Tag: Oral

Cass [mf] [Ffm]

If you’re lucky, there are one or two encounters in your life where the sex is so awesome that just by thinking of it you can practically get off anywhere, anytime, no hands required. I’m a very lucky man, as I have a catalogue of more than a dozen of these times. But there’s one that stands out in my mind.

I met Cass in a Vermont coffee shop a few years ago and we became fast friends. She’s had a complicated life, (and that plays into this story a bit, so I mention it). When I met her she was recently divorced, free again, and back “home” for a while to lick her wounds and move on. We are in the same field and know a bunch of the same people, and go to many of the same professional events. Shortly after we met, though, she moved to Oakland, and I thought I’d not see her again.

More than a year passed before I found myself at a conference with her. Dinner ended with drinks, which ended with flirting, and that led to her inviting me up to her room. Cass is amazingly cute. Short, curvy, with an immensely warm hug, eyes that always smile, and pale with the kind of skin that flushes bright red whenever she’s embarrassed, tipsy, or amused. Read more »

Circumnavigation, pt.1 (NSFW, mf, romance, oral, autobiographical)

Circumnavigation, risking it all

Prologue

Note: This series is autobiographic, the events are true as I can get ‘em to memory, but it’s been 22 years and a few details may have run together. It’s long and takes a while to pick up steam, hopefully not too boring ^_^

In 1996 I was active duty Navy and assigned to my first ship, a guided missile frigate home-ported in Mississippi. I was 23 years old, happily married, full of myself and from what I could tell, at the start of a successful career.

I had already completed one deployment to the Middle-East and had the obligatory “Sailor experience” under my belt of wandering from bar-to-bar, sampling food from cafes and street vendors, shopping in bazaars and boutiques in Barcelona, Haifa, Hurghada, Massawa, Djibouti, Manamah, Dubai, Muscat and Marseilles.

Through all of that I maintained my marital vows and thought myself all the better for it. I had been tempted, tested and tried numerous times and escaped with my virtue unscathed. I wore my fidelity like a crown and secretly judged my shipmates who failed the test. *Sigh* The higher the pedestal, the farther the fall. Read more »

Tee (NSFW, crossdresser, CD, mm, oral, anal)

“Tee” is very special to me. Our relationship started after my first deployment to Afghanistan and my first experience with a trans person. I suppose I had a whole new world opened up to me sexually, one where the sex wasn’t defined by gender roles, but rather the connection and passion alone. The “equipment” used was meaningless!

Aria was unavailable due to incompatible schedules and I had duty at the base again. The base was in the next town over from where my family and I resided, so I was confident that my extracurricular activities were safe from being discovered (I was right about this too, which allowed me many more experiences than I’ve been able to have since).

Once again I placed an ad, but this time specifically seeking a transsexual. I stated that I had my first experience and wanted more. Tee answered my ad, but stated up front that she was a full-time crossdresser. No hormone therapy and no intentions of physically changing genders. She had a prosperous beauty salon business and lived, dressed and existed as a woman. Read more »

Aria (NSFW, first time, trans, tg, autobiographical)

It all started when I had returned from my first deployment to Afghanistan.

Nothing bad had happened to me or anyone I knew while I was there, but knowing you could be blown up or shot dead without warning, at any moment had an effect on me, I didn’t realize it until I got home.

Basically, the little voice in my head that told me I shouldn’t do things to allow myself to have fun because of some moral abstract had turned off. I guess the thought was, I could have died at any moment, and there were a lot of things I had denied myself… I guess I no longer wanted to deny myself!

I was 38 years old and married with children. Life at home and life in the bedroom was very “vanilla.” Nothing to complain about, but nothing to write about either.

I had duty at the barracks on base, basically a senior person needed to be present to keep an eye on things in case something happened. They gave you a room to stay in overnight, and the next day it was someone else’s turn. Read more »

Amy’s mom, pt.3, The Kiss (NSFW, incest, ff, mf, mother daughter, golden showers, drinking, oral)

This was probably a year after my mom and I began our “adventures.”

That would make me 16 years old, and my parents would be pushing forty at a handsome 36 & 38 (mom and dad respectively).

I was one year older, and sad to say, a good deal plumper. My round belly now hung over a little, my wide hips were now topped with well-defined rolls of fat. I had deep creases at my armpits because of my wide upper arms and a network of stretch marks had appeared around my waist. Also unfortunate, was that my chest had NOT expanded at the same pace as the rest of me. I was definitely ‘pear-shaped’ and a bit self-conscious of the whole thing.

