My first encounter as a straight with a Trans
So I thought I would post a story to give a little insight to who I am. I grew up near the U.S.-Mexico border and am Ā½ Mexican Hispanic and Ā½ Anglo (white). I was raised to appreciate both sides of my culture by a strong Mexican mom and a White dad who was a bad-ass but pretty much adored her and let her be the boss. I never learned Spanish fluently but enough to get by on the street and at school.
I visited Nogales Senora across on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for bargains at local markets. I flirted with as many local girls in Senora as a young guy could get away with. One particular afternoon changed my life forever though. While walking down a back sidewalk past bars and hookers trying to get me inside, I heard a voice from an alley between two buildings and it was calling to me, āHey, how are you sexy wedo?ā Wedo is Mexican slang for a white guy and this voice sounded so different, like a B flat in a sea of feminine voices. I looked toward the sound of the voice and saw this ultra sexy female form with a killer big ass and dressed to the nines. Curiosity got the best of me and I walked over to check her out. She reached out and hugged me complimenting me on how macho and attractive I was.
At this age, I didnāt know anything about transgender people and had never encountered one. Despite this, I knew right away that this āfemaleā was a travesti (trans woman in Mx) but it didnāt matter. She was sexy looking and aside from the lower voice, she looked as good if not better than half of the Mexican bar girls in town. She told me to come with her to her office down the alley and she wanted to please me. For some reason, I threw caution to the wind and followed her right into a closed hair salon where she worked. She sat me down on a couch and dropped to her knees and began unbuttoning my jeans really fast. After all my buttons were loose, she ripped my pants down and began blowing me like I had never been blown by any woman. I just laid back and enjoyed it while also peaking around and out the door to make sure nobody saw us. I didnāt last 5 minutes and blew a huge load right in her mouth and I never saw a drop as she swallowed it instantly like it was her last meal. I was totally blown away by how happy she was in this instant....sort of like what I had just given her was her million dollar prize. I got up and said I have to meet someone and told her thanks for the great time. She asked me if I could help her (meaning $$) and I lied saying I didnāt have any on me. She said ok but come back and see me again and if you can help me then, it would be appreciated.
I had no intention of ever going back or ever seeing her again but be that as it may, I ended up going to see her almost every time I was in Senora as her head game was 1000% better than any woman I had every been with. Add to that the fact that she always loved swallowing my sperm and I found this sexy as hell. Within 3 months of being a regular to her (I began always giving her 300-400 pesos to help her) , I let her take me to her room one afternoon next to the salon and I had my very first experience with anal sex.
She took all of her clothes off except for a G string and always made it a point to only let me see her from behind. I loved it as she had this killer light complected caramel ass but everything in between including her hole was like super dark and so sexy to look at. I really liked it as it felt so different from female pussy and she loved it as well. I remember having to look away to avoid cumming too quick as the site of her darkness getting opened up by my lighter colored dick really got to me. A couple of times, my instinct urged me to try licking her ass but I was never brave enough to try that. After that, every time I visited her, it was the same thingā¦we went to her room, took off our clothes except for she always left her undies or g-string on. She would give me killer head and then get up on an old wooden bed on all fours, pull her string or panties to the side, and let me fuck her for as long as I wanted. This went on for nearly 6 months and I would visit her almost every Sunday afternoon. In all of these encounters, I never once thought about her biological gender or what she might have up front as her ass was killer and also her looks overall.
On one of our regular afternoons, we did our thing except she took off her underwear completely before letting me fuck her. After I finished, she got up from the bed and turned around to go to the bathroom. Despite all of the times I had seen her, this was the first time I had ever actually seen her cock. It was so alien looking to me. Dark almost black with long foreskin extending well past the head and maybe 4-5 inches soft. Something came over me and when I saw it, I just instinctually went to me knees and tasted cock for the first time. I didnāt have a clue what I was doing but nature just took over. I distinctly recall a 'mixed' taste of musk, sweat, and the very slight hint of piss.
