have you ever approached a Shemale before?

[Ibuymp3s]

if so, what was the outcome?

[Peetlovin88]

Originally Posted by Ibuymp3s

if so, what was the outcome?

i had sex with one i thought i was goin got give her a reach around wile fucking her it turned out the other way round i still busted a nutt and enjoyed myself she told me i can stay over next time the question is will i do it again?

[Melissa Pink]

Originally Posted by Ibuymp3s

if so, what was the outcome?

Your question made me because of an encounter I had a few years ago in New Orleans during Mardi Gras. My t-girl friend Deanna and I were hanging outside a GLBT friendly bar on Bourbon Street called Oz. It was about 2:00 p.m. and we were partying but pacing ourselves. A young college aged guy approached me and asked me which direction Canal Street was. He stated that he lost this friends in the crowd and was going back to their hotel. He was a little buzzed but not drunk. He looked Deanna and I over, up and down and stood back and said "Are you she-males?" At first I was annoyed as I find that term perjorative. He saw the fire in my eyes but Deanna stepped between us and said "It's okay baby!" "We prefer the term transgendered lady or even t-girl!" He apoligized and offered to buy us a drink. He peered inside Oz and when he saw the two male exotic dancers he said "I dunno about going in there!" I laughed and said "I know a place that we can go!" We went to a neighborhood joint on Decatur and had a few drinks with him. He told us he was from Rhode Island and attending college in New York.

He got up to use the bathroom and Deanna winked at me "Are you thinking what I'm thinking?" I laughed and said "Do you want to do him?" "Don't you think he's a tad young?" Deanna said "I saw his drivers license when the bouncer checked it." "He's 24!" "Remember he said that he was in the military before he attended college". I said "Well he might not even be up for it!" "But I'm will to make a pass at him

When Eric returned to the table I looked at my watch and said "It's past 5 o'clock we have to go back to our room to pick up something" "Do you want to join us?" Eric said "Sure!" "I don't have anywhere to go" I said "You don't mind being seen with gurls like us?" Eric said "Of course not, I'm having fun and you are both very nice and sexy!" We paid up and walked back to our hotel. When we got to the room we opened some Heinekens and I could see he was a little nervous. Eric was seated and I put my hand on his shoulder and asked him "Are you horny?" I undid my skirt and wiggled out of it and leaned over showed him my thong clad ass and said "Interested in playing?" His voice trembled a little but he said "Yeah!" I replied "Cool!"

Deanna and I stripped to our bras, garter beltsn fishnets and pump and we helped get Eric naked. He's got a nice cock about 8" long and it was already semi erect. Deanna and I sat on the bed next to each other and played with his cock and smooth ass cheeks.

Deanna asked him "When was the last time you got sucked off?" Eric said "A few months ago" Deanna and I took turned going down on him and I could tell he'd never had a blow job like she and I can give. Deanna instructed me to get on the bed on all fours and continue to pleasure Eric orally. I did as she instructed and he held my head gently and fucked my mouth. I looked up at him and said "You're a quick learner!" "Are you sure you've never done this before?" All three of us laughed. Deanna worked her fingers into my tush and lubed it with a liberal amount of Astroglide. I looked up at him as I deep throated him. I let his cock slip out of my mouth and asked "Do you want to fuck me?" Eric nodded yes. Without another word I unpeeled a condom and rolled it over his cock. Deanna pulled him over behind me and asked "Have you ever topped anyone's ass?" He replied "No" Deanna asked "Not even a girlfriend?" "No" "I tried it with a girl once last year but she said my cock hurt too much" Deanna and I laughed and I said "I can assure you your cock won't hurt my ass!" "Now get over here and fuck my tranny fanny!" He got behind me and Deanna helped him eased his cock into my derierre. Eric and I moaned as his cock slid balls deep inside me. He held my ass cheeks and began to move in and out of me. I said "Slow down a little or you will cum too fast!" Eric said "It's so tight!" "I don't know how long I can hang on!" Deanna spread his cheeks and rimmed him. That was all it took! I could feel Eric's cock pulsate inside me as he ejaculated into the condom. I didn't get off but I was glad that I was his first t-girl. I moved away from Eric and peeled the condom off his semi-erect cock. I squeezed some cum from it and licked it off my fingers and said "Mmmmmmm!" and shared it with Deanna.

