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  2. This story contains both gay and trans sex scenes. If any of that is not what you want to read, please skip this story. Chapter 1 - The Beginning A little about me. I am a 50 year-old guy that is married to a woman. Our sex life can be described as routine if not boring. We have sex maybe once or twice a month at most. When we do have sex, it is very vanilla. I am lucky that I get to travel for work from time to time. When I travel, I always try to hookup with people. Many times, I look for dominant men who want to breed a submissive bottom. Over the years, I moved from only being fucked with a condom, to being barebacked by guys that say they are negative and on prep, to undetectable guys, to knowingly taking a detectable load now and then. I have never been on prep and get off on the risk. Over the years, I have also been interested in being with a transexual. I thought a woman with great boobs and a cock was the best of both worlds. Occasionally, I would find a trans escort and play. I would always look for a top so I could be submissive and be used. When I travel, I would hit various websites and apps like bbrts, grindr, and sniffies looking for guys and sites like tryst when I was looking for a TS. In between, I belong to various groups on Telegram where I chat and enjoy the sleazy pics and videos. One day, I was reviewing the messages that I missed on Telegram when a message from someone I didn't know popped up: TS Dream: Hi sexy. How are you? I immediately figured this was spam or someone wanting money but I figured I would play along. Me: Hi. Doing ok and you? TS Dream: Can't complain. What are you here for? Me: Just chatting for now. Hoping to find hookups sometimes. TS Dream: Great. Where are you located? Me: Buffalo NY but I travel from time to time. and you? TS Dream: Philly Me: Cool With that, I didn't get another message. Guess the bot lost interest. A couple of days passed and I got another message: TS Dream: Hi. How are you today? Me: ok and you? TS Dream: Doing well. Tell me about yourself. Me: I'm 50 submissive bi bb btm and you? TS Dream: I'm dominant TS top With that, she sent me a short video and I immediately felt my cock twitch. She was gorgeous - blonde, with large tits. She pulled up her skirt and her delicious-looking cock sprung to life. Me: Wow. Very sexy! Thanks! TS Dream: You have a pic? I sent one of my pictures that obscured my face but showed everything from the neck down. TS Dream: Sexy. You look like fun. You said you are submissive? Me: Yes. I am submissive by nature and live to serve. TS Dream: mmmmmm. I like submissive sluts. Ever been with a girl like me? Me: A few times TS Dream: and? Me: I really enjoyed it TS Dream: Good. Maybe we can make that happen again sometime. With that, there were no more messages. Bot probably ran out of things to say again. A couple of days later, I got another message: TS Dream: Hi slut. How are you? Me: Doing ok and you? TS Dream: Very good now. Glad you are on. Me: Thanks! TS Dream: Call me Mistress. Me: Yes Mistress. TS Dream: Good. This is what I like to do with subs. She sent a video. In it, she was standing behind a guy. The guy was strapped to a fuck bench. She moved closer and began to spank her raw cock against his crack. After a few slaps, she placed her cock at the entrance of his fuck hole and pushed in. Then she started fucking hard and fast. "Take my girl cock, you fucking slut." She slapped his ass and kept fucking. Then the video stopped. Me: Wow. Mistress. That's hot! TS Dream: Thank you slut. Glad you enjoyed. Me: You used him bareback? TS Dream: Of course. No other way to fuck. Me: I love dominant tops that use me bareback, Mistress. TS Dream: mmmmm. my kind of slut. Another video popped up. It was a continuation of the previous video. She was holding on the sub's hips and fucking hard. Then, she grabbed his hair and pulled his head back. "Here comes your reward, slut." She slammed in hard and held still for a moment and then pulled out. You could see her load start to ooze out of his well-used fuckhole. Then the video stopped. Me: Wow. He was very lucky, Mistress. TS Dream: Yes he was. I'm always looking for others to play with. Me: I wish I were closer, Mistress. TS Dream: Ever travel? Me: Sometimes, I travel for work, Mistress. TS Dream: Cool. I've got to go for now but enjoy this video. A new video appeared. In it, a sub was on his back with his head near the