I made it a custom to get "busted" going through Alan's extensive collection of fetish clothing, uniforms and costumes. He was glad to have help cleaning the house, and whatever I was "caught" looking at or touching, I had to wear for the rest of the day, or until he took it off of me, or he said it was OK for me to take it off. It was a good thing that he was slightly larger than me or some of the tighter stuff would have been uncomfortable, or even been damaged by my trying to wear it.
More often than not, our chores would get interrupted by extensive "play" in his well-equipped "recreation room" in the basement.
One day, I was putting away some of his "normal" clothes, when I got tempted and opened the large chest of drawers that held the "playwear". I opened Drawer 2 and found a pretty extensive collection of tights, leotards, pantyhose, and exercise wear. I was holding up a pair of pink tights, when Alan came in.
"Oops, looks like that is what you will be wearing today, Billy!" laughed Alan. I groaned.
"Hey you might like them. Ever wore tights before?" he asked.
"No Colonel, I have not."
"Well get with it, boy." I dropped my sweats, and sat on the bed to take off my socks.
"No underwear, Billy." Damn. I stood, removed my briefs, sat, and took the tights from his hands. He had rolled them up to show me how to put them on. One leg, then the other. I stepped into them. Right away I noticed that the material was stretchy, and not quite as smooth as spandex but it felt nice. I pushed my feet all the way into the feet of the tights. They were much thicker than the pantyhose he had made me wear before, and I was glad of that. I stood, and unrolled the tights up my legs. Around my knees, my cock started to get erect. Alan allowed as to how I was liking the tights already.
When I got to my thighs, I ran out of material.
"You need to pull them a little tighter, up your legs, like this," Alan scolded. He then showed me. I loved his touch, and I spread my legs a little so he would work. He got a bunch more material freed up for me, and told me to continue. Alan watched as I pulled the tights up over my arse cheeks, then over my stiff member. "They are high-waist tights, the only kind we will buy, Billy. Pull them up over your tummy." I did as he told me.
Alan guided me to his full-length mirror. At first I looked ridiculous! Pink tights indeed. He turned me sideways, and I must admit, the sight of a male erection in tights was new and a total turn-on. That made me even harder. Alan gave me a squeeze on the butt cheeks. Then a nice swat. It stung pretty good through the tights.
"Here is the next piece you will wear, Billy." Alan handed me a leotard! It was the same color, and material as the tights. "Oh, Colonel," I begged. "Go on, put it on. Tag in back, step in, pull it up." I stepped in, one foot then the other, balancing on the Alan's shoulders. He pulled it up for me, lingering around my now-huge erectile bulge, and snapped the neckline over it suddenly. I went a little weak in the knees! He pulled the shoulders up, and I obediently put first one arm in, then the other. It was a scoop-neck, full-bottom leotard for you leotard lovers' information...
Alan once again paraded me in front of the mirror. I looked pretty good, for a boy! I patted myself with my hands, enjoying the new feeling of tights and leotard. I had begun developing some muscles with my work-out regemine at school and it was starting to show.
Alan held up yet another piece. Pink. Looked like just a strip of the same material the other things were made of. "What is that, Colonel?" I asked quizzically. "A wrap skirt, Billy. Last piece of your new look. Come here." I stepped over to him. He held it out. It was about 5 feet long and 12" or so wide top to bottom. He put it around my waist and fastened the velcro. I looked in the mirror again, and there was Ballerina Billy! I loved it... but the leotard and tights together had compressed my hardon somewhat. It wasn't even showing. Alan was obviously delighted, as his polyester warm up pants were tented pretty well. He gave me a hug, which I returned. Alan had shown me how to accept affection, although he had not kissed me yet. I wasn't ready for that!
As he held me to his body I felt his erection rubbing against mine, through the wrap skirt, leotard and tights, and I became horny again. Alan asked me if I was ready for a spanking, and I said yes. We adjourned to the rec room. Alan got me a fresh bottle of water from the fridge and I downed that, as was our custom. After sex, he seemed to enjoy "Golden showers" in the shower, so I would oblige him. Plus, it's good to stay hydrated during exercise, no?
