First Anal [f/m]

This one is by request ;)


This memory is a little fuzzy (it's been a long while) but as a milestone in my sexual history most of the important snapshots are still there.

It was the summer between sophomore and junior year. (NOTE – seriously, all my BEST stories seem to take place during summer, I should wear a chastity bathing suit). I was 16 and newly single. My ex-boyfriend and I had a typical, tumultuous teenage relationship (that would go on/off again for the next 7 years or so, far too long). My friend and I went to a summer festival concert and ran into one of my ex's best friends, Benji (not his real name). Ben had just graduated and was headed off to an Ivy League school for college. He was already a cocky motherfucker but the Ivy League prestige definitely put a new spring in his step. As did his newly pierced tongue.

Me and a dude in college

I had been at this party all night, trying to get some alone time with this girl I worked with who I had been crushing on forever. She was a server and I was a dishwasher, and she'd come back and drop off dishes and smile at me and joke around all the time. Fuck man, I liked her so much. I'd go home all wet from washing dishes and peel off my clothes and jerk off immediately. Sometimes watching in the mirror, looking at my 7" cock from all angles, wondering if she'd like it. Suck it and lick it slowly – as I had imagined so many times. But tonight I just wasn't getting any time with her. Her dumbass boyfrind was in town and she was all over him. So I decided to walk across campus and get my car and go home to jerk off yet again. I got to the middle of the quad and its midnight or so, and I pass this guy and we say the normal "whats up" or whatever as we pass. But we both slow down and – albeit complete strangers – kinda start talking. I tell him i had just been at a party and was headed home. He said yeah he had been hanging out and was going over to see some other friends. It was weird, two total strangers in the middle of the night start talking and seeing whats up. Admittedly, I was really horny and had always been a little bicurious but had never acted on it. Whenever I would have times where I thought about it, it just never seemed to happen. I mean, I have always been pretty good with girls and gotten laid a lot, and certainly watched a lot of porn, and sometimes went to the peep booths at the porn shop. They had "buddy booths" where you could see into the other cube and watch a guy jerk off, but that was the extent of my experience. This was the early 1990's, and the internet hadn't taken off yet. But something told me this guy was the same, it was just 'in the air' that night in that conversation. In the body language, or at least I thought. So I say let's hang out and we start walking together. We go down and get my car and get in, and for the first time I can see what he looks like. Hes thin and looks like a regular college kid. Baseball cap, tshirt, jeans. not a bad looking guy, but I mean I had never considered judging men's looks. We drive over to where he said his friends were, and the apartment is dark and no one answers. Apparently they had gone out. He said he lived nearby and had some beer, so we went to his apartment. I was already a little buzzed from the other party, so I was relaxed and not anxious about hanging with this dude whom I barely knew. He threw me a beer and we sat down at the kitchen table. I started telling him about the girl and how bad I wanted to fuck her and her boyfreind being at the party. He said he was horny too and struck out as well. We drant he beers and talked about getting pussy and told a few stories about our sexual conquests. All it did was make me hornier. I told him about how I would have to go home and jerk off over this chick, and then we got into telling jerk off stories. Porn, lube vs non-lube, everything. Kind of a weird conversation to have with someone you just meet. There was a bit of a lull in the conversation at one point after that, and I started thinking about pushing the idea of jerking off together a little bit. I wanted to get off, and I kinda wanted to see him get off too. I ddn't have the courage to say anything and was struggling to find the right words. Then he comes out and asks if I wanna watch some porn. I say hell yeah, and he hops up goes into the dark den and puts in a VHS porn, and I sorta follow him in. It standard fare for the early 90's – two hot sluts and a dude with a huge dick taking turns on them. He sits back one one side of the sofa and sit on the other end. The lights are off except for the light of the TV screen shining into the room. We sit quietly and watch and make a few remarks, but I am fixed on the screen watching the action. My cock is raging hard and i can tell the precum spot in my pants is growing. Fuck was I horny. I knew he was too, and shit – this was his idea. I finally get the nerve to do something. I lean forward and put my beer on the table and then lean back, and put my hand on my dick outside my pants and squeeze it and say 'holy shit this is good' or something like that. He agrees and we continue to watch. Im dying to look over at him, and I am straining to see through my peripheral if he does anything. He finally leans up and basically mimics what I did – he puts his beer on the table and leans back and right on cue, grabs his dick outside his jeans. Whew. So this goes on for a few minutes and I raise the ante, and start moving my hand in a grinding motion against my aching boner. He follows suit. My heart races. Shit, this might just happen, be careful what you wish for asshole. What is my next move? I unbutton the top button on my jeans and slide my hand down my pants and my fingers around my shaft. It is hot and hard, and the precum has made a large wet spot in my boxers. I decide if he freaks I will blame it on the beer and porn, and just say 'shit man I forgot I wasn't alone haha' or something lame like that. He doesnt do anything, though. No copycat move. I'm thinking fuck Ive gone too far. So I turn my head and look at him. He doesn't move for a minute, his hand gripping his dick. I can see the outline and he is hard as fuck. Then he turns and looks at me and we make eye contact. I feel a flash in my chest and my heart skips. I make a shrugging motion like "fuck it, I have my hand down my pants" and he kinda smiles and stares down toward my crotch – still squeezing his dick. I take this as an invitation to put on a show. I unzip my jeans and pul them down slowly, and he keeps staring and squeezing. I pull them down mid-thigh and pull down my boxers revealing my cock. I grip it and hold it straight up and slowlt resume jerking. I look away from him and back at the porno. In my peripheral I see him do the same. I let him get his down and I look over. His dick is about the same size as mine, a little thicker. Now I am in fairly uncharted territory. I had only jerked off with other males when I was growing up, out in the woods with Playboys, comparing pube growth and all that. This was two grown men in a private residence. We were both sexually experienced. Im thinking we can just jerk off together and then when we cum thats that, problem solved, Ill get up and go home. We are both alternately looking at each other's faces and dicks. The porno is going in the background and the moans and dirty talk heightens the mood. I decide to push this thing and see whats up, im about to jizz everywhere anyway. If we are going to do anything, it needs to be now. I reach down and take my shoes off and stand up and take my pants off completely, and face him. He does the same and we are standing in the room facing each other by the light of the TV. We are both trying to see the other one's dick and we move closer and closer. Im staring at this guys dick and I fucking want it. I move my cock head closer and gesture to him to touch it with his. He does. When they touch I can feel a pulse run through my whole body like electricity. Finally touching. We rub the wet and swollen cock heads together , slippery with precum and tight as drums – engorged with blood. God it feels good, and my inhibitions are gone. None. I reach down and take hold of his cock and he does the same. I feeling it frantically at first, then more sensually. His balls, under his balls. I put my other hand on his ass and we press our bodies together and grind our crotches against each other. We take off our shirts and our hands are roaming all over each other. This is a dude. This is so gay, but its all I want to be doing at that moment. WE back up and concentrate on each others cocks. I want to suck this dudes dick. I kneel down and put hte head to my lips and look up at him. He is just staring at me. I am stroking my dick and I lick all over his shaft, his balls. Its fucking awesome and I am so horny Im about to cum. I take his dick into my mouth and suck. I try not to drag my teeth on it, and I lick and suck it for a moment or two. I can taste so much precum. I stand up and we switch. We are sucking cock back and forth. I want to cum, so I say "man Im going to cum" and he jumps up and pumps his dick and says "same time" and we blast loads on each others stomachs and dicks. Im cumming so hard and so much, just unreal. Unreal.

