I’m back: Sex with the yoga instructor [m/f]

Some of you might remember me. I posted under a different ironman name up until recently. I deleted my account, because it got hacked. Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren't lost. I will post new stories as well when I have a chance. (New Stories Will Come I Promise). Here is an old one. Hope you enjoy:

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.

[m]y [f]irst date with my Boy. By very popular request! (long)

About 20 people have asked me to tell the story of my first date with Boy (mentioned in my halloween story). So here you go – remembered as well as I can! The Boy says it’s pretty accurate! We hope you enjoy it!

I actually used the line "I thought you were meant to stop me getting all wet." I actually said it. I still cringe to this day. God knows how we're still together.

It was our first date. Our very first meeting. Until a few hours before, we had no idea that each other existed. Looking back eight years later, it seems unbelievable that there was a time that I didn't know my Boy.

It was an amazing first date. We went to a bar and then another bar, we talked and laughed and danced a little and at the end, sometime around midnight, we walked back along Oxford Street through the muggy London night.

His hand was warm in mine and I felt safe and companionable walking by his side. And I fancied him for sure – I'd watched him dance a little and admired his body – but I wasn't thinking about sex. I was 23 years old and I'd never had sex on a first date… it had gone well, but I had no plans to take it further that night.

MMMFM My 27th anniversary surprise – husband sets up 3 young studs for his cougar wife

Background: We are a married couple who have spent the last 29 years together raising a family and doing all the things we are supposed to do. Until several years ago neither of us had ever been naked in front of anyone other than each other moreless had sex with anyone else. In the past few years we have been very open sexually about our desires, likes, and fantasies. I am blonde long hair, 5’4”, 120, 36C and he is 5’10” and 172 lbs muscular build and “average” endowment which suites me perfectly.

Since our initial unplanned hookup and MMF session we have explored our sexual side fully. MFMF, FF and all the various other scenarios that exist. I prefer MMF and MFM and my husband likes to ensure I am the center of attention so this is our usual hookup. I consider myself completely straight and have no desire with other woman and I really have some jealousy seeing my man with other woman.

This is my first time ever writing and detailing our sex life, any comments are appreciated and will determine if I write any more. He likes to write but I would rather read. :)

Fun night with a transsexual

For those who been follow reading my stories, this one seems different. But my Craigslist adventures continued. Anyways let's go.

So this all went down I'll say 3-4 weeks after I blew the black guy from my previous post ( for those who read my stories). My roommate was going away for the weekend with his girlfriend to his girlfriend sister wedding. I was ask to bring them to the train station this particular Friday night as they head to Baltimore. So I did.

Now I'm sitting home in my empty apartment bored and horny. Tinder was quiet for me during this time. So I went to Craigslist and just to see what's out there. That's when I stumbled upon an ad from a tranny looking for a cuddle buddy for the night. Intrigued I replied. After like an hour we agree to hang out tonight.

This tranny was not an escort like the majority of the others are that dominate my Craigslist page. My tranny was Asian with normal asian-ish body. Small perky boobs ect..

Thursday night at the shamrock…[M/T]

On a gloomy Thursday night, I found myself sitting at the Old Shamrock sipping on my third glass of Gentlemen’s Jack. The bar was nearly empty. It was that time of year where college students were studying for their finals, and most of the regulars had already left. I kept looking at the clock waiting for it to strike midnight, the time I decided I was going to leave and go home. While looking at the clock again, I heard the front door open.

My eyes caught a glimpse of a beautiful pale-skinned girl, in what seemed to be a very short and dark colored dress. Not wanting to catch any attention, I quickly looked away and took another sip. Something about this girl caught my eye but I couldn't put my finger on it.

I finished the glass and decided to close my tab.

While walking to the bathroom, I saw this girl again. Damn, her ass was out of this world! Her ass was perfectly round and unbelievably tender. I again quickly stared away; I didn’t want her catching me.

Starting Without Me?

