Dedication: This story is dedicated to my favorite sissy girl, Lisa.
Disclaimer: All characters in this story are fictional and in no way represent any living person except in our deepest fantasies. A reminder to practice safe, protected sex.
SISSY GIRL
By Libnos
It was spring and as I walked across the campus I saw HER coming toward me with a group of her female friends. She was engaged in an animated conversation as she past me but I thought her eyes had focused on me as we passed. It might have been wishful thinking on my part that she may have noticed me but it gave me a lift for the rest of the day.
SHE was Melanie Parker and one of the prettiest girls at the university we attended. Her boy friend was Mark Harris, quarter back of the football team and all round good looking BMOC. They were both seniors and the most popular couple on campus as well as King and Queen at the homecoming celebrations.
I was a sophomore and a shy, lowly, arts student with what I considered a mediocre talent. No way I was in her league but I did fantasize about her and spent many a night jacking off in my room and dreaming about her. My small frame would quake with lust and longing as I climaxed with the thought of her submitting herself to me. Later, I would berate myself for my fixation on what I considered an unattainable fantasy. But in a few hours I would be at it again.
This state of affairs would have lasted until she graduated or I flunked out except one day as I entered the Ad building to talk with my counselor I met HER leaving. She smiled at me with a dazzling display of pearl, white teeth and actually spoke to me, "Hi, you're Jimmy Dawson aren't you?"
I was so stunned I couldn't speak but managed to nod my head.
"Jimmy, I'm told you're quite an artist and I was wondering if I could have you paint my picture?"
Still stunned that she talked to me and now that someone indicated I had talent made me even more speechless but I managed to croak out, "OK".
"Good, would you like to come over to my house some evening this week and we can get started?"
Again, I managed to croak out, "Sure".
"Would Thursday be OK at 7? I live over at 723 Hanover".
"Yeah"
"I'll see you then," she told me and proceeded on out the building.
I stared after her until she passed out of sight. Still in awe and amazement at what had just occurred I almost forgot why I was at the Ad building but eventually recalled my appointment and continued on inside. The next two days I was oblivious to most things going on around me and managed to get to classes, eat and find my way to bed at night in a fog of acute anticipation.
Thursday evening finally arrived and I couldn't even eat dinner but began preparations for going to her home. The first night would be a preliminary session to establish lighting, pose and other items of preparation so I wouldn't be taking a lot with me. We hadn't discussed what type of portrait she wanted so we would have to discuss that first.
I drove my old car over to her home, a few blocks from the campus in a secluded neighborhood and parked in the street. Gathering up my gear I went up to the front door and rang the bell. The door opened and there SHE was. I was utterly stunned again by her almost perfect beauty. Her natural blond hair hung to her shoulders and framed an incredibly beautiful face atop a full breasted woman's body. I had to remind myself to stay unemotional and professional or I would never be able to paint her.
"Hi," she greeted me. "You're right on time. C'mon in and we'll go upstairs to my room. We have the house to ourselves and won't be bothered. My folks go out on Thursday evenings."
"Okay" I mumbled as I followed her upstairs to her room. I had to tear my eyes from her undulating hips and ass in front of my eyes as we climbed. I knew it was going to be very difficult to keep this session professional.
The opulence of her home didn't even register on my mind as I followed her but when we entered her bedroom I was impressed by the size and furnishings of the room. She gestured to one end of the large room where a lounge was centered with several lounge chairs were placed in a semicircle around it. There were also two floor lamps, already lit, that provided an adequate light source. "Will this do?" she asked.
"It looks fine." I stuttered trying desperately to stay calm as she went to over and sat on the lounge.
I followed and sat down in one of the chairs nearby and asked her, "What kind of portrait did you have in mind." thinking at that time she probably wanted a head painting.
"I'd like you to paint me nude." she said, "As a present for my boy friend."
I was stunned and my face must have shown it.
"You've done nudes before haven't you?"
I had painted professional nudes in class but this seemed to be different some how. "Yes," I admitted.
"One of the reasons I asked you to paint me is that I was told you were gay. It seemed to be the safest thing to do under the circumstances."
I sat there with my mouth open. She thought I was gay?
"But I'm not gay!"
