Home > Blogs > Cylicfl815 > Respectful discrete, mid-40 s white male looking to meet trans ladies for chatting online, casual encounters, meeting for coffee, dinner, etc. Primarily in the greater Sacramento area, but can travel to Bay Area, Fresno, Redding, and Reno. > Blog Post

My first time with a TV

6:19 am Friday, 12th November, 2021

My first experience with a trans girl was when I was in my mid-30's. I was, as they say in between relations ship. Due to my job, work kept me on the road a lot during the spring, summer and fall months, being gone for multiple weeks at a time. So, one night during a scheduled full week off of work, I was exceptionally horny. In my home town of Sacrament, CA, had weekly local free paper with local news and stories of interest. But the last few pages had all kinds of Casual Connections, Date, and Chat Line hook-ups. Have called the chat line several time, I chatted with girls who were merely soliciting. So, I tried the online ads, in which you listened to voice ads that stated their age, body stats, and what they were looking for. So naturally I replied back with my stats, and contact info, etc. After replying to numerous, ads, I came across one that had the most-breathy sexy feminine Marilyn Monroe type voice. Her ad was short, sweet and to the point, and without saying it, it was clear she was looking for no strings attached fun. So, I left my info and moved on to the next ad; resigning myself that the odds of actually meeting were not likely. And just a tease playing game. About 3-months later, I am back on the road traveling from job site to job site when my phone rings. I answer and that sexy breathy voice says ...oh hello Tim, this is Tanya. I got your message and would like to meet you... Meanwhile as she is talking, her sexy voice elicited a full hardon. She stroked my ego about liking my reply to her ad. She flat out asked if I like having my cock sucked, and said she was very good at it. And how she liked to worship them; then wanted to know if I wanted to meet her that night. I told her I was on the road for work but would be back in a few weeks. So, she was fine with that and gave me her contact number and said to call her when I was back in Sacramento. She said she could not wait, and that she was going to pick out her best "Slutty" outfit to wear for me. I asked her if she had those black leather thigh-high boots, like stripper wear (as I am a sucker for that look) and she said she did. So, my mind is racing and I am already looking forward to meeting in person. So, we mutually agreed to keep in touch. But just before she hung up, she says, ...Hey Tim, you do know that I am a Transvestite...don't you...? That was like a bomb going off, and had vision of the (Saturday Night Live skit of Wayne's World characters) "Wayne & Garth ...Fished in, Fished in... shtick routine.


But trying to be cool and save face, I acted like I knew she was a TV. I promised we would get together. So, after I hung up, my mind-set went to, no way am I going to call her back, let alone meeting with her. I proceed to kick myself for falling for her deceptive ad, and her having a good laugh. So, I set my mind to focus on the three hour drive I stall had until I reach hotel destination.


About a half hour later, with my conversation with her in the back of my mind, I realize my cock was getting hard again. Then two more times by the time I reached my destination. That night I woke up out of a deep sleep and had a hardon. After a couple of days, I (guess) I tucked it away and never thought about it anymore. So, around 3-months later on another several weeks of work on the road my phone rings and I pick it up thinking it was a coworker. But before the voice was able to fully say "Hello", I knew it was Tanya with the sexy voice. And before I could say "Hello", guess what? Yes, an instant hardon again. She asked how I was my work going and if I was still on the road, and that after having not heard from me, as promised, if I was still interested. Again, my mind was no way, no how, but made excused that I was working long hours, and work schedule changes, etc. She accepted that, and said she was happy to her I was still interest, and that she dreamed of meeting and going down on my; adding she loved to swallow, and that when I told her that I liked the slutty stripper boots and outfit, that it turned her on, and said she loved being a slut and wanted please me, and said I could do (pretty much) anything I wanted to her. Which made my cock even harder, to the point I Had loosen my belt and unbutton and unzip my pants for as it was starting to get a bit uncomfortable in my jeans. Again, I promised to keep in touch, and that we would get together soon. And again, telling myself no way no how am I going to follow through. And over the next 5-month, I kept getting hard when I would think about her and what she wanted to do, etc.


