Any guys remember there first time with a TS???

[UnsulliedToast]

business transaction.

met her at Cleopatras or something like that.

[greep]

My first time I went to Goodhandys there was a girl there named Layla, who kept talking to me and asking me if I like big cocks.

Finnaly I said sure lets go (to a booth). It was the first time I touched a another persons cock. And what a cock she had. So next thing you know we were sucking eachother cocks. It was hot. I wanted to see again privately in a hotel room, but she moved to Montreal

[lupo]

It was about 10 years ago and i was into the underground party scene. There was a cute sexy little philipino girl who i used to see at the parties with her friends all the time. I hit on here a couple of nights before she finally let me take her home. The girl was insatiable...she sucked me in my car while i was driving. We went to her friends condo...she pulled my pants down dropped to her knees in the elavator took me in her mouth.

When we got into the condo she sucked me in front of her friend who was gay and was watching. He was dying to get in but i wouldnt let him. I wanted to fuck her so bad but all she had were these shitty condoms that were too small and kept ripping. We partied and together for hours....damn she loved to suck cock. I did not end up fucking her that time but we got together numerous times after that and I finally got a piece of that sweet little ass.

[kokinme]

My first was in Montreal. I went to a club on St Laurent known to be a hangout for SPs and I wanted a good time. On the stage there were 2 girls dancing a nice slow dance. There was a lot of rubbing going on and I was hard. I could not keep from rubbing myself and starring. Soon one of them came to my table and I bought her a drink. She was gorgeous and was soon rubbing my thighs and checking my hardness. I wanted to drop my pants right there. She asked if we coulkd go get a room and I had to say yes. It was then she told me that she wasn't what I was expecting and that she had a surprise. She shifted and showed me her hand that was rubbing her surprise. I remember reaching down and feeling her hard cock hidden in her pants. I was surprised, I was hooked and could not get to that room in the cheap hotel across the street. The place was a little seedy but it is one of my best memories ever of the number 69. I can still taste her.

[bottomguyusually]

I don't remember my 1st time

but my ass sure does!

[Raging Bob]

but my ass sure does!

you loved it!!!!!!!!!!!!!!

Lol!!

[dirk076]

I do, it was fricken weird. Was in toronto for business so called up Kim. First mistake. Get to her place and she's hostile with a voice like Buffalo Bill from Silence of the Lambs. Just totally weirded out by her attitude and voice. I left within 10 minutes because she was literally freaked out on something or other. I thought she was gonna yell, "It puts the lotion on it's skin" at me. Turned me off for a decade or more.

[sniperki]

I do, it was fricken weird. Was in toronto for business so called up Kim. First mistake. Get to her place and she's hostile with a voice like Buffalo Bill from Silence of the Lambs. Just totally weirded out by her attitude and voice. I left within 10 minutes because she was literally freaked out on something or other. I thought she was gonna yell, "It puts the lotion on it's skin" at me. Turned me off for a decade or more.

WOW fucked up dude.

[Locomotion]

My First Time

Years ago, I was in a Toronto bar called Cornileus which was kind of like an english pub. It was upstairs from the Gasworks tavern rock bar, and I'm told it eventually became a gay bar.

Anyways, I was having a beer at the bar when this cute but heavy set woman reaches over the bar to talk to the bartender and rubs her crotch against my elbo. She looks back at me to say sorry ... and saw my lustful look, then I felt sudden hardness against my elbow which I admit gave me a bit of a woody as well

She gets her drink and kisses me on the cheek, then vanishes. woah ...

I look around the room and see her sitting next to the hottest, sexiest woman with long blonde hair and a red mini skirt. They both looked at me and smiled, to which I shyly smiled back. I turn to my beer totally confused. Next thing I know, the beautiful blonde was rubbing HER crotch against my elbow as she ordered a drink from the bartender ... another flirty smile, another woody (both of us). I asked her her name, unfortunately I forget it. She gave me a hot, passionate kiss. We stood at the bar with our arms around each other, so I said half joking "your place or mine, baby" to which she replied most seriously ... it'll have to be your place, I have room mates. A GG at this point tapped my arm and whispered (I should warn you, but I think that's a dude). I just smiled at her and said "hm, really?"

Later, she wanted to wait on the street while I got my car from the parking lot, when I drove back she was flashing at the cars by pulling her skirt up. (didn't know whether to laugh or get worried).

