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Hookup Lifestyle Hookup Stories

My First Hook up

I just remembered a story and I feel like I have to share it. It was a long time ago and I had completely forgotten about it until a few minutes ago. It’s the memory of my very first hook up when I was in high school. I don’t really dwell on the past all that much because I’m more of a “live for the future” kind of guy. Still, it popped into my head and I figure that it’s a good time of year to tell a story or two. Maybe it will convince a few of you that hooking up is never something that you should shy away from.

I was working as a babysitter

Just to drive home how long ago this was, I was working as a babysitter at the time. It was easy money and it gave me a chance to get all of my homework done while eating someone else’s food. The kids were usually in bed by 8 or 9 and I had plenty of time to just chill out by myself. At least, that’s how it usually went. This particular job was at the house next door to mine. It was already pretty lucky that I didn’t have to travel far, but I had no idea just how lucky I’d be getting.

The mom stayed home

So, normally, my babysitting would be for couples who wanted a date night. It’s a pretty common thing. This job was going to be for a mother who was going to be staying home while I babysat her kids. No one in the neighborhood had any idea of this, but this woman was a practicing Wiccan and her husband was traveling for work. She needed me to watch the kids while she went off by herself into the basement to practice her religion or some shit. I’m not a religious person, but I had to assume that this was a real thing that people did.

I hear noises downstairs

Anyway, I watched her kids for a few hours, then it was time to put them to bed. I got them all tucked in and headed back to the living room to get my homework done. I was just walking past the basement door when I heard some weird sounds coming from down there. Curiosity got the best of me, so I opened the door and went down the stairs.

She was certainly some kind of Wiccan

I get to the basement and there I see it. This forty something year old woman was in the middle of pentagram panted on the floor with candles all around her. She was on her back, completely naked with her legs spread wide while she actively and energetically fucked herself with a giant dildo. Teenage me just couldn’t tear my eyes away. She was sweating and straining and making all kinds of noises. She must have sensed me in the basement with her because she turned her head, looked right at me and held out her hand.

“My sexual energy isn’t enough for the demon! I need to harness more to summon him!”

Yeah, that was exactly what she said. I remember it like it was yesterday. I also remember that, even at that age, I wasn’t stupid enough to pass up some willing pussy.

She Harnessed me, all right!

I took her hand, walked into the circle, and this woman pulled me down onto me back and mounted the shit out of me right then and there. It was the first time I had ever felt my dick slide into another person and it felt amazing! She just rode me and rode me while she muttered spells and incantations or some shit. All I know is that I had never felt better than that moment. I was young and I tried to hold back of as long as I possibly could, but I never had a chance. Just as she got to the crescendo of her spells, I shot my virile, young load deep into this middle aged woman’s married pussy. I’m sure that she came too, because she doubled over and just laid there, heaving on top of me. Then she whispered that my sexual energy is powerful and that she felt the demon pass through her and enter the mortal realm.

We kept in touch

I don’t know anything about demons, but she certainly felt my cum enter her mortal womb. We kept in touch for a long time after that. Any time her husband was away and she needed some sexual energy, she’d just catch my eye from my bedroom window and I’d practically run over there. Shit, there were even some times when her husband was sleeping right above up in the bedroom. I dropped many loads into this amazing woman and maybe she did actually conjure a demon. Shit, maybe he just possessed me all those years ago and turned me into the sex fiend that I am today! Either way, I’ve always understood that true meaning of magic is just to make yourself feel good whenever you can. That was sure as shit the happiest Halloween I had ever had and we had many more after that! Maybe I’ll look her up one of these days. I did her plenty as a MILF, I’m sure she’d be even crazier as a GILF!

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Hookup Horrors Hookup Stories

Another Hook up Horror Story

I had so much fun talking about my worst hook up that it seems a lot of people really enjoyed laughing at me. That’s fine. One of my friends liked it so much that she asked me to relay her worst hook up experience. It’s a pretty good one, so I’ll tell it the same way that she told it to me. If she still enjoys it after other people find out about it, maybe I’ll make it a regular things. There’s nothing wrong with sharing our most humiliating experiences and they’re always a good laugh.