edge of the bed. She stepped forward, grabbed her hard cock and slid it into his mouth. She put her hand on his chest and began fucking his mouth and throat. You could tell he was struggling with it but she kept fucking. After several thrusts, she pulled out and he gagged. She immediately pushed her cock back in. The video stopped. I was leaking. I snuck into the bathroom and immediately jerked off to the videos that she had sent me. This continued over several weeks. We would chat and she would send me hot videos of her using subs. While she got me very horny, I also figured she was a fake. Sooner or later, she would ask for money. One day, work told me that they needed me to travel to Washington DC for a conference in a couple of months. It sounded like the conference would be busy with me working a booth during the days. The conference would run Monday through Thursday. I asked work if I could spend a few extra days if I paid for the hotel for the extra time. They agreed and I decided that I would go Saturday through Saturday. This gave me Saturday night and all day Sunday and then Thursday night and all day Friday to try to find some action. I immediately started my usual routine of checking out bbrts looking for guys. I focused on tops regardless of their status. I made note of several that I found interesting. I jumped on Telegram and posted in the groups about my travel hoping some sleazy tops might respond. I also sent a message to her: Me: Hello Mistress. How are you? TS Dream: Hello slut. Doing well. How are you? Me: Doing ok, Mistress. Just found out that work is sending me to DC in a few months. TS Dream: Really? When? Me: I will be flying in on Saturday, August 2nd and flying back on Saturday the 9th. The work commitments will be Monday-Thursday during the day or maybe extend into the early evening each day. TS Dream: Hmmm. I might be able to go to DC. Let me get back to you. Me: Thank you, Mistress. The next day, she sent me a message: TS Dream: Hello slut. How are you? Me: ok, Mistress. Just trying to get some stuff together for my trip. TS Dream: Still going? Me: Yes Mistress. Just finalizing my flights and hotel. TS Dream: Good. Here's the deal. I can make it to DC while you are there but I need some help. I figured this was coming. Here was the request for money. Me: Yes, Mistress? TS Dream: Yes slut. I am getting the cost for the train now. If possible, I can stay with you Saturday night and Sunday. I will take the train back Monday morning. Then, I can travel back to DC Thursday and stay with you until you leave on Saturday. Will that work for you? Me: Possibly, Mistress. Let me know once you have the cost and I will let you know. TS Dream: Yes slut. Talk soon. In the meantime, enjoy this video that I just recorded for you. A video popped up. I opened it. It was a POV video with her standing over the camera. She pulled her cock out and smacked it on the camera. "Soon, slut. This will be your point of view. You will be kneeling beneath me with my cock slapping on your face." She pointed the cock down at the camera and a drop of precum was at the tip. My mouth watered. "You will be licking this precum and getting my cock ready to breed you. Then, you will be mine, Greg." The video stopped. I was hard as a rock. She mentioned me by name. This could be real. Was there a chance this could actually happen? I jerked off that night to that video. The next day, she sent me a message. TS Dream: Good morning, slut. How are you? Did you like my video? Me: Yes Mistress. It was amazing. Thank you, Mistress. TS Dream: Good. I got some pricing for the trips. There is a train that leaves on the 2nd at 4:30 PM and gets to DC around 6:30 PM for $85. On the 4th, there is a train that leaves about 9:00 AM also for $85. Coming back around the same time on the 7th is $101 with the departure on the 9th is also $101. With those costs and Ubers, let's call it an even $500. Me: That's not bad at all, Mistress. I think I can make that happen. TS Dream: OK. Good. Do you have cashapp? Me: Yes Mistress. She sent her name and I immediately went on and sent her the money. TS Dream: Wow. You are fast, slut. Guess you are serious. I had my doubts but glad you proved me wrong. I will book these today and let you know once they are confirmed. Me: Thank you, Mistress. A couple of hours later, I checked Telegram and there was a picture from her. It was a screenshot of train ticket confirmations. There was also video from her. I