Cincinnati Shemale Escort Call

Being out on the road for business always provided an opportunity to purchase porn that my wife never knew about. And slipping overseas phone sex calls through on the expense account was always an unauthorized firm bonus. And for all of the puritan ideals held by Cincinnati politicians, you wouldn’t think that I would be having my first shemale encounter in that city … but I did.

I was stuck in Cincinnati for 2 weeks at a posh art deco hotel in the heart of the city for an insufferably boring labor trial. The marriage was on the rocks after about 6 years in a two attorney family, and my secret sexual fantasies were really starting to gnaw at me. I had been masturbating to fantasies of sucking cock for years, and the thought of going down on a beautiful shemale made me shoot my cum over my head and onto the headboard of the hotel bed.

This night, I finally decicded to act on my fantasies. I leafed through the Cincinnati yellow pages and came across the “Queen City Escorts” advertisement that promised “passable transexuals delivered to you.” I called and spoke to a lady who described the two transexual escorts that were working that night, and I went with the 26 year old, 5′8″ brunette with the 7 inch cock. About 2 hours later, there was a knock at my door, and a bodyguard in a demin jacket along with Jasmine.

Jasmine was more attractive than any fantasy that I had entertained. I never really had pictured the face of the shemale that I wanted to go down on … I just saw the thick cock clearly in my fantasies. But Jasmine was a goddess. Her skin was flawless, her legs were long, and looked longer in her black seamed stockings, and she had a deep waistline. After seeing her, what was to be a one hour session quickly turned into me paying for 3 hours up front. I had told the lady with the escort agency some of what I was looking for, so Jasmine already had a clue as to what the evening would hold.

Before her bodyguard left, she had me strip and kneel down in front of her as she sat in the chair by the window. I just heard the bodyguard laugh and door shut behind him. When the door shut, Jasmine slapped the left side of my face harder that I had ever been slapped in any pro-domme session, and she sat back to light her cigarette.

To be continued …

Shemale Christina had a Package in Her Jeans

Christina and I are the best of friends. And as best friends we tell each other everything, and I mean everything. From our dirty little secrets to our hidden desires, nothing was left out. We were closer than most sisters and we had only known each other for a year. There was nothing we didn’t know about the other. Or so I thought.

Every weekend Christina and I went to the clubs and partied our asses off. Always dressing in our tightest, sexiest clothes, makeup, nails and hair done perfectly. Not to ring my own bell but we were hotties! Dozens of men a week offering us free drinks and a good time. And every week we had a different man to bring home. It was awesome. I was only 24 and she was 23 both of us a size 5 with 32 C breasts. She had long dark hair that curled slightly on the ends and mine was long platinum blonde curls that reached past my bra line. Both of us had dark tans with no tan lines, at least I assumed she had no tan lines as I had only seen her naked from the waist up. We were gorgeous.

We always shared our sex stories but never our men. On several occasions I had wondered what she was like in bed and even found myself fantasizing about her and I picking up a guy and doing him at the same time. I could picture it all perfectly in my head. Christine and I undressing each other as the guy watches playing with himself. I would slowly rub her soft body down with my hands and lick her all the way from between her legs to each one of her large nipples. And then get the same in return.

This one weekend we went out and it happened, we finally picked up a man together. He started joking about how nice it would be to see the two of us getting it on. To my surprise, shemale Christina spoke up first saying how much she had always wanted me but was too shy to tell me. I felt the excitement rise from between my legs just thinking of how much I wanted to see her naked. I wanted to feel her soft body caressing mine and her moist slit inviting my mouth to bring her to ecstasy as she got filled up by his manly presence.

“Ok, well let’s get going ladies, you both have a fantasy to fulfill of mine”, smoothly the words came out as he took each of us by our hands and lead us to the door of his from the cab.

We started the moment we stepped in the house, all of us striping off our clothes and tossing them about. Christina looked at me as if she was regretting her decision to come here and do this. So I went right up to her and gently placed my lips on hers, kissing her softly, slowly running my tongue along her lips. She grab at the mounds on my chest and then took off her tight t-shirt which revealed her bare chest with no bra.

“There is something I should have told you before this”, she whispered in my ear as she removed her jeans.

I couldn’t believe what I saw after that, she had a dick and I never knew. I guess we hadn’t told each other everything. But in some strange way that turned me on even more. The guy must have known because he was still grinning while he played with his rock hard member between his legs. I instantly touched Christina between her legs rubbing her to hardness.

“Ahhhh…Yeah, suck it in baby…”, she moaned loudly as I pulled her into my mouth.

Suddenly I felt the young stranger at my behind ready to fill my bung hole as Christina pulled me on top of her. Straddling her massive man toy, I was about to be filled to the brim. What a night! I knew I was in for the best and kinkiest sex of my life.

Shemale Flirting out on the town

My life has always been exciting, at least to me. My name is Julie and I love being a tranny shemale. You’d be surprised how many men love being with a chick with a dick. They try hitting on me as a woman but as soon as they find out I have something between my legs it seems to drive them wild. I’ve had a couple bad experiences, the good experiences far out weigh the bad though. I have a muscular body and I stand about five foot eight inches, plus with my implants I get some pretty incredible men follow me home. I’ve even had a few ask me to marry them, I’m just not the marrying type.

The best experience I ever had happened at the City Zoo. A couple years ago I decided to go to the zoo, I hadn’t been there in years. It was warm and sunny that day so I sported short shorts and a tight little tank top. He first took notice of me by the gorilla cages. Then I caught his eye again by the lions den. His name was Jeremy and he was thin, tall and young, probably about nineteen, he never did tell me his age. He was quite thick though when he got excited. As I walked toward the public bathroom he ran up to me and introduced himself. I smiled while I continued walking toward the toilet.

He was still standing there when I walked out. I thought what he’d be like, he was so young and cute. So I took him into the bathroom and pushed him into the stall, locking the door behind us.

“What are you doing?” He said with a touch of confusion in his voice.
As I untied my tank top and pulled it down I replied, “You want me don’t you? I know I feel pretty hot right now especially seeing that bulge you keep trying to hide in your pants.”

His face turned red at the site of my big, round, perky breasts which were less than a foot away from his face. I took his head and drove it between my boobs. He quickly put his hands on both of them and roamed his mouth around like he was searching for milk or something. I reached over and undid his button fly jeans which looked like they were cutting off the circulation to his head. He stood stiff as a board already and we hadn’t even gotten into the good stuff yet. As I pulled my shorts down to expose my own hardened excitement his face turned even more red. He didn’t pull away though, instead he put his hand down there making me shake in pleasure. Pushing his hand back I turned my back to him and felt his full thickness and I lowered my bottom down on him. I bounced my body in a rhythmic motion as I touched myself. We reach our peak together and it was definitely a beautiful thing.

I ended up giving Jeremy my number but he never called me. I was disappointed at the moment, quickly moving on to the next man who came along. So disappointed yes, heartbroken, no way. I had plenty more men to explore.