She knew the guy

So this was a guy that she had hooked up with in the past. They had done it enough times that they were both able to start getting a little weird with the sex and that’s always a good thing. Anyway, she was horny one night, so she called him up. He didn’t have anything going on, so he invited her over. She showed up and, just like in my story, the guy was hammered. The two of them drinking together was nothing new, but she stone cold sober and he was about ready for a nap. They decided to just get into bed and go at it.

He went first

She says that the mistake she made was not paying attention to how close he was in his state. She was lying next to him and just jerking him off. It was all she could do to keep him hard in her hand. She was so focused on getting him stiff enough to fuck her that she lost all track of just how much stroking she was doing. He was in so state to tell her to stop, so she says that he just came in her hand. That was it for any hope of sex, plus she learned that men don’t have to be fully erect to ejaculate.

He tried to make it up to her

Even I his drunken haze, he felt a little bad about shooting his load off like that. He decided he could at least do the same for her and reached over to give her a handy. It would have been a nice gesture if he didn’t start snoring as soon as he touched her clit. So, basically she just went over to a drunk guy’s house, jerked him off, and now she just lying in bed next to his snoring self.

She still got a hand job

She says that now that he was passed out and she was still worked up, she just had to make the best of it. She just grabbed his hand and used it like a sex toy. She flicked her bean with a sleeping man’s hand and came all over it. Then she just rolled over, pulled his arm over her shoulder and fell asleep for the night. Hey, it’s still sex, even if you have to do all of the work yourself!

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Hookup Lifestyle Hookup Tips

Hooking up with Friends

We all have those friends that we want to have sex. There’s nothing really wrong with it. Our friends can be hot and we can be attracted to them. Of course, we already know them so well that we know we’d never make it as a couple. That’s why it’s never a bad idea to just hook up with each other from time to time. If you’re both in need and you have the time, there’s no real reason not to. There are just a few rules you should follow to keep things from getting awkward.

Keep the sex between you

If you’re part of a group of friends and you decide to hook up with one of them, just keep it between the two of you. That means nixing the PDA. Your other friends can know about it if you want, but you never want to be romantic around them. Friend time is friend time and sex time is sex time. It might seem fun to sneak away at a party and bang each other in the bathroom, but you’re just making it awkward for everyone else. They know what’s going on and you’re just fooling yourself if you’re thinking any differently.

Always pull out

This is one that’s going to rub a lot of people the wrong way, but you always want to pull out when you cum. It doesn’t matter if she’s on birth control and you’re wearing a condom. You don’t want there to be any chance at all of getting her pregnant. Getting a random girl pregnant it one thing. Getting a friend pregnant is another. You’ll always have to deal with that way. Just pull out and bust on her stomach and you’ll never have to worry about it happening to you.

Let her be kinky first

If you’re kinky then you want to keep that to yourself at first. Never be the first one to bring it up. If she thinks that your desire to pee on her or tie her up and spank her boobs is weird, your friends are going to hear all about it. If she brings it up first then you can comfortably let your kinks out to her. Let her put her cards on the table first, then you can both know what’s going with the other person and it will stay between the two of you.

Don’t be afraid of it

If your friendship is strong then you don’t have to worry about hooking up with each other. If you stop having sex then you can just go right back to being friends. You don’t have to be afraid of losing in the process. Just give it a shot and see how it feels. You never know how good the sex can be until you have it. Just let it all hang out there and have fun together. It’s the best thing for any hook up enthusiast to ever do when they come across someone they want.

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Hookup Horrors Hookup Stories

My Worst Hook up Ever

There are good hook ups and then there are bad hook ups. No one wants them, but they come anyway. There isn’t a whole lot that we can do about it. If you spend your time doing anything, it’s going to come with its own problems. I once had a hook up that was so bad I started to question whether or not I could go on. I had to question who the people I was hooking up with actually were. If it wasn’t my worst hook up ever, then it was certainly very close to it.

