Hottest Shemale Experiences?

[ilovelatinas]

I haven't shared this story with many people, but here I go:

Since I live close to the Mexico border, I'll go over there and cause mischief sometimes, go to the strip club and fuck a hot stripper or see a call girl. Its much cheaper over there and the women are delicious. I have seen a few transexual women as well, but none come close to this story.

This girl is drop dead gorgeous, fat ass, nice plastic boobs that aren't too big nor small and a cute little face. I started messaging her, but thought it would be too difficult to see her. Finally, I said fuck it, and went on a wild ride after work. As I was texting her, she sent me nudes which got me rock hard while I was driving. I took a taxi to her apartment, the guy ripped me off, but once I saw her it was completely worth it. She was indeed the beautiful girl in the pictures.

I started the session by paying her and simply lying in bed next to her, admiring her beauty. I told her she is so pretty that I could cry. Then, I whipped out my dick, hers was bigger than mine, which turned me on as well. I sucked it, and usually, I'm not the one to give oral, but her cock tasted so good, it tasted like peaches and cream. To this day I have never tasted a cock so delicious, I wouldn't have cared if anybody saw me and called me a faggot, at that moment that's what I wanted to be, a faggot boy sucking femboy cock. I then proceeded to lick her asshole and jack her off, which she seemed to like. Later, I fucked her and usually, I fuck her shit out of my women but every stroke felt like an artistic movement. It was nighttime and I looked outside her window while I was taking her asshole and there was a full moon along with the sounds of wolves howling. Absolutely beautiful. We finished and talked afterwards and she teased me and asked to suck her cock. It really turned me on that she liked getting her dick sucked. Seeing her again this weekend.

[lordscott]

I'm still a virgin yep I'm a 29 year old virgin man I'm properly too ugly get a beautiful/attractive shemale like her anyway & as 2 side notes if any of you don't mind say it again & are side notes these.

1. I'm a 29 year old virgin man
2.I'm cursed i have a small penis & no no it's not a micropenis i still considered myself small

Like i said I'm properly too ugly get a beautiful/attractive shemale like her anyway & i don't care what anyone says about me if they found out about her,me,us & our beautiful secret & i don't give a flying rat's ass what anyone called me I'll gladly defend her if it's needed & of course if it's necessary & if she wants to defend herself i don't mind & stand aside & let her defend herself,me or both of us.

If you think I'm too nice i fully understand I'm too ugly of a guy to date &/or marry a beautiful/attractive shemale/ladyboy like her anyway & i bet you she's not even a virgin like me way before she met me anyway sorry for being down when I'm not & I'm sorry if i sound like I'm putting myself down when I'm not.

I'm only being honest about myself & about my situation anyway for now I'm both inexperience with shemales & ladyboys & I'm a virgin man she'll properly don't want to be with a ugly,loser,pathetic inexperience virgin man like me anyway so there you have it my experiences so far .

[gracemellum121]

Sounds good ilovelatinas, here's mine:

I´ve had about 5 experiences with trans escorts so far and most of them were positive. The first few times I was quite nervous and unable to really enjoy it to the fullest but the last time was definetely a great experience.

There´s a trans brothel here in the city that usually has about 8-10 girls working, most of them are usually pretty good looking and they even have some famous girls sometimes that have starred in erotic films.

This particular time I walked in and the friendly doorman let me in and set me down on a bed in one of the rooms, then about 10 girls proceeded to come in and introduce themselves.
I chose a Venezuelan girl called Jeanlee, she was tall and slim and had a great body. She offered me a drink and after a quick shower she asked me what I would like.

I proposed to start with a massage and she obliged, she started to rub oil on my back, slowly working her way down.
Once she reached my bottom I could feel her fingers touching my asshole, she slowly put a finger inside while stroking my balls at the same time.
After licking my anus softly I turned around and asked her to undress, she was wearing a very skimpy black dress with no panties, it came right off and that´s when I saw her sweet cock hanging between her legs.
She laid down next to me on the bed and I started to suck and kiss her cock, which immediately became hard.
It was a bit smaller than mine, not that long but good and thick and she had nice big balls. It was very hard and she clearly enjoyed me sucking it and slapping me in the face with it.

After giving eachother oral pleasure I told her I wanted her to fuck me. She had a small bag fllled with condoms and a big tube of lubricant.
She took a pillow, put it under my buttom and started rubbing a generous amount of lube around and inside my anus.
She put on the condom and pressed her hard cock against my ass, after some wiggling it slid inside very smoothly.
I had to get to the position a little so I asked her to start slowly but she clearly got excited quickly and started to increase the speed untill she was fucking me fiercly.
It was an amazing feeling having my legs in the air and this Venezuelan goddes shoving her hard cock in and out of my tight ass.

