First [t]i[m]e with a ladyboy…

So a little background… I’ve had some fantasized of hooking up with couples and participating for several years now. I had started to think it would be hot to participate with both, sucking a cock with fresh kissy juice dripping off and seeing what it would feel like to take a dick in my mouth.

Sad to say this hasn’t happened and I never thought I would find myself one on one with a cock until I visited Thailand. Those girls had me so intrigued with the beauty paired with a nice cock and I saw my fantasies widening to include some of these beautiful trannies you find in Asia.. I live in SE asia and travelled to Bangkok several times and my curiosity grew.

Fast forward to last week and I was on my way through Tokyo and had some free time and scrolled through local wechat and found a good looking girl with a very nice cock and we exchanged messages. I was hesitant and told her as much since it was my first time and she told me she would be gentle and was reassuring.

The first day I couldn’t get up the nerves but the second day I had a couple of drinks and arranged to meet with her at a hotel. When she opened the door she was wearing a one piece body suit with beautiful long hair but what I was really interested in was the bulge that I could see tucked away that I wanted so badly to get my hands on. She embraced me, we made chit chat and she pointed me to the shower.

After a quick shower I came out and she laid me down and gave me a firm massage, her hands roamed my body and focused on my add, legs, and she pulled on my cock to test my comfortability and get me hard… rubbing and probing my asshole which felt good. A previous girlfriend and I had engaged in ass play and pushing new boundaries was getting my more excited.

After the massage she had me flip over and she started to stroke and massage my balls. She sat up and pulled down her top, exposing her breasts and asked if I was comfortable and having a good time. I simply smiled and nodded and she lowered herself down and starting licking my cock and balls as she looked up at me for approval.

After a good sucking and licking it was time to explore… She sat up and positioned herself with her cock bulging in my face. I couldn’t help grabbing it through the fabric and feeling the girth when she reached under and unsnapped the body suit and the thick cock released next to my mouth. I immediately grabbed and started stroking. She moaned and I spit on my hand but before I could get too involved she shoved her cock in my mouth in a 69 position and went to town on my dick.

I didn’t know what to expect when I put my first dick in my mouth… I thought it might have a taste or be offensive in some way but I found myself trying to take as much of her 5 or so inches that I could shove to the back of my throat and gagging as she face fucked me on a top position. She took advantage of the position and made me alternate between rimming and swallowing her cock as she did the same to me.

I don’t know how I survived the deep throat… I was so close to cumming. I wanted to try getting my was fucked for the first time and when she asked top or bottom, I told her to fuck my virgin ass. She tried missionary but it was painful so I got on my hands and knees and she lived up my ass and lined her cock up to my tight hole.

And fuck it was tight… And painful. She pushed in and it hurt bad. She could have been more gentle, she pushed hard. After the pain and her finally getting her dick in my ads she started pumping. Right when I thought it might be starting to feel good she asked me where she could cum. I said my ass… I didn’t really care about the cum and I felt really disappointed that it had just started to feel good after the pain and it was already over.

She asked how she could finish me and I asked her to milk my prostate. She flipped me over and put a condom on a toy, asked me to hold my legs up and started to fuck my ass with a toy as she slowly stroked my cock. I felt the fire burning in me as she fucked faster and the orgasm built in my cock, erupting cum all over my stomach and her hands.

After we finished she cleaned me up and we had some conversation about Tokyo and the experience.

I think I can say getting fucked by a dick isn’t high on my list but sucking cock has become a bedroom addition that id love to continue. I want to play with couples and I want to suck and fuck and play with both. I don’t know if I’d go for a straight one on one with a male but I would be excited to have another encounter with a pre-op beauty.

Source: reddit.com/r/gonewildstories/comments/6kaaxj/first_time_with_a_ladyboy

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