It was just another routine day at the office. I was finishing up some computer work as the clock hit 3:00. Only one hour to go. One of my coworkers, Mike, stuck his head into my office and said, "Hey, Larry."
"Hey, Mike, what's up?"
"Some of the guys are getting together at my place tonight to watch the game. You want to come?"
"Yeah, for sure. The Mets should take this one without any problem. I'll pick up a six-pack and be over around 8:00."
"Sounds good," he said. "See you then."
I cleared out my email inbox, and waited the remaining minutes until 4:00. I collected my stuff and headed out. I stopped by the supermarket and picked up a six-pack to take to Mikes's. Then I headed on home.
I walked in the front door and saw my wife, Amber, sitting on the couch in the living room sipping a drink and watching her afternoon shows. Amber and I have been married for five years. She is the love of my life. She is a real looker. She is 5'5" with long brown hair and big brown doe eyes. She works out a lot and has a great figure. I am lucky to have her.
I went up and gave her a kiss and asked, "How are you doing today? Mike invited me over tonight to watch the game."
"I had a good day, sweetie. But I'm sorry you made plans with Mike without checking with me first."
"Oh, did we have plans tonight?"
"No, we didn't. But today I made some plans. Larry, I have a date tonight. You'll have to cancel with Mike."
Well, I was disappointed I wouldn't be able to go to Mike's and watch the game. But Amber has a date, and I know what that means for me. While Amber and I have a pretty normal relationship most of the time, that all changes when she has a date. On those days, I am a cuckold. My wife has sex with other men. This all started around two years ago, when she found out I had been cheating on her with a girl from my office. She threatened to leave me, and I begged her to stay. I assured her my cheating days were over. She finally arrived at a compromise where she would stay, but to make things even, she would cheat on me.
It started with her going on only one date. But, since I had cheated many times, she decided she would too. After a while, she discovered that it turned me on when she had her dates. I was jealous and embarrassed, but yes, for some reason, it turned me on too. Over time, it evolved into me being a part-time cuckold. Now we have a routine we go through for each of her dates.
Amber said, "Call Mike and cancel, and then go on up and get changed. I have set out your outfit in the spare bedroom."
The spare bedroom. I knew what this meant. It meant her date would be staying over, and I would be sleeping in the spare bedroom. The outfit she had set out was part of our routine. When she has her dates, she has me dress up like a girl.
The dressing up was Amber's idea, and it started shortly after she started dating. When she discovered I got turned on when she had her dates, she decided that it was the humiliation that turned me on. She said I was a submissive, and I got horny from feeling humiliated and embarrassed. At first, she just made me wear her panties and bra. When she saw how I reacted to that, with a big boner in my panties, she started making me dress totally as a girl. It is so humiliating to have her dates see me dressed up.
"Who is the lucky guy tonight?" I asked.
"I'll tell you after you're dressed. And we have a special surprise for you tonight!"
I hoped her date was with Dave. Dave is nice to me, unlike some of her dates. Some of them totally ignore me. Some treat me like a sissy. Some just laugh at me. But Dave treats me with respect. Actually, he treats me just like I was a female roommate of Amber's. There are several men she dates, but of them all, Dave is my favorite.
I called Mike and told him I couldn't make it tonight. Then I went up to the spare bedroom to get changed. Amber had set out on the bed the feminine outfit she had selected for me to wear tonight. It was a little mini-dress with puffed sleeves and a rounded collar with little ruffles along the hem. It was a light cream color with little pink and white butterflies printed on it. It was very feminine. Amber knew that the more feminine my outfit, the more humiliated and turned on I would be.
She also set out a pink bra, a pair of stockings, a pair of pink high heels, my blond wig, and a little bow for my hair. Note the absence of panties. I wasn't allowed to wear panties, for reasons that will become clear shortly.
I stripped off my work clothes and hung them in the closet. It was time for me to be feminized. I put on the bra and rolled the stockings up my legs. I stepped into the little dress and pulled up the zipper. The dress was very short, several inches above my knees. The feeling of the soft material of the dress rubbing across my legs and my genitals got me excited. My penis was sticking out, pushing out the dress like a pole in a tent. It was embarrassing that this feeling got me so excited, and that excited me even more.
I sat down and put on the little pink heels. They had two little straps that crisscrossed on the top of my feet. I stood up and took a few steps, getting adjusted to walking in high heels. I saw that Amber had not put any makeup in the spare bedroom, like she sometimes does. I walked out to the top of the stairs and called down, "Amber, should I use your makeup in our room? There isn't any in the back room."
"Oh, yes," she responded. "Just get yourself made up in our room."
I went into our room, sat down at Amber's makeup table and put on my makeup. When we first started this routine, Amber did my makeup for me. But she has since taught me to do my own makeup. So now I am expected to get completely dressed and made up by myself.
After I put on my makeup, I went back to the spare room and put on my wig. It was a long blond wig, with bangs and little curls around the shoulders. Now being completely feminized, I checked myself in the full-length mirror. I needed to make sure I looked good before I presented myself to Amber. The person looking back at me in the mirror looked like a pretty young girl. I ran a brush through my hair and attached the pink bow that Amber had set out for me. I looked great. Just like a girl. That's what Amber expected of me.
I walked to the top of the stair and called down, "Amber, I'm ready. Are you ready for me?"
"Yes, get your little box and come on down."
I went into our room and got the little box out of our bedside table drawer. I knew what was in the box and what Amber was going to do with it. It was humiliating, but it got me even more excited thinking about it. I went downstairs and stood in front of Amber.
When she looked up and saw me, she was delighted. She got a big smile and said, "Oh, you look so cute in that dress, Laura." When I am dressed up, she calls me Laura. "The only thing out of place is that little pole sticking out beneath your dress. Well, we'll take care of that in a moment. Now, give us a little swirl and a curtsy."
I handed the box to Amber, and then I did a twirl and dropped down into a curtsy, holding the hem of my dress as I did.
"Beautiful! That dress really suits you," she said. "Now go and get the ice and come back here. I need to finish getting you ready."