My Trans Housemaid [MF] [Transgender]

Yes, the pandemic changed everyone’s lives withing the blink of an eye. I was used to work long hours, head out on business trips all the time, spending time drinking with countless workmates and associates and fucking more or less everywhere around the world. But then, all of a sudden, full stop. Nothing was happening anymore. I was trapped in my home office. Stuck in a place where I normally wasn’t for more than three nights and half a day a week. Luckily for me, my place isn’t the smallest out there. 33 year old me had achieved something, at least regarding his bank account. But it all came to a cost: My private life just wasn’t existing anymore. All I knew was work. And people I knew from work.

Yes, I felt pretty lonely and lost in my home office pretty damn fast. Bored, annoyed, lost and lonely, to tell the truth. My days were filled with Zoom calls, eating take out food, jerking off and watching Netflix. Well, with one exception, one day was different: Wednesday. My 28 year old housemaid – at that point in time she was cleaning up after me for five years – came over to clean up my place and cheer me up with her presence. No, we didn’t fuck each others brains out from the first time we spent a minute in the same room. That came later. In the beginning we just had some nice conversations, you could say we got to know each other a little bit better. But enough said, here comes a more detailed report of what happened back then, around two years ago.

In the first week of the pandemic we – my maid and myself – just were in the same place. We talked next to nothing. She was nervous because she wasn’t used for me to be around. I was annoyed because I was more or less imprisoned at home. But, she caught my eye. When she was in the office, dusting something of, stretching out her ass towards me, a huge smile appeared on my face: What a damn hot ass. When she was done with her work, she just left. She said goodbye, I said goodbye, and I was already looking after her when she left my place. Yes, I was hooked. More or less.

One week later, again a Wednesday, she came over to work again. This time I had a plan: I asked her if she wanted a nice cup of coffee. She said yes. I made her sit down in the kitchen and began some casual small talk. We both were happy to talk with anyone in person. But we weren’t just talking, something made click. Two hours passed by within the blink of an eye. When we realized that, we both hurried back to work. Unfortunately I was busy for the rest of the day – crisis management through zoom, fuck it – so we couldn’t talk more with her. But I made plans for the next week.

The next week came faster as you might think. Again, my maid and I had coffee together. Our conversation was on the same awesome level as the week before. And damn it, I think she looked even better. This time I cleared my schedule ahead, so we could keep on talking. And we did. From drinking coffee we went over to having lunch. I ordered the best Asian food available, and we feasted together on the counter in my kitchen. We enjoyed our time together. And time flew by. Until I had to go back to work. And she, she quickly finished up cleaning my place. When she was on her way out, I was at the door saying goodbye to her. We looked each other in the eyes and smiled. Then she left.

Week four was a big one. A very big one: I texted her on Monday. I asked her for a date. On Wednesday. A morning coffee date with the possibility of lunch together. I cleared my schedule for the whole day. I cleaned my place the day before. On date day I got up, fixed my hair, shaved, cut my nails, threw on some fancy clothes and then I began to wait until she showed up. More nervous than I had ever been before in my life.

Then finally, the doorbell. I went over to open. To let her in. When I saw her, standing in front of my door, dressed to impress, I was nothing but blown away. Fuck, she was a hot one. She made me pop hard wood immediately. I struggled to get out any damn word. It was her, who asked me, if she might come in. With a huge smile on her face. I just said yes, come in, and guided her towards the kitchen.

In the kitchen I offered her a place at the counter top. She gladly accepted. Then I made her a cup of coffee – yes, I am smart enough to remember how she likes her coffee – and placed it in front of her. She thanked me, smiled at me and called me the best looking barista that ever served her some coffee. I might have turned a little bit red. But I called her the best looking customer I ever had.

Luckily that small conversation broke the ice. A conversation built up. Lots of laughing, asking and listening. And yes staring at her damn beautiful boobs. She just knows how to present them. After two cups of coffee, and some hours later, we went over to the living room. There we had lunch. I ordered the best Italian food in town. We enjoyed our meal. We kept on having a fucking awesome time.

After lunch we placed ourselves on the sofa in my living room. With a tasty drink in our hands. We kept talking and slowly but steadily closed the gap between the two of us. Until we were more or less sitting on each other. Being so close felt great.

Then we both turned our heads around. Towards another. We were looking into each others eyes. Then we began to kiss. A very gentle, shy first kiss. But it turned into passionate kissing pretty damn fast. The feel of it, overwhelming. Awesome. I never had kissed like that before in my life. While we were kissing our hands began to explore each others bodies. Well hers explored my body, I was happy by having mine on her ass or on her tits.

We slowly undressed each other. Scattered our surrounding with our clothes. I was naked first. My raging hard boner pointing towards her. She was still in her lingerie, when she all of a sudden stopped: “I have to tell you something. I am a trans woman. A pre op trans woman.”

I listened to her, looked her in the eyes and began to kiss her again. I carefully kept on undressing her while I doing so. Her hands were on my body again pretty damn fast. We kept on going for some time. Just kissing and touching.

After some time she asked me to stick a finger up her ass. To play with her fuck hole. To make her ready for my rock hard dick. But before my finger went in, she sucked on him. Made him slippery and wet.

She moaned out loud when I began to play with her asshole. She enjoyed it. We still were kissing while my finger was up her ass. My cock was close to explode. My balls were already aching. I had to fuck her. I had to dump my load into her. I was hardly in control of the animal living deep inside me anymore.

She realized how turned on I was. She loved – and loves – it when I am that way. She knew that I was close to going nuts. That I wanted her more then everything else. So she grabbed her nearby purse and pulled out a condom and some lube. At first the condom went over my dick, then it all was drowned in lube. Then she turned around and made me poor some lube on her asshole.

Then it was time to fuck. I gently slid my dick up her ass. Slowly. To make her get used to it – no, it wasn’t the first time I fucked someone in the ass. Then I gave her some gentle thrusts. Doing so felt awesome. I really had to pull myself together, I took everything to hold me back and not going in full speed ahead. She already enjoyed it. She let out a few quiet moans.

After some time I went faster. Harder and deeper. It felt incredible. She loved it too. She moaned out loud. Her hands were desperately looking for something to hold onto.

Then she told me to just let go. I gave everything. I nailed her asshole. Tension was building up. More tension. And even more.

Her body began to tremble. Both of us were getting closer, and closer to an orgasm. Then, one final thrust, boom, my aching balls emptied themselves. She let out one last big moan. Then two sweat covered bodies collapsed onto each other. Two happy people that gave everything were enjoying an endorphin rush.

It took some time until we regained ourselves. It took some time until I carefully pulled out my meanwhile half hard dick. I quickly got rid of the condom. Then I hugged her. Kissed her gently while looking her in the eyes. We didn’t bother to put our clothes on again. Why should we, we just would have to get rid of them again later.

And now, about two years later, the two of us are still together. She has moved in with me, I stopped traveling to world to spend as much time with her as possible. We still are madly in love with each other. She is the best thing that has happened to me in my whole damn life. And without that goddamn pandemic, I probably would never ever get to know her better.

Source: reddit.com/r/gonewildstories/comments/xupggg/my_trans_housemaid_mf_transgender

7 comments

  1. >We were looking into each others eyes. Then we began to kiss. A very gentle, shy first kiss. But it turned into passionate kissing pretty damn fast.

    I’m sorry but my brain would stop yelling “BUT COVID! YOU’RE GOING TO GET COVID!” at this lol.

    Awesome story, very wholesome.

  2. Stop. I let out a little tear at the end. That’s so sweet and beautiful 🥹

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