(M)y first bi experience – unintended glory hole participation. [MM]

(M)y, 42, first blowjob at a glory hole and more…(Long)

Back in the early to mid 00’s I used to travel quite a bit and while on the road I would see the seedy Sex shops in different Midwest states along the interstate. I stopped in a few and discovered some had private video booths and it was good way to get a cheap thrill of jacking off in an unfamiliar place to all types of porn. I’d let the anticipation of getting to those places build up; stroking my cock while driving, etc and would be worked up by time I got there. I’d get $10 of tokens and would make it an event; edging, stroking for as long as the tokens would allow and then blow a huge load. I’d feel satiated and then do it again a month or two later when the bedroom was slow or I’d been away from my wife all week. This was in early 00’s before smartphones and porn at your fingertips but I would still stroke it at home to DVD’s or magazines when the wife wasn’t in the mood.

Working from home has its perks. [Str8][anal][Fsub][Mdom]

You’re at your desk, working. I get behind you, wrap my arms around you and kiss your neck. You turn around to face me with an amused look on your face, the look in your eyes loving but hard. I blush, turn down my eyes and kneel without saying a word. I feel your erection growing as I undo your pants. My hand massages it through the fabric of your underwear. You close your eyes, let out a soft moan and tilt your head back, before suddenly lifting my head to look into my eyes. You get up and take my hand in yours.
“Get up, toy” you tell me.
I do as you say, a shiver running down my spine. You turn me around and bend me over your desk. I feel your hand going down the front of my pants, your fingers reach for my clit to pinch it. Gently at first, but harder as my moaning grows louder. My knees tremble and I arch my back, prompting you to pull down my pants with your other hand. My breath quickens, you lean over and I feel yours warmly brushing my ear.
“I’m going to fuck your ass, slut… are you ready for that?” you whisper.
I nod quietly as your fingers slip into my pussy, drawing out the moisture that’s been collecting there. My moaning intensifies, the sound of the wet suction on your fingers still clearly audible. You drag my wetness across my pussy, over my lips and ultimately my asshole, drenching me in my own fluids and getting me ready for your thick throbbing cock that’s been pushing up against my ass. You slide it towards my asshole, gently increasing the pressure as you reach it, your fingers massaging my clit at the same time. I grab the edge of the desk in front of me, knuckles white, and my breath turns to a single gasp as you slowly slip inside me. I hold it, while you push through.
Suddenly you’re through, my ass opening momentarily to let you in, then closing tightly around you as you pause for a moment. My hands fly open, I throw my head back and let out a loud moan of pleasure, gasping as I almost yell out: “Yes sir, yes… please, fuck me hard!”
You let go of my clit and grab a handful of hair at the nape of my neck. Your other hand holds on to my hip as you slowly push in all the way. I push back, tilting my hips to help you slide in more easily. My lower lip is caught between my teeth, I moan and push hard against your pelvis when you’re fully inside.
Suddenly you draw back and slam into me, knocking me down flat onto the desk. My eyes flutter open, I scream with pleasure and brace myself against the wall. You start fucking me, quickly, in, out, in, out, harder with every thrust while you spread my moisture all over your shaft. Your hand squeezes my flesh, the other still tightly fastened into my hair. My knees buckle, I can hardly keep myself up.
You pull out, which makes me whimper with disappointment. You pull me up, turn me around and kiss me deeply before throwing me onto the bed behind you. I crawl up to the middle, but before reaching it, you drag me back by my hips and put me on all fours on the edge of the bed. I lower my chest to the bed for balance and you push your cock into me again swiftly, in one go. My fingers grasp into the sheets, my hair draped wildly around my head. My mouth opens, gasping for air, as loud groans escape it. You ram into me, full force now, your balls hit my clit with every thrust. My climax is rising and I reach down between my legs with one hand. My voice is soft and punctuated by moans, as I beg: “Please sir, may I rub my pussy?”
Your reply is equally soft spoken, but firm as you decisively confirm.
“Yes my sweet slut, rub it and give me an explosive orgasm.”
My fingers find my clit, middle finger directly on it, index and ring finger on either side. I rub up and down, enjoying my own wetness, my soft skin slick and smooth as my fingers massage. My back arches once again, my butt pressing back towards you as you thrash into my asshole. Suddenly it rises, as a wave rolling over my spine. A mind shattering orgasm collects in the small of my back and I scream, loudly, without regard for neighbours or people outside.
“Oh my gods sir, yes yes YES SIR I’M CUMMING FOR YOU SIR OMGGGGGG!”
My lower body explodes around you, my pussy contracting hard, my whole body spasming. You have trouble keeping a grip on me and use both hands to tightly grab me around my hips. Your thick cock makes my tightening ass hurt as I howl with pleasure. You thrust a few more times, getting ready for an orgasm of your own, then suddenly it’s there. You push in, deeply. Your body tightens, your fingers dig deep into my flesh and you throb a large load into my ass as it grabs you tighter with every pulse. Once the wave subsides, you pull me onto my side and roll with me to lay behind me, your cock still inside me, your arms around my waist. Sweat sticks us together, the hairs on your chest tickle my back. I take your hands and wrap your arms around my chest, kissing your fingers, softly sucking on them to taste my own juices on them. Our legs weave together, the sun warms our skin through the window and I softly whisper with a hoarse voice: “Thank you sir…”