Staying Out [MM][Anal]

Click on my name for the previous stories in this series Feeling His Way Through and Mark Figures It Out


"Hey, Tad, you gotta minute?" Paige asked before the first bell rang.

"Sure, Paige, what's up?" Tad absently touched his bruised lip as he stopped. Their schoolmates routed around the two of them to create an oasis in the crowded hallway.

Paige's impromptu baby shower on Friday during lunch in the school cafeteria indirectly led to her ex-boyfriend and reluctant baby-daddy to give Tad a fat lip. It wasn't swollen anymore after three days, but the mottled skin still bore the clear imprint of Charlie Johnson's knuckles.

"I wanted to apologize for what happened Friday," she said, not quite meeting his eyes.

"That's not on you," Tad said with a dismissive wave. "You only went out with him. You didn't make him hit me."

"No, but I spun him up on purpose and knew he was unstable. If I hadn't done that he might not have hurt you." She gave him the kind of stern look that implied how seriously she took her apology.

I’m submissive and here is what happened last night

Last night, work fb and I were at my apartment watching tv and eating food. After I'm done, we start making out and eventually start at it on the couch. Since the TV is on, I didn't hear my roommate come in.

He sits down and watches us go at it until he cums. I'm pushing it out onto his penis about to blow him and work fb sees roommate. Roommate says don't worry, she's does as told and he will watch. Work fb tells me to continue so I do.

After cleaning him up, roommate tells work fb how we also have a fb kinda deal. He doesn't get mad but calls his bluff. Roommate fucks me on the couch, same way, I push it out and then clean him up the same way.

If only I had stayed (part 1)

So I posted the true story of my friend Sally (not her real name) and I over here reddit!. Even though we have never done anything other than what was listed in that story I always fantasize about what might have happened had I A. ever made a move before that night or B. I had stayed later that same night. So here is how I see the second scenario playing out starting after our make out/heavy petting session and her coming back after putting her daughter down.

