That time I bragged about being able to deep throat for the wrong reason

I am a hermaphrodite who grew up thinking I was a boy. Adolescence was a confusing time for me to say the least. Being surrounded by all sorts of lovely people and never quite sure if my constant arrousal was from the right thing I developed symptoms like ADD. It got so that my schoolwork was a serious problem. I was just exhausted by trying to police my own thoughts while hiding my tiny erection.

Anyhow I got shipped off to Randolf Macon Academy, an Air Force prep school. First day of school, long wavy hair chopped off, uniforms that did nothing to support my tits and all I wanted was to find some friends. Fast forward to lunch and I sit down to eat with my tray.

Side note, the food they served was amazing southern banquot style and if I had stayed more than a semester I would be at least 100 lbs heavier. Not entirely a joke, I am getting aroused by the memory of their biscuits and gravy . . . oh and the syrup, I have yet to find its equal.

Published
Categorized as Erotica

Within Reach [fsub][M][bd][voy]

Stick to the Plan
Lauren had always been into restraints. Ever since she was a little girl she has been fascinated with ropes, chains and later handcuffs. But not like this. Never like this. Now and again she had tied her wrists together or padlocked a chain around her ankles. But this was something bigger. This had a clear motive. Was she actually going to do it? Was she really going to tie herself down? The idea had been circling her head for a week. No matter what she did she just could not shake the idea of being bound. It was new and novel and… strangely arousing.

Door to the bedroom locked? Check.
Ankle ropes attached to the feet of the bed? Check.
Padlock by the headboard? Check.
Rope left over to tie the wrists? Check.

It was all very carefully planned. Lauren was going to lay down on her back on the bed. Then she would be able to tie her feet down, one at each foot of the bed. Finally she was going to tie her wrists together and use the padlock to secure her hands against the headboard. She had not been able to think of a means to escape, so she left the key in the padlock. Would not want to get stuck.

Wife put on quite the show for her blind friend [f] [m]

This blind man, an old friend of my wife’s, he was on his way to spend the night. His wife had died. So he was visiting the dead wife’s relatives in Connecticut. He called my wife from his in-law’s. Arrangements were made. He would come by train, a five-hour trip, and my wife would meet him at the station. She hadn’t seen him since she worked for him one summer in Seattle ten years ago. But she and the blind man had kept in touch. They made tapes and mailed them back and forth. I wasn’t enthusiastic about his visit. He was no one I knew. And his being blind bothered me. My idea of blindness came from the movies. In the movies, the blind moved slowly and never laughed. Sometimes they were led by seeing-eye dogs. A blind man in my house was not something I looked forward to.

[M23/F23] Canadian Cum Crossing

About ten miles from the bridge, Jace turned to me and said "watch this." Well, I watched as much as I could without driving right off the edge of the road. First, she unzipped my pants and pulled my cock out of my pants (that's tl;dr version of a lot of butt-wrigling, groping, unfortunate encounters with zipper tabs, and general chaos, eventually resulting in me looking like a flasher looking for a schoolyard).
Her hot breath on my shaft was all I needed to get hard. I gasped, and grabbed tight to the wheel, as she engulfed me completely and then just rested there with the head of my cock deep inside her throat.
"Uh, you're going to have to sit up and straighten my clothes pretty soon," I told her. "We're getting pretty close to the American border. Jace just made an "mmm hhmmm" sound, pushed her head further down, and started sucking and massaging my cock with her hot throat.
I did my best to maintain lane discipline (that's what my 10th-grade driving instructor called it, although I'm pretty sure "deep throat" wasn't one of the items on his "deadly distractions" powerpoint slides). She repeatedly drew her head up until she was just kissing the tip with her sweet lips and then plunged down until I was at the ultimate deepest depth of her throat. Slowly, with every stroke, she picked up the pace, pistoning me in and out of her throat with determination.
I don't think I lasted five minutes- which was good because we were almost at the point where traffic starts to really slow down when I started cumming. Jace pulled off of my cock and pointed it up at her face (I could only see the back of her head at the time). She jacked me hard and fast. The cum flew. I barely kept my seat, much less directional control of my 2,500lb SUV. She took the entire load on her face, using my still-stiff cock to smear it all around.
I started to panic. "Jace! What the fuck! Clean your face off! We're about to go through the border!" Jace just shook her head, making the little strands of cum dripping off her face swing back and forth alarmingly.
I asked, begged, pleaded, but she just sat there, laughing at me with her obscenely glazed face. And then we were at the border. I frantically zipped/tucked/buckled my way to decency.
The young man who ambled over to my car asked all the standard questions. "Nationality? How long were you in Canada? Are you bringing anything back with you? Any firewood or agricultural products?" I answered politely, handed him our passports and automobile papers. He looked at my passport, then my face. Then Jace's passport. Then Jace's-
Slight Pause…
Passport.
Face.
Longer Pause…
"One moment, Sir… Ma'am…"
He retreated into the nearby door and consulted with another border crossing agent. The other agent came out, looked at Jace's passport. Then Jace's face. His eyebrows furled in thought.
"Welcome Home," he said, handing me back our passports. "You may proceed."
Jace teased me by not wiping up her face until we were all the way to our hotel in Niagra Falls. There, she used her finger to collect as much cum as she could (most of it had dried or dripped off, unfortunately), making me sit in the parking lot and watch her eat it, drop by drop.