So, about a month later she calls again, and we talked. This time about our various sex encounters, craziest place we did it, fantasies, favorite type of porn movies, etc. And she would tell me about some of her encounter, etc. She told me that on Thursday nights she would frequent a (pre-LBGTQ era) Club that catered to the "Alternative" Crowd. And how to would go into the Men's Restroom with guys and suck them off in the stalls, and then go back out and meet other guys. Occasionally leaving the club to go such off some guy in his car, or her car before returning to the club. So, I agreed to meet her at a local out of the way, low key dimly-lite bar. Even though I agreed to me, I was set to meet for a drink, but no way, no how was I going to hook up with her.


We set a meet time at mid-night on a usually slow night. She told me what she would be wearing, and to signal her when she came in. So, it would look like we were two friends meeting for a drink. So, even though I was not going to do anything more than a drink, I arrived about 45-minutes early; to help assure I would be there long before she would. If I did not like what I what I saw, I would not signal her and would leave soon after while she waited for me. So, I ordered a Jack & Coke. Help took the edge off given I was still questioning why I even showed up. And that eventually she would stop calling. Aside from a man and wife sitting at the end of the bar, and the Bar Tender chatting with a group of 4 or 5 guys talking and watching a football game on the television, it was just me, After I finished my drink, I was still 30-minutes before she was supposed to show up. I ordered another Jack & Coke. I think given I tipped the bar tender pretty well for the first drink, the second one was noticeably less coke and more Jack.


So, with about 10 more minutes for her to show, I got my third Jack & Coke. And about 5-minutes later she walks in. Her body was petite, fit, in which the red short dress she was wearing left to the imagination of her fit body. She had a blonde wig that went about half way down her back. Her make up a very well done, and she definitely knew how to apply deep red lipstick, which really accented her sensuous lips. Her wig had that messy long blonde hair that make it look like she just had sex in a barn hay loft. And she had on a great pair of CFM high-heels on. She definitely caught the attention of the guys at the bar, and the husband gave me a look, or wow, that guy is going to have a good time tonight with the blonde. Given how hot she looked along with the Jack & Cokes, I could tell my mind was in the, ...Hey, let's rethink (my) pre-planned option to not go through with this... And when she said ...Hello Tim, I am Tanya, I hope you like the outfit I picked out... While seeing her words coming out of her sexy red lips in that breathy voice, hit my defensive shields, she definitely weakened them. She slid a bar stool from the other side of the table over to my side. I was sitting with my back against the wall. She gave me a little peck on cheek as I asked her what she wanted to drink. I went to the bar to get her drink and when I came back and sat back down against the wall, I realized shortly after why she moved the bar stool. As I sat down, she turned toward me and her back was facing the bar. Shortly after complimenting her attire, and how her week was going. She was looking directly at me with a smile on her face talking about how much looked forward to finally meeting. At the same-time I realized he has put her right hand on my thigh just above the knee. Then I could fill her well-manicured finger nails lightly wandering in little circles and slowly getting closer to what she could clearly see was my hardon. It did not take much for her to suggest I get another Jack & Coke, and another glass of wine for her.


While part of me what trying to make a last stand, she leaned over and put her mouth close to my ear and said, I want to suck your cock as her finger tips rubbed my cock through my pants. I continued to try and resist, and excused myself to go to the restroom. When I came back out, she asked, ...should we go to your car?... and I caved in.


We got in my car and drove around the corner. It was raining pretty good as I drove down the street looking for a nice dark spot. She continued to massage my cock through my pants. Making it hard to concentrate. Then she reached over and unzipped my pants and pulled my cock out. And before could park, she was out of her seatbelt and going down on me. For a moment I started think I can be downing this. Letting another guy suck me! What was I thinking?


Aside from it being quite a while since I had a BJ, I just could not resist. She was really getting into it, and it was so hard to keep from cumming. I had to stop her a few times, but each time she stated up again, it just got better. I can honestly say it was even better than the first BJ I ever received.