Short Ride [str8] [MF] [limo] [exh] [Mdom] [anal]

I could only hear our heavy breathing over the sound of the car’s engine as he slowly slipped his strong hands underneath my dress. I resisted the urge to tell him that I was nervous. I couldn’t stop my heart from pounding in my chest, as I was rushed with the sensation of nervousness and delight. It had been so long since I’ve felt a man’s touch.

This was as risky as it could be. Anyone could see us if they were looking the right way. I didn’t care though. I let out a soft moan as I twisted my fingers through his hair. Within seconds his lips met mine and we were locked in a hard kiss for a moment, then for another moment; only then he pulled away leaving me wanting. He starting kissing my neck and collar at the same time he was pulling off the thin straps of my dress to expose my breasts.

He kissed my chest while softly wrapping a strong hand around my breast. My fingers continued stroking his soft hair as I let myself become lost in the moment.

[TM] I Did A Live Cam Show On Campus Library As My Tutor Watched

(Hi Guys! So sorry for the long delay between posts. So many of you have flooded my messages and kik. I’m sorry for keeping you waiting! Taking and posting pics is so muuuuch easier than writing a long story. I’m lazy :P I love you guys though. Please upvote and leave a comment if you like the story, it keeps me motivated! -Aly)

So I keep getting asked to write more stories about my college sexual encounters, so here’s one of them that I think you guys will like!

I’m not too smart. Never was! Good thing I was at least a decent looking girl. Well actually I was born an Korean boy but if you’ve been reading my stories or following my Reddit page, you’d know that. I’d like to think I was pretty cute (but short 5’4) with a hint of sexiness (I like to show a little skin with all my outfits).

So when I first got into college, a professor set me and one of my sorority sisters (Julie) up with a math tutor. His name was Earl and he was this really nasty chubby Asian nerd. I don’t normally say bad things about nerds because I do find some of them attractive, but this guy was totally a blob. Greasy, super overweight and a slob. You can tell he really didn’t care much for himself.

Pledging a Prestigious College Fraternity with the Help of a Sexy Crossdresser [MT]

I grew up in a small college city. A prestigious private university, a well-regarded state university, two small liberal arts colleges and a community college made for a very interesting environment.

Following high school I ended up attending that private university. After settling into classes, my friends and I began to attend some of the rush events hosted by fraternities tied to the different schools. The fraternities weren’t located on campus or on a fraternity row of any kind. They were located around town in areas largely populated by off-campus student housing.

It would have been absurd for me to actually pledge a frat. All locals were trained to dislike “frat boys” beginning at an early age. Joining a frat was unthinkable, but their beer was cold and free.

The parties were a lot of fun. Each frat house had its own character – and gang of characters that lived in them. My far the most prestigious frat in town was Delta Tau Omega (DTO) largely due to its beautiful building. The DTO structure was like a palace which had been sculpted out of marble – an edifice which had been requisitioned by a railroad executive in the late 1880s.

[MF] new experiences

My (22f) girlfriend and I (21m) recently bought a butt plug. I’ve been itching for her to try it since we got it, as we’ve discussed and attempted anal play for quite some time as I’ve had a fantasy of taking her vaginally/anally while the other is occupied by a toy, which usually didn’t get too far. Cue last night, sexy times start, I start teasing her by kissing up and down her body as she slowly sheds layers of clothing. She absolutely loves when I eat her out, so I danced around it for effect. Right before I start I tape her hands above her head, then proceeded to eat like my last meal. We remove the tape eventually and I try to rim her but ” It tickles too much.”. We spend some time piv, as the new toy gets pulled out along with of course an ample supply of lube. She lubes up enthusiastically and then much to my surprise (as she struggled to this put to accept my average at best dick) takes the better part of the plug which was the 2nd size in the “beginner’s section”. Then she looks me in the eye and tell me she wants me inside. So of course I oblige while grinning ear to fucking ear. After I slip on a new cockring we transition to my favorite position which is doggy. And fuck me if it’s not the best sex we’ve had in quite some time. We tried for full on anal and she accommodated more than half of me before we agreed to come back to it at a later time. But in the mean time I’ve still got a raging hard on that needs to be dealt with, so back to fucking we go. Since we both like it rough I’m just pounding her sweet little pussy while her hair is wrapped up in my hand so she has no choice but to look me in the eyes, I lean in a growl into her ear as I finish.

