After my first time in The Room, where my girlfriend, Fiona, surprised me with my first bi experience, she continued to expand on that new horizon. Over the next few of months she continued to surprise me a dozen or more times with more cock sucking lesson. At first she made sure I was bound and unable to resist just like the first time, but then she started to make me a more willing participant. She continued to keep me blindfolded for the experience so I wouldn't know who was the recipient of my oral services. She would only tell me that I knew him and saw him frequently so that I would wonder which of my friends knew about my secret perversion. I knew there were at least three different guys because one cock was fatter than the others and one was significantly longer. I kept trying to discern other clues but she had even taken to applying her favorite perfume to their genitals so I couldn't go by smell. They only rarely made any noise and even then it was only muffled moans or grunts so I assumed she had them gagged. They were all shaved smooth and I was never allowed to touch them except with my mouth, but I believed from that small amount of contact that they were all in decent physical condition. That didn't help much, most of my friends kept themselves in shape. The fat one and the regular one were both circumcised. The long one was not. I was also starting to notice differences in the taste of their cum since I was getting to drink it regularly. They all seemed to cum a lot.
Fiona had always liked to tease me and deny me orgasms while making me give her as many as she could stand, but I thought i had noticed a new trend. She seemed to be denying me much more often and making me wait longer between orgasms. Then, whenever I had another "training session" (as she liked to call them), she would use a slim vibrating wand with a slanted head to massage my prostate while she stroked my cock. She would bring me to the edge multiple times while I swirled my tongue and tried my best to make him cum as quickly as possible but it never worked. He would withdraw his shaft when he started to get too close and I would be forced to suckle his heavy balls and lick his taint while Fiona would stop and start her ministrations again a few minutes later as well. She and the guy would coordinate their efforts so my own orgasm was synchronized with his climax into my mouth. After I swallowed every drop he had to give and licked his shaft clean as she had taught me to do, she would bring her hand to my lips to clean up my own cum as well. She had been feeding me my own cum almost since we started dating so that really wasn't a surprise, but knowing someone was watching me seem to greedily suck the cum off her fingers after his massive load was especially difficult. I felt like a true cum slut at that moment. To make matters worse, she started making me say "Please sir, may I have your cock" before he would slide it into my waiting mouth, and then after he was done and I had eaten both of our semen, I had to give him one more kiss on the head of his penis and say "Thank you sir, I can't wait to do that again very soon". They would usually pat me on the head like a pet being rewarded for doing a trick.
In between training session, she would make little comments about guys we would see and if I thought that might have a nice cock, and lewd references about my sucking technique and how they guys said I was becoming the best cock sucker. She especially liked teasing me about how much I was starting to enjoy having them cum in my mouth, just like she had promised I would. She observed a few times that I didn't seem to get as hard for her without a cock in my mouth and that gave her an idea. One day she came home with a small bag.
"Is that for me?" I joked.
She just smiled and said "Actually, it is. Let's try it."
She handed me the bag and I opened it cautiously. You never knew what she might bring home. Inside was a new gag that she had found - it was essentially a double ended dildo with a fat ball in the middle and leather straps on either side. When she strapped it into my gaping mouth, the head of the cock was right at the back of my throat. It tickled and made me want to swallow reflexively, but of course it was locked firmly in place.
"It will help with your gag reflex so you can take that especially long cock all the way to the balls soon," she said as she pushed my head down between her legs and leaned back.
She never wore panties anymore so she just lifted her short skirt and I fucked her wet cunt with the other end of the dildo until my neck and mouth ached and she had more orgasms than I could count. That became one of her favorite toys and when she had had enough, she would send me to take it out and wash it and put it away, leaving me with a raging unsatisfied hard on. And it did help me get over my gag reflex.
There were other similar games she liked to play. Most with the same ending for me. She made me promise not to masturbate without her permission and that became another of her favorite activities - making me strip and stand naked stroking myself while she watched. I jerked for her the kitchen while she made dinner, beside the sofa while she talked on the phone with her friends and family, in the bathroom while she took a shower. Sometimes she would decide to drive when we were going somewhere and I would have to pull down my pants and jerk in the car. Occasionally she allowed me to cum from these masturbation sessions, but only after edging myself many times over several days. And I always drank all the cum I produced. Other times she would make me go for days without touching me or allowing me to touch myself. I'm still not sure which was worse.
