One day after work at the dinner table, my wife told me her sister was going to have a minor operation. She said she wanted to stay with her a few days after the operation to cook, clean, and take care of her while she was recuperating. “Would you mind? I’ll only be gone from Thursday to Sunday. I can make a few dinners, so all you’ll have to do is heat them up.”
I replied, “Of course, I don’t mind. It’s your sister. I’m sure I can get through a few days on my own.” Her sister lived about five hours away. I was already getting excited thinking about having the house to myself for three nights. The next few weeks dragged on as I waited for the Thursday she was leaving. When it finally came, I helped her put her bags in the car before I left for work. She left early in the morning so she could be there by noon. I could hardly contain my excitement as I told her I would miss her while she was gone.
When I returned home from work, I immediately went out to the shed and brought my special toolbox in the house. I took all of my female clothes out of it and put them in the top drawer of my dresser. Then, I stripped down before putting on a red lace bra and matching red lace panty. I slipped my breast forms into my bra and put on my oversized tee-shirt that served as a dress on my last visit to the bookstore. I ate dinner that way, then sat in front of the television putting on some pay per view porn for the night. I wanted some inspiration for a Friday night visit to the bookstore. Of course, after watching the porn for an hour or so, I had to pull my panties down and jerk off until I came all over my stomach. I went up to the bathroom, cleaned my self off, and went to bed in just my bra and panties.
The next morning I had to get up for work. I reluctantly took off my bra and panties, took a shower, and dressed in my work clothes. It would be a long day at work knowing I would be going to the bookstore tonight. Fortunately, it was busy and the day went fast.
I rushed home after work and put on a pair of silky black high cut panties, before pulling on a silk nightie from my wife’s dresser. The feel of the silk rubbing against my body was amazing. I couldn’t stop rubbing my hands over my panty through the nightie. It was so smooth as the two silk intimates slid across each other. I went downstairs, warmed up one of the dinners, and ate a small portion. Then, I filled the bathtub with warm water, while I poured in some rose bubble bath. As I sat in the tub, my skin started to feel soft and scented.
After an hour in the bath, I stepped out and patted myself dry. I shaved my face and chest. However, I could never shave my legs without drawing suspicion from my wife. I looked through a few of her drawers and found a dark pair of thigh-high stockings. They were perfect. Not only did they feel sexy as hell, but it was hard to see the hair on my legs. Next, I put on the red lace panties and matching bra from the night before, along with my breast forms. Finally, I finished my ensemble with the oversized shirt and a pair of women’s sandals.
I looked around my wife’s vanity and found some perfume. I sprayed a little on my neck. It went well with the rose scent from my bath. I smelled so feminine. Since it was still light outside, I went downstairs and watched some porn until it was dark. There was no way I could walk outside in the daylight dressed like this.
Once dark, I walked out to the car and drove to the bookstore. I took a small zippered notebook case with me that I kept condoms, lubrication, and admission money in. I waited in the car for a few minutes until there was no one in the parking lot. When the coast was clear, I got out and made a bee-line to the front door. I paid the attendant my ten dollars and walked in to the dimly lit theater. As usual, there were several men milling around in the hallway where the booths were. I walked down the hall to one of the small theaters. There were a few men sitting in the seats watching the big screen.
I continued to walk around from theater room to theater room for fifteen minutes with no one making a pass at me. I decided to sit down for a few minutes and watch one of the video screens. After a few minutes, a man sat next to me and said, “It’s kind of quiet in here tonight. It doesn’t look like much going on.”
I replied, “I know. I’m disappointed. I’m all dressed up and nobody to blow.”
He chuckled before saying, “I know where there’s a party not too far from here. Do you want to go with me?”
I asked him, “What kind of party? I’m not really dressed to be out in public.”
“Don’t worry. It’s in a motel room. It’s all men. They meet on the first Friday of every month. There will be others like you. It’s anything goes and it’s in one of the back units. No one will see us in the parking lot going from the car to the room. We can take my car. Are you in?
I thought about it for a minute. I was both concerned and excited, but he was right, there was nothing going on here. I didn’t want to pass up the opportunity, so I told him, “Okay, I’ll give it a try. But, you have to drive me back here when I tell you to.”
“No, problem. You’ll be glad you went. Let’s go.” He took my hand and led me out of the theater and to his car. We drove less than twenty minutes to the motel. There were three buildings. One was behind the other two with the doors facing toward the back along a darkened parking lot.
We got out of the car and went to the last door at the end of the building. He knocked on the door. Someone opened it slightly, looking out, “Hey Allen, you brought a guest. Come on in.” The door opened completely. I cautiously stepped in to the dimly lit room. There were two large beds, a couch, and a table with four chairs. The television had a porn channel on it and there were two men sitting on the couch watching it. There was a small kitchen area with a few bottles of liquor on the counter. I could smell reefer in the air.
One of the men on the couch patted the cushion next to him as he said, “Come sit down and get comfortable. The night is young.” I walked over and sat between the two of them. “Would you like a drink? I’m having some Southern Comfort.” I nodded a ‘yes’ to him. “My name is James. What is yours?”
I didn’t want to give my real name, so I quickly thought and said, “Jean.”