She loved it and placed her hands on my head to guide me but this only went on for about 30 seconds or so and she got hard as a rock and her soft 4 inches turned out to be a stiff 7-8 inches. She pulled me up very fast and motioned for me to get on the bed and said she wanted to fuck my ass. Honestly, I had no time to react or say anything as it happened so fast. I didnāt really know if I even wanted to do it but she was fast and gave me almost no time to react. I reluctantly crawled up on her old tattered wooden bed on my belly. She grabbed the small bottle of baby oil we always used and oiled up her cock and then rubbed the crack of my ass with a wet oiled finger. Not 5 seconds had passed and she was pushing inside me. Honestly it hurt like hell and I was regretting it instantly. I think she didn't want to give me any chance of having second thoughts and that's why it all happened so fast. I recall the loud disco music playing from a strip club next door and the noisy patrons carrying on. It was clear that due to this noise, nobody was going to hear us even though her room was open air pretty much with crappy wood-framed windows with small curtains flapping in and out from the wind.
In a friendly voice, she told me, "RelĆ”jate bebĆ©, solo relĆ”jate por favor" which basically means don't be shy and just relax. I couldn't and sort of fought the instinct to enjoy it but within about 30 seconds, the pain was much more tolerable and all I felt was this odd sensation of something so foreign sliding in and out of me. I cant say that it ever felt āgreatā but I was resigned to let it happen as we had had several encounters before with her always going out of her way to please me. In some way, I felt that I owed her and I let it happen. She didnāt last long and within about 5-minutes, she pulled out, shot all over my back and stuck it right back in and left it there until she got soft. She hugged me really tight from behind like I was her boyfriend and kissed all over my neck during this. We got up, she cleaned her juice off my back and I left and never went back to see her..
I distinctly recall the weird feeling in my butt as I walked back through town to the border crossingā¦..it felt wet and slippery and my butt was leaking. Definitely a strange feeling that even after I showered at home was still there. It was the large amount of baby oil she used to stop my complaining about her thickness and a portion of her semen load that made it inside me.
This experience told me (at the time) that seeing a travesti was just a fantasy for me and it was out of my system and I would never repeat. Little did I know that this 6 months of seeing her and experiencing what I did never left me and contributed to failed female relationships. I began jerking off and reliving in my mind what we had done. About 6 months later, I met an American Hispanic trans girl and the feelings instantly came back. Definitely, that initial experience in Senora forever changed me and led to other other relationships with American Hispanic trans girls and a few CDs. I never felt weird or nervous about anything in later relationships and encounters. Every one of these were magical for different reasons and I am happy that I was brave enough to take that first step!
I visited Nogales Senora across on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for bargains at local markets. I flirted with as many local girls in Senora as a young guy could get away with. One particular afternoon changed my life forever though. While walking down a back sidewalk past bars and hookers trying to get me inside, I heard a voice from an alley between two buildings and it was calling to me, āHey, how are you sexy wedo?ā Wedo is Mexican slang for a white guy and this voice sounded so different, like a B flat in a sea of feminine voices. I looked toward the sound of the voice and saw this ultra sexy female form with a killer big ass and dressed to the nines. Curiosity got the best of me and I walked over to check her out. She reached out and hugged me complimenting me on how macho and attractive I was.
At this age, I didnāt know anything about transgender people and had never encountered one. Despite this, I knew right away that this āfemaleā was a travesti (trans woman in Mx) but it didnāt matter. She was sexy looking and aside from the lower voice, she looked as good if not better than half of the Mexican bar girls in town. She told me to come with her to her office down the alley and she wanted to please me. For some reason, I threw caution to the wind and followed her right into a closed hair salon where she worked. She sat me down on a couch and dropped to her knees and began unbuttoning my jeans really fast. After all my buttons were loose, she ripped my pants down and began blowing me like I had never been blown by any woman. I just laid back and enjoyed it while also peaking around and out the door to make sure nobody saw us. I didnāt last 5 minutes and blew a huge load right in her mouth and I never saw a drop as she swallowed it instantly like it was her last meal. I was totally blown away by how happy she was in this instant....sort of like what I had just given her was her million dollar prize. I got up and said I have to meet someone and told her thanks for the great time. She asked me if I could help her (meaning $$) and I lied saying I didnāt have any on me. She said ok but come back and see me again and if you can help me then, it would be appreciated.
