Alone Time

I walk up the steps of the old Victorian house where I live and slide my key into the lock of my door. I smile. It is Saturday. My day. The day I get to dress up, explore my feminine side. I enter the house and drop my keys into the bowl by the door. My roommate, Jack, walk into the living room with a sandwich and a beer. He picks up the tv remote and sees me by the door.

"Hey buddy! Need any help with those groceries?"

I look down at the brown paper grocery bag in my arm.

"No thanks Jack...I'll take care of it."

Jack flops down in front of the tv and clicks it on. The sound of college football follows me into the kitchen and I place the groceries on the counter. Jack is a nice guy, and I appreciated the offer of help, but I'd rather he didn't find the Victoria's Secret bag I had hidden in the bottom of the groceries. Quickly putting the food away, I slipped up the back steps and into my room.

I laid out my new purchases on the bed and admired them. I had purchased a new sheer black baby doll nightie with matching sheer black panties. This is what I planned to wear tonight. I had also picked up a beautiful red corset with black lace trim, black thong panties, and a new pair of black fishnet thigh high stockings. I hoped to try these on tomorrow if I had the chance. It all depended on my roommate.

I sighed to myself. I really liked my roommate, but his presence in the house cut into my freedom to crossdress. I used to live alone and my weekends were free. I would dress as a woman from the time I got home on Friday until I left for work on Monday. But my expenses went up and I was forced to take in a roommate to cut costs. I was lucky to find Jack. He was neat, he was fun, he paid the rent on time, and we shared many of the same interests. But he didn't know about my dressing. Since Jack moved in I've had to confine my dressing to my room unless he was away for the weekend. Most Saturdays Jack would go out with his friends and I would stay home in my room and experience my true self.

I carried my new purchases over to my dresser to put them away. I pulled open the bottom drawer where I keep my lingerie. I stopped and stared at the drawer for a second. Something was different, but I couldn't put my finger on it. As I looked at the neatly folded underwear I realized it had been moved. The leopard print bra and panty set that had been on the right side this morning was now on the left. I had been planning to wear it tonight if I hadn't found anything new on my shopping trip. Had someone been in my drawer? Had Jack been in my drawer? He certainly hadn't said anything.

I walked across the room and opened the louver doors to my closet. The box where I keep my high heels seemed undisturbed. I shook my head and chuckled. I must be imagining things. As I closed the closet doors the floorboard outside my door creaked. I turned my head quickly and saw a shadow pass over the keyhole in the old wooden door. I slipped over to the door as quietly as I could and opened it. I poked my head out into the hall, but there was nobody there. I walked downstairs and found Jack sitting in front of the tv, exactly where I had left him.

"Hey buddy, sit down, you're missing a great game. Whoa! What's up with you? You look like you've seen a ghost."

I laughed nervously. "Sorry. I thought I heard somebody upstairs."

"Huh. Old house. I hear strange noises all the time."

"Yeah. I'm sure you're right. Ignore me...say...you have any big plans for tonight? Or we watching football all evening?"

Jack looked at his watch. "Actually I'm supposed to meet the guys in about half an hour. Do you want to come along? "

"Nah, I'm tired. I guess I'll just stay in as usual. I'm going to take a hot bath and head to bed, maybe read a little. "

"Ok pal. I'll probably be gone when you get out of the bathroom, so I guess I'll see you tomorrow."

"Allright Jack, have fun!"

I headed upstairs feeling excited. It looked like I was going to have the house to myself tonight. I went to my bedroom and got undressed. Wrapping myself in a robe I collected a few things and headed into the bathroom. While the tub was filling I stood in front of the mirror and shaved my face smooth. I trimmed my eyebrows and plucked a few stray hairs. I stepped into the tub and soaked for a long time in steaming water. When I was completely relaxed, I shaved my legs, my chest, my arms, and my privates. I got out, dried off with a towel, and rubbed lotion all over my body. I was now smooth and hairless from my neck down to my toes. I wrapped myself in my robe and headed downstairs.