opened it. Again, it was a POV video. She was standing over the camera with her hard cock just inches from the camera. "Thank you Greg for the money. I am excited to make you mine. I will be sending you rules and directions between now and then so that we can have an amazing time. First rule is that there will be no condoms. You will be taking my cock bareback. No exceptions." My cock was leaking again. The next day we chatting online again: TS Dream: Good morning, slut. How are you? Did you like the first rule? Me: Yes Mistress. Very much. TS Dream: Good. Today is your first assignment. I am sending you a link to a tool that will recommend a chastity cage for you. You will be wearing it while we are together. I don't want your useless clit to get in the way. Follow the steps and send me the size it recommends. I gulped. Me: Yes Mistress. It might take me until later until I can go through it. TS Dream: That's fine. Send it to me when you are done. She sent the link to a site. It looked like it would step me through measurements. Later that day, I had some time to go through it. On the first page, it asked me to measure the circumference of my shaft when flaccid. That was going to be tough since I was excited but I waited until it went down and measured it. I entered three inches on the site. Next, it wanted me to measure the length of my shaft when flaccid. I measured it and embarrassingly entered 2.5 inches (I'm a grower and not a shower). Next, it wanted me to measure around my cock and balls. I entered 7 inches into the site. It came back and told me that I needed a cage length of 2.25 inches with a base diameter of 2.23 inches. I went back to Telegram and gave her the dimensions. TS Dream: Thanks slut. You will be buying the pink nano cage from this site. Purchase it immediately. She sent me a link to a site. I went on and looked at the cage. It was pink silicone. I purchased it as instructed. Me: It's been purchased, Mistress. TS Dream: Good. Let me know when it arrives. A video popped up and I opened it. There was a sub that was kneeling on the floor. He was wearing a pick chastity cage. She was standing over him and flicking his cock with her foot. Her cock was hard. She stepped closer and put her cock in his mouth. He eagerly started sucking her. She grabbed him by his hair and started fucking his face. Then the video stopped. TS Dream: That will be you soon, slut. We chatted again the next day: TS Dream: Do you have butt plugs, slut? Me: Yes Mistress. I have small, medium, and a guess a little larger. TS Dream: Good. Do you do poppers? Me: Yes Mistress. Should I buy some new ones? TS Dream: Yes slut. You will need them. What are your thoughts about pictures and videos being taken? Me: I am fine with them, Mistress as long as I can't be identified. TS Dream: That's fine. I don't want you in a full mask but I have a mask that should obscure you enough. When we get closer to the date, I will want you to find some time to use the butt plugs. I won't want you to go bigger for too long though. I want you tight but not too tight to enjoy. Me: Yes Mistress. We continued to chat every day. I was so horny from our chats and couldn't wait until we could meet. About a week later, a package arrived in the mail. Once I had some private time, I opened it. It was the chastity cage. My hands trembled. I sent her a message. Me: The chastity cage just arrived Mistress. TS Dream: Good. Are you able to try it on now? Me: Yes Mistress. I am alone for a little bit. TS Dream: Good. Try it on and send me the picture once it is on. Me: Yes Mistress. I took it out of the package and looked at the directions. I fumbled with it but finally got it on. I had to struggle to not get hard. Eventually, I got it on. It was very snug. I took a picture and sent it to her. TS Dream: Very good slut. Now, take a picture in the mirror with you wearing it. I want you naked wearing just that. Also, I want your face in the picture. My hands shook. Me: Yes Mistress. I took off the rest of my clothes and stood in front of the mirror and took the picture. I sent it to her. TS Dream: Very good slut. Take off the chastity cage and don't wear it again. The next time you wear it will be when we are together. Starting tonight, for the next couple of weeks, whenever you can, wear the small butt plug for an hour. Let me know each day that you wear it. Me: Yes Mistress. For the next couple of weeks, I was able to wear the small butt plug for an hour or