I had no intention of ever going back or ever seeing her again but be that as it may, I ended up going to see her almost every time I was in Senora as her head game was 1000% better than any woman I had every been with. Add to that the fact that she always loved swallowing my sperm and I found this sexy as hell. Within 3 months of being a regular to her (I began always giving her 300-400 pesos to help her) , I let her take me to her room one afternoon next to the salon and I had my very first experience with anal sex.
She took all of her clothes off except for a G string and always made it a point to only let me see her from behind. I loved it as she had this killer light complected caramel ass but everything in between including her hole was like super dark and so sexy to look at. I really liked it as it felt so different from female pussy and she loved it as well. I remember having to look away to avoid cumming too quick as the site of her darkness getting opened up by my lighter colored dick really got to me. A couple of times, my instinct urged me to try licking her ass but I was never brave enough to try that. After that, every time I visited her, it was the same thingā¦we went to her room, took off our clothes except for she always left her undies or g-string on. She would give me killer head and then get up on an old wooden bed on all fours, pull her string or panties to the side, and let me fuck her for as long as I wanted. This went on for nearly 6 months and I would visit her almost every Sunday afternoon. In all of these encounters, I never once thought about her biological gender or what she might have up front as her ass was killer and also her looks overall.
On one of our regular afternoons, we did our thing except she took off her underwear completely before letting me fuck her. After I finished, she got up from the bed and turned around to go to the bathroom. Despite all of the times I had seen her, this was the first time I had ever actually seen her cock. It was so alien looking to me. Dark almost black with long foreskin extending well past the head and maybe 4-5 inches soft. Something came over me and when I saw it, I just instinctually went to me knees and tasted cock for the first time. I didnāt have a clue what I was doing but nature just took over. I distinctly recall a 'mixed' taste of musk, sweat, and the very slight hint of piss.
She loved it and placed her hands on my head to guide me but this only went on for about 30 seconds or so and she got hard as a rock and her soft 4 inches turned out to be a stiff 7-8 inches. She pulled me up very fast and motioned for me to get on the bed and said she wanted to fuck my ass. Honestly, I had no time to react or say anything as it happened so fast. I didnāt really know if I even wanted to do it but she was fast and gave me almost no time to react. I reluctantly crawled up on her old tattered wooden bed on my belly. She grabbed the small bottle of baby oil we always used and oiled up her cock and then rubbed the crack of my ass with a wet oiled finger. Not 5 seconds had passed and she was pushing inside me. Honestly it hurt like hell and I was regretting it instantly. I think she didn't want to give me any chance of having second thoughts and that's why it all happened so fast. I recall the loud disco music playing from a strip club next door and the noisy patrons carrying on. It was clear that due to this noise, nobody was going to hear us even though her room was open air pretty much with crappy wood-framed windows with small curtains flapping in and out from the wind.
In a friendly voice, she told me, "RelĆ”jate bebĆ©, solo relĆ”jate por favor" which basically means don't be shy and just relax. I couldn't and sort of fought the instinct to enjoy it but within about 30 seconds, the pain was much more tolerable and all I felt was this odd sensation of something so foreign sliding in and out of me. I cant say that it ever felt āgreatā but I was resigned to let it happen as we had had several encounters before with her always going out of her way to please me. In some way, I felt that I owed her and I let it happen. She didnāt last long and within about 5-minutes, she pulled out, shot all over my back and stuck it right back in and left it there until she got soft. She hugged me really tight from behind like I was her boyfriend and kissed all over my neck during this. We got up, she cleaned her juice off my back and I left and never went back to see her..
I distinctly recall the weird feeling in my butt as I walked back through town to the border crossingā¦..it felt wet and slippery and my butt was leaking. Definitely a strange feeling that even after I showered at home was still there. It was the large amount of baby oil she used to stop my complaining about her thickness and a portion of her semen load that made it inside me.
This experience told me (at the time) that seeing a travesti was just a fantasy for me and it was out of my system and I would never repeat. Little did I know that this 6 months of seeing her and experiencing what I did never left me and contributed to failed female relationships. I began jerking off and reliving in my mind what we had done. About 6 months later, I met an American Hispanic trans girl and the feelings instantly came back. Definitely, that initial experience in Senora forever changed me and led to other other relationships with American Hispanic trans girls and a few CDs. I never felt weird or nervous about anything in later relationships and encounters. Every one of these were magical for different reasons and I am happy that I was brave enough to take that first step!
3 years ago