I met her online

This was a girl that I met online on a hook up. She had an ad looking for someone with a fair amount of oral talent to head over to her place and trade a little mouth action. I happen to be pretty good in that department, so I volunteered my services. A few messages later and I was on my way over to her place. It wasn’t terribly far away, but it was the end of the night, so I had no other options if she turned out to be catfisher. I wasn’t prepared for what she actually was.

She was well-sauced

She answered the door and I could immediately smell the alcohol on her. I’m never one to turn down a good drunk fuck, but this girl was over the line. She was stumbling and slurring her words, and practically fell to the floor when she turned around to lead me inside. I hate to say it, but even I have my limits. She was clearly losing control of herself and I had to tell her that I wasn’t comfortable having sex with her in that condition. I mean, who knows how she’s going to feel about it after she sobers up?

She begged me

I tried to leave but she wouldn’t let me. She actually got down on her knees and begged me to eat her pussy for her. She had this whole story about having a few drinks to loosen her to the point where she was able to look for a hook up. I guess I’m a softy underneath because I agreed to go downtown for her. I even said I’d do it without any reciprocation. I could see her being okay with a pussy eating after she sobered up, but remembering that she blew some random dude might be too much for her.

It didn’t last long

Anyway, she stumbled and fell onto her bed and spread her legs for me. I assumed the position and it smelled like someone has poured a whole fifth of vodka down there. Still, I’m there to do a job, so I go to work. I’m eating her pussy like it’s the last let of lips on the planet when I hear it. She was snoring! I look up and she’s passed out cold on the damn bed! Well, that was enough. I wasn’t about to wake her just to lick her pussy for her. I just got up, through the blanket over her, and left. That was literally the worst hook up I’ve ever had. I couldn’t even give the other person an orgasm, let alone have one myself.

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Hookup Tips

How to have Sex in Public

Having sex in public is a really common interest among people who hook up a lot. There’s just something fun about letting yourself go in a place that you’re not supposed to. In fact, the fear of getting caught is more than enough to turn some people on. It’s all that they can think of and they want to experience it as much as they can. Naturally, you have to be careful with it. You can’t just go at it in a coffee shop, after all. Here are some of the best ways to have sex in public.

Never underestimate hand jobs

The best and easiest way to have sex in public is to just give each other hand jobs. They can be discreet and they always get the job done. You could be sitting at the dinner table in a fancy restaurant and just play with each other’s junk under the table. Sit next to each other and just slide your hand up her thigh. Sit back and find out how good she is at unzipping your pants for you. All you have to do is control how obvious your arm movements get and you’ll be able to get each other off.

Use the restroom

No matter where you are, you can always use the public restrooms around you. There’s always going to be one. You can use a private one or one with multiple stalls, it doesn’t matter. If you get yourself into a private restroom then you just lock the door and do anything you want. If there are multiple stalls, just sneak into one and hold her up against the wall. You’ll be able to pound into her and only your feet will be visible to anyone else in the room.

Remote controlled sex toys

If you really want to have some public fun, all you need are remote controlled sex toys. You can find them anywhere. You can get yourself a vibrating egg that you can control right on your phone. She can wear it without anyone knowing about it at all. You can set it off all you want and make her cum in any place at any time. She’s the one who’s going to have to be in charge of hiding her orgasms from the public and all you have to do is sit back and make them happen for her.

Start out small

You can have all of the public sex that you want as long as you know what you’re doing. Just try to start out small. Use the public restrooms and work your way up to cumming at the dinner table. The more you do it, the better you’ll get at hiding your reactions. Once you get to a point where no one can tell that you’re cumming, you’ll be able to do it anywhere you want. Just think about how much fun it would be to spend your next long flight fucking each other right in your seats.