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My Life as a Sissy Pt.2

Joined
Nov 10, 2023
Posts
16
Reaction score
23
Points
3
Location
Saint Louis, MO
Well, unfortunately, my video gangbang did not happen. Scheduling conflicts arose, two guys just backed out, and one came back with a STI. Ugh, very disappointing.

My FWB made the best of it and decided to go out of town. The best part, I would be dressed the entire time. He booked a nice hotel in Kansas City, I packed all of my outfits, and we drove there the next day. I changed in the car to a nice little sun dress, bra, and panties. I did my make-up the best I could as he drove. Once there, I walked in proud to be with my man. We checked in and went straight to our room, where we promptly fucked like unhinged teenagers.

He threw me down on the bed, removed my panties, held my knees to my shoulders, and furiously licked my ass. I writhed and moaned loudly as he spit and tongued my quivering ass. I squirmed when he inserted two fingers and continued to spit on my hole. I begged and pleaded for his cock. He smiled devilishly at me, stood and freed his hard cock from his pants. I gasped as plunged his monster into my open hole. He pushed in to the hilt as he bent down to kiss me passionately. Then, all bets were off as he thrusted, rammed, and pounded deep into me. I couldn't control my girly moans. They got louder and louder with each thundering penetration. My hard cock was soon dripping precum before exploding all over my clothes and face. He must've loved to see my cum covered face, because he doubled his efforts and soon overfilled my bowels with his hot seed.

That night, we went out to eat at a very nice restaurant. I put on a long black form fitting dress with a slit up the leg. I also wore thigh high black stockings with a garter belt, black lacy panty and bra set, and a pair of black high heels. I looked good. A lot of men stared. Whether they were looking because I looked sexy, or that they could clearly tell that I was a man, I didn't care. It turned me on to have all of those men looking at me. It especially turned me on to have MY man looking at me. We ordered wine, appetizers, and entrees. We talked, laughed and had an incredible intimate evening. Oh, and most of those men, looked at me repeatedly all night. We went out for drinks and dancing after dinner. Our night out was amazing. Once back in our hotel room, it was my turn to push him onto the bed. I crawled up his body, rubbed his growing bulge, and kissed him passionately. Well, it was more excitedly passionate. Our tongues danced as I unzipped and unbuckled his pants. I reached in and wrapped my fingers around his thick shaft. I crawled back down his body still stroking his cock. I looked up at him, smiled, and took his cock into my mouth. Slowly and sensually, I bobbed my head up and down on his now slick veiny beast. He moaned softly as my tongue licked up his shaft and flicked the head. I stood up, unzipped my dress and climbed back on top of him. He pulled my panties to the side, spit in his hand several times, and rubbed into my ass. I then, took hold of his cock and guided it towards my wet asshole. My head went back as I sank down on him, a low moan escaping my lips. I slowly started grinding and gyrating as I leaned down to kiss him. He began to thrust slowly, allowing me to feel and enjoy every inch. Being fucked hard and fast is great, but there's nothing like a slow methodical fuck. Feeling every vein, every inch of length and girth slowly fill you. Fuck, it's amazing. I really love being made love to. Then, he rolled us over and continued his intense love making. I wrapped my legs around him as he slowly went deeper and deeper. I dug my nails into his back as he hit spots never seen before, moaning and begging him not to stop. Soon, I was cumming on my stomach. My ass clenching around him as my cock spasmed. With one final powerful, yet gentle thrust, he unloaded deep inside me. He grunted as his cock spat rope after rope of his seed. We kissed softly as his cum leaked from my well fucked ass.

We ended up cuddling and talking well into the night. He asked me to move in with him! To which I immediately said YES! Then, he asked me something that took me off guard. He asked if I would consider getting breast implants. I was stunned at first but intrigued. He told me that my body was incredible and that implants would only accentuate what I have. It would make me even more believable and sexy. I had to admit that he was right, but that it would be an incredible and life changing commitment. I would in affect be seen as a woman. I absolutely love being his sissy and dressing for him, but this is more or less permanent. I would have to change everything. I mean, my small group of friends knows all about my lifestyle with him and my job is remote. I find myself thinking about it a lot since our conversation and even went as far as to make a consultation appointment with a plastic surgeon. Which is later this afternoon, by the way. The thought excites me thoroughly but also scares me. Am I willing to make this transition? I am starting to lean towards yes, but we'll see.

Thanks for reading!
 
OK, so I'm here at the plastic surgeon's office. Waiting in the reception area, and I'm scared shitless. I dressed in leggings and a t-shirt. I guess to come off more feminine. I don't know. I'm nervous. The thought of it does excite me a bit, but I wonder if it's a fleeting notion. Maybe. But, maybe not. Am I ready to abandon the little masculinity that I have? Do I even have to abandon it? Even with breasts?

I'm sorry. There's a lot going through my mind. I'll let you know how it goes. Thanks again!
 
Wow! No feedback yet? I'm surprised. Anyway, the consultation went well, I think. I've got a ton of things to consider. The biggest one is that the doctor recommended that I start hormone therapy. What?! I honestly don't think I want that. The terms erectile dysfunction, loss of libido, among others were thrown around. Listen, I like my dick just the way it is. I love being submissive and girly for my man, but I do not want to lose getting hard while having sex. That's one of the biggest things (no pun intended). I'd love some advice. Please. I suppose that I could go ahead with the surgery without hormones. I don't know. I have to admit, the thought of my man cumming on my tits does sound pretty hot. However, there's a lot more to consider.

Anyway, any feedback or advice would be helpful and appreciated.

Thanks!
 
Had implants ever occurred to you?
BTW implants can be removed so they aren't a lifetime committment if you wre ever to change your mind.
HRT works but stopping can have adverse effects.
Lots to consider.
I'm sure you have done a lot of searching but this search query led to a lot of useful information >>> https://www.google.com/search?q=male+hrt+liftime?&client=opera&hs=4sX&sca_esv=2eb3f35e205b3be9&ei=OsXPZp6NEam1ptQPtZGigAE&ved=0ahUKEwiektKZ_ZiIAxWpmokEHbWICBAQ4dUDCBA&uact=5&oq=male+hrt+liftime?&gs_lp=Egxnd3Mtd2l6LXNlcnAiEW1hbGUgaHJ0IGxpZnRpbWU_MggQABiABBiiBDIIEAAYgAQYogQyCBAAGIAEGKIEMggQABiABBiiBEiFJFCYEViIGnABeAGQAQCYAWqgAccDqgEDNC4xuAEDyAEA-AEBmAIGoALdA8ICChAAGLADGNYEGEfCAggQABiiBBiJBZgDAOIDBRIBMSBAiAYBkAYIkgcDNS4xoAeqDw&sclient=gws-wiz-serp
Thank you for this. Yes, I've scoured the internet for info. This is helpful, though. And yes, I know that they can be removed. I just want to be certain that this is safe and something that I'm comfortable with. It's quite an investment both ways. My man said that he is willing to pay for them, but that opens up a whole new Pandora's box. Emotionally, that is. Thank you again 💓
 
"OWING" someone something is never a good thing.
When I offer to do something for someone there are NO strings attached.
And, whether or not there are strings, you may get the perception they are.
It's a Catch 22........ :(
 
You're absolutely right. Which is why I'm going to pay for them. That's right, I've decided to do it, but without hormone treatment. The doctor said that he can make me look believable if I start small. Not that I was going to go with a huge size in the first place. I've got another consultation next week. We'll see.

Thanks again!
 
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