Erotic Story #22 – Transsexual Encounter

I had always fantasized about being with a transsexual, but never had the guts to pursue it. I had responded to Craigslist ads to meet trannys, but after a few messages, I usually became scared and I never went through with it. Eventually there was one Craigslist that I responded to and she seemed personable. The photos she posted were great. She looked to have a pretty face, nice boobs, and a great body. I tried to make small talk but she wasn’t into any small talk, instead she referred me to her website. I was attracted to her and when I when to her website she had more photos, a bio, and her rates. Her name was Victoria, she was 5’6” tall and it said she weighed about 130 pounds. She looked to be Latina, with long wavy brown hair, and a great shape. Her website listed her rates and she ensured that there was no time constraints, because she want make sure customers where fully satisfied. I continued to want to meet her, fantasizing about being with her, and looking at her photos often. Continue reading »
Erotic Story #21 – Parallel Play
It was one of those unseasonably warm days in late September that make you recollect how great summer was and warn you that soon enough this will all be over for a while. It was a Thursday, usually a slow day at work and for some reason a day off for my wife. As I lay in bed after shutting off the alarm I listened to the birds through the open window and decided I just didn’t need to spend my day sitting in meetings and chasing emails. This would be a day to play hooky and soak up the last rays of summer sun.
I nudged Emily beside me, and she stirred and pulled the sheets tighter around her body. She always looks good in the morning, and I thought about waking her up and trying to persuade her to fool around—but she doesn’t get too many weekdays off, and she’s like a cat for sleeping. I put my arm over her and spooned myself against her back, hoping (well, a little) that my growing erection would be enough to get her attention. Continue reading »
Erotic Story #20 – The Gym
It was a typical Saturday morning in April; Lisa my wife got up early showered and was headed to the gym. I was up about the time she was going out the door and getting ready for my Saturday bicycle ride with a small group of friends. We lived in the Scottsdale area up toward Carefree. I was in the security business dealing mainly with lending institutions, which there was plenty of. My wife was 27 years old and quite a beauty; she had dark hair with blue eyes. I never understood her going to the gym as she had a body to die for, but a few months ago she and a few of her girl friends joined a gym within half a mile from home. I was 30 and originally from New Mexico growing up about 50 miles from the Texas border.
I was riding a little later today since a couple of the guys had to do a little work on their bikes. I loaded my bike, pump and helmet bag and took off for Carefree, and we had planned a short ride out to the farmers market. Since we were planning on doing a charity ride on Sunday no one wanted to ride to far. I realized about half way there I had forgotten my road shoes. I quickly texted the guys saying to wait for me, and turned around to head back to the house. When pulling up to the house I noticed my wife’s car parked in front of the house which was something she never did. I pulled around to the back since all my bike equipment was in my shop/man cave. After loading my shoes into my car I went on into the house.
Continue reading »
Erotic Story #19 – Cuddling My Lover in Cunnilingus
This is my place, this is my time, I think to myself from between my lovers thighs. Never was there a better place, no better time than right now. Her slightly musty smell in my nostrils, her slightly salty taste on my tongue. Her enjoyment increases as my tongue explores her labia, tickling, sampling the flavor. I use my lips to open her labia majora. My tongue explores her labia minora. The texture, the feel of her on my tongue is a wondrous sensation. Were I a condemned man, and this my last meal, I would be at peace. Continue reading »
Erotic Story #18 – The Soccer Coach
It had been 2 long years since Michele had gone through a tough divorce with her ex-husband. The time before that was filled with constant arguments, rage, and total frustrations. The time after was consumed with tough custody battles for her gorgeous daughter, Amelia. Now, finally after years of anguish, she was totally ready to move forward with her life that focused on herself as well as her 8-year old baby.
Amelia had always brought good luck to Michele and on this Saturday morning, the good luck would continue. Between the divorce and custody battles, along with the day to day routine of work and caring for Amelia, Michele had no time to breathe. Today was Amelia’s first day of Soccer Summer Camp. Amelia had always been a sporty child but had never played soccer so both her and Michele were really excited to get started with the camp. As 8 o’clock rolled around, Michele had already brought Amelia to the soccer field and was ready to watch her daughter take on another sport!
