My wife was very pleased with how I had performed as Vicky. My cross-dressing had progressed from a sexual role play with my wife to her setting me up for my first sexual experience with a man. At the same time, she had picked up her own guy and had taken him back to our bedroom. She cuckolded me and had me clean up her pussy after I got home. 

From that time on, the only time I was not dressed up as Vicky was when I went to work or we had a family function. This was at my wife’s insistence. A couple of weeks later my wife said it was time to practice my female skills.

“What on earth do you mean?” I replied.

I was already very skilled at dressing, putting on makeup, walking and acting female. I had even started to work on my feminine voice.

“I expect you dressed up and ready to go Friday night as Vicky,” was her only reply.

Friday came and as I had the day off I started getting ready early. I took a long bath and shaved my entire body. I plucked my eyebrows, painted my toe and fingernails, and fixed my hair which was growing quite long. I put on my make up with really smoky eye shadow. My wife told me to dress casual but sexy. I dressed in a casual miniskirt and lacey top. I love high heels so I selected strappy sandals with 4 inch heels.

My wife got home from work and was very impressed with my appearance. She showered, changed and we went out for dinner. I was very nervous at the restaurant as I had to remain at the table under everyone’s scrutiny. No one seemed to notice I was a guy and we had a nice dinner.

By now it was about 10:00 and my wife asked me if I was ready for my lesson.

“Sure, I guess,” was my reply.

She drove us to a neighborhood I did not go often. Then she stopped at an adult book store we had been to before. I assumed she wanted to pick up some toys or lube or something. I must admit, I was very excited and nervous to go in there as Vicky. We went inside and there were about eight people in there. Almost all were guys except one girl with a guy. My wife and I looked at some toys and I loved the feeling that everyone looking at us assumed we were a lesbian couple.

My wife then started leading to the video booths in the back.

“Why are we going back here?” I asked.

Her reply was simply, “You will see.”

I noticed all the guys in the store watching us go back there. We got to a booth and she led me in. She closed the door behind us.

She then said, “I spoke to Chad a couple of days ago.”

Chad was the guy I had fucked for the first time as Vicky a few weeks before.

“He said you were a good lay but you needed to work on your cock sucking skills,” my wife informed me.

She then pointed to the hole in the wall and said, “Here you will have a chance for a lot of practice”.

I was shocked. I loved having sex with a man and truly enjoyed sucking his cock, but to not even see who the cock belonged to was very scary.

“This is crazy,” I said to her.

Her response was, “You have to agree I have excellent oral skills. If a place like this was good enough for me to enhance my skills, it is good enough for you, too.”

With that, she took out some bills and put them into the video machine. She picked out a she-male movie. She then got on her knees and looked into the hole. After a few moments, I heard the door next door close and my wife stuck two fingers through the hole. A short time later, a semi hard cock came through the hole. My wife took it in her hand and started slowly stroking it. I was shocked to see her boldly stroke another man’s cock and by the realization that she had been to a glory hole before.

“You don’t just dive in and start sucking,” she said, “stroke it a little, lick it some and tease the guy.”

With that, she started playing with his cock. She licked the head, would put it her mouth a few moments, and then go back to licking the shaft. She used her other hand to massage his balls. As his cock grew bigger and harder I noticed I was getting very aroused watching my wife suck another man’s cock. My tucked in cock was straining to come out and I was getting uncomfortable.

“When you put his cock in your mouth, don’t use your teeth,” she instructed, “watch closely.”

After several minutes, my wife started to speed up the pace. I then heard the guy grunt from the other booth. I thought my wife would pull her mouth off when he came but she kept on sucking while he shot his load down her throat. She then took his cock out of her mouth and stroked it some while looking up at me with devilish eyes and a smile. I could see some of his cum glistening on her lips.

“Pay attention and you can tell when he is about to cum. That is when you speed up,” she said.

The cock was then taken out of the hole. A few moments later I heard him leave the booth.

My wife then kissed me with a stranger’s cum in her mouth and said, “I hope you were paying attention because the next one is all yours.”

It did not take long before I heard the door in the next booth close. I was starting to get nervous but I was also very horny after watching my wife giving a blow job and taking another man’s cum on her lips.

