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You are here: Home / True Sex Stories / Meeting Sensuous Shemale Savannah by markerss

Meeting Sensuous Shemale Savannah by markerss

by markerss July 19, 2024 Leave a Comment

Meeting Sensuous Shemale Savannah by markerss

I started to contact transsexuals that posted on Craigslist in the Casual Encounter section, hoping one might respond, but worrying at the same time about how it would go. I got several responses but most where transsexual escorts asking for a few or requesting a donations, but when I got a response from Sensuous Savannah, i was cautiously excited.
I’m sure with all heterosexual males, including myself that watch porn, we become curious whenever we see a transsexual girl, especially if she attractive. We find ourselves think about being with one, wanting to try it but ended up being either too scared or turned off, so we never pursue it. No, I don’t think I’m gay but it is a turn on to watch a tranny to the point where I find myself jerking off to the thought of being with one. I started to become obsessed with the thought and realizing it was something I wanted to try. I decided to look on Craigslist, eventually contacting the ones I thought were attractive, and there were a lot of them. As I started contacting them, many of them turned out to be transsexual escort, telling me there was a fee or saying there was a donation. It was a little disappointing, but I started to consider paying to play, until I came across this one posting.

There wasn’t any pictures but as soon as I sent her a message, we ended up talking about getting together, even trading photos. Her pictures were a little grainy but she had a great smile and the cell phone pictures she sent me of her butt and little titties excited me.

Savannah told me she worked the front desk at a hotel on the other side of town and in another email she told me to stop by and say hi. I knew where it was but my nerves got the better of me. I was so anxious, I ended up driving by where she worked a couple times, but too scared to go inside.

I had become apprehensive, too worried about what might happened, but when Savannah emailed me and asked if I was ever going to come by. I knew she felt that I was afraid to come see her and I didn’t want to lose the chance so I messaged to ask if she was working that next Saturday.

As I waited impatiently for Savannah to respond, she eventually emailed me saying that she would be working that day until 4:30 and finished by saying, “Come on by.”

Emailing her back, I told her I’d come over around noon, and she immediate replied, “Why don’t you get a room,” and continued by saying, “Bring your swimsuit, we’ve got a great pool.”

It was set, I had to do it now or never, and so I made the decision to go. As Saturday morning came around, I packed a backpack with my swimsuit and some clean underwear, and made sure to throw in a couple condoms. I was nervous as I drove over there, questioning my decision, but continuing to go.

As I parked, I took a deep breath, got out of the car, and headed in the front door. Cautiously walking up to the front desk, I saw her. She was on the phone, but as she looked over at me, she smiled and said, “We’ll be right with you.”

She was a light skinned black girl, very feminine looking, but she was much taller than I thought she would be, especially with me being 6’2”, she was probably only four or five inches shorter.

She continued to talk on the phone as I stood there waiting to be helped, but as the other clerk asked if she could help me, I could see Savannah was listening intently.

Glancing over at Savannah, I told this other clerk, “I’m here to see her. “

The clerk smiled and then gestured over to Savannah, which made her look over at me. Smiling at me she looked over her glasses and holding up a finger mouthing, “One minute.”

The clerk now smiled and moved to help another guest. Savannah then hung up the phone, and as she moved over to where I was, she smiled and asked, “How can I help you.”

The other clerk was preoccupied with helping the another customer and when I introduced myself, Savannah smiled and sarcastically said, “Wow, I didn’t think you’d show up.”

Smiling, I sheepishly looked down at her chest. She was wearing a sheer low cut top and even though she didn’t have big boobs, she did have some cleavage. Looking back up, there was a brief pause and then Savannah asked, “Do you want to get a room?”

When I didn’t respond right away, she said,”You can hang out and I’ll come up when I’m done.”

Looking at her I thought, “Really, is this a scam,” but it did seem she was sincere.

Savannah then told me, “We’ve got a great pool, maybe go hang out there and I’ll try to come out to see you.”

She had a great smile, it was beautiful outside and I had brought my swimsuit, and so I decided to check in. As she checked me in she smiled and said, “I’ll give you the discount rate,” as she again looked over her glasses.

After running my card, she handed me a room key and said, “I’m done at four, I’ll try to come right up, okay.”

Looking at my watch and seeing it was already after one o’clock, I smiled, and reaching out my hand, I said, “Okay,” as we shook hands.