After she had taken just short of cumming, she said she wanted me driver her home. to her house, where we would be more comfortable. When we waked in her front door, she had my cock out and in back her mouth within 30-seconds. I tried to keep from cumming, but seeing her wet redlipstick making my cock disappear was too much and I came hard in her mouth. And then that super sensitive feeling that sets in on the head of my cock kicks in, I was having a hard time standing and tried to have her ease up or stop her, but he had her hands on my ass and was pulling with all her might to keep me from pulled out.


Eventually we made our way to the couch and we stated kissing. And for the first time, I got my first take of my residual cum from her mouth. She was so horny she rolled over on top of me and we continued to kiss passionately. As she was grating her hips on my crotch area, I looked own to see what was pressing into my pants, and realized she had pulled her cock out and was dry humping me. I was caught up in the moment, and I reached down and touched her hard cock. It was the first cock I had every touched. And I found out I liked touching it. At some point she got up and went into another room. She came back out and handed me a camera and asked me to take pictures of her sucking my cock.


After thing settled down, we composed ourselves and we got in my car so I could take her back to the bar to get her car. Within a few minutes of leaving her house, she took off her seatbelt and pulled my cock back out and went down on me again. After I dropped her off, and headed for home, I swore to myself I would never do that again. Two weeks later I got a call from her at 1AM saying she was leaving the Alternative dance club and wanted to meet me to go find a nice dark street to suck me suck me off again. I suggested I could meet her at her house. But she said she could not because her boyfriend was there and sleeping. From time-to-time she would ask if come over and take pictures of her and her boyfriend having sex. I have always wanted, and still do want to watch a couple having sex as I watch, but during one of our late-night meet ups after she left the dance club, she had mentioned her boyfriend actually lived in the same very small town I live. So, I did not want my secret potentially getting out. To this day I have no idea if I know the guy or not.


Over the next few years', she would call me, or I could call her and we would meet all over the place and go at it. Eventually we lost contact with each other. And while I continued to say I will not do this anymore, after getting great BJ's, I eventually realized, after I stated seeking CD's and other Trans Women, that for the most part, CD's Trans REALLY do give better BJ's. And while many, from the articles I have read on this subject, that I do not believe they give better BJ's because they are guys who know their body and what they like. But tend to believe, as least the ones I have been with, is that when you treat them as girls or woman, and sincerely compliment them on how TRULY sexy and beautiful they are, it just gets better and better. I still consider myself a straight male, who simply has a great fetish for seeing CD/TV/Trans, girls/women. I just simply love the illusion, knowing full well they have plumbing as I do in my shorts. That said. My only regret I have in this whole issue; is I wish I had discovered this fetish sooner. And if Tanya is out there and sees this, thank you for being persistent and pushing me to enjoy your world. I would love to see you again.




Comments
3:32 pm Wednesday, 26th January, 2022

wonderful story, i can relate to your discovery and enjoying it. somehow, a transgirl
can be the most sexy girl in a room full of beautiful women and i like that.

10:48 pm Wednesday, 26th January, 2022

Beautiful story 👅👅👅👅👅

11:35 pm Wednesday, 26th January, 2022

Now that's a sweet story for sure 😊 

4:18 pm Thursday, 27th January, 2022

U r panchkula 

6:07 pm Thursday, 27th January, 2022

great story,i was rubbing my clitty while reading it.😍

2:32 am Saturday, 5th March, 2022

Very deliciously descriptive! Lots of creamy fun!! Please keep writing and making experiences & exciting stories like these, a flurry of things come to mind.. thankxx’ and more good luck on your endeavors 💕❤️😊

12:02 pm Monday, 11th July, 2022

Awesome story, I'm jealous of you. Not really I'm happy for you 😋😄

4:06 am Thursday, 14th July, 2022

I'm looking for a TV or TS to fuck me for the first time love tiny tits .want to be pounded

Blog Introduction

Respectful discrete, mid-40's white male looking to meet trans ladies for chatting online, casual encounters, meeting for coffee, dinner, etc. Primarily in the greater Sacramento area, but can travel to Bay Area, Fresno, Redding, and Reno.


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