Wartime Comfort House Diary Day 8 Shemale
- 1 year ago
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First Time With A Shemale free porn video
This is a true story about my first time being with a shemale. I happened just over a year ago on the tail end of a business trip to Amsterdam. I had a couple of free days at the end of my trip to enjoy and explore the city. So naturally, I decided to check out the night life and that meant a visit to the Red Light District.
I spent a lot of time just walking around and taking in the sights and sounds of the area. There were so many people walking around and it was alive with all their energy. I walked around through many of the side streets, and as I passed the windows I would hear a tapping and look to see the women inside wearing barely anything at all trying to get my attention and choose them. There were all sorts of women, from larger bbws to smaller petite women and even one dressed in leopard printed underwear with cat ears and a little tail sticking out too.
That’s when I took a turn down Bloedstraat and saw the blue lights in the window indicating that the girls had a little something “extra” to offer. If you weren’t paying attention, you would just think these are regular ladies, but if you stopped to look closely you could see their nice packages. Some had really big bulges while others were tucked in a bit more nicely. I probably walked up and down this street a few too many times admiring all the ladies and staring at their tits and bulges. I was getting really turned on just thinking about them.
But since I had never done anything like this before I was a bit nervous. I decided to go to a nearby bar to have a couple of drinks to calm my nerves. I ordered a Heineken and drank it slowly, thinking about if I was really ready to go through with this. I had only ever seen real cocks up close in porn, never in person. Was I ready to submit to my desires and experience a cock for the first time in my life? After I finished my beer I was still on the fence, so I ordered another. About half way through the second beer I finally decided that yes I was going to go through with it and enjoy the experience. So, I downed the rest of my beer and headed back out into the night.
I made my way back to the windows and took a slow stroll down the street trying to find the right women. There was one who was absolutely stunning and had a nice little cock hanging low in her panties. I was about to go up to her door, when someone else approached her first and they went inside together. Alas, she was not mean to be, so I continued walking. I walked past a BBW shemale who looked pretty and contemplated her for more than a minute, but then I looked next door and saw this stunning South American beauty. She had a pair of amazing tits and a nice packing bulging out.
I walked up to her door and made an inquiry about the price. We agreed and I walked inside and she shut the door and closed the curtain. She asked if I had ever been with a girl like her before, and I admitted that this was my first time and I had never done anything like this before. A smiled crossed her face and she said I was in for a good time. I quickly stripped naked and she led me over to the bed and had me lie down. Then she began to undress. First she removed her bra and let her tits free. Then she slowly pulled down her panties to reveal the first cock I had ever seen up close. I had dreamed of this moment and now it was finally real. I reached over and took here in my hand and stroked here. She did the same to me and I was getting hard right away.
Now that we were both naked, She pushed me down on the bed and climbed over on top of me. Her cock was hovering right above my face and I was ready to get my first taste. I opened up my mouth and she shoved her cock inside. She really started to take control and go in and out as I sucked. I started taking it deeper and deeper, and began gagging on it. She asked if I liked tasting her girly cock and I couldn’t only respond with as stifled yes I as her took her in my mouth. She would make me gag on her cock as it grew harder and harder. Occassionally she would pull out and have me suck on her balls. Then she would move up my face a little more and have me lick her ass. I really enjoyed tonguing her hole and hearing her moan in pleasure. As this was going on I couldn’t believe all the limits I was passing and enjoying every minute of it. She fucked my face for a while switching between her cock and ass, and she would reach back and give my dick some tugs as well keeping me hard.
After what seemed like forever, she moved to the bottom of the bed and had me spread my legs. I was about to get fucked in the ass for the first time. Now, I’m now stranger to ass play, I’ve used butt plugs and dildos in the past and felt good. But getting ready to take the real thing was a whole new experience. She lubed up her cock and spread my ass wide. I could feel her rubbing the head on my asshole. And then all of a sudden, she pushed her way in and took my anal cherry. I had a real cock in my ass. It felt so surreal, yet very good all at the same time. The she started going in and out at a steady rhythm, quickly building up to a rapid pace. Her dick was pounding deep into my ass and I was loving every minute of it. I reached up and played with her tits while she slammed into my ass.
Then she had me hold me legs back while she thrust into me and jacked me off at the same time. My dick grew harder and harder with every thrust. I was in ecstasy as I watched this beautiful women have her way with me. She had me jerk myself off while she fucked me. She wanted to see me shoot my load. I was getting closer and closer with each thrust. I could feel her cock reaching depths of my ass that I didn’t normally reach. She gave a few hard deep thrusts and that was enough to put me over the edge.
I shot the biggest load I’ve ever had with her in my ass. And she said she was surprised at how big it was too. She fucked me a little bit more as well, and I didn’t want to leave. I wanted to enjoy her again and again. When we were finished, she said I should come back again and next time I’d fuck her. I would have really enjoyed that, but sadly it was my last night in Amsterdam and I had a flight home the next morning. But if I’m ever back in that city, I will for sure be taking another visit to that street and seeing if she is still there. And if not, I’m sure I’ll find another beautiful woman to experience the ultimate pleasure with.