more almost every day. Each day, I reported back to her. TS Dream: You've been doing well with the butt plug but it is time to move up to the medium one. Same instructions as the small one. Me: Yes Mistress. After wearing the small one, the medium one made me feel fuller but I enjoyed it. Again, I was able to wear it almost every day and I reported in. Finally, the week arrived that I was scheduled to travel. By this point, I was crazy-horny. I had already packed most of my suitcase and had hidden my play gear with my clothes. TS Dream: Almost time for you to become mine, slut. Are you excited? Me: Yes Mistress. I am nervous and excited at the same time. TS Dream: Don't worry, slut. You know I will take good care of you. All you have to worry about is serving me. Me: Yes Mistress. Thank you, Mistress. The day arrived for me to fly. I finished my packing, kissed my wife, and headed out the door. I checked my bag and chuckled to myself at what they will find if they check it. The flight was uneventful. I got off the plane and sent her a message. Me: I am in DC, Mistress. TS Dream: Good slut. When you get checked in, perform a full douching. I want you squeaky clean. Me: Yes Mistress. I got my bag and grabbed an Uber to the hotel. I checked in and headed up to my room. I sent a message to my wife that I had arrived. I checked the time. It was 4:30p. I grabbed my douche kit and immediately started cleaning. In between, I watched the videos she had sent. I was so horny. My phone buzzed. TS Dream: My train is here. I am grabbing an Uber to your hotel. Room number? Me: I'm in room 628, Mistress. TS Dream: Good slut. Be completely naked when I arrive. See you soon, slut. Me: Yes Mistress. My hands were shaking. I went and did one more quick douche to make sure that I was completely clean. Afterward, I grabbed a very quick shower to make sure everything was good. A few minutes after I got out, my phone buzzed. TS Dream: On my way up. Me: Yes Mistress My heart was pounding out of my chest. I paced around the room making sure everything was in order. I made sure everything was by the side of the bed. I turned off some of the lights. A few minutes later, there was a knock on the door. I walked over, took a deep breath and opened it. She was standing there. She was even sexier than the pictures and videos. She was my height and was wearing long leather boots. She had a big smile on her face. I moved back and held the door for her. She stepped inside and I closed the door behind her. "Kneel, slut." I immediately dropped to my knees, placed my hands behind my back and looked down. "Good slut. Stay there." She walked to the bathroom and closed the door but I remained in position. A few minutes later, she returned. "Look up at me, slut." I lifted my head and looked up. It was just like the POV video. Her hard cock popped up and it was inches away from my face. I saw a drop of precum at the tip. "Get that precum, slut." I stuck out my tongue and she moved forward. I eagerly licked the tip to taste her precum. It was delicious. Her cock spasmed. She moved forward again and put the head in my mouth. I licked it again and it spasmed again. "Suck the head, slut." I closed my mouth around her cock and started to suck. Her cock continued to spasm. She put her hands on both sides of my face and pushed her cock in. Her cock hit the back of my throat and I felt like I was going to gag. She pulled back slightly and then pushed again. I continued to try to suck and fight off the urge to gage. She pulled back again. "Don't want to do too much, slut. I saved my load for a week so I could deposit it in your manpussy." She stepped back and headed over to the bed. "Come here, slut. Time to secure your useless clit." I crawled over to the side of the bed and remained on the floor. She sat down on the edge. She checked out the chastity cage while she moved her foot around my cock and balls. My cock grew. "Look at that clit grow. That will be the last time it is free for a bit, slut. Stand up." I stood up and kept my hands behind my back. She roughly grabbed my cock. It was so tight that it started to hurt. It made my cock start to shrink. Once it shrunk down a bit, she worked to secure me inside the chastity cage. Once it was fully on, she locked the cage. It was very tight. She took one of the keys from the ring. She took off the necklace she had around her neck and placed the key on the necklace. "There. That's better. You will be wearing