"It's alright. Its common knowledge on campus but no one cares. Just be yourself around me."
"But I'm not gay," I repeated my voice getting shrill in shock.
"Oh, c'mon. I don't care. Let's get back to painting. Should I get undressed now?"
I gulped back my response with frustration at her lack of belief of my sexuality.
"So what do you want me to do?" she repeated.
I struggled to regain my composure. It seemed to be so very important that she know I was straight but I couldn't argue with her if I wanted this job.
"Just stretch out on the lounge as you are." I told her. "I want to get the proper lighting set and then I'll do some rough sketches to set your pose."
While I worked she chatted on and was shocked when she innocently asked, "What's it like to have a penis pushed into your rectum?"
"I've never done that."
"Oh, c'mon. That's how gays do it. You must have done it."
"I never have." I insisted, my voice getting shrill again in frustration.
"Well, if you haven't done it, have you ever thought about letting your boyfriend do it? My boyfriend wants to do it to me but I won't let him."
"I don't have a boyfriend." as I furiously tried to sketch her from various positions.
Well, if you don't have a boyfriend you must hang out in that adult book store over on Grand and that kind of sex is dangerous isn't it?"
I blushed because I'd gone to that book store several times to pick up videos to look at at back in my room and had been tempted to go into the back room where the video machines were located.
"Your blushing. So that's what you've been doing."
"No, I haven't."
" Do you really like taking a penis in your mouth. When I get turned on I love to suck on one. I even swallow his sperm. Do you swallow?" "No, I don't do it."
"I don't know why you don't let your hair down with me. Come out of your closet and admit you're gay. It will be such a relief to admit your sexual preference is men."
"But, I'm not."
"Oh well, if you're in denial there's no sense in pushing it till your ready to come out. Do you want me to get undressed now?"
This was the moment of truth but I knew I had to have her body exposed to take in all the nuances of light and shadow and get the position of the final lighting set. But I was afraid I would react to her nakedness.
"Yes, I'm ready for that now." I told her with apprehension.
"Oh, good. I was getting bored here." she said as she sat up and began to remove her blouse.
I almost gasped aloud as she slid her blouse back off her shoulders and exposed her braless breasts. They were firm and perfectly formed with rose colored nipples just the way I'd pictured them in my fantasies. She stood up and unashamedly slid her skirt down to reveal her body, naked, except for bikini panties. Her body was perfect and I could only stare hungrily as she slipped her panties down to expose herself to me the lay back on the lounge.
"I know women don't attract you but do you think I have a nice body?"
"You have a very nice body." I stammered as I tried to regain my composure and concentrate on my sketching. "Can you move you leg over a little to the left?" I asked.
"What do you mean? Can you show me?"
I set aside my sketching pad and went over to where she lay. Tentatively, I reached out and place a hand on her thigh. It was a shock to feel her soft flesh as she moved her leg back under my touch and suddenly I was facing her down covered pussy which was previously hidden between her thighs.
"Have you ever seen a woman before?" she asked as I continued to stare. "Giving pleasure to a woman is the same as giving pleasure to a man. You just lick instead of suck."
I could only look at the slit seen under the down covering her sex and I felt her place her hand behind my head and draw me down to meet it. I slipped to my knees as she spread her legs wide over the side of the lounge. The smell of her sex was strong as she pulled me in.
"Maybe I can get you to like girls as much as you like boys." she whispered as my mouth came in contact with her pussy. "That's it. Now lick it. Make your tongue dance inside me. Find my hot spot. I love it when a man eats me. My boyfriend won't do it."
My tongue had slipped inside the folds of her pussy and as her hands on the back of my head guided me I found her clitty and her hips bucked up against my face.
"That's it. That's it. You've found my hot spot. Work it with your tongue. Ooooouu!! that's good. Eat me you sweet cocksucker, eat me." she gasped and moaned as her body began to shake and her thighs tightened on my head in the throes of her orgasm.
Just when I thought I might suffocate she released me and I slipped to the floor at her feet as she lay in a post orgastic state.
Finally, she moaned, "That was so good. You must be a fantastic cocksucker."
Struggling to my feet I managed to reach a chair and fell heavily on to it as I moaned in frustration, " I don't suck cocks."
