I was 14 and one of my friends 16 year old older brother had gotten into a huge fight with his girl friend. She got so mad at him she thought of the worst possible way to get back at him. You guessed it, her revenge was fucking the friend of his little brother, lil ole me.

Damn she was hot, for an old broad at least. lol

FWIW I obviously didn't have a clue as to what I was doing, but she more than made up for it. She fucked my brains out and I've been hooked for life. Barely a year later and I was fucking hookers in Mexico. Well ok, I fucked one hooker in Mexico, but that's a lot more than most 15 year olds can claim

mangina or not, who would forget that first moment?

Soon as I got pubes,  I lost it.  Civvy girlfriend.  
Man,  these girls wouldn't leave me alone.  I miss those days lol

If I knew anything about paying for escorts I would've choose a provider.

Instead my first time was with a civvy chick and it was one of the worst sexual experiences I've ever had... the chick was a heavyweight I'm guessing about 235... and I should've never let her do cg because I think that's where I got injured, I just remember on my way home my testicles hurting like hell very sore, I wouldn't wish this on anyone.  

I try my best to block my first time from my memory

After I went away to school and she came to visit for a weekend and we were both virgins.  I can remember virtually the entire thing, including her saying "Is that all?" after about 2 minutes.

It got better later.

What a sweet story.

I lost mine at Bible camp to my youth pastor who was also my boyfriend. He had courted me for a long time, and said he planned to marry me when I finished high school and he finished college. So, I felt like I was ready that summer before my 17th birthday. So, we agreed to sneak out of our cabins and meet by the waterfall at 2am, and we did. It hurt, but it was beautiful and amazing. We ended up moving to Oregon together when he was working on his masters in theology right after my 18th birthday, but we broke up when I was 20.

Finally I hit paydirt.

She was an 18 year old former runaway and very experienced.  Sure I got a few STDs, but you can't make an omelet without cracking a few eggs.

We got in bed on our first date and it was great.  I think we screwed 5 times that night.

The affair lasted a full six months which I think ain't half bad.

Freshman in HS, and I had an older bf who was a senior and a football player.  He was also a virgin.  The first time I saw the package, I thought to myself, "There's no way...!"  Although I had no frame of reference, he seemed huge.  Let's just say it was NOT a good experience but it was over in 10 seconds.

Haven't posted or looked here in a while, layed up with a fractured knee cap and laying off the boards since they remind me of all the fun I've missed. Was hoping to be back up and about by end of the month but not looking too good. Ok enough of the pity party, here's how Case became a man......

It all started in a ratty ass single wide house trailer perched precariously on the side of a hill in a one lane dirt road in a holler in West Virginia. And before  you ask no we where not related. I was 15 and had moved to NC with the folks. Went back to visit and hang with granny for a week before heading back to school. Damn I miss her cooking!! One of my old buddies dad was a real piece of work, what most folks including myself would refer to as a white trash dumbass. He sold a little pot to supplement his coal mining pay and he stayed so fucked up most of the time we could pilfer a bit of his stash and he would never know.  
So me and a few buds where hanging out there smoking and having a good time especially for the ripe old age of 15. I got the munchies so I left and walked my stoned ass back to granny's for some grub.

Hour or so later I went back to my buds house and he was gone but his mom was like "you can come in" even at my young age I could sense the "fuck me" vibe she was putting off. We sat on the couch and she offers me a Budweiser, we chat a bit. Don't have a clue what the hell about I mean what can a 32 year old woman and a 15 year old boy have in common. She bitches a bit about her shitty marriage and asks if I want to dance. Sure why not, that lasted about 30 seconds and she's grinding her snatch all up on me and I'm about to bust in my pants. We start kissing and rubbing. She asks if I've ever done this before. I stutter "no" think that turned her on even more.  

Back to her bedroom I'm shaking like a leaf. She tells me to push the dresser in front of the door so her 4 year old don't open it as the lock don't work. Yeah I know I'm going to hell!! That would send me running for sure now, but at that age you don't give a shit.  

So we get on the bed and luckily I had enough sense to let her take the lead, may explain why I like a woman to lead a bit now, we roll around a bit clothes come off got my first BJ. I was in heaven. Speaking of my grandfather was a well known minister in the community, not the money making kind, hell he was broke and did what he did for the right reasons. Obviously it skipped a generation. She says I can't believe I'm fixing to fuck preacher xxxxxx's grandson. Again that may deter a normal person but a 15 year old running on grass and raging hormones just don't give a fuck.  

So I enter her mish and it's the most warm and wonderful thing in like the history of forever. Bareback of course what 15 year old thinks of protection? So I pound away for what seems like an eternity but probally was more like 2 minutes. I feel myself about to release and it dawns on me where am I gonna put my man gravy? I must have mumbled something as I hear her say " I killed the babymaker (she had three kids already, but was a little thing about 5'2" maybe 110 lbs soaking wet), fill that pussy up!!! Y'all know how it ends, I did. Got dressed talked a few minutes over another beer and I left. Headed back to NC the next day and haven't seen her since. And thankfully I didn't see my buddy anymore he was a big dude.  
Unlike most of my tales this one is word for word the truth, a little strange but a very memorable first!

Age: fifteen.  Setting: monster party at rich girl's house while parents out of town.  Virginity remover: rich girl.  Difficulty level: expert (this will become clear below).

So I'm at the party, rich girl and I are hitting it off.  I'm hitting on her, she's drinking, my "friends" are observing.  Rich girl and I adjourn to her bedroom and hit the bed.  We're making out, shirts and her bra come off but unfortunately rich girl had broken her leg and had her tight jeans pulled over a full cast.  As I'm drunkenly trying to get her out of these things my "friends" are observing through her first floor bedroom window, which was open.  Finally get those pesky pants off and things start to heat up some more...come to think of if I lost my DATY virginity that night too!!  Anyway I did it in the most opportune over..

Yep, it's true.  He admitted it to her while begging her for a date to remove this burden he's been carrying.
They even wrote a book about it

I was 16., she was also.    who used to ride to school with me each day (her  mother convinced by mother that this was a good idea) her parent (single mother) did not get home until about and hour or 2 after school.  started off with usual flirting and touching.  worked up the ladder (hj, bj, daty, titty fuck, fiv) before the day of the big event so we where somewhat prepared for it., great fuck but over the next few months it got really good as we fucked  every day (except weekends).  redhead with big boobs like Kat Dennings on 2 broke girls.

1986 was the year and I was in High School at the time. I was on a summer class trip to Germany and I hooked up with one of the girls on the trip with me. I was 17 and she was 16. We were in a youth hostel in Berlin and everyone was off seeing a movie. We slipped out and made it to her room. We had been making out most of the day on the bus to Berlin and our young lust couldn't control it any longer.  

We began kissing on her bed and she said that she wanted to do it. I was ready about a day before that (when we started to hook up). We stripped down and it was the most amazing 3-5 minutes ever! Hey, it was my first time. We only did it once more and we broke up after the trip. I ended up hooking up a lot in college and other trips to Europe. It was great being young!!

more eager than me to find out what it was all about. Very awkward in the backseat of a car for a guy 6 ft. tall, especially in the winter up north.