Your First Time (Guys)

[62des]

I want to here what your first time was like. What happened? A little detail if you will.

[shemalefun]

Ok well met someone off here like 3 years ago.. talked a lot.. she was escorting at the time.. and we became friends.. the talk on the phone became pretty intense.. So one night i got the balls up enough to go over there.. i stop off at a grocery store to pick up some corona's and a bottle opener... then i get to her hotel room.. she was excited to see me huggged me etc and i could see and feel her bulge.. it was pretty hot. then we got inside and she sat down at her laptop and typed away with some clients or friends etc.. then closed it up.. we started bsing and lauughing drinking.. then she got off the chair and grabbed both my hands.. i grabbed back and pushed her on the bed.. now mind you this is the first time i was ever with a t girl and i was a little nervous i must adit.. i didn't really know what to expect .. i just went with it.. (which is the best way) so i wrestled her down on the bed.. hands holding her hands near the top of her head down by the pilows.. and we started kissing.. sensual kissing.. very feminine she was.. extremely beautiful kissing.. then i worked my way down to her breasts which were insane,, then i undid her jeans and worked them off then her panties were home to an extrememly hot bulge facing north flat on her stomach.. i worked her panties off and her bulge stuck straight up.. just about the same size as i was too like 7 or so cut.. i started working with it.. (again i was neevr with a t girl.. pretty nervous) i started stroking it ad licking her balls.. then rubbed both our cocks together.. hot shit.. then worked my way bacj up to her outh and kissed and kissed her breasts.. this lasted like 10 minues.. then she got agressive and threw me off so now i was on my knees.. she bent down and startd blowing me.. and looking in my eyes.. what a feeling.. she knew what to do man... then we layed down and we mutually blew each other.. i took her cock deep in my mouth.. something i always watched and had a desire to do i gagged a little .. but it was worth it to hear her moan.. i loved it.. then she made me get on my stomach and said "don;t wrry i won't try anything " lol i was hoping she would.. she massaged my back and shoulders.. as she was bending over me to feel her nipples run across my back .. was heaven.. then i guess she couldn't take it anymore.. she said nothing.. reached for the drawer for a condom and lube.. put the condom on and told me to get on all fours she lubed her cock up which was hot to kind of see out of the corner of my eye.. now i didn't know what to expect in terms of how this was going to feel.. i never had anything in my ass.. just thought about it and got off watching shemale vids.. she lubed my ass up and she stuck it in slowly.. my reaction was like wtf is that .. it was pressure.. but it felt amazing.. she grabbed my waist .. made fun of m having no ass lol.. ( i have some lol) and started to fuck me pretty intensley my mouthwas wide open to be honest.. it felt good but wierd at the same time.. but i got over it fast and was able to take her all in .. reaching back to pull her thigh and cock into me more.. The best is when she bend down while fucking me to feel her breasts on my back.. and she reached to stroke my cock,.. then she told me to flip on my back.. and she started pounding me while i had my legs wrapped around her.. this was the best.. then she laid down and i got on top of her and rode her.. it didnt work out that well.. it felt weird.. so she fucked me more.. doggie.. then she wanted to cum.. she laied down and stroked her cock.. while our legs were locked.. i wanted to swallow her so bad but i knew it wasnt eaxactly safe.. just watching her storke and blow her load all over her stomach was hot enough.. then i sucked her cock and stroked off.. with her finger in my ass and came all over.. then we fell asleep together i tried to stroke her off in the middle of the night.. she wasn't having it lol.. anyway i woke up in the morning we kissed and i left.. talked on the phone a few times after that she would say .. next time i want you to fuck the shit out of me.. i was ike you bet i will.. and we basically went our seperate ways.. she had a direction in life she was headed i wasn't part of.. thats cool though.. it was amazing .. thats my story

[lostinasia]

Apologies for this being my first comment in the forum, but I just don't buy that first time experience...

No prep work on your ass before being fucked ? Never had anything inside your ass before and she slides it in and you have no pain, no issues, no problems at all ...

Sorry, don't buy it.

[dodi67]

Well, guys, my first was Allanah Star. The experience itself was very nice. Allanah was so, so warm and caring. I was a bit nervous, but she was so great about it. If you guys need someone for your first time, I can only recommend wonderful Allanah.

Thank you Allanah, stay beautiful - inside and out

[BuuBear]

I haven't had a first time with a Tgirl yet. I guess that's because I'm a nice guy! ....

[Trogdor]

I gotta have a first time first before I can say anything :P

[TJT]

It was in a club in the old Soho district of London.....

[peggygee]

Now for the real deal....

[ezed]

It was 15 to 20 years ago, maybe 7. I was staying in the Boston Theater district and went out looking for a bar. There was this little bar round the corner. All sorts of beautiful girls were hanging by the bar swaying to the music. A beautiful Asian girl approached me and asked if I was looking for a good time. I shrugged and smiled and said “Who isn’t?” She said get your car. I said “It’s a orange luxury Zip car”. She said “I like orange zips”.

We went to her place. The lights were dim. She said sweetly, “You know I have a cock.” I said “Of course, ME!” (chuckle, chuckle). She said no, I have one too and proceed to strip. Sure enough, she did!

I looked at her cock. I looked at her breasts, her body. Then her beautiful eyes and face. I asked her to turn around, revealing a gorgeous ass. My jaw dropped! After a moment’s hesitation, I yelled, “Holy shit! This is fantastic! Where did you come from?” She said my mother.

We had beautiful fantastic sex and then she picked me up, sat me on her knee. I said that’s the way I always want it to be. But I drove her back to the bar in my orange luxury zip car and we’ve been temporary lovers and friends ever since.

(forgive me Peggy, I couldn’t resist )

[peggygee]

It was 15 to 20 years ago, maybe 7. I was staying in the Boston Theater district and went out looking for a bar. There was this little bar round the corner. All sorts of beautiful girls were hanging by the bar swaying to the music. A beautiful Asian girl approached me and asked if I was looking for a good time. I shrugged and smiled and said “Who isn’t?” She said get your car. I said “It’s a orange luxury Zip car”. She said “I like orange zips”.

We went to her place. The lights were dim. She said sweetly, “You know I have a cock.” I said “Of course, ME!” (chuckle, chuckle). She said no, I have one too and proceed to strip. Sure enough, she did!

I looked at her cock. I looked at her breasts, her body. Then her beautiful eyes and face. I asked her to turn around, revealing a gorgeous ass. My jaw dropped! After a moment’s hesitation, I yelled, “Holy shit! This is fantastic! Where did you come from?” She said my mother.

We had beautiful fantastic sex and then she picked me up, sat me on her knee. I said that’s the way I always want it to be. But I drove her back to the bar in my orange luxury zip car and we’ve been temporary lovers and friends ever since.

(forgive me Peggy, I couldn’t resist )

I don't often laugh out loud when I read a post.

But picturing you tooling around in an 'orange Zip car', heading over to
Jacques, having that conversation, caused me to bust out laughing.

I scared the cat.