It was 8 months since the first time Mistress Hannah had ordered me to put on her panties. In that time I had become both more of a man and more of a sissy. When we went to the theater club on Sunday nights, I had a variety of dresses, wigs and shoes to choose from. My aerobic workouts had boosted my stamina and I had gotten good control over my premature ejaculations. I still occasionally used the breast and cock pump, but my cock had not achieved the 5″ I had hoped for. It topped out at 4-3/4″, so I could call it 5″ and only my Hannah would know I was stretching it. We continued to spend our weekends with me as her slave and our weeks with me as the he-man that my penis extension allowed me to be. To tell the truth, I was never macho or very independent during the week, but I was man enough to free Hannah from the burden of making all the decisions about what we did in the evenings.Along with this independence came my opportunity for a fulfillment of one of my fantasies. Several times I had achieved a streak of two times when Hannah came before me as I made love to her with my strapon extension, but I hadn’t yet managed the third consecutive success that would give me the opportunity to go to her promised land. She had told me that three consecutive successes would earn me the chance to fuck her tight little asshole. On this evening I got another third try and Hannah was doing everything she could to drive me wild and test my mettle. Although I kaçak iddaa had sometimes been given the choice of when and how we would have sex, she did not offer me that choice on this occasion. She sat me in my comfy chair and started with a slow sexy striptease. She wore her sexiest dress and her sexiest lingerie and by the time she was finished stripping, she was wearing only her sexiest black thigh hugger-stockings as she knelt on a cushion on the floor in the doggy position and said, “Come get some, Big Boy.”Unfortunately for her, her strategy backfired, or maybe that was her plan. She was so turned on by her sexy dance and strip routine, which had included much self-fondling of her beautiful breasts and her ass and even her sensitive inner thighs that when I entered her wet waiting pussy with my rubber dong and reached around to fondle her breasts, I could tell that the race would be close but that I would win it by coming in last.As her orgasm approached and she began to sense that I might finish further back, she pulled out every trick from her repertoire, but ended up only speeding herself closer to coming.”Fuck my hot pussy,” she demanded. “Fuck me hard. That’s it. Oh, yes! You’re the man! I love your cock! Fuck me! Fill me up! Ohh, harder! Faster! Oh, I’m coming you bastard! I’m coming! OHHHHHHHHHHHHHH! AHHHHHHHHHHHHH! Ohhhhhhh! Ohhhhhh! Ohhhhh!”I maintained my control and somehow managed to avoid coming. When she asked me if I came, I just kaçak bahis grinned and shook my head. I unstrapped my extension and pulled out my hard cock which continued to jut out in all its tiny glory. After dipping her finger into the extension to prove there was nothing but lubricant inside, Hannah smiled and hugged me and said, “You passed the test Champ. I’m so proud of you, Michael.”I don’t know if it was her praise or the fact that she had called me by my male name for the first time during sex since she had given me the name Michelle, but I was so happy I almost came right then. “I was hoping you would pass today so I gave myself an enema already. My ass is all yours now. You can open me with a finger if you would like. Or you could just put it in. Or if you want, you could open me with this present you didn’t know you bought for me.”She pulled a small box from her purse and presented it to me. I opened it to find a small pink butt plug. The thickest part of the bulb was about 3/4” in diameter. I was very grateful that she was displaying such an eagerness to please me that I decided to do what she clearly wanted. I smiled and said, “I can hold off long enough to see this inside you.”She handed me the digital camera and it was then that I noticed the video camera was already perfectly positioned to catch her striptease and everything we’d been doing. It was great that she had actually recorded my success as a male to go along with our vast illegal bahis library of sissy-boy videos. I put a blob of gel on the butt plug and she put her elbows back on the floor and pointed her ass at me. I eased the point of the plug up to her wrinkled hole and circled gently around it, spreading the lubricant around. I added a little pressure and she tensed up. I increased the pressure a little and the tip slowly entered her tight hole. When the widest part got past her sphincter, she clamped down hard on the narrow shaft behind it. “That’s the biggest thing I’ve ever had up there and it feels huge!””Just relax, Sweetie.” I twisted the butt plug back and forth until she relaxed a little and then smeared some more lube around it with a finger tip before pushing it in until the flange nestled between her ass cheeks. “That’s all of it.””Thank the FSM,” she said with a grin.I snapped a few photos as she got used to the feel of it. Then I started to ease it slowly in and out in very short strokes until her asshole dilated. When the thickest part passed in and out of her without her tensing up, I knew she was ready, but I didn’t want to fuck her in the doggy position, so I asked her to roll over and pull her knees up. This surprised her, but it seemed to please her. Maybe she liked the idea of facing me while I fucked her. I lifted her ass and pushed the cushion under it with my knee and then I snapped a few more photos.Once again I started to ease the plug in and out until again she relaxed and her hole remained open. I added a little more lube to my hard little cock and pulled the plug out. As I slowly eased my cock into her it felt absolutely amazing.