I spent a lot of time just walking around and taking in the sights and sounds of the area. There were so many people walking around and it was alive with all their energy. I walked around through many of the side streets, and as I passed the windows I would hear a tapping and look to see the women inside wearing barely anything at all trying to get my attention and choose them. There were all sorts of women, from larger bbws to smaller petite women and even one dressed in leopard printed underwear with cat ears and a little tail sticking out too.
That’s when I took a turn down Bloedstraat and saw the blue lights in the window indicating that the girls had a little something “extra” to offer. If you weren’t paying attention, you would just think these are regular ladies, but if you stopped to look closely you could see their nice packages. Some had really big bulges while others were tucked in a bit more nicely. I probably walked up and down this street a few too many times admiring all the ladies and staring at their tits and bulges. I was getting really turned on just thinking about them.
But since I had never done anything like this before I was a bit nervous. I decided to go to a nearby bar to have a couple of drinks to calm my nerves. I ordered a Heineken and drank it slowly, thinking about if I was really ready to go through with this. I had only ever seen real cocks up close in porn, never in person. Was I ready to submit to my desires and experience a cock for the first time in my life? After I finished my beer I was still on the fence, so I ordered another. About half way through the second beer I finally decided that yes I was going to go through with it and enjoy the experience. So, I downed the rest of my beer and headed back out into the night.
I made my way back to the windows and took a slow stroll down the street trying to find the right women. There was one who was absolutely stunning and had a nice little cock hanging low in her panties. I was about to go up to her door, when someone else approached her first and they went inside together. Alas, she was not mean to be, so I continued walking. I walked past a BBW shemale who looked pretty and contemplated her for more than a minute, but then I looked next door and saw this stunning South American beauty. She had a pair of amazing tits and a nice packing bulging out.
I walked up to her door and made an inquiry about the price. We agreed and I walked inside and she shut the door and closed the curtain. She asked if I had ever been with a girl like her before, and I admitted that this was my first time and I had never done anything like this before. A smiled crossed her face and she said I was in for a good time. I quickly stripped naked and she led me over to the bed and had me lie down. Then she began to undress. First she removed her bra and let her tits free. Then she slowly pulled down her panties to reveal the first cock I had ever seen up close. I had dreamed of this moment and now it was finally real. I reached over and took here in my hand and stroked here. She did the same to me and I was getting hard right away.
Now that we were both naked, She pushed me down on the bed and climbed over on top of me. Her cock was hovering right above my face and I was ready to get my first taste. I opened up my mouth and she shoved her cock inside. She really started to take control and go in and out as I sucked. I started taking it deeper and deeper, and began gagging on it. She asked if I liked tasting her girly cock and I couldn’t only respond with as stifled yes I as her took her in my mouth. She would make me gag on her cock as it grew harder and harder. Occassionally she would pull out and have me suck on her balls. Then she would move up my face a little more and have me lick her ass. I really enjoyed tonguing her hole and hearing her moan in pleasure. As this was going on I couldn’t believe all the limits I was passing and enjoying every minute of it. She fucked my face for a while switching between her cock and ass, and she would reach back and give my dick some tugs as well keeping me hard.
After what seemed like forever, she moved to the bottom of the bed and had me spread my legs. I was about to get fucked in the ass for the first time. Now, I’m now stranger to ass play, I’ve used butt plugs and dildos in the past and felt good. But getting ready to take the real thing was a whole new experience. She lubed up her cock and spread my ass wide. I could feel her rubbing the head on my asshole. And then all of a sudden, she pushed her way in and took my anal cherry. I had a real cock in my ass. It felt so surreal, yet very good all at the same time. The she started going in and out at a steady rhythm, quickly building up to a rapid pace. Her dick was pounding deep into my ass and I was loving every minute of it. I reached up and played with her tits while she slammed into my ass.
Then she had me hold me legs back while she thrust into me and jacked me off at the same time. My dick grew harder and harder with every thrust. I was in ecstasy as I watched this beautiful women have her way with me. She had me jerk myself off while she fucked me. She wanted to see me shoot my load. I was getting closer and closer with each thrust. I could feel her cock reaching depths of my ass that I didn’t normally reach. She gave a few hard deep thrusts and that was enough to put me over the edge.
I shot the biggest load I’ve ever had with her in my ass. And she said she was surprised at how big it was too. She fucked me a little bit more as well, and I didn’t want to leave. I wanted to enjoy her again and again. When we were finished, she said I should come back again and next time I’d fuck her. I would have really enjoyed that, but sadly it was my last night in Amsterdam and I had a flight home the next morning. But if I’m ever back in that city, I will for sure be taking another visit to that street and seeing if she is still there. And if not, I’m sure I’ll find another beautiful woman to experience the ultimate pleasure with.
Latisha
- 24.06.2021
- 44
- 0
