Sheepish Clothing -- III TG/college
It was a long weekend. One that I might have gained 10 pounds. When I am nervous, and with the expectations of performing oral on Stephi, I tend to eat more than I should. Since it was the weekend before a Monday Halloween, I had several bags of candy. Each year I about 300+ little goblins would visit my house. By Sunday I had refill my supply.
My anxiousness grew all day Monday. I was in a daze though the work hours and when I was driving home I realized I couldn't remember anything I had done during the day. My heart sunk when I got home. Stephi had not returned. I wondered if it was possible that he had a change of heart.
I was filled with suspect. I wondered if perhaps my cock didn't measure up, I was about half Stephi's size. Or maybe ...
Or 'what' was the problem, I had no reason to know why he wasn't there. Maybe he had an accident on the way home from Albany. Just as I was about to call the troopers or look for his parent's phone number, the doorbell rang. I sprinted to the foyer, thinking it was Stephi. I swung open the door and there stood a young woman, before her a little girl dressed as a cat.
"O, I'm sorry," I muttered.
"Are you not handing out candy?" she asked.
"Yes, let me grab the bowl," I said and reached behind the door. At first there was a trickle of kids and by about 6:20 p.m. there was a study deluge if kids, about half with one of their parents. I had sort of put the thought of Stephi out of my mind when there he stood at the door.
I should have recognized him, he work the same blue wig and the dress with purple polka dots. I had thought he was asking for candy since he had some supermarket bags in his hands.
"Trick or treat," he said with a smile. He looked gorgeous. He looked different from the last time I had seen him in the outfit. He had added makeup and his lips were crimson. Any essence of masculinity was gone or more it was covered up.
"Stephi, you caught me off guard," I explained and stared back.
After about what seemed like a minute, but was probably only a few seconds, he said: "can I come in."
I apologized and stepped aside. he stepped in and walked past me. He too his bags to the kitchen and I followed. The doorbell rang again, but I didn't seem to notice. I could only stare, mesmerized at his hips that rocked before me. He placed the bags on the table.
"I thought I would fix us a nice," he paused for dramatics, "romantic dinner."
I hard kids at the door, and there was the doorbell followed by a knock.
"Why don't you hand out the candy and I will fix a meal," he said.
"Sure," I replied and walked to the door. Looking at my watch I saw that it was a little after seven. The official trick or treating wouldn't end until 8 p.m. and in my neighborhood it would last until a little after eight. But whimsical thoughts about treating and a like danced in my head. The kids were lined up outside and I passed out the candy.
About half an hour later Stephi walked up behind me. I could tell he was there by the scent, he had a light perfume on, but he also leaned into me.
"Are you hungry," he whispered in my ear. He didn't use his normal voice. He was totally a woman now. His voice was sultry and exciting.. "I brought you a glass of wine. I'm going to change,"
I turned around and he handed me a goblet of pinot grigio. He then turned and walked to his room. When he closed the door I turned back to the door. There was a man standing behind a little fireman. The man was looking towards Stephi's door.
When I had caught him looking, he said: "Um, attractive woman."
"Yes," I agreed and put some candy in the little guy's plastic pumpkin.
After they left, I had a moment to adjust the erection that strained in my pants.
The next 40 minutes went by quickly, but hardly fast enough for me.
I was hungry, but food wasn't the main thought on my mind. At 8:10 I shut off the porch light and then turned the light in the foyer and living room off. I went to Stephi's door.
"Stephi... you there," I asked quietly.
"I'm ready for," I cleared my throat and added, "dinner."
"There are two plates in the frig," he said. "I will be out in a minute, pour me a glass of wine if you will.
My erection that had descended started to make a return.
In the refrigerator were two plates of sushi. I grabbed the bottle of wine, that was also in the refrigerator, and filled his glass. On the stove was a pan of rice. I scooped the rice into a bowl and reheated it in the microwave. While the bowl circled in the microwave, I filled both our glasses.