“Get on your knees and look through the hole,” she ordered.

I knelt down on the sticky floor and looked through. I saw a guy put some money in the video machine. I noticed a sizable bulge in his pants. After selecting a movie, he undid his pants and took out a beautiful uncut cock. It was semi hard and he stroked it a few times.

“Put two fingers through the hole to let him know you want his cock,” I was instructed.

I did that and a few moments later I felt his cock rub against my fingers as he pushed it through the hole.

“Beautiful,” my wife exclaimed, “now show me what your have learned.”

I started stroking his cock. My mouth was a little dry from the excitement and I had to calm down. This was not the first cock I had sucked but it was so thrilling thinking that I did not even know what the guy looked like. I felt like a total slut.

I started licking his shaft and I heard him moan over the videos playing. After treating his cock like a lollipop for a while, I took it in my mouth. I was trying to imitate what I thought my wife had done a few minutes ago. I felt his cock get harder in my mouth.

My own cock was getting harder and was trying to poke out. However, I had it tucked in well so all it was doing was straining and causing pain. I was so excited I did not care.

When his cock was fully hard I tried to take it all down my throat. I could not quite do it.

“You need to work on controlling your gag reflex. Relax and try it again,” my wife instructed.

I followed her direction and managed to swallow his whole cock. I could feel his pubic hair brush my nose. I continued running my mouth up and down his cock.

“Don’t forget his balls,” my wife advised.

I took his cock out of my mouth and licked his scrotum and shaft. After a few moments I returned his cock to my mouth. I used my hand to massage his sack. I could hear him moaning louder and more frequently.

“Keep at it, he is going to cum soon,” my wife directed.

I started sucking him faster and faster. I thought I could taste his pre-cum on my tongue. It did not take long and I felt his scrotum tighten and I heard a groan. I took his cock from my mouth and he started shooting his cum on my neck and face.

“What are you doing?” my wife exclaimed. “Keep sucking.”

I took him back in my mouth but he had finished cumming.

“Clean him up like a good girl,” said my wife.

I sucked and licked his cock some more. A short time later, he pulled his cock out of the hole and did up his pants. I felt like such a whore with a complete stranger’s cum on my neck and face. It was one of the most exciting feelings I have ever had.

“That was pretty good,” my wife said, “but you did not finish well. The best cock suckers always swallow the cum.”

As my wife was giving me advice on my cock sucking technique, we could hear the door close again next door.

“Okay, time for more practice,” I was told by my wife.

I stuck my fingers in the hole again and I was rewarded by another cock. I started to stroke it like the one before. As I licked it, I noticed it did not taste very good. My wife saw me turn up my nose.

“They don’t always taste the best, but a good girl can handle it and service her man anyway,” said my wife.

I dutifully went back to sucking his cock. I was still very excited to be sucking anonymous cock at a glory hole. It did not take long and he started to cum. This time I kept him in my mouth and swallowed his seed. I was surprised that even though his cock was not tasty, his cum was delicious.

“Much better,” my wife said, “you may make a good girl yet.”

We stayed at the glory hole until I had sucked three more cocks. My makeup was a mess, my knees were sore, and my mouth was stretched out. My belly was full of cum and I had never felt sluttier. I have no idea whose cocks I was sucking and that was completely erotic.

As we left the booth my wife was smiling.

“Your skills have greatly improved. You may soon be as good as me,” she stated.

We got home and I was so excited that my cock was straining for release. My wife noticed and smiled at me.

“I bet you want to cum now,” she said.

I could not remember a time I wanted to shoot a load more,

“God, yes. I need to cum,” I said.

My wife smiled mischievously and said, “Not tonight. You need to understand that ladies do not need to cum all the time for sexual satisfaction. Often they are satisfied just being aroused or by pleasing their man. “

“Oh, god. Please let me cum now,” I begged.

“Sorry, no, but I need to make sure you really learn this lesson,” she said.

With that she slipped a chastity device over my cock and locked it on. This ensured I would not take matters into my own hands that night.

“Maybe tomorrow I will teach you how to cum from your ass,” she said. “If I have my way, that will be the only way you cum from now on.”

I went to bed with the knowledge that I had learned to give good head with the frustrated feeling of an orgasm denied at the same time.