You weren’t expecting me home, especially this early. As I quietly creep in the front door all the kids are asleep in the living room, some cartoon movie is playing on the TV. I’m careful not to wake them up. I’m amazed at the fact that you aren’t passed out on the couch with them. As this thought crosses my mind I get to the hall and notice our bedroom door is closed. I assume you must be taking a bath or something, something isn’t right. As I approach the door I can hear the TV is on but it’s barely audible from the hallway. I slowly crack the door open once again assuming you are sleeping. I can tell the bathroom light is on and I can hear some familiar moans and groans coming from the TV. Then I notice those familiar moans and groans are coming from the bed. You’re oblivious to my presence. I slide through the door and quietly close and lock it. You have some blankets bunched up on the side of the bed blocking my view. As I move over in front of my closet the view completely changes. You are lying on the bed, nude, spread out. Your right hand is locked onto your breast your fingers play lightly over your nipple. Your left hand is wrapped around the base of your blue vibrator. As you lower it towards your obviously soaked pussy I can see it is already wet with your juices. I can hear your fingers go through the buttons as its unmistakable hum gets a little louder. On the TV one of our porn movies is playing, but the TV isn’t what you’re paying attention to at this point. Finally the fat blue tip touches the inside of your thigh just below your pussy. You flinch and moan a little at the contact. You slowly move it up along the fold at the top of your leg then across to your sensitive clit. You shudder intensely for a moment and I can see your fingers dig into your breast. You move the vibrator down unable to stand the sensation for very long. Or maybe it’s to prolong the experience, either way I’m probably enjoying myself as much as you are. You carefully work the vibrator up and down your slit. Oh so achingly slow you move it up and down, moaning every time you reach the top, only to start the journey back down. Finally you pause for a moment at the bottom of your stroke. It feels as if this moment is taking days. You slowly start to push the broad head in. You arch your back and moan loudly, you don’t have a care in the world other than that vibrator. You are completely free of guilt or self conciousness; you are in a state of relaxation and nirvana that I’ve never seen you in. Slowly you work it in, wiggling your hips, arching your back, your right hand reaching, grasping, reaching again, you’re whole body is constantly in motion. At last you seem to have reached a point you are content with. The rabbit ears are wiggling perilously close to your clit, but you refuse to let them make contact. I see your fingers searching the buttons again. You finally find the one that sets the head in motion. Round and round it goes, your moans get a little louder and your entire body writhes with more intensity and purpose. In and out you start to move the blue toy, not all the way in either direction but just a little, your hips humping down onto it to make up for some of the motion. Suddenly something on the TV behind me flashes and the room lights up, this somehow catch your attention and pulls you out of your trance. When you look up at the TV you see me standing there. I see a look of panic cover your face then instantly dissolve into the look of a master seductress. I’ve never seen that look in your eye before. Your right hand had grabbed a blanket but drops it before it makes it over your naked sweating body. You scoot over towards the corner of the bed by the dresser. Your hand never leaves the vibrator and the vibrator never left your pussy. In fact I notice you are already back at work. “I’ve already started, care to join me?” you nod to the opposite corner of the bed by the computer desk. I immediately begin to remove my shirt, as I pull it over my head I see you looking at me. You’re looking at me like I’m a giant piece of meat there purely for your use and pleasure. I like that look. I quickly discard the rest of my clothes onto the floor and start to climb up the foot of the bed. As I reach the top I immediately start crawling towards you, reaching out and caressing your smooth calf. I look up at you and you stare at me lustfully, slowly and surprisingly shaking your head back and forth. “No, you go over there.” You say nodding again towards the opposite corner of the bed. Now I catch your drift, slowly I back away and into the corner. On one hand I’m a little disappointed I’m not joining in your festivities. On the other you’ve now closed your eyes and tilted your head back. You don’t need me right now. I lean back against the wall and watch as you continue to stroke the vibrator in and out of your dripping pussy. I can’t help but to start slowly stroking myself while watching you. After a few moments you open your eyes and see what I’m doing, you smile and continue watching me. I reach under the mattress and pull out a small bottle. You moan as I slowly pour a little of the slippery liquid over the head of my cock. My hand is now sliding effortlessly up and down my shaft. I put the bottle down and with my other hand start to play with my balls. You move your right hand back to your breast in response, tweaking and pulling on your nipple.
You motion for me to give you the bottle, I pick it up and toss it across the bed to you. You open it and pour a little on each breast, slowly rubbing it in to each. The light shines off your body now where the lube drips down your skin. You take the bottle and pour a little of it just above your mons. You slowly lower your hand and begin to rub the liquid into your pussy. You moan loudly sliding the vibrator in and out faster and faster.
On the opposite side of the bed I’m picking up tempo as well. We’re both staring intently at each other now. It’s killing me not to jump over to you, but I’m enjoying your show too much to interrupt. I’m hoping you’re enjoying mine as well. Just as that thought goes through my head you close your eyes and throw your head back. Your body starts to tense up. One had busy on the vibrator, the other rapidly rubbing your clit. Your breasts shine in the light. “I’m cumming, I’m cumming!” you moan loudly. Your entire body tenses then shakes in one gigantic release, your breathing deep and loud. Your right hand is clutching the pillow, your left hand slows and finally stops moving. As you slowly withdraw the vibrator you look back down at me with a devilish grin. You still have that look in your eye as you start to sit up looking as if you want to come over to me. You don’t have the chance as you stare at me I start to twitch and spasm as my orgasm consumes me. As I’m coming down from my high you crawl over and slide your body over mine, everything is tingling and I feel every inch of you. You slide up and kiss me deeply. “Welcome home baby, sorry I couldn’t wait for you.” You whisper. “That’s fine, you waited long enough for me.” I respond. With that we kiss again, roll over to the center of the bed. You look up at me still completely relaxed and still with a look in your eye I’ve never seen. I guess it’s time for round two now.

