The company I work for has been renewing the work force. Since I was hired less than a year ago in the software group, I have seen about a dozen new people, all around my age.



One of the latest was a woman in the marketing group, and my God, was she pretty. It took a bit before I could work up the courage to talk to her. Only to find out she was very nice, very approachable.



Her name was Shelby and the first time we went out for lunch, she told me how she appreciated my company, as I wasn't continuously talking work or marketing and also not my own job. I just wanted to get to know her better, find out what made Shelby tick.



But she was the first one to find out about one of my own secrets, as I have a fetish for women in leather skirts and dresses. She didn't laugh at me, instead she promised she'd wear a leather skirt one day, just for me, our little secret.



Just that thought gave me quite a bulge in my pants and it almost seemed like she had been hoping for that. That's how I found out about her secret fetish. She loved giving blow jobs.



I had to confess to her that I never had been lucky enough to get one, with the few girlfriends I have had. And she promised me that was going to change, that is, if I were interested.



It sounded like a dream come true, so of course I agreed. So the next time we'd go out for lunch, we'd go to her place. She would provide lunch. And a bj. In her leather skirt.



What's that saying? If it sounds too good to be true, it probably is? I kept thinking about that two days later, when we drove to her place, only 5 minutes from the office. She was indeed wearing a flared leather skirt, and I had heard quite a number of guys complimenting her. I guess I wasn't the only one who liked leather.



But I was the only one getting a bj. We were a bit giddy, until she told me to feel the skirt on her hips. I couldn't believe how soft it was. It's one thing ogling at night on the interweb at beautiful women in leather, it's a whole different matter feeling it on warm skin, the material swishing around my fingers.



Needless to say I was rock hard in seconds and that was just her plan. She simply unzipped my pants, and had inhaled my member, before I could even think getting ready for her. And after that I was as wax in her hands. She knew what she was doing and it felt more intimate than if it had been her pussy. She had so much control, her tongue was so agile, she took me over the edge in no time, and I could not have done anything about it.



She swallowed it all. Then cleaned my monster, and she put it back in my pants and zipped me up. Then she got up with a big smile on her face, and started working on lunch. I helped her out and without anything being said, we prepped our philly sandwiches.



I was the first one to break the silence. I complimented her how good the food was. She nodded and smiled, and thanked me for helping her to prepare it. Then finally she told me she had loved my dick even more.



What do you say, when someone tells you she likes your stuff? I said, thanks, I had no idea, but I definitely loved what you did as well. She looked at me with those beautiful eyes, and she said she needed more of it. And if I was okay with doing this at least three times a week.



I mentioned already that I'm not very experienced. The few times I went all the way with a girlfriend was maybe once every other week. And this beauty wants me at least three times a week? So I told her, sure, but I'll bring lunch meat and stuff over as well. She laughed, saying that's what she loved about me, how I didn't expect her to do all the food stuff as well as "dessert" by herself.



So yes, a friendship can turn into becoming sex buddies, although it was only my pole and her mouth involved in the act. But who was I to complain.



The second week of sex, she changed the "rules". Each time I was there, she'd taken the time to put on a leather skirt, a leather bra the next time, and now she showed me the new dress she'd bought over the weekend. I was allowed to touch the leather only, but feeling her breath jump when I touched her breasts through the soft material, got me going real hard. Which was clearly her intention.



This time however, after I had shot my load, and she'd cleaned my now soft member, and she was ready to put it back, I suddenly heard a click. When I looked down I saw a black shiny cover over my thing, either plastic or rubber perhaps. A tiny lock kept it in place somehow. She put the whole contraption in my pants, then got up, and gave me a tiny key.



Listen, she said, that thing I put on you is a cage. It will prevent you from growing hard. Maybe at first that may be frustrating a bit, but I promise you, when I let you out, the bj will feel so much better. I hope you're okay with it, I see it as a sort of commitment. As long as you wear it, I  promise I won't give any other man a bj. So we're going steady, sort of. And if you want to get out, you have the key, so it's not like you're stuck. What do you say?