I walked into the kitchen, stopped and listened.

"Jack? Jack, are you still here?"

No response. I peered into the living room. The tv was off, and my roommate was gone. Grabbing an open bottle of wine from the refrigerator, and a glass, I headed back upstairs.

I stood in front of the full length mirror and dropped my robe. I ran my hands over my smooth body and felt my cock stir. I sipped some wine, and sat down to apply my makeup. I put on my face expertly and quickly. Bending down to the bottom drawer where I kept my wigs I heard another floorboard creak. I stood up straight, and stared at the door. I quickly strode to the door and flung it open, forgetting that I was naked, and wearing makeup. There was no one there.

"Old house." I laughed, and closed the door.

I selected a long blonde wig and fit it on my head. I slid the baby doll nightie over my head, and stepped into the sheer black panties. The soft, silky fabric felt so good, my cock immediately swelled to its full length and girth, popping out the top of my tiny panties. I took my glass of wine and lay down on the bed. Running my hands all over my silky lingerie I began to moan and writhe about. I slid my panties down to my thighs, and took my hard cock in my hands. I felt a large drop of precum drip from the head of my cock and roll down the shaft. I stroked it and moaned loudly. At the same time I heard a muffled thump from nearby. I continued stroking myself slowly, but my mind was racing. I had definitely heard a noise. But it hadn't come from the hall, it had come from the closet. Was somebody in the closet? Jack had gone out...hadn't he? I realized that I had not actually heard him leave. Was he watching me? The thought excited me so much, I almost came right then.

Catching my breath, I thought for a second, then rolled off the bed and walked back to my dresser, my hard cock leading the way. I glanced in the mirror and quickly looked at the closet. The doors were closed, but I knew the slats on the louver doors were plenty wide enough to see through. I bent over, sliding my panties to the floor, my ass fully exposed to the closet doors. I listened closely, and there it was, a muffled moan from behind the closet door. Barely audible, but definitely there. I bent over again, opening the drawer where I keep my dildos. I spoke aloud, but quietly, as if speaking to myself.

"Mmmmm, I need a cock tonight. Who shall it be tonight?"

I pulled out a 4" long electric vibrator.

"How about Mike? No...too small."

I dropped it back into the drawer and pulled out a huge 12" rubber cock. I'd bought it, but never actually used it successfully.

"Maybe Big Bob? No way...too thick."

I dropped the second back into the drawer with a bang. Reaching into the drawer again I pulled out my favorite dildo, about 7" long with lifelike balls.

"How about Jack? Yeah, you'll be perfect."

I kissed the end of the rubber cock, then took it in my mouth as if I were blowing it. I pulled it out of my mouth and rubbed some lube all over it. I was breathing hard as I lay down on the bed and spread my legs, making sure my ass was pointing towards the closet. I inserted the cock into myself and began fucking my asshole. I was so turned on, it didn't take long. As soon as my ass was filled with the dildo my cock began twitching with anticipation.

"Oh Jack! Fuck me Jack!"

I moaned as the dildo rammed in and out of my ass. Grabbing my cock hard, I exploded, spraying semen all over the bed in one of the most intense orgasms I'd ever experienced. I lay there, gasping for breath, but listening intently. I heard nothing. Had I imagined it all? I felt stupid.

Finally I got up and put away my toys. I put away my lingerie and took off my makeup. Turning off the lights, I lay there in the dark, listening intently. I forced myself to stay awake, while keeping my breathing steady, feigning sleep. After an hour I was ready to give up. Suddenly a door creaked, and I heard the closet door open slowly, then quietly close. I held my breath as stocking feet slid quietly across my floor. My bedroom door opened silently. Just before it closed I opened my eye a crack. The nightlight in the hall clearly illuminated the face of Jack, my suddenly more interesting roommate. As he slipped out the door. I smiled, and wondered what I should do tomorrow.