As we were driving she told me she was a transsexual, I told her I know. She asked me how I know, and I told her that there was no hiding her throbbing hard on in the bar

At my place she needed to use the can, when she got out she found me laying naked except for some hot red undies on my bed. I patted the mattress for her to lay down. We kissed deeply for a while, then she went down on me for a while .. I wanted to cum so bad but held it because I needed to fuck her badly.

Being a gentleman, I wanted to please her first, so I kissed her beautiful sprouting tits and worked my way to her panties and wanted to suck on her cock for an hour ... but she stopped me with her hand. She said she had a botched operation and didn't want me to see it. I asked if I could fuck her, she had no problem with that. I lubed her up and tried to enter her slowly ... but she started screaming in pain so I had to stop. After finishing me off by sucking me dry I think we both had about enough and took a shower together ... but she kept her panties on. I drove her home and that was the last I've seen of her as I lost her number. Too bad, she was so gorgeous and had such a sweet personality.

[lodi225]

My first time was 20 years ago in Amsterdam. I was visiting family shortly before emigrating to Canada, and had been divorced for about 6 months. I'd had a lifelong attraction to Tgirls but never even seen a picture, this being before the internet. Anyway, leafing through a newspaper I came across the escort section (prostitution being a lot more open in the Netherlands) and saw an ad for a 'transexual bordello'. I thought about it for days and finally decided why not, I've fantasized forever and haven't had sex in 2 years. So I went to Amsterdam, dialled the number from a public phone (just in case the sex police were tracking me) and a husky voiced answered. Stammering my intentions she gave me the address, a house on one of the smaller canals. I rang the bell. the buzzer went and with shaking legs made my way to the top floor.

The lights were low, an empty bar and some chairs and I was met by "Sarita', the proprietress, an obviously transgendered 40 something. Perfectly pleasant but businesslike, she explained the rules of the house. So much for 1 hour at $100, a bottle of 'champagne' (cherry cola?) for a further $100 and I could do what I wanted.

After payment the girls were called in. 6 or so came in, topless and dressed only in panties and sat around the bar. They were all drop dead gorgeous, Asian and South American. I couldn't believe my eyes. Each girl introduced herself and I had to pick one. Talk about Xmas. The girl I chose was a very petite and quiet girl with small breasts and a very pretty bob (with hindsight I realize she resembled my ex). Some of the other girls were upset (I was in my early 30's and had not yet lost my looks). They all left except for my girl. We sat together on the couch with Sarita and went through some of the do's and don'ts. I had a closer look. Such a pretty face, her hair brushing my forearm which was resting behind her, I noticed her knees were a little bony and her beautiful olive skin (she was Indonesian). And somehow she seemed just as nervous as I was, surprised that I had chosen her and not one of the more forward girls.

We went upstairs, kissed and had a bath. As she undressed she hid her genitals because she said she was embarrassed as it was my first time. I gently removed her hands, looked at her and was totally charmed. We had our bath and lay on the bed.

I had no experience but proceeded to make love to her like a woman. I tend to want to please rather than be pleased so I kissed her, stroked her, massaged her feet and legs and back, kissed her tiny breasts, played with her hair and kissed her face endlessly and all over, not focusing on her genitals at all at first. She loved it. What totally blew me away was that she responded just as a woman. Her eyes got that far away look, she couldn't stop smiling and was just loving it. After a while I began to explore her genitals, fondling gently and kissing the shaft. She became hard and I was amazed. These were the days of aids so there was no fellatio or anything anal. I just kept caressing and kissing her.

After my hour was up the owner came in to tell us our time was up. I looked at my friend and asked if she would like me to stay. She was so happy, she stood on the side of the bed and started posing and singing. Look at her! the owner exclaimed. I paid for a further hour (and another bottle) and we started where we left off. We talked, she told me about her childhood and that she was saving up for her surgery. I gave her pretty little cock a wistful look and kissed her some more. In the end she masturbated me and when I finally came my spunk hit the ceiling. One particular memory that stayed with me was kissing her buttocks. I was too scared to kiss her little rosebud but I kissed that magical part where her buttocks meet the back of her thigh. To this day I remember the exquisite softness of her skin.

Eventually I had to leave. As she walked me to the door she looked at me as if to say will we meet again. Sadly I never did. I went back in subsequent years a few times (until I got married again) but she was no longer there. Always a great experience, especially the time when (knowing that i liked to kiss) the girls decided on a contest as to who was the best kisser. One of them was the most amazing kisser.

But I never saw my Indonesian girl again.