It’s not cheating if you don’t touch… [F/M]

A couple of years ago Jessica and I were ready to move out of home. We were engaged to be married early the next year, and while I’m sure Jessica had different reasons, a large part of the motivation for me was to have somewhere we could fuck without feeling like we were doing something illegal at our parent’s houses. Jessica was fit, toned and about 5’7. She dressed for sport when she wasn’t working, usually in a thong and yoga pants that showed off her perfect ass. Being an ass man, it was supremely frustrating to me that she only rarely initiated sex and palmed it off as frequently as possible, though she made up for it in other qualities.

Unfortunately, rentals where we wanted were priced out of our reach, so we put out feelers for potential housemates. Peter had been one of my closest friends for years and was in a relationship with Lily. We all hung out fairly regularly but the girls barely tolerated each other. You know when two people are just going to clash, so Peter and I had given up attempting to make them friends. They were polite to each other’s faces, so we left it at that.

She Asked Me What I’d Do To Her….

I would start at your toes, kissing and licking up your legs. I'd slide the thong off of you. I would kiss all around your thighs and ass. Lightly I'd start to slide my fingers up your legs just grazing the skin on your pussy. I'd continue kissing and licking all over, my fingers are grazing firmer and more often as I begin sliding them over your skin. You feel my breath on your pussy, then you feel my tongue start to slide over your lips. I slide the lace stockings down and off your legs, spreading them when I'm done. I return my mouth to your pussy as you moan into the pillow. My fingers and tongue dance over your pussy and thighs. You raise up on your knees a little sticking your cute little ass in the air. Right where I want you to be. I raise up and you moan wanting me to touch you again. You feel my breath across your ass. Left to right then back to the center. I kiss the dimple in the small of your back and start working my way down your ass. You pull away slightly but I pull you back to me. You feel my breath settle on your tight little asshole. You feel my toungue begin to trace a circle around it. My fingers start to slide up and down your pussy again. One of them finds the tight little hole and as the finger slides in you feel me close the circle around your ass and begin to lick your cute little asshole. The finger slides in and out, I keep it curved just a little. I continue to lick all over your ass, you moan and push back against my face. Then my finger leaves your pussy, you push back wanting me to return. Then you feel the head of your vibrator slide from your clit back to your pussy. It buzzes seductively as you feel it where my finger was, sliding in slowly. I continue to lick your asshole as I slide the vibrator in and out of your pussy. You are rocking back and forth trying to get me to fuck you harder. I keep it moving slow much to your frustration. I turn the vibrator up and you feel the shock of the heightened speed. I start licking your asshole faster and with a little more force. You groan wanting more. I gradually turn up the vibrator, as I do I thrust faster and longer than before. My toungue is lapping happily at your asshole. The vibrator goes deeper, faster. I reach up and pinch your nipple just a little, I'm really enjoying your body. I keep this up, you moan not to stop, you push back trying to get more of everything. You rock back and forth in rhythm with me. You feel your orgasm starting to build. It builds quick, you rock harder, you want it more with every thrust. Finally you feel the wave wash over you. Your legs shake, your whole body shakes and then you collapse limp as can be. I climb up and snuggle up close to you and hold you. You feel my hard cock press against your leg. You reach back and rub it up and down, feeling the little bit of precum oozing out of the tip. You roll over pushing me onto my back and leaning up on your hands and knees over me, looking at me, holding my cock. All you utter is "My turn….."

