Be sure to check out my reviews of shemale webcam hosts and watch recorded live sessions!
Welcome to our chat room! Have fun and check out the latest threads from our ladyboy forum: Japanese Ladyboys - NewHalf, Top 5 Favourite Shemales?, Big Cocks or Small Cocks?, Tgirls Tucking it
[07:49] LadyboyLover130: well its my bedtime... chat another time TIm
[07:49] Tim: Ok
[07:49] Tim: Nice to say hi
Open chat
Bookmark Trans Ladyboy

This horny story was posted at our forum by a guy named Capablanca who seems to have finally admitted he prefers playing with shemale cocks over playing chess. ;)

I have already described my first encounter with a shemale - an amazing experience. One thing I've been looking for since that first experience is a shemale who would cum in my mouth. Now one might think that this wouldn't be too hard to find, but in fact it is a bit difficult. First of all, the only shemales I've been with have all been escorts (I've seen five different ones so far, all in Toronto). I'll mention by the way that I really wish I'd gotten into escorts when I was younger -I'm well over 40 now, and I don't think I could get a shemale for free to save my life. Sad, but true. Anyways, escorts don't like to orgasm with a customer until their last of the night - they have to keep themselves a state of arousal through the evening. And I'm not a late-night person. So when you add all this together, I was having no luck at all in my ambition - until this Saturday.

I was allegedly at the office working - in fact, I did come in and do some work. But I foolishly logged on to the web, and surfed through the Red Zone, Eros and so on, looking at various shemales. The urge hit me, and in no time I was on my cell phone, looking to see who was available. I made an appoint with A___ (I won't give her name here). And off I went to downtown Toronto for some fun.

A___ was a bit different from other shemales I'd been with. All the others had implants, and quite nice ones. A___ had none, and whatever hormonal therapy she had had not created much in the breast department. But she was very petite, very feminine. Barely over five feet, and she could not have weighed more than 100 pounds - was probably more like 90. She was also something that I don't encounter with escorts all that often, whether shemale or female - she was really into kissing, and was a wonderful kisser. So we made out on her couch for the longest time, and after a while, she undid my pants, and pulled them down along with my underwear, freeing my raging hardon. I'm exactly 6 inches, but she fussed over it like I was long John Silver or something. She had no problem at all taking me right to the root, and she kept me on the edge forever without letting me cum. I loved the way she maintained eye contact while she slowly moved her head up and down.

After a blow job (not to completion) that went on forever, she got up and undressed. Her cock was about 5 inches. This is a good thing for me, because I have trouble handling anything larger with my mouth - just can't get it all in.

Now one interesting thing about the session was the change in her personality as things progressed. I wouldn't describe her as passive at the start - not at all. But certainly I was the one in charge, at least at first. But as things went on, a role reversal gradually took place. It started when she told me to suck her cock - didn't ask, or invite. She just told me to stand up, and then she sat on her couch, spread her legs, and said, "Suck me - i'ts my turn." Her tone was still feminine and sweet, but a bit peremptory. I liked that a lot, and I started to work on her right away, kneeling between her legs and taking all of her semi-hard dick into my mouth. I wasn't nearly as good as she was at giving oral, but I must have been ok, because she got hard really quick, and I was really relieved that I was able to handle her. She started to instruct me on what to do, telling me to use this or that technique - licking around the head of her cock like a lollipop, using my hand to pump up and down while I suck her, spitting on her cock for more lubrication, and so on.

After a while it was pretty clear that she was in charge. Then she took my head in her hands, and asked me what kind of fantasies I had. I was really comfortable with her, so I told her right away. I explained that I've always wanted someone to cum in my mouth and on my face, and to be made to eat it all up. I added that I'd like it even more if while I was doing this, she was to make a video using my cell phone.

A___ was pretty cool about this. She had no customer booked after me, and said she could do it, but would charge extra, because she'd be out of commission for a little while afterwards. I agreed with no hesitation at all. It was great that she was agreeable to the camera thing, too.

"But I'm afraid you might try to back out of this," she said to me. "Some guys think they want to swallow my cum, they chicken out when I start to orgasm, and it's a real turn off for me when I'm expecting to cum in a guy's mouth and he changes his mind."