I lit the candles he had placed on the table after I had put the rice on the table..
I sat facing the living room and was rewarded with Stephi's grand entrance.
He had put on a new look. Stephi now had on what would be called the 'simple black dress.' But as simple as it may be, it was also intoxicating. My face was hot from the wine and the way Stephi filled the dress with curves. The shift looked familiar. It might have been my wife's, but Stephi was not my wife.
He had on black hose (thigh-highs I would discover) and black pumps. Gone was the blue wig and replaces a blond wig, that matched Stephi's hair color.
Stephi stood in the entrance of the kitchen, letting me take in his beauty. The pulse of Bob Marley came from the living room. Stephi must have turned on the stereo.
After a moment: "do you like."
"Yes," I said and about five S's slipped out.
I wanted to devour him. Right there. But I was nervous. I realized I was intimidated by his looks and the situation. I was on a runaway train that was leading me to having sex with the most beautiful woman I had ever been with and the woman was a man.
Stephi walked over and picked up the wine. She paused when the glass touched her lips. I noticed there was a tremble in her hand. It never occurred that Stephi would be nervous, but I realized this might be the first time she had been with a man. Even if it wasn't, it had to be the first time, as a woman, Stephi had been with a man.
"Wait," I said, picked up my glass and toasted. "to beauty."
"To adventure," Stephi added. She took a long drink, almost draining the glass. She went to the counter and refilled the glass. Again I could feast on her sensual hips
She was close enough for me to slide my hand along her haunches. Stephi froze, taking in the moment and enjoying my touch. The dress shifted under my caress. I could tell that she had on panties that were silky. She sighed as my hands followed her contours.
I dropped out of my chair to my knees. Fondling her ass, I pushed the dress up exposing red panties. Licked the flesh at her panty line.
"Ummmmm," whispered from her crimson lips. I pulled the panties down to her knees and licked her round shapely ass. It was likely she had hoped for a slow strip, so she could parade in the new panties. I would have enjoyed that too, but I was bowled over by temptation.
I couldn't resist and reached around to caress her cock. He was erect and felt massive in my hand. At first I explored. Taking her foreskin and pushed it down and stroked the the length of here cock. Stephi was even more excited than I am and began to rotate her hips and I worked her penis.
I looked up to her. Her eyes were closed and her check was against the cabinet. Her nostrils flared as she quickly breathed in and slowly exhaled. Her wig hung to just below her shoulders.
Each time I stroked down, she let a little grunt. With in a minute she was moaning and whispering: "yes, o god yes."
With her legs slightly parted, I could fondle her balls, but not before I slide my left hand along her black nylons. I tickled her testicles and continued to work her cock. His balls were smooth and shaven. I was now licking and biting her ass cheeks. Her hips bended over the counter.
She tensed.
"UmmmmMMMmMMMmmMMm," she moaned and I felt a spurt pump up her shaft.
I continued to stroke her cock as she pumped jism onto the counter.
I held onto her cock and worked out the last spurts, twisting it slightly in circles and massaging a spot just under the head of her quivering penis.
I attributed the quick hard orgasm to her horniness and not my skill at a hand-job. The only other penis I had ever worked into a lather was mine, but as the saying goes: "I haven't had any complaints."
I was realizing she was like any teenage boy: easily excited and almost as easily brought to climax. I also suspected that dressing up probably was arousal enough for her. She might have been close to an orgasm just walking in the dress and panties.
Stephi pusher her hips away from the counter, lowering her elbows to the counter.
"Thank you, that was nice," she said with her female voice purring.
My cheek pressed against her ass and my hands were stroking her legs. There had been some sperm on my right hand, but it was now on the thigh of her right leg, soaking into the black.
"Do me," she whispered. At first I thought she was read for the blowjob I owned her, but at the same time she was arching her back so her hips lifted. She was on her toes and as if she was in heat, tempting me with her haunches. She was mutton and I was the wolf. I was ready.
To be continued....