He replied, “That’s a pretty name.” Then, he put his hand on my knee. Allen, the guy that brought me, handed me a glass of Southern Comfort on the rocks. James moved his hand on my knee up a little before saying, “I like your outfit. It seems quite accessible. I hope you don’t mind my hand, but things will start heating up soon and I want to be at the front of the line.” I just looked at him and smiled.
A few minutes later, there was another knock at the door. Two more men came in and sat at the table. Not long afterward, another knock on the door and another two men. There were now eight men, in addition, to myself. However, I was the only one in drag. James started rubbing his hand up and down my thigh. Then he said, “Come on Jean, let’s get this party started.” He took my hand and led me to one of the beds.
I sat on the end of the bed wondering what was next. James pulled his sweat pants and boxer shorts down. He stepped out of them as he climbed on the bed in a sitting position against the headboard. With his legs wide open, he reached over to me and pulled me by my arm toward him causing me to turn, laying on my stomach, with my face in his crotch. He took his dick in his one hand and rubbed it in my face, then against my lips. I stuck out my tongue and licked the soft tip. He put both of his hands on the back of my head. I took his dick into my mouth, swirling my tongue around the tip. He started to grow as I continued to message his member with my lips and tongue.
He was only five or six inches long when he seemed to fully harden. I could take him completely in my mouth. He started using his hands behind my head to fuck my mouth. My arms were under his legs with my hands around his butt. I could feel his desperation in his hands as he pulled hard on my head.
Suddenly, I felt some hands rubbing on the back of my stocking covered legs sending waves of electricity into my entire lower body. I arched my ass upward in an involuntary response to the stimulation. The hands moved up over my thigh highs and onto my silky covered butt cheeks. I let out a little moan, hoping to influence the magic hands to continue without interruption.
My trance was broken when I felt a sudden urgency in the hands on the back of my head. I heard James breathing heavy, followed by a small groan. I could feel the vein in his cock pulsating as he started to shoot his load into my mouth. While he wasn’t particularly well endowed in length or girth, he sure had an impressive set of balls. My mouth was filled with his cum. I had to seal my lips on his cock and swallow at the same time to keep his cum from dripping all over. When he finally finished, I had to swallow a second time before licking inside my mouth, then a third swallow to clear my mouth completely.
As he removed his grip on my head and pushed back a little, I was pulled back by at least two sets of hands on my feet until I was on the end of the bed. My feet were now on the floor. I was bent over at the waist with my upper body face down on the lower end of the bed. The magic hands resumed rubbing my butt cheeks. As I let out another moan, the hands moved down, then under my shirt, and back up to my butt. Again, my ass involuntarily arched up.
I could feel a second set of hands pulling my shirt up, then the magic hands pulled my panties down baring my ass, before feeling a cold sensation. Someone was squeezing lubrication between my cheeks. I knew what was coming next. Sure enough, I felt a decent sized cock head probing my cheeks for an entrance. I spread my feet apart on the floor to lower my ass. A pair of hands grabbed my cheeks and pushed them apart to expose my back door. The tip of the dick was pressed against my hole in a slow deliberate pressure. My anal ring started to yield to its invader. I could feel it stretch open as the tip began to push into my ass. As it passed through into my colon, I could feel the ripples of the condom on the sensitive walls of my anal ring. The cold lubrication began to warm inside of me making it thinner and less sticky. My colon was filling with the welcome visitor. There’s nothing quite like the feeling of anal intercourse.
When I felt my lover's balls against my own, I pushed back forcing his penetration to the maximum depth. I moaned quietly with my satisfaction. My moan was met with a tight grip on my hips and a little ‘ahhh’. I moved forward on the bed a little. He responded with a little pull back and a thrust forward. To my pleasant surprise, his hands moved from my hips to rubbing my cheeks and lower back. I sensed that he was already close to cumming and wanted to prolong it awhile, possibly in the presence of an audience. For me, it let my body relax a little making the anal sex even more enjoyable. I felt like I could go for hours in this state.
He moved in and out in long slow strokes. I could feel the rings of the condom sliding inside me. His cock increased in temperature in a consistent slow rise, each moment more intense than the last. His magic hands were relaxing me as his cock was exciting me. It was like fire and ice. I was sure he felt the same since he spiraled upward without the sudden loss of control normally present in most men. Every time I let out a moan, he responded with a deep thrust and tight grip, followed by a relaxed rubbing. We must have continued like that for an hour.
I began to hear talking in the background. I almost forgot we weren’t alone. For the first time since being on the bed, I turned my head away from the head board. There must have been a dozen men in the room. They must have been becoming impatient. The magic hands began to increase his pace into an almost frenzy. He began to gasp and grunt. After several hard thrusts forward, he tensed up and leaned forward. I responded by pushing back. His hands gripped my hips as I could feel his cock pulsing inside me as he let out a long groan. My colon started to spasm as I experienced an anal orgasm, finally cumming myself in the front of my panties. Then, I felt the sudden emptiness as he withdrew from my ass.
Before I could get up, there was another pair of hands on my waist and a cock probing my ass. My anal ring must have been dilated as the new cock easily slid inside me refilling the void left by ‘Magic Hands’. I sensed he was wearing a lubricated condom since his dick was sliding up my ass with little resistance. His dick wasn’t as warm yet as the one that was in my ass for an hour. It had a very slight cooling effect. However, there was no sensual movement this time. This man was on a mission. His hands moved from my waist to my hips tightening his grip on me. He used his whole body as he pushed his cock in and out of my ass.