This was years ago in the Midwest. I’m pushing 40 now but I still think about this night like once a week. I’ll call her Ann. I would’ve been 25 at the time. She was 26. I’ve known her since high school, she was my best friend’s sister. Total party girl, very hot. Very slim frame, probably 5’7”, brunette, C cup tits that looked unbelievable on her slender body, nice little ass, eyes that could just flatten a guy. Her tits were so perfect, I’d later find out. Perky with tiny pink nipples. She always wore a bra one size too small to keep them perky. I don’t know if that actually works, but it seemed to for her. We weren’t college-types, just working class people who happened to be pretty good looking. She was a 9, I was maybe an 8 at best.
And she was wild – nightclub bartender, a little crazy, big drinker, which always led to excitement, sometimes good, sometimes bad. Sometimes we’d laugh for hours and briefly make out, sometimes she’d start a fight with someone. You never knew what you’d get that night. Total smokeshow though, sultry. Her entire vibe would be like a white Rihanna.
Every dude was smitten with her back then. She really knew how to work it. And I was absolutely infatuated with her. I barely knew her at first, just as my buddy’s hot sister. I remember a time late in high school where I stopped by her house to see her brother (before cell phones were common). He wasn’t home, parents were gone, she answered the door and said “He isn’t here, but you’re getting drunk with me,” and pulled me inside. Nothing at all happened that night, aside from making shitty Mudslides and her singing Madonna songs to me, as I fantasized about her and couldn’t wait to tell my friends that I got to drink with her on a Saturday night.
We became close friends over the next several years, always going out to bars and getting hammered, then she’d go bang some other dude and I’d go home to my terrible girlfriend. She always had quasi-boyfriends but still played the field. I was so fucking jealous. Oh fuck was I enamored with her.
One night, we were 21/22 at this point, she came by some shithole I was living in. My awful girlfriend was asleep upstairs. Ann was drunk, as usual. We ended up making out on the couch. I was shaking from the excitement of touching her. Uncontrollably trembling. She straddled me, we writhed a little, and she asked me “do you want to fuck me?” I wanted to more than anything in the world, but my girlfriend was upstairs and I couldn’t risk it, despite how much the gf sucked. But we keep making out, over the clothes fondling, fuck, maybe I SHOULD risk it….and then I came in my pants. Goddammit.
Shit like that continued to occasionally happen. We’d get drunk, she’d flash me or grab me for a quick makeout sesh, and for another five years that’s all it would be. Just enough to keep me hanging on. I was fucking obsessed with this girl. I made her a fucking mixtape. That’s how bad I was over her.
SO HERE WE GO.
Summer. I was 25, she was 26. I’ve been pining for her for fucking years, relegated to the friend zone, but I never stopped hoping. I join her at a local bar, she’s with two neighbor friends of hers. We hang, start doing shots of chilled Patron and Peach Schnapps, which were delicious. Nice little buzz going, Ann and I want to keep going after the friends call it a night. We go out to another bar where we find other friends, which leads to a backyard bonfire ten minutes from my house. She sits on my fucking lap. I’m going to fucking lose it.
Party wraps, we go to my place. My neighbor has a pool, it’s like 1am on a Tuesday night. We’re fucking hammered. She decides she wants to jump in the pool, I say fuck it, we’ll make it quick and try not to wake him, the neighbor. As soon as we open the gate, she strips down to her undies and I see the most unbelievable ass in a little beige thong. White bra. I am fucking dying. I’m in just boxers. This lasts maybe ten-fifteen minutes, just fucking around in the pool, I say let’s go back to my place and grab beers before we wake him.
Dripping wet, we enter my house. She wants to take a shower to get the chlorine out of her hair. My bedroom is right across from the bathroom. I go into my bedroom for dry clothes, she hits the shower, but leaves the door open. I look into the bathroom and she’s also left the shower curtain mostly open while it warms up. She gets in while still in her wet underwear and leaves the fucking curtain open. I shoot my shot.
I join her. Still in my boxers. We’re giggling and shit, pretty much taking a real shower. Then she just bends over and drops her panties. It was very sudden and matter of fact for her. She turns around to reveal a nice little landing strip. I’m about to have a heart attack. Her vibe was more like “fuck it we’re friends,” not like she was making a move. But this wet, beautiful, bottomless girl is in front of me. I just take the sight in for a second before I reciprocate – I drop my boxers.
My dick isn’t huge, probably in the 5 inch territory and not super thick, but motherfuck I was so hard that thing felt like it grew by a foot. So hard I was about to burst out of my skin. And I’m a smaller dude so it must look a little better on my frame.
She looks down at it, looks back up and holds eye contact. Apparently she was impressed, or at least flattered. I move in for the kiss. I take her bra off immediately, I mean this is like almost a decade of lust taking hold. I’m moving FAST. I hold her close so my dick can rub against her as I kiss her and touch her body. She rolls with it for a minute and then stops me, wanting to get out of the shower and probably hesitating from having no prior plans of being naked with her drinking buddy.
We get out, dry off, stay naked. We run around my living room laughing, there’s a disposable camera on my coffee table from a party a couple weeks back. So we start taking pictures of each other, just doing funny shit. But I’m not really thinking about comedy at this time. We’re on the couch, I lean down and start sucking her tits. She doesn’t stop me. So I venture further south, get on my knees and start going down on her. She’s into it. Her pussy is perfect and I’m just going to town. After a few minutes of that I kiss my way back up her tight little stomach, line my dick up to her pussy, let the tip graze against her landing strip for a second, lower the head, and not hearing any objection, I slide inside of her.
Holy. Fucking. Fuck. I cannot believe this is happening. Her pussy is as wet and tight and wonderful as I’d ever dreamed. My dick is like nuclear hard. I fuck her in that position for maybe two minutes before I have to pull out and shoot the biggest load of my life onto her stomach. So much cum. Like I’m seeing blank light as I cover her. Rope after rope.
We laugh. I go get a towel to wipe her off, we stay naked, chill, make out a little more, I go down on her again. Being 26 at the time, and with a decade of pent up lust, I never go soft. I take her to my bedroom where we start fucking again. I’m trembling the entire time. We fuck for awhile and I come on her stomach again. This is the greatest night of my life. We fall asleep naked. Me spooning her romantically like a pussy.
I have to work at 8am, which is in like two hours at this point. So I leave her naked in my bed, literally praying that I can get out of work early and go back home and she’d still be there. But it wasn’t meant to be – she was gone.
We fucked three more times in the next couple of years – all of them incredible experiences that kept getting better than the last, which I’ll later share if anyone is interested.
Source: reddit.com/r/gonewildstories/comments/cv09ub/mf_my_years_of_lusting_after_my_hot_crazy_friend
I’m sure we’re ready to here more.
So hot.. so glad your decade of lust was satisfied. MORE!
Did she cum?
God damn this brings back good (and difficult) memories. I laughed out loud, you write well. Hope to read the following encounters.
Really want to hear more….and why you didn’t marry her!
Great story can’t wait to hear the rest, but I do have to be that guy and ask did you keep the pictures? And no not of you