I promised her that I wouldn't change my mind - I was really eager to give this a go.

"Let's just make sure, shall we? I'll be right back." She stepped out of the room for a minute to her bedroom, and came back with a goddamn pair of cuffs. She told me to get onto the couch in a kneeling position, and after she did so, I didn't say a word when she cuffed my leg to one of the iron handles of the futon couch in the living room. Looking back now, I have two thoughts about this. It was incredibly stupid of me, but on the other hand, just thinking about it makes me rock-hard.

Without asking me, A____ got my cell phone out of my jacket pocket, and in no time figured out how to get the video going. She started filming me, while at the same time gently stroking my cock with her other hand. She started asking me questions like it was some kind of interview or something. She asked me my name, which really scared me - what if she released the video? When she saw my hesitation, she squeezed my balls slightly - not enough to hurt, but enough to make sure I knew that it could be painful if she wanted it to.

"Your wallet's in your jacket, too, so if I want your name I'll just go get it. But I'll give you another chance to tell me."

And so I gave her my name, my goddamn address and answered any other questions she asked. Up to this point the phone camera had been pointed only at my face. But then she pointed it down at my swelling hard-on, which she had been stroking continuously as she asked me questions.

"You're pretty excited, I see. Now what are you here for today?"

"I'm here to give you a blow job," I replied.

"Anything else?"

"And to swallow your cum," I added.

And we got started. She lay on the couch, her body inclined upwards somewhat, her head on a pillow. She was quite comfortable and able to video me as I stretched out and started to work on her. In no time she was really hard again, and soon I was in the rhythm, my head going up and down on her cock. She was giving me instruction again just like before, but this time it was all on tape, with me obediently following every instruction. Every now and again when a bit of precum leaked out of her, she pulled out of me, and got me to lap up the fluid, making sure she got a good shot of it each time.

After a while she was starting to lose control, her hips bucking as I continued to suck and lick her. Finally she stood up on the couch, and had me raised myself to my knees before her. She started down at me, the camera still going. She took hold of my hair, and shoved her cock back in my mouth, fucking me while pushing my head forward in time to her thrusts.

"Oh fuck fuck I'm cumming I'm cumming!" Aside from moaning about the load she was about to make me swallow, she was using my name too, first and last name, so that there was no doubt at all to anyone watching the video about who I was. No deniability for me whatsoever if the video got into the wrong hands. Or, god forbid, was posted onto the web. And so when she suddenly pulled my head back, and said "SWALLOW! ALL of it!", I knew I had no choice.

The first jet of cum went straight into my waiting mouth, which I'd kept wide open at her order. The second followed the first. I barely had time to notice the taste before she shot two more loads onto my face - this was something I hadn't been expecting - I'd imagined that it would go straight into my mouth. One blast hit me in the eye and I jerked my head back from surprise, but she grabbed my head, and forced me forward again. She gave a few more smaller blasts, these spurting forward onto my nose and lips, some of it falling back onto her still-hard cock. She let go of me for a minute while she lay back again, and then told me to lick up every drop of her cum from her body. And I did. All of it. I licked her cock and balls clean. As I did so, she collected each of the remnants of her spurts off of my face with her fingers, and put her fingers in my mouth for me to suck clean. She kept her cock in my mouth, and I continued to suck and swallow the small leakage of cum than came from her as her cock gradually shrunk.

It took quite a while, but eventually I'd satisfied her. To my great relief, she gave me my cell phone back. I don't know what I would have done if she'd copied it to her computer first. She uncuffed me, and then treated me to a fabulous blow job, inserting her finger up my ass to massage my prostate as I came violently in her mouth. She let my cum dribble out of her onto my cock, and then lapped it back up. She did this several times before finally swallowing.

It's been two days now since this experience, and I just can't stop thinking about it. I put the video on my computer, and no, don't bother asking me to post it. I'm probably going to erase it, because I'd hate to have my computer stolen or something and then find out that the video's all over the web.

So that was my first experience swallowing cum. Scary at times, but no harm done, and lots of fun. Tasty, too. Can't wait till next time.