One of many stories I accumulated during my time whoring around the Army single soldier barracks.

As a civilian I wasn't introduced to the military party life until i was 19 and a girlfriend of mine dragged me along to help me get over a recent breakup I was going through. I was instantly hooked and spent the next 5 years living the wildest lifestyle you could possibly imagine. This is just one of countless stories I have accumulated.

I was 20 y/o and at the time i guess you could say I had a "boyfriend" but I viewed him more as a guy I could go to if I needed something and no matter what it was I could count on him to give it to me without giving him literally anything in return. So one night his roommate was throwing a huge party in their room but my "boyfriend" had duty that night so he would have to miss it.

Around midnight the party hit its peak and as countless faces poured in and out of the room the supply of alcohol only seemed to increase which of course led to my all to common over consumption. Having a year of partying with single military men under my belt had taught me quite a lot but the most valuable thing I learned was this: single military men have money and are all to willing to give it away. So after some trial and error I found my niche; stripping.

Finally telling what we got up to at the swingers club in Brisbane

Ok. Some of you may remember our posts . We missed out on the Halloween party. But we did manage to have time to go to a club on the 22nd. We stayed at the motel we stayed at before. Not cheap. But not to dear (We live on the Northside of Brisbane. Only 2 clubs are both on the Southside. A good hour and a half drive) J and I were discussing what our boundaries would be this time. J has only in our past given head to the other guy. (Have played with 5 guys together ) He has not been allowed to touch her anywhere. I have seen her lose it once while she inexplicably turned around while given a guy head and hovered her pussy over his face. . He managed to tongue her clit twice. She came on his chest! … but said that it was from her sucking .. not him licking. And she felt a little ashamed. I reassured her that I loved it! . This is going to take a while to tell. So may have to do in installments. If you haven't seen our posts or know how we play. Please check out our profile.
We do NOT do the cuckold scene. We LOVE each other. J loves to give pleasure (she is a nurse. . And has an oral g spot! Lol) I adore her and love watching her giving pleasure. . Both straight.
Love her more than I could've ever imagined. . Ps. We are both in our early 50s. . Won't link pics cos I have no idea. See our profile. Will continue this tomorrow. J off to work and I am working early in the morning. We only get to see each other 12 days a fortnight.

(F)alling towards the dark side (m/f/f)