[Experience] 28M. m/m/m Threesome that never was

TDLR: Threesome with 2 friends that could have been.

So I started out on my same sex journey with a friend that I made when I moved to a new town we will call him will. I started staying over at his house. And it didn't take long for him to come out to me that he was more or less gay. I was cool with it I was the only one who knew. He said that he found me good looking and I trusted him so I said while I'm asleep do what you want. This lead him to sucking my dick. We stayed at his house a lot and kind of became the routine.

Fast forward about a year. Since my first encounter I had made a new friend who we will call Phil and in much the same way I did it with the first friend this new friend we ended up sucking each other and he would fuck me. He let me try to fuck him once but either I was to big or he didn't like it I barley got the tip in and he scooted away.

Seminar in Sexual Techniques: 1032 |m/f|

The classroom was a bowl shaped, stadium seating auditorium. The kind customary to larger universities where class size was on average over 200 students per class. Nearly every seat is filled for the 4PM lecture there. The room was active with conversation, the sounds of laptops and tablets being set up on desks,and the thumping of bags on the floor. In the front of the room a middle aged professor was setting up. He sat his brief case next to the podium which contained a computer monitor. He quickly entered his credentials into the computer and with a few clicks of the mouse brought to life a presentation upon the large screen in front of the auditorium. The title read "Oral Techniques; Advanced Manuevuers and Tips". The professor clipped a microphone base to his belt and fished the wire up his shirt so that the microphone clipped to his collar. He turned it on and a couple muffled thuds were heard over the speaker. He motioned for the IT technician to adjust his volume and after a few seconds he spoken"test, test" over the speakers. His voice was strong yet soothing. It was rumored that students signed up for his classes simply because his voice was so pleasurable to the ears. Many students often joked that he should consider teaching some of their basic science classes, so that they can bear sitting through lectures. He stood for a few more seconds as the last of the students got to their seats and commotion dulled. He nodded toward two young teaching assistants, and they got up and walked to the rear of the auditorium to shut the large doors. The closed with a tremendous thud that every Student could feel. It was an electrifying sound and feeling. The teaching assistants were both highly attractive; one young female assistant wearing tight jeans and a low cut v neck. She had dark hair just below her shoulders that was straight and brushed behind her ears. She was tall, thin, and busty just enough to be a successful underwear model. Her bra today gave her ample cleavage that was hard not to notice when she walked past. The male assistant was also equally attractive. Tall and fit, hair short messy and blonde. He too wore jeans and a matching black v neck. His arms bulged from tight fitting sleeves. The two walked together to the front of the room and sat down. Next to them a third assistant sat. He seemed slightly older than the two assistants, dark features, dark hair, and also wearing the same v neck and jeans. He was more muscular than the male assistant that shut the door, but not much. It could be that he was slightly taller, or that his skin was slightly more tan. The three of them sat facing the professor who was making his last adjustments to his microphone. "Good afternoon" the professor spoke. "Today is the second lecture in oral techniques. Last lecture we focused on cunnalingus, and I trust that you reviewed and practiced since then" the students all smiled and nodded, few conversing between each other. One student raised their hand. It was a male student, wearing a backwards braves hat and a polo shirt. He first softly, then with more authority began to speak "I'm still having trouble with dual stimulation techniques! I've gone over the lecture notes and the book but I still am having difficulty". The professor spoke " please see one of the TA after class, they will be able to help, we do not have much time so we must move on to our lecture" the professor began the lecture turning to the next slide basic male anatomy. He was going over the different structures of the penis, testes and prostrate. The