OK. Here’s how I really lost my virginity. [MF]

Everyone mentioned below is 18 years old. You might want to read this [other post](https://www.reddit.com/r/gonewildstories/comments/l353zp/how_i_lost_my_virginity_in_a_car_with_5_other/) of mine before you read this one. And if you read the comments from that last post of mine and came here for the DDR, I promise the introduction below will not disappoint you.

I was moderately obsessed with Dance Dance Revolution for about 16 months in my late teens. Yes, it was a phase. No, I haven’t kept up with the game, it’s been at least 5 years since I’ve last played. This story starts in approximately month 14 of my obsession phase. I was fucking good at that game by this time. I could consistently score SDGs on my favorite songs on heavy mode. Anyone else who came around and put up scores like mine was always a total bar-raper. I was all about playing with some style. And I was starting to learn doubles mode too but hated how it was 2x as expensive.

This is summer before my senior year of high school, I was working less than 20hrs a week at my shit part time job. So most of my time was spent bouncing between 3 local arcades. I was seeking out specials they each had so I could get the most DDR in for my precious minimum wages. I had tried buying a soft pad to play at home but I didn’t like it. I was unwilling to save up for a hard pad, and got damn hooked on the arcades.

Back then I was the same height I am now, still super skinny, but with 10lbs less muscle on my frame vs what I have today. I ate an ungodly amount of McDonalds to keep up with the calories I was burning while playing this crazy amount of DDR. Like 5 or 6 McChickens in one sitting. I was also smoking a lot of weed and 5 cigarettes or a cigar every time I got drunk. And I got drunk a lot. At minimum, both nights every weekend. It was nothing short of a disgusting time in my life. Which makes what happens next all the more ridiculous.

It’s fall now, and my buddy Craig is having a party. Not a rager, his parents were gone, but his older brother was keeping an eye on the house. We couldn’t risk getting too nuts. We were just gonna low key hang out there most of the weekend, playing drinking games, smoking shit, the usual. We had to keep the invite list pretty small so I knew most everyone there.

Except Mary. Mary was a friend of Craig, the host, but she didn’t know anyone else from what I could tell. Craig invited her and I already knew he had a crush on her. I was meeting her tonight for the first time. She went to a different school than everyone else there.

Mary is a doll faced beauty. She has these high cheeks and small chin. 5 feet tall on the dot. Really short black hair. Huge expressive brown eyes. I would find out later that Mary has a Japanese-American dad and white mom. But you could never tell by her eyes. And her body looked so supple- she’s wearing jeans that clutched her ass and a small t-shirt that would ride up when she hugged someone or got excited, showing me just a bit of her pale & slim stomach.

So I’m half making small talk with her, half staring down the cleavage of her b cups. But I’m really not even flirting when she quietly drops the bomb that brings this story full circle.

“You know- I’ve seen you playing DDR and always wanted to fuck you.”

This obviously catches me by total surprise. I had a lot of respect for Craig, our host, he was a good buddy of mine. I didn’t want to step on the man’s toes, but fuck. No one had ever said something like that to me before. And Mary was a total knockout. Here she is throwing herself at me.

She was sidling right up next to me and I tried to laugh her line off a bit, I think I asked something like if she thought I was good at DDR. Simultaneously, I slid my hand onto her ass in a way that Craig wouldn’t be able to see. He was talking to someone else but had a clear view of Mary pressing up on me from across the room. His fucking bedroom.

We get to how her and her friends were in one of the arcades at least 2 different times when I was playing. They had kept daring her to join me after the last time they saw me, and she said she vowed to them she would next time. Mary was just bold like that. I am five minutes into talking with her and her boldness is self evident. If I may borrow a line from my former fast food overlords: I’m loving it. (I’d like to give a quick shout out to anyone else reading this who ate as much mickey d’s as me eleven years ago. Thank god we stopped, otherwise we’d all be dead by now.)

Anyways. Mary and I don’t end up doing anything more this night. We talked a lot but mostly in a group, the party set up at Craig’s house isn’t offering us any privacy. I didn’t even kiss her, just a hug goodbye. I did get her number and wasted no time making plans for later.

Sunday afternoon we meet up at her dad’s house. Her step brother is hanging out on the couch and so is Amanda, who Mary introduces me to as her friend from school. The four of us hang there for what feels like forever watching movies. Stuff I wasn’t into but that these girls were crazy for. Rocky Horror Picture Show and something else of that ilk.

