again.

Theresa was a BBW I met at the club when I was 18. She was 19 going on 20, and I thought I was the shit being able to tell my high school friends that I had gf in college. When I went to her apartment on our first date I knew we were going to do it. It was obviously awkward at first, but when I found out how to get it in and keep it there, it was unreal. I'll never forget feeling her hot wet pussy for the first time.

Lost my pervert virginity when I was 13. My 14 year old stepsister and her friend wanted to watch me jackoff. They ended up jacking me off onto my stepsisters barbie doll. I fucked the friend about a year later for a full summer.

Lost my virginity to pussy about a week after that first handjob. Stepsister wanted it in her pussy. She jacked me off and I came instantly sliding onto her tight pus. I fucked her after about a five minutes later for probably 15 minutes before cumming again in her cunt. After that we fucked with a condom, scary hoping she would get that period after the first time! Step sister was Danee and her friend was Amy. Wow I wish I could go back in time and show them what I know now!

My first pussy was Debbie, Jim was the first guy to fuck me and cum in my ass. Don't remember name of the first guy I sucked or swallowed his cum.

First guy: Bill at 13 First girl: Marilyn at 16

Shannon I was 23 met her at a bar took me home fucked her spent the night with her and the next 9 years. First to take my ass my present wife.

Karen. I was 15 and she was 24...she lived with her mom and I used to mow their yard. I'd been there mowing one day while her mother was out and not expected back for several hours. Karen and I had been growing more and more flirty over the weeks leading up, but she had always laughed it off. On this particular day, I finished mowing and she invited me inside for some cold water. She handed me the glass and touched the back of my hand with her fingertips, sliding them lightly around my wrist to caress the inside of my arm, and pulled me in close so I kissed her. Then she said, "This innocent flirtation isn't so innocent anymore." Before I knew it we were making out and she began rubbing my inner thigh until she finally slid her hand up my shorts and grabbing my dick, which was rock hard by then. She was the first female ever to touch me there. The rest is kind of a blur, it happened so fast...we were stripped naked and she was on the bed, pulling me on top of her and guiding me into her hairy pussy before I knew what was happening. I came pretty fast, couldn't have been more than a couple of minutes, but I guess she liked it, because she let me fuck her pretty regularly for the next year and a half. The kids at my high school thought I was weird because I wasn't dating any of the high school girls, little did they know I was fucking Karen 3 or 4 times a week! Good times!

She said her name was "Mini," though she was Korean and I think something got lost in the translation.

Anyway, she was 41 and I'm pretty sure I was 19. Yeah, I grew up in a conservative, christian home. I took her to my friend's apartment, telling her it was "my place." We fucked, without a condom, on the living room floor (?). She was on top, bouncing up and down and of course it didn't take long for me to cum.

I came inside her and she kept on going. I'm really not sure if she didn't know I came or if she just wasn't done yet, but she never stopped. I stayed hard and not long after, I came inside her again. (Wasn't it great to be 19?)

Then we took a shower together, where I had no idea how to operate the water in "my own apartment" before she got dressed and left.

We fucked probably 5-10 times after that.