I did not know what to say. The past week I got some amazing sexual relief, combined with some fun lunches. I got my hands on leather, as each time this girl thought first about my needs. And now she wants to go exclusive. If it wasn't for that weird thing on my junk, I'd say it was pretty darn perfect. So how would this thing affect me? Truth was, I had no idea. No hard-on she said. It's not like I walk around all day with a bulge in my pants. What harm would it do if I simply tried? I kind of liked the idea we were becoming sort of a couple, who knows what could come out of this.



So I told her I'd try, but I had no idea what kind of effect it would have on me. She told me not to worry, if I didn't like it I could always unlock it with the key. And she had her own key, so I'd get out at least three times per week. More if we wanted to up it.



Back in the office it didn't bother me. Thank goodness Shelby wasn't wearing her leather anymore. When I went to the bathroom I picked a stall to pee, so no one could accidentally see that thing. The pee came out just the same. The material felt smooth, more comfortable than plastic for sure. Somehow it was stuck to a ring behind my scrotum. It curved my small member down a bit, so there was no bulge at all.



That night things were different though. As usual I was surfing the web, looking for women in leather skirts, and for the first time I realized I tend to rub my crotch doing so. That gives normally a very pleasant buzz, but now it was uncomfortable. The moment I felt myself go hard, it had nowhere to go, and an immediate pain stopped the pleasure. Yet my balls felt bloated. I sometimes rub one out, just for the relief, but that did not come this time.



I was done surfing much quicker than normal this time. And had hard time falling asleep. Waking up was similarly a problem. I always wake up hard and just play while waking up. Now I woke up more severely with a tad of pain that knocked the hard one down.



Shelby waited for me in the office. She wanted to know how my night had gone. I told her everything but she was proud I hadn't given into unlocking myself. She'd take care of me over lunch, she promised.



And that's what she did. She wore a skirt with leather leggings over lunch, and when she let my member out it was bigger than I've ever seen. And when she sucked it in, it was heaven. When I came, it was more and longer than ever. And boy, did she enjoy it.



Afterwards, she locked me in again. Worth it? She asked with a smile on her face. I could only nod, so exhausted I was. That's when she kissed me.



I didn't expect the kiss at all. So far, it was always her mouth on my pole, my hands on her leather covered skin, and then lunch. The kiss added an erotic element. Like lovers would kiss. Her tongue went deep in my mouth, her hands behind my head. My hands were back on her leather hips. Then I felt the shock of tasting some of my own stuff. It was hidden there somewhere between her own strong taste, her lipstick, her freshly brushed teeth, but it was there. But I didn't pull away, the kiss was too good, it promised too much, to worry about something that I knew gave her pleasure.



I never told her I had tasted some of my own goo. But we both had enjoyed the intimacy of the kiss and it became an important part of our lunch hour. As a matter of fact, it made it easier to deny myself any action at night, knowing that lunch would relief me and reward me.



The kiss came easier now, quicker, and I noticed more of my own goo that wasn't swallowed away yet, was shared between us. Up to the point that it didn't bother me anymore, that I started associating the goo with the kiss, with the pleasure.



Then Shelby came up with something new. We had lunch together every day now and we started talking about weekends as well. I brought a lot of rolls, meats, mushrooms and veggies each Monday for the whole week, filling her fridge that was as familiar by now as my own. We both enjoyed the task of cooking together, my hand always caressing her leather behind, but she wanted to add to the fun.



So she asked me if I would mind wearing her leather leggings. It was pretty stretchy, so I doubt if it was real leather, but the thought of feeling it on the inside gave me a pleasant jolt. So when she put her skirt on, I pulled on the leggings, and boy, were they tight.



But my legs looked good, with hardly a bulge, and rubbing it on the outside gave me a nice feeling from both sides. I could feel my hard-on starting, immediately kicked back by my cage, but my balls were on fire. And when Shelby pulled the leggings down just enough to get my manhood out, releasing it, it doubled in size in seconds. Twice.



She was rubbing my butt while she took me in, and it was pleasant how I had two spots of entertainment now. When I came I could hear her surprised moan, as my balls unloaded. Afterwards, with my piece locked back up, but with the leggings still on, she kept her hands on my butt now as well, during lunch making. And it was a pleasant surprise how I could enjoy it now even better, with my male part totally relaxed.