Testing [MM, exh, oral, reluc]

"Ready?" she asked.

I took a deep breath and swallowed. "Ready."

I felt a slight tug of pressure on my pants as my zipper was pulled down. A hand reached through my open fly, and quickly found its prize, gripping my flaccid cock, pulling it out of my boxers. Corina lightly gasped at the sight of it, thick and heavy. The hand stroked my shaft delicately, coaxing me to an erection, its fingertips gently grazing my shaft. Slowly, I grew harder, larger, my cock eager. I stared up at the ceiling as my manhood was engulfed by a warm, tight mouth.

Corina smiled as she watched me squirming on the bed. I gritted my teeth and gripped the sheets. "Are you okay, John?" she asked innocently.

"Y-yeah," I stammered.

She looked down at the young man sucking my cock, whose name I had no desire to learn. Her grin broadened, her eyes wide, as she watched. He held my cock with one hand as he bobbed his head up and down, his tongue swirling around my head with practiced talent. She smirked. "I thought you said a guy could never make you cum," she reminded me. "You're not worried, are you?"

[FMMM] The Hardcore Show That Let Me Travel The Wold

Davey and me were having the best trip of our entire lives. We were 23, broke, and in love traveling all across Europe without a care in the world. Every stop was a new adventure, and there was no end in sight. We went cliff jumping in Croatia, Hitchhiking along the Amalfia Coast, and made love for a week during the sunsets at Santorini. It was safe to say we were having the time of our lives. It wasn’t just the adventures either, it was the wonderful people we were meeting. People didn’t live by the same life restraints as the people in the US. This one old couple had asked to stay with them within an hour of our boat porting in Istanbul. That kind of thing doesn’t happen in Atlanta. They even made us breakfast everyday, god bless them.

Morning Hike [MF] [Inc] [Piss] [Oral]

I didn’t remember our text conversation from the night before, so I was freaked out when I heard the knocking at my front door. I peaked out my bedroom window, but didn’t see anything weird. I left my bedroom and went to the front door of my apartment. Through the peephole, I saw my brother.

“What the fuck? It’s so early!” I yelled at him after opening the door.

“We were going for a run, remember?”

“Shit. I forgot.”

“Clearly. Go get dressed.”

I definitely couldn’t go running dressed like I was. A spaghetti strapped babydoll top and panties wasn’t going to cut it. I left my brother in my living room and returned to my bedroom. I opened my dresser and dug around for a minute for something else. I didn’t find anything.

I walked across the room to my closet and got down on my knees. I flipped through the big pile of dirty clothes on the floor for a minute. I found some black leggings and a pink sports bra. I gave them a sniff. Oh Jesus. Oh well, I’m going to get sweaty from the run anyway.

My fuck buddy and I (21F/30M) just had the best sex we’ve ever had: oral, anal, and crazy squirting

I (21F) have been seeing my fuck buddy (30M) off and on for a couple of years now. We are pretty adventurous, enthusiastic about fucking each other, and insanely sexually compatible. Tonight we had some of the best sex we've ever had, which is saying something, and I wanted to share it.

It started with me coming over to his place just as it was getting dark. We'd been looking forward to meeting for a week, and had already discussed some dirty things we wanted to try. He had pot this time which is wonderful because we are both extra horny when we're high.

We took off our clothes and I watched a porn he already had on in his living room while I smoked a bowl and he ate my pussy and asshole eagerly. For probably 15 minutes I let him eat me and get me soaking wet. In between bowls we changed positions a few times. I sucked his cock and made him moan in a way I didn't even know I was capable of. I rode him for a while, cowgirl and reverse cowgirl, getting us so worked up I drenched his cock in my juices alone.

At The Movies/Knock at the Door

At The Movies

My first Erotica story. It's based off a fantasy I had with a coworker. Any thoughts or advice I appreciate. Thank you.

I've always had a thing for my coworker, Sarah. Sarah is a 5’4”, blond 26 year old with milky white skin tone. Unfortunately, she's engaged, and I like the guy. So all I can do is fantasize about her. And I did. Many nights, I lay in bed thinking about kissing her, pleasuring her, lifting her up in his arms as I entered her. But I know these were only fantasies.

One night, I get a message over Facebook from Sarah. The message says “Hey James. Going to see a movie, want to come?” I was very shocked. But I told myself it was just a friendly invite, it didn’t mean anything. Plus, it was most likely from her and her fiancé, Kevin. A movie sounded fun though, so I accepted. When I walk into the theater and I spot Sarah sitting in the back row. She is wearing a green long sleeve shirt with a black vest and a skirt and she is alone. I sit down next to her and ask “Where’s Kevin?”