It’s clear her parents are also somewhere in the house and I’m now feeling like- damn this just went from a sure thing to- how long am I gonna have to sit here drinking cola, watching shitty movies, and chit chatting? I just wanted to get her alone. So I made up a lie about having to eat dinner with my parents, and plant a smooch on her as I leave, saying we should meet up again after I’m done.

So now I can tell meeting at her place is not going to be a good fit for my purposes. My parents are around tonight so my place is out too. I’m wondering to myself if she’d be down to fuck in my car, when I remember my mom is cat sitting for a family friend who is out of town. She already went over there to feed the cat this afternoon, so if I swipe the key now, and have it back early in the morning, my mom will never notice. Perfect. I message Mary that I know a place we can go and arrange to pick her up.

We start making out as soon as she gets in my car. Longest drive ever. She’s rubbing my crotch. No bra on. Perky nipples demanding my attention through her tshirt. We finally get to this house and she’s a little sketched out when I say it’s not mine, but I explain the truth and she laughs it off like wow you really wanna fuck me huh.

This is where I have to pause the story and remind everyone that I am indeed still a virgin at this moment. I am however an American born in the early 1990s who was raised on stereotypical ideas portrayed by the media surrounding promiscuity- like how Jerry Seinfeld didn’t have the right carpeting or curtains to be an orgy guy. Or like how folks who get laid a lot have waterbeds. Yep that was a fact in my mind at the time.

Apparently I thought that a waterbed was the pinnacle of sex accessories and there was never a doubt that we were heading straight to the master bedroom to take advantage of this mythical sexual object. Word to the wise: any other type of bed is much better for fucking.

So like a total idiot- I lead Mary to the room with the waterbed when there are 4 other bedrooms in this damn house with perfectly normal beds I could gone with instead. We waste no time getting buck naked. She’s standing at the edge of the waterbed, facing it, probably trying to figure out what the hell to make of it. I come up behind her. Looking down over her shoulder, I take in the amazing view of her tits and her small soft landing strip atop her sexy little pubic mound. She would later tell me she never shaves or waxes or anything. Ever. What little hair is there ain’t much and it’s all her teenage self can grow. I passed my hand over the soft hairs, her puffy outer lips, and then feel the sopping wetness as soon as I touch her inner vulva.

I reach into my pants pocket on the floor and pull out a strip of condoms. She tells me she has a latex allergy but that she brought one that’s safe for her to use. Just the one. Damn. Now I’m thinking “don’t break this little fucker” as I rip it open. She lays on her back, the waterbed jiggling her body slightly as I shift my weight on the bed’s edge while I’m pulling this slimy lamb intestine sleeve down over my hard dick.

That’s when out of no where she brings up Maggie. “Hey I heard you got head from my classmate Maggie and her friend from your school, Kailey, at the same time. Is that really true?”

She’s just lying there, naked, legs spread, arms spread, smiling, gently rocking with the ripples of the bed, looking me right in the eye, eagerly awaiting my response.

It would take me years to fully unpack this moment. At the time I thought she might have been jealous or maybe protective of Maggie, like all of the sudden she decided maybe she didn’t want to get in the middle of what might have been going on between her friend and me. Now, years later looking back, I realize this was the first moment she saw my hard on out in the open. And that DDR wasn’t the only reason she had to taken an interest in me before even meeting me. Apparently my reputation for having a nice cock was not only known at my school, but it had become gossip at hers’ as well.

I answered back quickly, again not really understanding where this question was coming from in the moment as I’m now perched above her on my knees on the end of this waterbed. All I want to do is just push right into her waiting cunt. I try to think quickly though, I don’t want to fuck up what I say next.

I end up telling her not to believe rumors she hears like that. And besides, even if it were true, I wouldn’t kiss and tell anyways. I say that last part really flirty just as I finish getting the condom all the way down and in one quick move I lean forward and poke the tip of my cock into her soaking wet slit.

She inhales with a gasp, and then let’s out a loud ohhhh as I finish burying all my inches deep in her. Now back to this damn waterbed, I’m trying to position my virgin self to fuck her missionary like I’ve seen in porn so many times, but when I plant my arms at her sides to hold my weight up, the water starts jiggling like crazy. It’s like the bed is trying to buck me out from inside her sweet pussy.