The leggings became standard, although soon I had to wear some of her panties, as I kept leaking from the sensation of wearing the tight leather, and her panty shields didn't work with my own underwear. I actually enjoyed the satin style panties, and if I was really leaking hard, I'd wear them back to work even under my regular clothes.



With the size my monster was once unlocked, now that I had gotten used to suppressing my desires at night, and the added excitement of wearing leather myself, Shelby had started experimenting with deep throating. It was actually easier for her if I stood a little higher, and with some heels she had found in my size, my legs looked even more fabulous, just adding to the fun.



Ofcourse it wasn't all fun. One time the tip of my pole hit her throat in the wrong way. And while I was shooting, she started coughing and a lot of my goo messed up the leggings. Though she licked it all clean, which was also a very interesting sensation, she took the pants to the dry cleaner. The next day I missed my leggings and Shelby suggested I tried on her other skirt.



That skirt was real leather and it was again a very tight fit, even after she added a waist cincher, but with an extra pull on the laces, the skirt would zip up. The sensation of feeling her hands on my butt now, was breathtaking. The skirt was there to stay, although she noticed that the hair on my legs were an eyesore. I didn't mind her taking care of that, and with a razor and some Nair my legs were soon as smooth as hers. As was my crotch.



It made sense. I was wearing her panties already more than my own underwear, and it looked so much more clean afterwards. She was more interested now in sucking and licking my balls in addition to just my pole, and we both were happier for it.



My legs were quite sexy now in skirt and heels and one day Shelby gave me a pair of latex stockings, and the feeling on my hairless legs drove me insane, in a good way that is. We both agreed that our lunches needed to be healthier, so I'd lose a few pounds or inches off my waist.



So we cut down on bad meats and cheese and the bread. And started creating salads and fruit smoothies. Plus she had a special oil that she mixed in that supposedly would shred the pounds and shape the body. It had its effect and Shelby wondered if I'd try a corset, rather than the waist cincher. It was made from shiny black rubber, and the first time we tried, it was clear that all hair on my upper body had to go as well.



The corset was designed to cover a woman's breasts, and the voids looked rather unpleasant. Shelby had a solution though, some breastforms filled the corset up nicely. It took some measuring but with a few weeks of eating right and losing a few more inches, I should be able to wear the leather dress that I loved so much on her.



By now I spent the whole weekend already with her, dressed in my sexy gear, with a bj at every meal. She wanted to know how I felt about moving in permanently, although it would be bj's only, real sex, as she called it, she saved for marriage. And we knew that was really not a far out possibility.



So I moved in and spent more time per day in her clothes than in my own. As a matter of fact, I started despising having to put my old male drab back on, in order to go to the office. It simply became harder to hide my hourglass figure and the fact that the corset had pushed up my fat to my chest area, as I seemed to have small breasts now.



Shelby had become friends with the woman in HR and she had discussed my situation. HR was happy to recognize me as transgender, a male transitioning to female. Just another box they could check, I bet. But it was stated I could not look like a man in drag, I had to look the part. So Shelby took me for laser hair removal on my face, and since they ran a special we could do my whole body for not much more.



I had had my hair grow out already, but it needed some serious styling, and basically I got a total makeover in the salon that included makeup as well. Shelby had me on a smoothie only diet now, and soon I didn't need the corset anymore to fit my new wardrobe. Nor did I need the breastforms. I figured she must have given me some hormones to finish my body shape, but it affected my male orgasms, as I just didn't get very hard anymore.



But Shelby was okay with that. She still loved sucking on what she called my clitty now. And the cage was much too big, so it was no longer needed to wear. She started training my rear with a dildo, just so I could get used to it until I'd get my sex reassignment surgery. Then she started using a strap-on and I learned what it meant to be a bottom. Her strap-on was serious stuff, as it even squirted into me, that she happily sucked out of me again.



Next she taught me how to suck a dick and give a bj. Again she used her strap-on and I took my first full load, which tasted just as I had expected by now. I just could not understand how realistic that thing was, how it grew in my mouth, pulsed at my tongue movements, and went soft after it squirted into my throat. And she kept it on in bed even, so I could practice playing with it.



The day I went in for my surgery she asked me to marry her. I said yes, and went under in the most happy way. Shelby would finally be my wife. And that meant I would get "real" sex...