It was the middle of August, I remember, and just on the hot side of comfortable. You could sit in the house with the windows open and the ceiling fans running without the air conditioning, but any exertion would whip up a sweat in a hurry. Read more »

An Intro Into Hotwife (Voyeur)

She looked beautiful.

She always looked beautiful. Perhaps it is what she was getting ready for that made her look even more beautiful to me tonight. Tonight was a special night. Our sex life was excitingly wide ranged. I could be sitting around and the thought of a soft, sensual, loving night of love making would cross my mind and I would lose himself for a moment. I loved her and I loved making love to her. On the other end of the spectrum lies the animalistic, sweaty, dirty talk fueled, porn star-esque fucking that made my cock throb. The main topic of the dirty talk usually focused on watching her with another man. Admittedly, that fantasy started with me. I knew she wasn’t into it, but I loved her for trying. Truth be told, I felt guilty that I fantasized about watching her. Felt weak that I could never put into words exactly why it turned me on so much. But during those amazing fuck sessions, I just let himself go, if just for a moment. Read more »

A country summer, Part 3 (NSFW, golden showers, anal, mf, tg, mm, incest, transgender, gay, MILF, GILF)

*

I had originally planned to ride around the ranch at Aunt Mary’s place, but after a big hug and a peck on the cheek, she regretfully informed me that her husband, my step-uncle, took an extra job and wasn’t able to bring a horse in from pasture before he had to leave.

I was disappointed, but thought about my younger cousin who lived in their basement.

“What about Ernie?” I asked. “Can he help me get one?”

Aunt Mary had four children by her first husband, and one more from her next. She had two girls, then three boys. I was right between the first two boys, they were each a year older and younger than me. The last boy was almost ten years younger and lived upstairs, while Ernie rented the basement as an apartment.

Mary was almost a mirror image of my own mother, but was also almost ten years her senior. They looked and sounded alike, but the life of a rancher’s wife and five children had its effect on her appearance. Her skin was weathered and her hair was graying. Her hips were wide, her thighs thick and her baby-stretched belly could be seen resting against the tops of her thighs below her waistband. The one department in which she surpassed all other women was her breasts. Read more »

Sarah is [M]y Tinderella [Part 3] [MF]

Gentlemen, and ladies/catfish, sorry for not posting in ages. Life and Sarah have kept me busy recently.

That’s a good way of summarizing the past few months… busy. I’ve had to go out of town for work more than once which sounds cool, but honestly, I’m not a fan of it. It interrupts my schedule of working out and eating right and since I can be pretty introverted, I find myself flicking through the channels alone on weeknights. And by the time I can get home, I have to use the weekends to prepare for the week. It can get grueling and a little lonely.

What’s worse is that one night a week is pretty much all I can spend with Sarah. I took off another Thursday from work which, believe me, we made the most of, but I’m going to stay away from that in the future. Too many of my coworkers are asking nosy questions about if I’m seeing anyone, why I seem to walk with a spring in my step on Thursday morning, et cetera, and I’m not willing to explain the situation with Sarah. Maybe that makes me shallow? Or maybe I’ve internalized a fair bit of slut-shaming? I don’t know. Read more »

The Woes of Travelling – Pt. 2 of The Meeting [F][M][Self][Mast][Oral]

Travelling seems to be my nemesis the older I become. The flight from Houston to Seattle leaves nothing in the tank for the rest of the day it seems. Five hours crunched up like sardines in a tin can eagerly awaiting your destination. Only to shamble off the plane just for the instant satisfaction of stretching your legs. Once you finally stretch out, it’s back into a car for another three hours to reach your final destination. Irritable from the lack of sleep and eight hours worth of travel, I wanted nothing more then to flop on that hotel mattress for the rest of the evening and curl up with a book. Only one slight problem to all of that. If Adonis were to walk amongst us during this time, his name would be Brad.

  Read more »

Rue La La [FFM] [oral]

True story, part of a longer narrative…

John came up behind Rue and was playing with her hair. She was on her knees and I kissed down her belly tracing her panties. She began to move and grind with anticipation. Rue slid her own hand down her panties and began to rub her own clit, slowly with firmness.

“Here, let me help you?” I asked. She nodded and moaned.
I began to rub over her panties and I already felt how wet she was. I slowly rubbed around in a few large circlar motions. I remember she likes alternating between slow form pressure and tickles. I pulled the blue lace fabric to one side and lightly traced her outer vulva.
“Is this ok?” I ask.
“Yes, Rose” she moaned with consent.
Her wet mucus was already leaking out of her labia. I slid my fingers up and down her outside lips in long slow strokes.
Rue and John were now making out. He was moving to kiss her pink nipples. I watched her face, it glowed in arousal. She began to grind, and she grabbed John’s bulge on the outside of his pants. Read more »