I've had some nice comments since I last published my waitress story. Some suggested go for it but I had also people warning me not to cheat and honor my marriage. It's hard to explain, yes I feel bad on cheating on my wife, but at the same time some of my fantasies have come true. My sex life has been rather boring and suddenly I had the chance to spice things up. In my mind I convinced myself that in the end my wife would actually be happier too, as I will be much hornier and learn to be a better lover.

So I made the decision to visit LaToya every morning on my way to work. And also a few lunch times. She would feed me alright and get her own share. A few more times I would take the afternoon off and she would dress me up. It was one of these afternoons that she asked if I wanted to take it a step further. You are a lovely girl, she said, and part of me is still male, and it wants you. Believe me I was scared to death, it felt like a gay thing, but when I saw myself in the mirror I convinced myself I'm a woman losing her virginity.

She was more gentle than I have ever been and she lubed me up well and she pushed oh so slowly into my unexperienced rear. It was painful and I had tears in my eyes, but her eyes were on mine, never letting go of me. I saw love, I saw desire, I saw gentleness and lust. And after a few more pushes in and out she went deeper and the pain changed into a pleasure I have never felt. My mind said I'm a woman taken for the first time and now that the pain was gone I was allowed to enjoy it. I started pushing back and pulling her into me, my hands on her leather covered hips, and I gave myself to her. I started moaning and that was clearly a signal for her to continue. Deeper and deeper I took her into me until finally I could feel her balls slapping me. She was no longer pulling out of me, but she lifted me up allowing to slide in even deeper. And then I saw the bliss on her face and I knew she was going to fill me up. I said, come in me baby, and if she ever had the idea of pulling out, that changed her mind. She suddenly grunted and then she exhaled and then I felt it, her warm seed squirting even deeper into me. I know from experience by now that she has a lot, but this seemed to be more than I ever can remember. Then she collapsed on me, her breathing fast, her heart pounding on my body, her face content. I wrapped my arms around her and hugged her, finally able to move her mouth onto mine and I kissed her deeply.

We stayed like that for a few minutes while I could feel her dick slowly retreat and eventually her soft member flopped out of me. At that moment I suddenly had an urgent need to go to the bathroom. I pushed her off of me and ran, feeling her moist dripping down my legs. I pulled up my skirt, thankful for not wearing any underwear, and sat down and suddenly everything gushed out of me. Whatever muscles I had used to keep her in me now twitched and pushed her stuff out. Again, it was a lot. When I had cleaned myself finally I pulled my skirt down and laid next to her. She was sleeping with a smile on her face. I could not catch my sleep however, still not sure if what happened was good or bad.

Around that time I started suspecting that my wife was maybe not completely faithful anymore either. She was on the phone all the time with a new friend and she started going out more with her girlfriends, even during the week. But one time one of her friends came by to pick something up and during the small talk I asked where they had gone the night before and I could tell from the friends face she had no idea what I was talking about. So here was my dilemma, should I confront my wife and call her out? Or let her be, if I can mess around than so can she? I don't know, everyone will probably react differently, but I chose the path that allowed me to continue with LaToya and not feel so guilty about it anymore. And I let her do her own thing without telling her I was on to her.

Now, this could have continued for a while if the virus hadn't come around. A number of companies in this area sent their employees to work from home much sooner than the Governor mandated and suddenly both my wife and I were working from home. It also meant a stop on my visits to LaToya and I missed my daily blowjob. The funny thing though was that my wife was also much hornier than normal, I wondered it is was for a similar reason. But we both took it in a positive way and we had some wonderful nights together, we were rediscovering each other again. My wife found her sexy lingerie again and also a leather skirt that I once bought for her, thinking to get her interested, but she never wore it, until now.

The skirt may have triggered something in my brain as that night I had a vivid dream of LaToya in her own leather, first filling my mouth and then my rear. My wife was questioning me in the morning, apparently I had said something in my sleep like fill me with your cum baby. I could feel my face turn scarlet and could not come up with anything to deny it, so I confessed I had fantasies of being taken in my backdoor. By a woman I added, I'm not gay. I expected my wife to be angry but she nodded. I fantasize about that too sometimes, she said.

Since the beginning of the lockdown she had insisted that she's doing the food runs and groceries. I tried to do my part, be she was clear that it was her task. She took a long time for the groceries every time and I suspected that she was seeing her friend and maybe catch up on some added sex. But like before I couldn't get mad with her, my own thoughts still longing for LaToya. One day however, after I had packed the groceries away, she called me upstairs. She was wearing her leather skirt and high heeled boots. Her smile was seductive and she directed me to sit on my knees in front of her. We've never played this game before and when I looked up at her she pulled her skirt up and draped it over my head. In the low light I saw a very realistic dick hanging between her legs and I heard her say, get me ready babe, for I'm gonna make your dreams come true.

It was very easy for me picturing I was here under LaToya's skirt, the rubber dick quite black like hers, and I simply opened my mouth and took her in. I think the other end of her dick must have been buried in her pussy because I could hear her moan when I started bobbing up and down. Not quite like the real thing but I wasn't complaining. She may have been bigger than LaToya and not as much in control as she scraped the back of my throat a few times. I tried not to gag and concentrated on pleasuring her pussy through this rubber dildo. Suddenly I felt a squirt and tasted almost mint like in my throat. I almost pulled back but now she was holding my head in place. In seconds my throat felt numb like I had taken a throat medicine and I realized it may have been just that. By now she started pushing her dick deeper in me and as she kept holding my head it had nowhere else to go than deeper in the back of my throat. But instead of gagging I was so numb there that she just slid in deeper.

