Fun with an aggressive transgendered [m/t] | 2016

I'm very happily married to a wonderful woman but my wife and I have an understanding about my occasional need to play with someone with a cock.

A few months ago when she was out of town on business I arranged an appointment with a visiting transgendered (m to f) escort that advertised on backpage.com.

Our first meeting wasn't very exceptional. She had a tight body, extremely passable and attractive but I felt like I was being rushed. After a quick hello, she was naked on the bed, I sucked her cock for a while, and she gave me a hand job.

After I came I assumed that that was the end of my visit. As I was getting dressed she complimented my cock and body and asked if she could fuck me. I didn't have any previous experience with anal sex so I nervously declined while she gave me a frown and I rushed out the door.

A few weeks ago I noticed that she was back in Denver. I regretted that I declined her offer from the last time and wanted to try again. I made another appointment.

She must have recognized me from our previous encounter because she took charge as soon as I walked in the door. She was dressed in tight yoga shorts and bra with a nice outline of her penis showing. She kissed me deeply as soon as I walked in. We made out and explored each other she gently pushed me to my knees. I pulled down her shorts and started sucking her perfect 8" cut cock. She was grabbing the back of my head and forcing me to take her cock deeper into my mouth. She seemed to get off when I gagged when it went too deep.

At some point we moved to the bed. I continued to explore her very erect cock and balls and started to play with her ass. I could sense she was close to cumming when she stopped me and told me to lie face down on the bed. My head was going wild. This was what I wanted but didn't know what to expect.

I was face down, my face buried in a pillow, ass up and I could feel her dump a lot of lube on my hole while she put on a condom. She inserted a finger. It felt wonderful. She inserted a second digit and I started having second thoughts. I felt the tip of her dick against my ass and I asked her to take it really slow. I think she thought I was kidding because the next thing I know she is balls deep in my butt and I'm in agony.

I tried to relax and enjoy it but she wasn't giving me any time. She had me pinned to the bed and started thrusting while she kissed my neck and whispered in my ear to let it happen. For a few minutes I thought to myself this is what it must be liked to be raped. After a bit she stopped and let me get used to her cock in my ass.

Then she pulled out. I felt a void and I so needed that cock back. She told me to roll over face up. I did and we started making out like high school kids. She pulled my legs on her shoulders while she entered me again. This time there was no resistance. She was fucking me as we explored each other mouths and tongues. I told her I was going to cum. She told me to wait. I tried to hold off but then I just exploded. I shot cum on my face without touching my cock. She came a few seconds later with her cock still in my ass.

After a minute of catching our breath she pulled out, removed the condom, and moved her dick to my mouth. I cleaned off the remaining cum from her cock. As I was getting dressed she scolded me for crying out in pain at first. She said next time I should just take it. I can't wait for next time.