Tags for this post Post tags: blowjob, cum, cumshots, dick, domination, reality, sex, shemale, Shemale Stories, stories, tgirl, tranny
Related posts from Trans Ladyboy archives that You might like: Related forum threads:

16 Responses to “My first taste of shemale cum”

  1. jackrog says:

    Great Story - I have banged a lot of ladyboys in Thailand, but never in Toronto. Am here now. Can you let me know how to contact her? Also, you should go to Thailand - it's the best.

    Reply
  2. John says:

    This is the absolute best!!! I am still rock ghard, and will be for days just reading this.

    I have been attracted to shemales via the internet for sometime, but never got up the nearve to call an escort. If I could describe my ideal experience, it would be just that.

    My big concern is getting HIV or something. How do you have an experience like this and be safe?

    Again, thanks for the story, it is the best ever and I am very jealous that I could not be with her and have the same experience.

    J.

    Reply
  3. Miami boy says:

    Hot story, my girl loves to smoke weed while I fuck shemale escorts and they fuck me. I have only a shemale cum once and I will always remeber it, she was black and had a 10 inch cock, my girl was impressed that i sucked it all dry!!!

    Reply
  4. chinese king fight says:

    i'm chinese boy ,i like shemale very much! i want be fuck by shemale,esepically white shemale ,big cock shemale ,Violent fuck me,that wonderful thing.
    shemale___ i love you froevre!

    Reply
  5. Bummedkid03 says:

    I loved it

    Reply
  6. tana says:

    great story...

    from India....

    Reply
  7. great says:

    great story, i loved it.

    sorry i have to ask can you post the vid???

    Reply
  8. kunnaa says:

    i love this story
    i like shemales fucking me
    like to became a salve of shemales
    plz any shemales can contact me haris696@yahoo.com

    Reply
  9. ED says:

    the feeling of stocking covered leggs on your face the whole time his cock is sliding in and out of your mouth is the best feeling.knowing his load is not far behind,so you suck harder and wait for his load

    Reply
  10. Johnno says:

    nice fake story there, thanks for sharing

    Reply
  11. John says:

    What a story! I was rock hard too. I love sucking shemale cock. MMMMM

    Reply
  12. graham says:

    Reading your story inspired me to take the plunge and fulfill my fantasy of swallowing shemale cum. I've visited a shemale several times and she has cum on me face a couple of occassions. On the latest visit, I asked if she would oblige, and she did not disappoint. After half an hour of play, including mutual cock sucking we were both ready. She sat on my chest as I continued to lick and suck her deep into my mouth. It wasn't long before she was ready and started to take control and stroke her shaft right above my face. Before long she screamed she was about to come and pushed her cock between my lips. She shot her load and I took every drop. Continuing to suck the sensitive head of her cock, she was almost screaming as I took all she had. I was surprised that the taste was not at all bad, and unlike previous visits, there wasn'y any cleaning up required. On the next visit, I will take her on my kness and attempt to make her cum withot any intervention on her part. Hope all you other guys get the chance to fulfill you fantasies some time.

    Reply
  13. shemalelover. says:

    I swallowed a cute sexy TS girl's cum once and I loved it totally. I have not done that since that one and only time. I have been wanting to again but have not found the right girl yet. It is scary to me to do that with an escort. Gosh if it was safe to do I would have 10 sexy TS women cum in my mouth one right after the other and I would swallow it all. My ultimate dream would to live with a sexy, passable TS girl who loves to have her cum swallowed. sigh.............

    Reply
  14. Goldstein says:

    If you can obtain one of these kits, your chances of obtaining HIV will be relatively lower.

    http://en.wikipedia.org/wiki/Post-exposure_prophylaxis

    Though PEP is not 100% effective, it may be worth the risk if you really crave that one moment in your life, to swallow a full load of cum out of a transexual's sweet ball sack.

    Reply
  15. hornyman says:

    if steve like it a lot. it must taste good. I wouild like it too. there are some hot shemale out there.

    Reply
  16. dougarby says:

    Well, after reading this story and the detail I may need to start setting aside a little cash and plan a trip to somewhere I can fulfill my dream. The Central Valley here in California doesn't hold out much hope for an encounter like I just read.

    Reply
Leave a Reply

Please enable javascript to post comments!