I work hard to steady myself and it feels so damn good to be inside her tight wet spot. Better than I ever imagined. She’s lying there, mouth gaped, panting hard as she’s taking me, and I’m not even 20 strokes in when I know I’m about to pop. Fuck. This is why you gotta have more than one condom, I think to my horny teenage self. Staying hard for a 2nd round was never going to be an issue with Mary moaning underneath me.

Before I know it I’m blowing my load in the bag, and she doesn’t notice because I just kept fucking her at an even tempo the whole time. I keep at it for a while longer, then we switch to doggy-style. Doggy also fucking sucks on a waterbed. The real moral of this story is that waterbeds are not ideal for pounding someone. And Mary really wanted to get pounded by me. She throbbed as I entered her from behind and tried to work back against me, the strange ripples of this awful mattress seeming to have a dampening effect on both our motions.

I am absolutely giving it to her as hard as I can for a good 5 more minutes when I look down and notice some of my cum has made it’s way down to the base of this shitty lamb condom and is starting to leak out. So I did what I thought any gentlemen would do in such a situation- I faked my own orgasm. Yes, you can tell I certainly did watch a lot of Seinfeld reruns in my teens.

A few minutes ago I had just hidden my real cumshot and now I’m faking another. After we fall back into this wavy mess of moving sheets and pillows, cuddling each other on our backs, letting ourselves listlessly drift in place with the flow of the water. Mary looks down at my crotch and notices the cum dripping out from the bottom of the condom.

“Oh shit. Did that break?”

“Uhh yeah. Huh. Looks like it did.”

“No worries. I’m on birth control anyways.”

We clean up, get dressed, make sure the house is exactly as it was when we walked in, then I take her back home. The next time Mary and I met up was a week later. I picked her up and we stopped at a gas station, where we were unable to find any latex-free condoms. I had told her I was a virgin prior to the other night. It was out in the open that when we fucked before, it was my first time. But she asked me to confirm this again to her in the store. Then she just threw up her hands and said I guess you’re going in me raw this time.

We head back to my place and I get to go down on her for the first time. We’re on my own bed today because thank god my parents weren’t around. I have her sloppy wet from teasing her clit with my tongue, then I stand her up, tell her to bend over and grab the edge of my bed, and start drilling her hard from behind. It felt great before, but this feels so much better. No lamb intestine between her and me now.

And my god she was ready for the dick that day. I ended up making her squirt multiple times. We stayed with doggy the whole way, her screaming and flooding my cock with her pussy juices as she came twice while I was jackhammering that ass as hard as I could. After her 2nd squirt forced me out of her pussy again, I grabbed my cock and gave myself 3 quick strokes before letting my load fly across her back and neck.

It actually wasn’t until the 3rd time we got together that I would learn Mary could give even better blowjobs than Kailey. We’re making out, she tells me she’s on her period so she wants to blow me instead of fucking today. Of course I’m down, so we move to the backseat and get started. I was driving a different car this time, it was a van. I could stand in the rear and if I bent my neck a little, my head would barely touch the ceiling. So after we climbed in and slid the rear door shut, I just dropped my pants and she got down to her knees.

Within seconds she is full on deep-throating me. I have only met one other person in my life since who could take every millimeter of me into their mouth like Mary could. I was in heaven. This felt better than condom sex, raw sex, and regular blowjobs combined. I was ready to bust within a minute and I think she could tell.

“Don’t come in my mouth.” She tells me as she takes a quick breath while using her hand to stroke me hard. “I don’t like the taste of cum.” She slams me right back into her throat, her tongue grazing against my sac as she moves her neck back and forth slightly, bringing me right to the edge.

I tell her I’m gonna cum as I slide open the door of the van. The dome light pops on exposing us to this mostly empty, totally dark parking lot. If anyone was there they would have had a great view of her feverishly jacking me off and pointing me towards the open door as I propelled my jizz out onto the asphalt below.

Mary and I had a couple more trysts shortly thereafter, but drifted apart pretty quickly. She wanted a relationship and I wanted to keep playing the field. So it goes…

Source: reddit.com/r/gonewildstories/comments/l3mw6s/ok_heres_how_i_really_lost_my_virginity_mf

2 comments

  1. ? the detail about her asking about Kailey sucking your dick right before you entered her is so hot for some reason. Did you ever find out what she was getting at?

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