The sensation was scary, I had never done anything like that with LaToya. My wife became more forceful and started pumping in and out. I could hear her moan and recognized the little cry she makes just before she cums. And when a second later her scream followed I knew she was coming, but the dick also started squirting into my throat. Some of the cum came back in my mouth and it tasted indeed like that, but most disappeared straight into my stomach. Not quite the pleasure I had when LaToya would come in my mouth, but I was still proud of getting her to cum. She was very unsteady and fell back on the bed while I let go of her dick with a plop. My god babe, she cried, I got this thing for you, but I didn't realize it would feel so good for me. I just wanted you to wet it up with your saliva before I would take your rear.

Now here's a big difference between a real dick and her rubber one. It stayed hard and she was recovered enough already to go for a second round. She motioned for me to lie on my back and she pulled my pants and underwear down and added some lube. Then without any warning she pushed in, slowly but steady. I gasped again, this was not the soft skinned hard-on that I had handled before, it was rough and big and I had to beg her to go slow. So she did, thank goodness, I guess it's a new learning experience for her as well. But once our bodies started moving together it became more and more pleasurable and at some point we moaned together. A minute later I couldn't handle any more pleasure and I whispered, give it to me babe. For a second I heard her warning and then I felt her dick squirt more cum deep into me. I almost passed out as did she when she collapsed on top of me. For minutes we were trying to get our breaths back and our heart rate back to normal. Finally she said, babe that was fantastic! I could only nod.

I was made responsible for cleaning her dick, after she unbuckled it obviously. She showed me how to refill the tank inside the realist ballsack that I only now noticed. Indeed the other side was shaped to be inserted in her pussy and pass the pleasure to her. Before I cleaned it with warm water I would lick her side clean, enjoying her taste. Knowing that she was downstairs already I did one more round of sucking on the dick, this time without deep throating it, fantasizing it was LaToya. It took only a very light touch to start a pump that pressurized the liquid into my mouth. And I couldn't believe how real the taste was, I would savor it and slowly swallow it away. Eventually I would get it ready for the next round, which was the next morning before work. Our sex life went from once or twice a month just a few weeks ago to at least four times a day. And I added probably two more solos without her knowing.

The only awkward thing was that I was always on the receiving side. She did give me a blowjob a few times to get my own dick ready, but my mindset was not into it. So we quickly gave up on it. I found that I could cum myself in a very different way from her taking me from behind, which we did now in many different positions, giving us both maximum satisfaction. I also learned to control my gag reflex and we didn't need the numbing fluid anymore in order to deep throat me. I won't say I could cum even through my throat but there was definitely a very satisfying feeling.

My wife took more and more a dominant role and I was okay with it. One day she told me I should wear the skirt and some others from now on and she wanted me to wear heels as well. I protested just as a formality but in my heart I wanted this. No one in the office would know as the video conference only shows my face. My wife was not okay with my body hair though and she ordered a very expensive home laser hair removal system. But it worked and it worked fast. My whole body is very smooth now and even my facial hair is greatly reduced. In a few more weeks I will never have to shave again.

Her next plan for me I found out only last week. She surprised me with a rubber cap that swimmers use except it was pulled over my eyes so that I couldn't see a thing. I had to stand straight and naked, apart from the heels. She started to wrap something around my body and she started tying it in the back. It took quite a while during which it became harder and harder to breath, this could only be a corset, I figured. This will help my figure and make the skirt look even better. What I didn't expect however when she finally removed the cap from my eyes was that I was not only wearing a very tight rubber corset, or maybe it was latex, but it covered a pair of decent size breasts on my chest as well. I groped my own set, feeling the weight in my hands but obviously they were as fake as her own dick. What was not fake was my curves, my waist was more narrow now than my hips and it would look very good, on a woman.

My crotch was smooth with latex as well, she explained that my soft dick was pulled in a latex harness between my legs and I would have to sit to pee from now on. There was a clear opening in the latex allowing for our sexual encounters, but I was officially the girl now in this relationship. I could wear the corset even in the shower and only every now and then adjustments would be needed to tighten my figure. My wife demanded I pick a female name and I chose Deanna, after my favorite Star Trek character. She warned me to only reply from now on to Deanna and she tested a few times by calling my original name. I went wrong twice and was severely punished, something that had never happened before. She tied my hands above me to a hook in the ceiling just so I had to stand on tippy toes, an inch more than the heels I was wearing. And then she forced something that looked like an egg into my rear. The rubber cap covered my eyes again and she forced a ball gag in my mouth. Then she switched on the egg and it started vibrating inside me. For the first five minutes it was actually pleasurable but when I came I needed a rest which I didn't get. Within an hour I was trashing and trying to beg for her to stop me. Every now and then she would whisper in my ear that my name is Deanna and nothing else. I was to forget the name I had used my whole life and eventually something in my brain clicked and I simply acknowledged I was and always had been Deanna. I was a woman now, never would I consider myself male again.

The next day she had typed up my resignation letter and she wanted me to click the send button. It made sense, I no longer was the person they had hired. And I was busy full time now cooking and cleaning in either a latex or leather maids outfit. I have to call her Mistress now. I went through another punishment session and I can't remember her first name anymore. But that's fine, she's a firm yet fair Mistress and I love her to death. She still dumps her cum in me four times a day and she says it will help my own breasts to grow.
And then last weekend we had a visitor. My Mistress confessed to me that she had been unfaithful to me. She had found someone else who was moving in and I was to move to the guest room, now the servants room. When the doorbell rang I opened the door and there was Mistress LaToya, dressed in her amazing leather. As soon as she was inside I dropped to the floor on my knees and asked her permission to suck her dick. She granted me that pleasure and after she came in my mouth, she said, I have missed you so much, my dear Deanna, my lovely waitress.