students vigorously took notes as the professor high lighted key words and potential exam questions. After a few anatomy slides he came to a graphic displaying the many names for fellatio. The students laughed at a few of the terms. The professor then said "it goes by many names, but today you will learn its as a skill" the next slide read in class demonstration. He went to the computer and clicked off the presentation to a screen that showed a camera view of the front part of the room. It was focused on a chair and a plain white wall. He asked the taller dark haired male assistant to come forward. " With help we are going to show the basic techniques involved in this oral skill. The dark haired assistant stood in front of the camera, the large screen showing him more clearly. He stood with his hands clasped behind his back waiting for instruction. the professor then motioned to the female assistant to come forward . She then entered the camera frame and the both were visible on the large projector screen. "Now, there are many techniques, positions, placements but we want to focus on the act, and the basic skills before we can move on to more advanced lessons" the professor calmly said. The female assistant got on her knees and the camera zoomed so bring her better into the frame. She reached for his pants and the male assistant offered assistance in unbuttoning the jeans as she pulled the zipper down. The female instructor then helped to pull the jeans, and briefs down in a quick motion. The male assistant stood tall with his hands to his side. His large, erect penis reached out into the camera frame. The female instructor positioned her self while looking in a monitor near the set, once they were at an appropriate angle she held the penis and looked to the professor. He nodded and she slowly came toward it. She parted her lips every so slightly as she took the head of it in her mouth. She slowly opened wider as it entered and she went delicately down till her lips were just slightly above her hand. She retracted slowly, visibly squeezing his dick so that the blood was forced to it making it larger and harder. As her mouth left his dick, a small collection of spit stuck to her lip before falling down. She calmly looked at the professor who brought up slides next to the camera on the screen. He went over the steps and the female instructor methodically and slowly performed them. There was proper hand placement and grip. Single hand approach for beginners. The other hand was used to pull her hair behind her ears. And to occasionally wipe her mouth. There was also proper lip placement on the shaft, and the role of the tongue on the down stroke. The assistant slowly sucked the cock, each time going nearly to the top of her hand and retracting to show it engorged and wet from her spit. The professor continued to lecture as she sucked his dick. First it was slow, and methodically stopped at key points in the act. Now she was going at a pace, without stopping. The sounds of her sucking were lightly heard over the speakers. The students payed close attention and continued taking notes as the professor highlighted key points on the side by side slides. Finally the professor asked the female assistant to stop. She wiped her mouth and with the assistance of the tall male teaching assistant got his pants and briefs back up. The two of them returns to their seat and the professor switched slides. He went through the a few more key points and erogenous areas of the penis to focus on. He then go to another in class demonstration point. This time the professor asked for a female student volunteer. The audience was quite, then a single hand reached out. The professor smiled and asked the young lady to come to the stage. She had brown hair pulled back, was shorter, roughly 5'2'' and very petite. She had on Nike spandex shorts and a workout shirt. She was fit, but her most attractive feature was her legs. They were tone and muscular and her ass poked out firm and perfectly sized. She had a medium bust that was concealed behind a slightly loose fitting workout tank. She has striking features of beauty but seemed quite innocent. The professor asked if she had any difficulty with the assignments so far, or had any experience with fellatio. She stated her female roommate helped her with her cunnalingus assignments, and that she did practice her fellatio assignments with a male student from her hall. He instructed her to get into position on the stage and she stood in the frame of the camera.