Since this was the first day, most parents stuck around for the first half hour before they went on their way to run their weekend errands, knowing that their kids would be in great hands with Coach Alex. Coach Alex was a 28-something, strong built coach, with a great sense of working with young kids. He had a great sense of humor and totally loved interacting with the parents, especially young moms. While most parents had started to leave, Michele kept her schedule open to see how her baby would do. Throughout the first hour of camp, Michele tried to focus on Amelia but her eyes kept going towards Coach Alex. Sitting alone on the corner of the bleachers, Michele closed her eyes and dazed off into her own world. Continue reading »
Erotic Story #17 – Hot Tub Evening
Never had the skies been clearer over Maine. The Milky Way made a ribbon from horizon to horizon, stars filled the rest, and the half moon was rising in the southeast. It was a perfect night—we could follow the line of blinking buoys all the way to the deep sea, and the shadows of the islands looked almost green in the light.
It was our first vacation in three years, just you and I, and you had found this little inn up the coast at the end of a long dirt road. That night there’d been a lobster bake, and after a lot of Sauvignon Blanc and more clams, lobsters, and corn that I had ever seen before, it felt great to slide into the hot tub overlooking the waterfront and the dock. We dunked our heads under, laughing, feeling clean and refreshed. You snuggled next to me in the water, and I could still smell your shampoo. You kept looking up at me and kissing me, each kiss longer and deeper than the one before. After a while I carefully unwrapped the joint I had brought out in a plastic baggie, and I lit it and passed it to you.
Continue reading »
Erotic Story #16 – Behind Green Eyes
5:30 pm, May 23 1999.
I look at my reflection in high polished desk : tired oversized green eyes stare back at me with frustration. Instead of having fun with my friends whenever I finish my homework, I should be studying for my exams which are in 10 days. My only option is to have an hour break staying in this prison-like room.
Switching on my computer I see that someone has sent me a request in chat. I hit accept and look unblinkingly at his name. It’s my favorite male name. Not that it is rare, but still – I am hooked and eager to know more.
First impression may be wrong, but I am intrigued by his introduction. He speaks so different, not like those other guys with a brain as plain as an unsalted peanut. Every phrase makes me want more. It’s like browsing in an old-fashioned photo-album where each photo is covered with semi transparent paper – alluring and suggestive.
Stress out, my overworked brain drenches in deep waters of his Aquarius world. My memory is sharp and insatiable. Suddenly I need to know everything about him. Two tempting evenings we spend in virtual reality, getting to know each other. Continue reading »
Erotic Story #15 – Perverted Affections
Falling…
Into the heavens of your lust
Tasting you
Again and again
I float…
Continue reading »
Erotic Story #14 – Marriage Trouble
Our love life suffered as we spent more and more time on the family and less on each other.
Our every night sex soon dwindled to a few nights a week; then more to every week or so as we were just too tired to make love. Alie began to put on weight and soon was sixty pounds heavier than when I married her. Her once beautiful body had grown flabby.
Stressed with family matters, we quarreled often and lived in a constant state of tension.
For me it was simply easier to devote more time to my work and spend as much of my time at my office as possible. It increased the family earnings and provided me the peace and quiet to relax. It was my escape. Continue reading »
Erotic Story #13 – Beginnings
I have been drifting apart from my wife for years. She has her issues. It’s complicated (isn’t it always). We have kids. We are, on the surface, a happy loving family. The problem for me is there’s nothing beneath that surface. No passion. No sex. We are roommates.
I need more from life than this. Ashley Madison seems like a good place to meet someone who might have the same needs. It seems professional, well run. The women appear (mostly) to be real, and interesting. Scrolling though I find a couple of profiles that seem like a match. One in particular catches my eye. We are looking for the same things. Sex. Intimacy. No attachment. No questions. I write to her, trying to convey my personality. I wait. Continue reading »
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