this cage all week. For the other key, I am going to hide it in the room somewhere. I will only tell you where it is if there is an emergency and you need to take it off while I am away. Be aware that it better be an emergency for me to let you take it off. Understand, slut?" "Yes Mistress." "Good slut. Now suck me some more." I knelt back down and moved forward and took her hard cock into my mouth. The head of her cock had a lot of precum on it which I eagerly licked. A bottle was put under my nose. "Inhale." I inhaled in my left nostril. The bottle was immediately moved to my right nostril. "Inhale." I inhaled in my right nostril. "Good slut. Time to put this mask on. I need to video some of this." I continued to suck her hard cock. I felt something sliding over my head. It felt like a blindfold but larger - almost like a hood but it didn't go past my nose. Then, she pulled something and my eyes were uncovered. "Stop sucking and align the mask so you can still see." I pulled off her cock and adjusted the mask. I had to pull it down slightly to get it more over my head and I had to turn it slightly so my eyes were aligned. Once it felt right, I immediately went back to sucking. Her cock swelled again. "Such a good slut. I am going to love to break you in. Soon, you will be mine. Now stop sucking and get up on the bed on all fours." I stopped sucking. "Yes Mistress." I climbed on the bed and moved to the middle. I got into position. I felt her climb on the bed behind me. She tossed a bottle of poppers in front of me. "Inhale left nostril and hold it." I grabbed the bottle, opened it, plugged my right nostril, brought it to my left nostril and took a deep inhale and held it. "Well slut. Here we are as promised. You have agreed to meet me, right, slut?" I exhaled. "Yes Mistress." "I did not coerce you in any way, right, slut?" "Yes Mistress. I have chosen to give myself to you as part of my own free will." "Inhale right nostril and hold." I switched sides and inhaled in my right nostril and held. "You told me that you wanted it bareback, right, slut?" I exhaled. "Yes Mistress. I wanted it bareback, Mistress." "You understand the risks of bareback sex, right, slut?" "Yes Mistress. I understand and accept all risks of bareback sex, Mistress." I heard her squirt lube on her cock and she started to rub it up and down my crack. "You told me before that you are HIV negative and not on prep, right, slut?" "Correct Mistress. I have never been on prep." She started to touch the head of her hard cock on my fuckhole. "You understand that since you are not on prep, you are highly susceptible to becoming poz, right, slut?" "Yes Mistress. I am neg and understand and accept all risks including becoming poz, Mistress." The tip of her cock was right at the entrance of my fuckhole. "If I told you that I was poz, would you tell me to stop?" "No Mistress. I would tell you to fuck me bareback and breed me." "OK. Tell me that." "Please fuck me, Mistress. Breed me." She started to push her hard cock inside me. Inch by inch, it slid in me. Her cock was perfect. It filled me up with very little pain. She stopped once she was all the way inside me. "There you go, slut. My cock is all the way in your manpussy. This is your last chance to change your mind." "Please fuck me, Mistress. Make me yours." "You got it." She started to pull back slightly and then pushed in again slowly. Over and over again. "Here. Take this camera and film me from the front." I took her phone in my hand and aimed it back until you could see part of my face with her behind me thrusting in and out. It was hot to watch from this angle. I could see the pleasure on her face as she started to pick up the pace. Her thrusts continued to pick up speed. She was building up to her orgasm. I started to squeeze her cock with my manpussy. "Ahhh. Such a good slut. Here comes my poz load, slut. You are mine now." I squeezed tightly and felt her cock swell. spurt spurt spurt spurt spurt. I was in ecstacy and struggled to hold the camera. The look of satisfaction on her face sent me into submissive heaven. "Thank you, Mistress." "Thank you, slut. Hand me the phone." I handed the phone back to her as she pulled her cock from my manpussy. "Time to clean my cock." She moved around in front of my face. I opened my mouth and she slid her half-hard cock in my mouth. I started sucking. I could taste the mixture of cum, lube, and my ass on her cock. "That was a fun beginning."
  3. Guest