Eric was apologetic for cumming so quickly. We assured him that it happens especially the first time you give anal. We asked him if he had plans for the rest of the night and told him that he was welcome to stay and play with us if he wanted to. Let me know if you want to hear about the rest of our night of fun.

[aussiepride]

yeah plenty.

once i went to a ts bar in sydney and went to the outdoor/smoking area. a tv was sitting there by herself smoking.
we locked eyes, i said hi, i walked up to her n i kissed her.
i reached down and i could feel she was hard.
i knelt down and reefed back her tights and her nice sized rock hard cock flung out.
i started sucking on it and she kept saying i better stop before someone sees us, as she didnt want to get kicked out.
i had a few more sucks of her cock, before she said lets go.
i stood up, kissed her passionately, then walked out the door with her.

want any more experiences i had?

[smc]

It's odd how some stories are so believable, like Melissa's, and others just ring as untrue. Don't you just love the Internet?

[aussiepride]

Originally Posted by smc

It's odd how some stories are so believable, like Melissa's, and others just ring as untrue. Don't you just love the Internet?

which ones read untrue boss?

you are more than welcome to head down to aus and i will glady show anyone the goings on in the famous Taxi club in sydney.

i didnt say she was a stunningly passable girl, but nevertheless i swear on ya mummas grave all true

[michaelac]

I have had sex with a transexual. So yes. She was an escort very pretty and feminine but had that extra fun. She was taking hormones and had really nice smallish implants. Her cock was very stiff and a nice one to suck. Very hot sex with someone that offers both sex's.

[new believer]

Never even seen a TG in person. I might have according to a buddy of mine. By the time he told me, she was gone. Some days are just meant to remorse.

[aussiepride]

Originally Posted by new believer

Never even seen a TG in person. I might have according to a buddy of mine. By the time he told me, she was gone. Some days are just meant to remorse.

seriously get to australia eh.
we about to have madi gras in sydney at end of feb and the city, which normally has a very healthy number of ts is going to be awash with them.

a lot of ts, if you are a fit looking youngish guy will actually approach you in the street or bar.

[TrannyLover2]

Never. Haven't gone looking for it though.

However, I was around 18 and decided to walk around the area of my city where I knew there were a lot of prostitutes. I wasn't looking for anything, it was just after a concert and I was curious about that area.

A girl with great legs, but tired eyes asked me "do you have fire?". I knew she was a prostitute, but I never thought she'd try to hook me, a kid in jeans and a t-shirt (and little money in his pocket). So I politely said "no, sorry" and it wasn't until the following day that I remembered this is a key-question for a customer. Of course then I started playing the scene in my head and I realised that she was a ladyboy. Something in her voice and face.

I felt strangely flattered, even though I knew she would have asked me for money. I mean big and expensive cars were stopping there all the time, but she talked to me. She was quite pretty too and had a very nice body.

[postopadmirer]

Besides this and the Hung Angels Forum I've only talked to Transsexuals once "that I know of". I was at the "boys will be girls" in New Orleans in the 1990s.
I was still very much wondering if I would transition myself. Nothing happened except I met some nice girls, and always wished I could go back. I wanted to take some of them on a date. A real date, to the beach, a movie, dinner, etc. A few of them were very cute but I was to shy to do anything but watch the show. Oh what could have been.

[aussiepride]

One time after a night on the town I was headed back home when I decided to go take a look in the taxi club in sydney.
I had a drink and was just walking around catching the gaze of a few ts when I locked eyes with a little cutie who was in the outside pockies section.
I just went over and said hi. Said she looked cute.
We chatted for a bit then I just leaned in and we had a very sexy little kiss.
We kissed a little more and I felt down and could see she was ROCK hard in her pants. She had tight leggings on, and it was hard to slide my hand into them, but my hand eventually made it's way to her warm hard curved cock.
We kissed for a bit then I said I was leaving ( I was tired n wanted to sleep). She said don't go and said we could go back to hers.
We got a taxi back to hers and fooled around in her bed, very passionate kissing and playIng with her rock hard cock.
I was too drunk and so couldnt ge hard, so I was sucking and wanking her to make her cum, and we were close, when her roommates knocked on the door.
It was 4 am and they wanted to sleep lol.
She let them in, and then I found myself naked in the bed with a ts, with 2 other ts sitting on their beds just chattin n flirting with me lol.
By this time I was just too tired and drunk n just wanted sleep,
So I got dressed and left.
Ahha as I woke up later that morning, I scratched my head and realised, I just walked away from a potential 4 way with 3 ts. Ahaha ah well

