My first time...with Dannia...in 90 minutes!!!

[suckseed]

I've been posting here off and on for a couple of years. I've never bottomed, and it's been an ever-growing obsession. Thanks to whoever suggested TER - it's given me the information I needed, and now that the time is right, I've just made a date for 8 o'clock tonight. My hands are shaking right now...that must seem pretty funny to you more experienced folks out there. I'll report back in a few hours...I can't wait!

[Quinn]

While bottoming isn't my thing, I wish you the best of luck with said event. Let us know how it goes, and no matter what, stay calm.

-Quinn

[ezed]

Did you cleanse your ass young man? Shitdick can be a complete downer. Sorry for the late response.

[suckseed]

the first words it strikes me to write are that I've just had the best sex of my life. I'm going to take a minute to try to tell what I just experienced, but I'm posting this first. More in a while.

And yes, I did clean my ass. It was like a friggin sitcom. About to walk out the door, having just showered and dressed well, only to realize that there was still a half pint of water in my ass. Fastest I've ever undressed.

[ezed]

THAT ABOY! WE'RE PROUD OF YOU! :D

[suckseed]

ok. done writing. story coming up.

[suckseed]

last one

[suckseed]

I called Dannia on the spur of the moment (my gig today was cancelled), and we agreed to meet in a couple of hours. I spent the time getting ready, and made it there about a half hour late (I called.) I stopped on the way and bought mouthwash and a rose. A beautiful Kirsten Dunstesque girl wrapped the rose for me, and asked if I was going on a date. "Why yes, I am." A blind date? "No, I've seen her before," ('on the internet under transexual escorts' was left unsaid but I'm sure that was understood.)
When I finally met Dannia, she was very sweet and unbelievably pretty. Flawless skin, 5"7", tanned, petite but very toned. Her breasts were perfect. Felt natural, but firmer than that. She has a great south american accent. Her place was nice, clean, well decorated, and a perfect romantic setting. She offered me beer, wine, or tequila, and I said I'd have what she's having. (no Joe Lunchbox here either.)
She had already hugged me and kissed me, and now she straddled me on the couch, and we started making out like a couple of prom dates.
Kissing her breasts moved on, no doubt for the first time in the history of this board, to sucking her dick. Looking up at her, suddenly the entire scene - the lighting, music, Dannia and her perfect body & passion - became almost unreal and cinematic. Needless to say, I was psyched. I haven't gotten all decked out for a date in a while, and felt like I had cleaned up pretty nicely. She was liking me, and fortunately we were clicking.
She nicely took control of things, and informed me that she was going to fuck me. She made me get down on the ground, and told me to keep my head down. My first realization that I need to stretch more.
The first couple of minutes were pretty painful. Her cock was a little smaller than mine, but rock hard. I'm glad she wasn't bigger! I don't engage in assplay at home, and nothing bigger than an enema tube had ever been there. Actually that's not true. But, hey, not often, and not in a long time. And certainly never piloted by a gorgeous horny woman...
I asked for more lube and she was really understanding - but she really wanted to fuck me. We moved to the bed. More commands to get on my knees on the bed and keep my head down.
She really dug the fact that I was a virgin. She told me later that there was only one other ass in Portland as tight as mine. At first my skeptical side thought that could be a line, but she seemed sincere, and had to stop after about ten minutes as she was about to come. The third time she got close I told her to go ahead and come. By now I was on my side and she had my top leg bent and up. Which was feeling pretty damn good by now. I always imagined I'd be masturbating when this type of thing was happening, but I was busy fucking back. One thing I was pleasantly surprised by was how physical everything was. (I've never been with a guy either, so I just hadn't thought about it. Bonus! She was built like a pornstar, but really strong.
After she came, she just stayed in and looked down at me and smiled and breathed heavily. She told me in a really cute way that the fact that I kept making her slow down turned her on. I didn't mind! Her cock didn't even get soft, and anyway, my cock was next in line for the buffet. She wanted me to suck her again, and I was happy to do that, but in a few minutes I asked her if she'd return the favor. That led to me on my back looking at and fingering the prettyist mocha colored ass just above my nose with her delicious cock fucking my throat while I got one of the best blowjobs of my life.
I told her I wanted to fuck her, and she got on her back, and I had my good viewpoint back. She guided me in, and I just went to town.Again seeing her beneath me while I held her perfect ass up and fucked her was like being in a movie. (Homer Simpson would add, "A Porn Movie!")
Within five minutes she came again. I couldn't believe I had gotten this lucky. My history with the under 5 encounters I've had with either women or ts escorts has been that of things going anywhere from shoulda-saved-my-money to decent but not like a girlfriend. After she came, I pulled out, sat on her, and followed her request to cum on her breasts. Which the bottom quarter of my cumshots may have hit. I wasn't aiming higher, and I'd already cum today, so I didn't think a Peter North
shot was on deck. but...yeah. Pretty much came on her face. She was concerned about her eye, but was really nice about it. It was a shame, though, as I was looking forward to hanging out afterwards. I helped her clean up, and we said goodbye.
On my way home, I actually was laughing a little about what incredibly good sex I had just had. My thigh muscles are still pleasantly buzzing. Third time was the charm!
So, to you guys who haven't done it yet...c'mon in. the water's fine!

[thmack]

damn she is sexy:D

[ballzNnutz]

Glad to hear u had a good time but I have never been curious about taking it in the ass and never will be.

[ezed]

Congradulations, she is a dozzy!

[Coucoupietre]

Congrats.. Next time take a bigger one, easy easy..

[DonPA]

That story got my dick all hard. Way to go man. I hope my first time with a TS Escort is as good.

[suckseed]

bump, beeatches.
That's her apartment too. I forgot: on my way downstairs, ran into a guy unlocking his door. He gave me a grin and a wink.

[needsum]

Wow, good for you suckseed. She is gorgeous and sounds really sweet too.

I have only had one TS encounter, and like you, never been with a guy or had anyone give me any ass play before. When I met my TS date I had no notions of what was going to happen other that me giving her head. When she asked if I wanted her to fuck me, I was amazed at my amazingly fast "yes!" response (I was THAT turned on . . .). She asked me if I'd ever been fucked before and I told her no, so she made sure I was really into it and not just doing it for her sake, which I thought was sweet on her part.

So there I was, lying on my back, having an incredible time. She was absolutely perfect--beautiful face, big, natural looking (and feeling) breasts bouncing all around as she pumped into me. And like you, I was amazed at how wonderful it was.

I never pictured myself as someone who would enjoy being fucked in the ass, EVER. But in the perfect situation with the right girl, it can be one of the most incredible experiences of any man's sexual legacy.

So again, good for you suckseed, and thanks for sharing that story with all of us.

[meatloaf]

What I want to know is what prompted this thread to get picked up again after a 3-month layoff.

And what I'd also like to know is where can one find this hottie?

[stillies77]

wow dude that is an amazing story...my first time is going to happen next week with holly sweet (one of my all time fantasy girls) of all people! I am hoping it is like yours as i cant wait to get topped for the first time!