Over the summer she added another little game to our relationship - when it was my turn to cooked or do some of the household chores, she started making me strip and put on nothing but an apron. She would tease me the entire time, running her fingernails over my bare ass, rubbing against the bulge in the front of the apron and penetrating me with her finger if I had to bend over to do something. Eventually she decided that I should just wear a plug as part of my "uniform". She ordered a special one online that was made of stainless steel. It was shaped so it wouldn't easily come out with what I thought was a rather large bulb-shaped head followed by a slender shaft and a flat ring handle at the end. It felt heavy in my hole and constantly reminded me of its presence when I moved or bent over, and especially when I sat down. The handle fit perfectly between my ass cheeks but sitting pushed the plug deeper into me. It seemed like I was doing the chores more and more frequently but it was hard to complain with all the teasing and attention.
"You know, that plug is so sexy, I think you should start wearing it all them time," she told me one day while I was filling the dishwasher.
"All the time?" I asked.
"Well of course you have to take it out to use the bathroom and you will want to keep yourself clean back there," she said.
So, I started keeping my ass plugged all the time. I grew used to its constant presence but never enough to forget it was there. It was especially present in my mind when I was hanging out with friends because some of them knew I was wearing it now. They had watched her remove it so she could tickle my prostate while I sucked their cock and then put it back in place afterwards. It was so embarrassing , it could be any of them. Sometimes I thought I might have seen a knowing smile when I squirmed a little and I was tempted to ask if he was one of my cum buddies (another phrase my wife had started using), but I never dared to ask. I couldn't imagine how I would explain myself if I guessed wrong.
One evening when I was cleaning in the living room, Fiona called me over to the chair by the window. I always avoided that spot when I was doing chores in my apron because the neighbors across the street could surely see inside because we could clearly see inside their windows. She untied the apron and gestured for me to take it off. My cock was standing especially tall that evening, probably because it had been awhile since she had let me cum. She raked the underside of my shaft with her fingernails gently.
"You know," she said, "I think I like you better like this. I want you to stay nude at home all the time. Will you do that for me?"
I hesitated only a moment before I stammered "Of course, if that's what you want."
"Perfect! I just love you so much," she said and then leaned forward to kiss the head of my penis. I continued to stand there, my dick pointing like an error, having forgotten completely about the window until she said "Ok, back to work, Pet," and snapped me out of my trance.
I remained nude the rest of the evening. Normally I would have stripped down to my boxers for bed but that night I didn't even have those. The next morning when I got up, my bobbing morning wood reminded me of my new dress code so I headed to the kitchen to make coffee and breakfast. Fiona had started working most days at one of the small local galleries where some of her paintings were on display. As a freelancer, I worked from home most of the time. It felt a little weird wandering around the place naked and alone. I learned to put a towel down on the leather desk chair so my bare ass didn't stick to the seat. I was very distracted for the first week or so but then it started to feel almost normal. That first evening when Fiona came home, she smiled broadly and said "Perfect!". I was sitting on the sofa watching TV and my cock got half hard at the compliment and I grinned and blushed. She had seen me naked a million times but somehow it felt different knowing it was going to be like this all the time. I have read about naturalists and nudists who try to say it's not about sex, but for me it has never stopped feeling at least a little sexy even until this day.
I was in my second week of being nude at home when, shortly after Fiona got home, there was a knock at the door ad she yelled from the bedroom "Will you get that? It's Sarah. She said she would be stopping by." I rushed into the bedroom and pulled open a drawer to grab some shorts.
"What are you doing?" she asked.
"I can't answer the door like this," I said.
"Of course you can, silly. I told her about you being nude at home now. She's ok with it. Go, answer the door," she said as she push me away from the dresser.
I was blushing profusely as I walked to the door. I wondered how many of her friends she had told. Sarah was her best friend so maybe it was just her. She knocked again. I stood behind the door as I opened it, doing a poor job of hiding myself.
"Well, hello Brian!" Sarah said and she stepped inside looking me up and down. "I see Fiona wasn't kidding about you being nude at home. I can see why she likes it so much." Her gaze focused on my rising manhood "You don't have to hide, just do whatever you were doing. Where is Fiona?"
"I'm back here," Fiona yelled from the bedroom, "come on back."