[Ibuymp3s]

Originally Posted by aussiepride

One time after a night on the town I was headed back home when I decided to go take a look in the taxi club in sydney.
I had a drink and was just walking around catching the gaze of a few ts when I locked eyes with a little cutie who was in the outside pockies section.
I just went over and said hi. Said she looked cute.
We chatted for a bit then I just leaned in and we had a very sexy little kiss.
We kissed a little more and I felt down and could see she was ROCK hard in her pants. She had tight leggings on, and it was hard to slide my hand into them, but my hand eventually made it's way to her warm hard curved cock.
We kissed for a bit then I said I was leaving ( I was tired n wanted to sleep). She said don't go and said we could go back to hers.
We got a taxi back to hers and fooled around in her bed, very passionate kissing and playIng with her rock hard cock.
I was too drunk and so couldnt ge hard, so I was sucking and wanking her to make her cum, and we were close, when her roommates knocked on the door.
It was 4 am and they wanted to sleep lol.
She let them in, and then I found myself naked in the bed with a ts, with 2 other ts sitting on their beds just chattin n flirting with me lol.
By this time I was just too tired and drunk n just wanted sleep,
So I got dressed and left.
Ahha as I woke up later that morning, I scratched my head and realised, I just walked away from a potential 4 way with 3 ts. Ahaha ah well

which 1s of them were passible, if any?

[aussiepride]

Originally Posted by Ibuymp3s

which 1s of them were passible, if any?

The one I met at the club was only a cd, but was very cute.
I'm a sucker for a cute face (great eyes and smile etc).
But yeah if I was sober I maybe would have played the field a bit more.
One of the friends was a insanely thin sexy hot thing that just made me crazy just looking at her.
The other I can't remember much of.

Stay tuned in this thread for some more stories with some very passable beautiful ts.
But does meeting online first count?

[rcurious]

I posted this in another thread, but thought it fit this subject and it might be of interest. This happened only a few days ago.


Early this morning when I was on the bus, a rather sleazy looking "working girl" got on the bus, probably after a long nights work. Something caught my eye about her and being the sleazy kinda guy I am, I summoned up enough nerve to go sit next to her. The bus was pretty empty and I was making some pretty big assumptions, but went for it anyway. I took a bill out of my wallet and sat next to her. I didn't say anything, but slipped the bill in her hand. She happily accepted. Then we proceeded to play with each other. She began to rub my hardon through my pants and I slipped my hand under her short skirt. My assumptions were proven correct when I found her bulge beneath her panties. She pulled her cock out from her panties and we played with each other until my stop. I'm such a slut.

[sammivalentine]

i thought i met one...... but it turned out to be my dad!!

[aussiepride]

Originally Posted by sammivalentine

i thought i met one...... but it turned out to be my dad!!

did he/you know? what happened?

ahah when i told my gay uncle about me liking ts, he tentatively asked which clubs i had been too on oxford st (gay st in sydney). luckily for me he hadnt been to the ones i frequented. (he sometimes dressed up lol).
awkward much lol

[aussiepride]

I had been Chatting to this cute ts that had just arrived here from thailand.
I found her on a dating site on Internet, and we chatted a bit on the phone before we decided to meet in person.
I picked her up late one nite in the city and we went for a drive down to bondi beach. We walked and talked for a bit then ended up sitting on a bench overlooking the beach. After kissing for a bit, I got rock hard, and after a little bit of kissing her neck, she was getting so turned on she put her hand up my shorts And started stroking my cock while passionately kissing. We had to stop every so often as people were walking along the path, it was so hot.
We decided to go back to my car and she finished jerking me off, then pulled out her cock and she jerked off till she cum on herself. She was such a sexy girl as well.

[seenoneizm]

i suppose it depends on how you mean it?
if you mean just blatantly in the street then no
if you mean met online/met up etc then yes