After a while my legs got a little tired and I asked her to switch position, she put me on the edge of the bed on hands and knees and proceeded to slide her cock inside me again.
In this position she could clearly make more speed and the more excited she got the harder I could feel her cock become inside of me.
I was enjoying it so much that I almost came without even touching my dick, I was getting very close to shooting a big load all over the bed.

I asked her to start jerking my cock while fucking me and she did, it felt great and I just wanted to stay there all night with her sweet cock thrusting deep in my anus.

She pulled out and laid down on the bed, asking me to sit on top of her cock with mine facing her.
She proceed to fuck me in this position and started jerking me harder and harder untill finally I couldn´t hold it anymore and came all over myself, her tits and the bed.

The feeling of shooting your load while a hard cock is rubbing the inside of your ass is amazing and even better than I had fantasized.

Sweet Jeanlee cleaned us up and stepped in the shower with me, after which we said goodbye and I went home a very satisfied man.

Hope you enjoyed my story, cheers.

[a9127]

Never been with anyone. Still looking... Guess I'm just too shy.

[techno883]

Originally Posted by a9127

Never been with anyone. Still looking... Guess I'm just too shy.

I feel for you a9127 (I mean that figuratively). The most I come up with is a roll in the bed with myself , my dream girl TS and a warm hand towel to 'receive' my unimagined load. Of all the members to the Forum and of all the avatar's I've seen, There is one that stands out as the hottest and prettiest. AND she is real. I would love to say her name, but I'd like her permission first so she wouldn't be embarrassed. How about initials of JTS. I hope I don't get an angry PM.

[a9127]

Originally Posted by techno883

I feel for you a9127 (I mean that figuratively). The most I come up with is a roll in the bed with myself , my dream girl TS and a warm hand towel to 'receive' my unimagined load. Of all the members to the Forum and of all the avatar's I've seen, There is one that stands out as the hottest and prettiest. AND she is real. I would love to say her name, but I'd like her permission first so she wouldn't be embarrassed. How about initials of JTS. I hope I don't get an angry PM.

I was just kidding with that post. Didn't mean to mislead anyone... I like to have fun once in a while. Kind of like my "fake" profile thread "A Personal Ad." Sorry!!! I will try to stop with the silly posts...

Actually I've been married twice, dated a lot, and my first girlfriend was a friend of mine who lived down the street. We were 12. While genetically "male" she identified as a girl and eventually transitioned. We were together through High School. I've shared a lot about myself in my WordPress profile (and posts) but I don't think anyone ever reads that stuff.

My advice is to hang in there and just be your self. I've enjoyed your posts. Hopefully you will meet someone! I've never had much luck on-line, have NEVER met anyone on here, and prefer to meet people face to face. I have met many transwomen through the various LGBT activities I'm involved in as well as the annual Day of Remembrance ceremony. Being active helps.

Now I'm really curious, I need to know who "JTS" is (I think I have an idea...)

One thing I have enjoyed about this forum is the friends I've made. There are many. That's probably why I stay. My only complaint is with some of the more disrespectful posts allowed (it used to be much worse) and the "one post wonders" who seem to be obvious "trolls."

I hope you will stay and meet someone on here. There are also many "trans" dating sites you could join. And consider becoming active in your community! You never know when or where you will meet that special someone.

Andy

[techno883]

My advice is to hang in there and just be your self. I've enjoyed your posts. Hopefully you will meet someone! I've never had much luck on-line, have NEVER met anyone on here, and prefer to meet people face to face. I have met many transwomen through the various LGBT activities I'm involved in as well as the annual Day of Remembrance ceremony. Being active helps.

Now I'm really curious, I need to know who "JTS" is (I think I have an idea...)

One thing I have enjoyed about this forum is the friends I've made. There are many. That's probably why I stay. My only complaint is with some of the more disrespectful posts allowed (it used to be much worse) and the "one post wonders" who seem to be obvious "trolls."

I hope you will stay and meet someone on here. There are also many "trans" dating sites you could join. And consider becoming active in your community! You never know when or where you will meet that special someone.

Andy[/QUOTE]

OKAY>>>> the laughs on me. Shows how gullible I can be. But I take no offense. I've enjoyed your posts as well. In fact , my eyes and thoughts went to TG's upon discovering them on a porn site I frequent. I found this forum by happenstance. I was able to find someone to coach me, so to speak, of the TG community. But several of your posts which showed 'Drag Queens' really blew me away. While I have a new found attraction to TS', I am amazed at several 'Drag Queen' appearances to resemble beautiful women. And while I can find them attractive to even beautiful, I don't think they can ever 'compete' (nor do I believe it's their intent to do so) with a TS/TG as far as femininity and a true feminine persona. Sorry if I don't reveal my secret heartthrob, but that would be ungentlemanly of me. I don't usually seek out people's profiles. First because it's none of my business and second, as you said, much is made up. If you don't mind, I will PM you sometime to give you more details.