[mmf] Got first ever blowjobs from a couple I met on Craigslist

Story time! Throwaway account of course.

In high school and college I was awkward, overweight, self conscious, and watched too much porn. This led me to going though college without as much as getting my dick touched.

After college I move to a new city where I don’t know anyone. Just for shits and giggles I start making ads on casual encounters just to see what comes through. M4F ads don’t really yield much since there are so many guys and so few girls, so I start making M4MF ads. I’m not gay, and don’t think I’m bi, but I am a post college virgin and open to new experiences so why not?

One night I made an ad posting as a submissive bi guy looking for a couple to play with. I got a response from a woman who sent a picture of herself. She was older than me (mid 30’s maybe), blonde, big boobs, and she said she was looking for a guy for her and her husband to play with. We exchange phone numbers and test a couple times and she sends me her address.

MILF-Teacher Vs. Two Studs [mmFF][anal][blackmail][public][oral]

(I’m back to posting here because this story got rejected several times on Literotica for dialogue structure. I have no idea what else they want for me to correct before it loses its uniqueness. If you know any other sites, then PM them or comment them idc. As for those who have kept up with this series, I thank you for your time. This is sort-of an origin story but I’ve written it as if this was the first time introducing the characters better.)

Mrs. Done was an average schoolteacher with an above average body. She was Asian, stood at 5-foot 3-inches with a G-cup rack, a slightly chubby build, and had an ass so bubbly that it makes the loosest of skirts look tight. She had her child at an early age and now lives in a sex-less marriage towards the end of 30. Her daughter has moved out and is on her own living the end of her college life before going full-time in a job that is literally not relevant to any of this story. She now teaches high school literature at a school nearby while her husband worked as an account executive. Her promiscuous escapades had existed long before she got married and started family but one particular incident later in her life made her rediscover an evolved passion for being naked, doing anal, and swallowing any amount of cum given to her.

Not So Secretly Filmed [mmf] [drugs] [anal] [oral] [creampie] [facials] [fist]

I got this e-mail from a friend. She thought I’d appreciate it. First, a little background. Her name is Tanya and we went to high school. While the other girls were reading romance novels, Tanya was doing what the boys were doing: watching porn.

You know how women say, “Sex shouldn’t be like it is in the porno movies!” Well, that’s what they would say if they kept a closed mind. Tanya’s mind was an wide open as her legs. She hated slut shamers. She was who she was. And she was a FREAK.

Anyway, she was always pushing the limits. She was very open minded and curious about people’s sexuality and their fetishes. And because she was cute and approachable (and could keep a secret), people felt comfortable telling her. And if she was attracted to them, she’d say, “Well, hey, that’s not MY fetish, but why don’t you come over and we can explore.”

Okay, so here’s the e-mail I got from her last night:

k —

omg okay listen to this. i met this guy in a bar a few weeks ago and we’ve been sleeping together a lot. he’s cute AF. so i was pushing him to tell me what his kinks were, but he was being super closed lipped about it.

Sex Starved Wife Needs EVERYTHING [mF] [anal] [mast] [fist] [piss] [oral] [cheat] [rough]

Charlie had been going to the same gym for years. He viewed it as his playground — he’d find an attractive woman, approach her with some canned line about wanting to take her out for coffee, but also respecting the sanctity of the gym, blah blah blah, next thing you know, she was back at his place licking her pussy juices off his cock while he came all over her face.

It doesn’t hurt that Charlie looked like a Greek God. It also didn’t hurt that he was hung like a horse and had stamina through the roof. Eventually, women would gossip. They’d talk about Charlie. Some women would even approach him — they wanted to see what all the hype was about. And they never left disappointed.

But Charlie had another group of friends at the gym — an older demographic that he simply socialized with. He never slept with these women—and then men, well, usually he just talked about sports or stocks with them. One afternoon, an older man approached Charlie in the locker room. He had a “young” wife — she was in her late 40s — and he could no longer perform like he used to. He wasn’t stupid, he knew his wife was with him because he was wealthy. And he didn’t want her to leave him. There was much to love about her. But he wanted her needs to be met. And he couldn’t meet some of them.