Before I go into my life, a little about my life. You can call my Alyssa, I'm currently 23, I am part Norwegian and part Italian, with Texas in my blood. I'm 5'3, have lush black hair that I keep at shoulder length, I'm 109 lbs, I have 34b cup breasts, and small but perky booty that I try to work on day to day to keep in shape from my high school lacrosse days. Back in high school I was a prude. I didn't have an interest in sex and hardly had many boyfriends. My senior year I had boyfriend that I finally let take my virginity, and although it was not the most pleasant experience it exposed me to my first orgasm. After he and I started dating more sex followed as well as the acceptance of masturbation, and how much of a loser I was for not realizing how amazing that was before either. Anyways the high school boyfriend and I broke up and I moved to Florida to go to college and further expand my experiences. College was an eye opener. I was exposed to so many new things sexually that I started to really realize how much I enjoyed having sex. My first major eye opener was when I had my first threesome. One of my friends Meg who I remain friends with today had a boyfriend at the time named Alex. Alex and Meg were always together during our freshman year, and even more so when Meg and I moved into a house together our sophomore year. The two of them were constantly having sex in the house and I ran into both of them on occasions strolling down to the kitchen fully naked after sex. Meg and I were also attached at the hip so we would talk about guys and sex a lot with each other. One night we discussed the topic of threesomes and she asked if I had ever had one. I explained that I hadn't but came close to having one freshman year in college. She explained that she had had a few with Alex and that it was fun. We talked about the idea but never acted on it until a few months later. Alex, Meg, and I were all out partying with some friends one night when I became the designated driver and drove Meg's car back with Alex and Meg fooling around in the back seat the whole time. When we finally got back to the house they made a few drinks in the kitchen and I joined them. Meg came up to me at one point and whispered in my ear that she was horny and wanted me to join her and Alex. At first I was embarrassed at the proposal but after a few drinks and seeing them grope each other in the kitchen I made my way over and started making out with Meg. Meg kissed me back sliding her tongue into my mouth while she reached her hands around my hips and pulled me in closely. Alex jus stood there and whispered "fuck" to himself while Meg and I continued to embrace each other. Meg slowly stopped kissing me and guided me towards Alex. I tiptoed up to Alex so that I could reach his lips and kissed him slowly. By now I had been with my fair share of guys and although Alex wasn't the best kisser he knew how to turn me on. Alex lightly bot my bottom lip while her grabbed my ass as Meg stood behind me and undid the back of my dress. Alex and I broke our kiss as Meg tugged my dress down to the ground as I stepped out of my heels around the dress leaving me in just my bra and panties. Alex lifted up Megs skirt and began rubbing her pussy through her underwear. Meg moaned into my ear as Alex playfully bit her neck. From there Alex undid his pants and pulled out his dick. It was average length and thickness but got skinny towards the tip. Meg knelt to the ground and told me to join her. She lick the tip a few times before smiling at me and telling me to try. my introduction to blowjobs my freshman year had me hooked and Meg knew how much I loved it. She guided my head towards her boyfriends dick before my lips were brushing the tip. I ran my tongue around the tip a few times before I licked down his shaft and sucked on his balls. While I was licking his balls Meg returned to sucking the tip of his dick while she stroked him back and forth. We switched positions after a little while before he explained he was going to cum. Meg and I straightened back up kneeling in front of his dick while he pumped his fist back and forth on his cock. He shot his first spurt of cum onto Meg's face before pointing at me and pumping a few more spurts onto my face and tongue. He went back to Meg to finish up before falling to his knees and kissing Meg on the forehead. Meg looked at me and kissed me with her cum covered lips as mine hit hers. We kissed some more before getting up and cleaning ourselves up. We went upstairs after we got cleaned up and climbed into Meg's bed to continue the fun.

(M)ore o(f) my misspent youth.

This story follows up a story I wrote a few months ago.


I’d been in a relationship with Sara for a year before we split up. Sara was fun in bed but public sex was her thing. It turned her on to think we might be caught in the act. She loved fucking in her little red Toyota MR2. I’m six-one so her petite body was the only thing that made it possible. She had places to park all over the DC metro area, but we had car sex mostly in Northern Virginia where we worked.

I remember spending the night at her parents house. I slept in the guest room but in the morning I went to her room, she insisted we leave the door open which was one of her parents rules. She said, “Keep your clothes on then lay behind me on your side and we’ll spoon. I’ll slide my pajamas down and you pull your pants down.” It wasn’t great sex, I’d have liked to tear off her clothes and had her bounce on my cock. Later we went for a bike ride and fucked in a field just out of sight from the bike path, it was fun but really not very comfortable.

Private Encounters [M] [F] [reluc] [mast]

He liked sucking her breasts. In some ways she reminded him of his mother and his first wife. Her breasts were what attracted her to him, but that’s not what kept them together. She tried to dump him several times. He was married and that’s not what she wanted at all. But in a moment of human compassion she succumbed to his sexual urges and he succumbed to hers and what started as a deep friendship ended up in bed. What do you expect from 2 love starved adults? It was good!

They were distant lovers, too far apart to continue a physical relationship, but they stayed close anyway. They read books together and engaged in deep philosophical conversations. Occasionally he would go off the deep end and she would get too sanctimonious and “holier than though”, so they would take a breather from each other for a time. She continued on with her life and he continued on with his, but they both stayed close to each other in an odd spiritual sort of way.