Housecall

 

My hotel suite night with Zena was burned into my mind and all it did was re-kindle the flame that had been on the back burner while I was undergoing my training with Mistress Morganna. But as any shemale cocksucker knows, once you have a taste, it's a powerful drug. It had only been a few weeks since our encounter when I found myself dialing up Zena again. Since I had seen her a few times now I was quite comfortable when she offered to come over to my place this time. In fact I was looking forward to a nice relaxing time in very familiar surroundings.

When she arrived she was dressed professionally in a pencil skirt, black stockings and heels along with a nice silk blouse. After smiles and hugs we cracked open a nice bottle of red and relaxed on the sofa. It didn't take long for each of us to remember the crazed sexual energy we had created not so long ago and soon enough as we chatted and caught up we were letting our hands wander and discovering that we were indeed happy to see each other again.

 Soon enough a second glass of wine was poured and we found ourselves in my bedroom where it didn't take long at all to get out of our clothes and on the bed. Zena straddled over me in a half 69 position, stroking my cock while I kissed her thighs. With one hand I cupped her balls as I kissed her inner thigh and within seconds I felt her beautiful she cock spring to full attention. The sensation of feeling it grow on my wrist was amazing and something I have never forgotten!

 I didn't need to be told what to do with a rock hard she cock, my mouth moved towards it instinctively and it naturally found it's way onto my lips as Zena moaned and smiled. She slowly slid her cock in and out of my mouth as I closed my eyes and once again my inner Femme psyche took over and I felf like a fully transformed gurly slut, gorging myself on this most wonderful gift of cock. 

 

I'm aware that some genetic males, even transformed ones and experienced with sucking cock, sometimes feel sensations of shame or similar humiliating feelings, but not me. I was an enthusiastic cocksucker and in my mind I wanted to suck Zena's cock like a pornstar. It felt natural to feel her thrusting into my mouth and I greedily took as much as I could with each stroke.

After a while she rolled me onto my back and began to return the favour as she swallowed me whole and deep throated me over and over, sending me to the brink in almost no time. She was a master at oral and the sensations were amazing. I held on as long as I could before exclaiming in a hoarse voice that I needed to stop for a moment. Zena gave me two more long slow sucks before granting my wish as I was seeing stars by now. My gawd!

 We took a few moments to attend to the wine and that's when Zena asked me if I was ready to get fucked? Our last time together she had broached the idea and I admit it took me by surprise. I was no stranger to being penetrated as Mistress Morganna several times had turned me into Her strapon bitch, so much that She began calling me Her little buttslut, yet again the divide between the two worlds of BDSM and transformation that had melded together still weren't ready to mesh with the third world of transgenderism. Suddenly I was conflicted again, because this was a REAL cock wanting to take my ass.

The thoughts swirled through my head in a flash, my transformed gurlish psyche was screaming in my brian "YES, GET FUCKED!!!" and the remaining male ego, who recognized that it was not in a true submissive state struggled with the idea and left me being unsure how to answer. After what felt like an eternity, I slowly answered that I have never been "taken" like that and would be open to experimenting a little as long as I was comfortable. 

Zena understood completely and smiled and said if I was uncomfortable at any point, to let her know and she would stop. The smile on her face put me at ease and also filled me with a sense of how much she wanted to fuck me. I didn't want to disappoint but I realized that unlike Mistress Morganna, who would warm me up earlier in our sessions with but plugs, etc... I wasn't going to be afforded that luxury and Zena packed a beautiful 8 solid inches of she cock! I had yet to learn how to get in the right mindset and learn how to relax properly and knew that one way or another, I was about to experience something new, that there may be no turning back from.

 

She turned me over once again and out of her purse produced both condoms and lube. She proceeded to lube me up and the nerves and anxiety were running wild. She placed a condom on her finger and inserted it in me and the sensation of feeling any sort of "live " appendage in my ass was mind blowing and a bit scary at the same time. She told me to breathe and relax as she worked another finger inside me. Doing my best to get used to the sensations and trying to relax while my senses were exploding like fireworks, Zena then added more lube and placed a condom onto her perfect she cock. She straddled up behind me and sensed my nervousness as she ran her hands up and down my back giving me a light massage. While she did that she slid her hot cock between my butt cheeks and slid it along and back as she ran her hands up my back. I had to admit at that moment things felt great! The sensation of feeling a hot real cock on my skin was soooo much better than the sensation of a room temperature strapon.  (** Note to all Dommes: Your slave will react much more enthusiastically to a strapon that has been warmed up to body temp, via hot water or towel. Just a suggestion. ;)

 

Then came the moment of truth, the point of no return as Zena slowly probed my bottom with the head of her cock. The sensation literally took my breath away as what anyone says about the real thing being light years beyond strapons or dildoes is absolutely true!

Zena had just worked the head of her cock into my ass but the sensation felt as if I was being impaled by this enormous rod. I took deep breaths and tried t relax as best I could but I was a mess of sensations, conflicted feelings, battling psyche's , and the idea of focusing on the task at hand was impossible. Zena slowly began moving the head of her cock in and out and to that depth I could adapt and relax as best I could. When she thought I was ready she thrusted a bit further to pass through the inner muscles when suddenly anxiety took over and the natural reaction to clench overtook me. Damn! I was so mad at myself! My inner gurl was pleading and begging to get fucked like a gurl for the first time and my stupid male ego that remained was interfereing!

Zena tried two more times but I had to tell her that I wasn't ready mentally just yet. She politely asked if I wanted to try again in a little while or should we just fool around some more? Bless her heart for being so gentle and understanding. That moment could have changed me forever had the experience been bad, but instead like all my experiences in the world of kink, I had gotten a taste and like my other adventures, I would find the right time and be ready to take those next steps.

Zena and I had a great time together that night and when she said goodbye she told me that she was thinking about moving to Nevada later that summer but had hoped to see me again before she did. We embraced and kissed goodnight, and I went to bed later with my mind racing over the fact that while I may not have officially given up my anal cherry fully to real cock, I knew that there would come a day when I would, when I was ready...

 What I didn't know at the time was that I wouldn't ever get a chance to see Zena again. She moved a little more than a month after, and I hope that wherever she is today, she's happy, healthy and well. Thank you luv for your contribution to what Devina would eventually become. oxoxox