Alan pointed to the spanking horse that we had built. It was a heavily-padded leather job, quite adjustable for height and for the subject's torso angle of repose. It had metal eye-bolts for restraints in all the right places and was really quite comfortable for long stints as a spankee. I "assumed the position". Alan asked me if I thought I needed restraints. "No sir, I will co-operate." He went to the toy box and retrieved the crop. This one was my favorite, with a nylon-covered shaft, rubber handle and a black leather loop at the end. Alan put the wrist strap on and lifted my wrap skirt. I put my head down on the head rest, and braced. Instead of a hard hit, he started to tease me with the crop. He traced my legs and back with the leather tip, flicking it here, swatting it lightly there. I was getting agitated. It tickled! The leotard and tights seemed to intensify the feeling, wherever and however he touched me.
Alan reached around my waist and removed the wrap skirt. He knew that I loved being undressed by him. I was more exposed now. He resumed the crop treatment, tapping me all over, even on the back of the neck, arm pits, and so on. He tapped the inside of my thighs. I spread my knees on the ample knee-rest of the spanking horse; Alan took that to mean that I was exposing myself to him. I was. He started to spank my ball sack through the leotard. It did not hurt at all, yet. The thick material was protecting me. He started swatting my nut sack harder, and harder, until I started to come up off my knees. "Yellow," I cried, using our "slow down" safe word. "OK Billy, but I have to remove your leotard now." "Yes, sir."
Alan pulled the leotard sleeves off my arms, and down my torso, somewhat forcefully. He took it down to my knees. I lifted up, and he removed the leotard from my legs and feet. I was now on his spanking horse, clad only in tights. My cock was hard and pressed up against the thick leather of the spanking horse. Alan stepped back, and started in again. This time, the material layer offered by the leotard was gone. He smartly checked my back, arse cheeks, thighs, calves and feet with the crop. It stung, but left hot places everywhere it touched. I looked back and Alan was grabbing himself through his warmups. I begged him to let me suck him. Alan walked around to the front of the horse and told me to pull his pants down, and suck him. I hooked my thumbs in the waistband of his polyester pants and pulled them down, revealing his engorged member. I eagerly took it in my mouth.
The angle of the horse and the way I lay on it was condusive to deep-throating him, which I was well-trained for by now. I sucked on his manhood as he wailed on my arse and back with the crop. Alan was groaning with pleasure now as he supported himself on my back with one hand and spanked me with the other. I was thrusting my tights-bound erection into the soft leather of the spank-horse, which we had designed for that purpose, to give the spankee some padding in the right places, so that frottage could be had whilst being disciplined. If it were allowed, that is.
Alan dropped the crop and let it hang by the wrist strap as he neared orgasm. I sucked away and started to massage his arse cheeks and ballsac with my freed hands. I pulled on his butt cheeks to force all of his erect penis into my mouth. He humped, choking me temporarily but I'm a swimmer so holding my breath is not a problem.
His grip on my buttocks tightened as he neared climax. With a cry, he started coming in my mouth. As usual, a flood of male eruption coursed down my throat. He slapped my butt cheeks hard, and I started to orgasm, pressing hard up against the thick leather padding of the spank horse. It was a very good one for me and wonderful for him as he unloaded in my throat. I felt completely owned and dominated by this Colonel. If he was Army I would have called him my calvary stallion. As he passed his climax I continued to suck him, as we had both learned that "it ain't over until it's over"... he had several more pleasurable orgasms, of decreasing intensity, as I milked his cock and balls into my mouth. I learned also to swallow, as that greatly increased his pleasure. He in turn massaged my bubble-arse cheeks in the tights, and helped me to push against the thick leather of the spank horse, until all of our orgasmic throes were completed.
We showered together afterward and as was our custom, Alan sat cross-legged on the shower floor as I showered him with the bounty of my copious bladder. "Good for the hair and skin," he always told me. Hmmm, must try that some day.
We napped together after that, completely naked.
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