    Looking for Hotel

    Planning trip to Chicago August 2025 bottom here looking for hotel suggestions where don’t have go thru lobby to get to room. Thanks for help
  4. Not poz detectable, so no problem with that. A scorpion tattoo is very hot. Or, even a biohazard one.
  5. Glory holes were my go to place. I love anonymous cock. I've spent hours in them and swallowed most of my cum in them. I've been fucked jn them quite a lot as well. it's so sluty I love it.
  6. BBDreamer

    beefy fucker.png

    Oh hell yes! You could fuck me.
  7. BBDreamer

    release this beast.png

    Damn! That's one hard cock. I want it.
  8. Fuck and breed me, Daddy!
  9. BBDreamer

    Michael Brandon.png

    I would take his fluid for sure.
  10. BBDreamer

    421.JPG

    WOW! Wish he had injected that load in me.
  11. BBDreamer

    shooting his guts.png

    Inside! Shove that cock and load inside.
  12. 350+ guys wanted to legally cum in my ass when i was 12 ! 😈💦❤️❤️❤️
  13. work thaT hole open for a recharge of dirTy cum!!! all cocks welcum!!!
  14. Today
  15. What triggers your top mode? Is it just being really horny, or, when you come across an ass that makes you wanna fuck and breed? For someone who can get into a top mode, once they arrive is better to fool around, get sucked and fuck a few holes, but pump their load in a hole not too long after. Then they can take a break, go to the sauna, whirlpool, etc, even take a nap. The first load is many times difficult to hold, especially without having jerked off for a few days. After a 20-minute break they can either go back to their top mode, but this time able to fuck holes without having to worry of cumming too quickly. Or they can bottom for a while, get horny and the switch to top mode again just before going home. Right after shooting a load it feels like you will never be horny again, but it only takes 20 minutes and even faster when there is lots of raunchy sex around.
  16. Thanks! I appreciate it!
  17. Moderator's Note: Please ensure your posts in response to this one follow the guidelines for discussing your own underage sex.
  18. Moderator's Note: I would put it in the Bug Chasing and Gift Giving FICTION section (unless it belongs in Chem Sex Fiction). If upon reading it we feel it needs to move to one of the Trans and Cross Dressing areas, this will be your receipt to show you did what you were told to do. It will get moved without penalty to you.
  19. I would love to come across this tat. Preferably after I got his load😈
  20. Well you both described my regimen pretty well. Enlarged BPH here, negative PSAs every year, started with Rapaflo (silodosin) and then somehow was changed over to Flowmax as it had fewer side effects. Doctor added tadalafil 5mg daily which has an off-label indication for prostate treatment, and it had some very beneficial side effects. 😀 Especially against other medications (SSRIs, SNRIs, etc.). But both are more treatments than 'cure' (welcome to Big Pharma and US medical practice, why cure something when you can make it an ongoing revenue stream). Speaking of stream, that's been fine but now you have me considering two things: One is the Alfuzosin, the other is the Urolift procedure. @PozBearWI, can you share the adverse effects of Tamsulosin that Alfuzosin doesn't have?
  21. I have a story that I am working on and I am not sure where it should be put. It alludes to poz conversion but it includes both gay and trans themes. In the story the main character meets a trans top who leads him down a path that includes pozzing. Which section should I put this in?
  22. Perfect size to flood my jock pussy, so fuckin’ hot
  23. So this past weekend I met an older gay couple (late 50’s) on Grindr who invited me back to their place. I was a little apprehensive since this is my first time going to someone’s house since I’ve been stationed in Germany. We make small talk for a while over a few pilsners and discussing what we like sexually as well. They eventually invited me down to their basement where they have an enormous sex dungeon, fuck bench, sling, stocks/pillory and shower setup. I was a little nervous and started thinking what have I gotten myself into. They both undress me and with me in the middle start kissing all over my body which brings out my slut mode. I get down on my knees and start sucking their dicks, 7.5 and 8in respectively, bouncing back and forth while they aggressively hold my head calling me a dick sucking whore in German. They placed me in the stock/pillory and flooded both holes with their cum and then took me to the shower and pissed on me. They invited me back this weekend and I definitely accepted, I love being a slutty dirty whore for men.
  24. The typa guy I want to convert me!!

  25. curiouslooker

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    Hot tattoos, enormous thick cock. Who’d ever turn this down?? Breed me.
  26. Hell yeah he wants you to be a cumdump whore and he loves it. So long as the relationship feels good to you in other ways I say just go for it! It’s one of my fantasies to have a partner like that 😈
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