Savannah pointed down the hallway telling me where my room was and as I turned to head off she said, “See you in a little bit.”

Glancing back, I saw her talking with the other clerk and as she waved, I could see the other clerk smiling. The hotel was actually very nice, clean and we’ll keep, and as I went into my room, I casually sat on the edge of the bed, and worried about what to expect.

I had seen the pool as I drove up and eventually decided to take a swim. After changing, I headed out to the pool. There weren’t too many people there and as I settled into one of the deck chairs, I jumped in the pool. It was nice and as I swam around, Savannah happened to walk by. Seeing each other, she smiled and waved before heading back inside.

It was later in the afternoon now and as I went back to my room to take a shower. I became excited to be with her and as I sat there thinking about what to expect, I prepared myself mentally, hoping it would go well. Suddenly there was a knock on the door, “Here we go,” I though.

Clearing my throat as I stood up and heading over to the door, I became nervous again but opened the door. Savannah greet me with a smile and a hi. She too looked a little nervous but as I asked her in she said, “It’s nice to finally meet you.”

She had a small bag over her shoulder and she was carrying a couple six packs of what looked like premixed drinks. As I closed the door, she said,”It’s so glad to be off,” which made me turn.

As she sat the six packs on the dresser and tossed her bag on a chair, she said, “Sorry it took me so long, I wanted to get some alcoholic.”

Savannah was sitting on the edge of the bed and as I moved closer, she casually kicked off her shoes and then looking at me she patted the bed, suggesting I sit next to her. Smiling back, I moved over and as I sat next to her, we looked at each other for a moment. Looking down at herself she then asked, “What do you think,” referring to what I thought.

Immediately I told her that I thought she was pretty, which made her smile as she stood up. Grabbing one of the six packs, she pulled one out and handed it to me. They were vodka tonics and as we opened them and took a few drinks she looked at me and asked, “Have you ever done this before? “

Nervously, I looked at her wondering what she meant, but realizing she was referring to being with a tranny. I never had been with a tranny and it must have been obvious to her that I hadn’t, but I wasn’t about to let on. Taking another big drink I smiled and said, “Yea,” but I could tell she knew.

Savannah smiled and as she took off her glasses she leaned over and kissed me. “Are you okay,” she asked.

Not wanting to think about that I actually was kissing a guy, I closed my eyes as we kissed again. It was kind of weird and when she slipped her tongue into my mouth, I pulled back a little but quickly found myself letting my tongue explore her mouth too, as we French kissed.

Continuing to kiss, Savannah started to feel on my chest. She was a good kisser and thinking about being with her was giving me a hard on and when we happened to stop, she pulled me close and kissing my neck said, “This is nice.”

We sat there talking for a little, laughing and drinking we finished off a few more vodka tonics. It was nice, and I felt more at ease being alone with her. Suddenly, she slid off the bed and as she stood near the edge of the bed, I became a little confused, but Savannah smiled and leaning forward, we kissed. Savannah then took my hand and as I looked at her, she placed it on her one boob and squeezing it. Looking down at her chest she closed her eyes and said, “Mmmm,” as I felt on her little boob.

Savannah now reached down and after lifting my shirt over my head, she pushed me to lay on the bed. My legs were still hanging over the edge of the bed, and as she reached out and felt on my crotch, I leaned up to watch. Feeling that I had a hard on, she looked at me and immediately remarked, “Hmmm, What’s this?”

Leaning up on my elbows I smiled and as Savannah smiled back, she undid my pants. Wanting to help, I arched my back a little as she pulled them down. I instinctively grabbed my boxers so they would slip off and as she threw my pants over the chair, I was nervous as to where this was going. Savannah had me stand up now and as we kissed, I agin felt on her boobs.

She had me undo her little top now and as it lay open, I could see she had on a bra. As I looked at her, I reached up continuing to feel on her boobs. She was smiling and when I reached around and unhooked her bra, she quickly took off her top and her bra, tossing them both to the floor. Savannah put her hands on her tits now and closing her eyes I watched as she started to feel on them, pinching her nipples.

I know she is a tranny but she was so much like a girl, and as I started to undo her skirt, she open her eyes as it fall to the floor. Looking down, I could see that her cock was bulging against her panties, and as I looked back up at her face nervously, she again pushed my to lay on the bed.

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