"You're still in denial. Well, I'm going to repay you for what you did for me. Why don't you get undressed while I get ready." she said as she got up and went into the adjoining bath.
Repay me? I thought. She must be going to let me fuck her and I hurried to get my clothes off. My hardon stood stiffly from my groin as I sat on the lounge waiting her return.
"Here we are. I'm ready now." she said as she re-entered the room.
My jaw must have dropped with surprise and I stared at her as she walked toward me. She was wearing a large dildo strapped to her waist and she stopped right in front of me.
"What do you think of this." she asked as she reached out and put her hands on my head. The large head of the fake dildo pointed straight at my mouth. "Does it look familiar?"
"I'm not gay." I stuttered as she began to pull my head toward her.
"Would you kiss it for me?"
The head was right at my lips and it was only a kiss so I touched my lips to it,,
"That's it. Now rub your tongue over it and get it nice and wet. It'll turns me on to see it."
Again, I complied and ran my tongue over and it felt almost real with a soft, silky feel.
"That looks so sexy. I'm getting so turned on." she told me and with a little tug on my head the head of the dildo slipped between my lips.
"There you go. That wasn't too bad was it. Do you remember how you did it in the book store now?" she asked as she slid it further into my mouth.
"Wrap your lips around it nice and tight and work it with your tongue. Watch your teeth don't touch it." she told me as I followed her instructions in a daze. Then holding my head firmly she began to fuck my mouth with it.
Why was I letting her do this to me? I seemed unable to resist her. After a few minutes she stopped and slowly withdrew the artificial cock from my mouth.
"See, that wasn't too bad was it? You looked so sexy with it in your mouth. It really turned me on and I'm real horny now. Why don't you get on your hands and knees on the lounge now?"
Without thinking I got on the lounge on my hands and knees and she got on the lounge behind me. I didn't realize what she was planning on doing until I felt her hands on my hips and the wet head of the dildo pressing against my anus.
"Oh no. Please don't." I begged trying to twist away from her but I was too late as a sudden thrust sent the head inside me.
"Just hold still. You'll really like this." she told me as she thrust again and it slid deeper into my bowels.
"Please, please." I begged. "Don't do this to me."
Another thrust which wasn't too uncomfortable and I felt as though my body was full.
"Just relax and let it happen. You'll begin to feel really good." she told me as she reached down and began to stroke my cock which had remained hard through my ravishment.
"That's it. Relax. Doesn't it feel good."
She stopped stroking my cock and began to fuck me with long strokes and I began to feel a sense of fulfillment and submissive contentment course through my body. I wanted to be her slave and let her do what she wanted to me. It was such an overwhelming feeling that I began to press back against her to get more of her cock.
"Good, Good sweet girl. Doesn't it feel so good? Don't you want a cock up your ass forever? I'm going to cum now. Do you want to cum?"
I could only nod my head and then I felt her hand on my cock again and quickly exploded on the lounge beneath me.
"Oh, you're my sweet bitch." she moaned as she collapsed on top of me.
We lay that way for awhile and then she moved off me, pulling the dildo from my ass. I suddenly felt empty without it.
"C'mon girl," she told me, "Let's get a shower and get back to work. We have classes tomorrow."
We showered and she posed for me for another hour then I left for home. I had a hardon for the rest of that evening and it was difficult to concentrate on my work recalling what had transpired earlier in the evening. I knew I had been changed forever and couldn't help looking forward to more of the same. She smiled at me when I left and said, "See, you can come out of the closet now and let the world know you're gay."
"But, I'm not gay." I repeated for what seemed the hundredth time.
"Well, here's something to wear that will remind you of tonight." she said as she slipped a pair of her bikini panties into my hand as I went out the door.
The rest of that week went by in a daze and I did start to wear her panties under my regular clothes. The feeling of the soft, silky fabric against my cock and balls was fantastic and I had a hard time trying to suppress a hardon the whole time I wore them. I was beginning to feel girlish and began to look forward to the next ravishment of my ass and the feeling of total submission. I was becoming a sissy boy.
When the next Thursday evening came around I parked in the driveway of her house and went up to the door. I was wearing her panties.
"Hi girl." she greeted me in a robe at the door. "C'mon up to my room and let's get to work."
I followed her up the stairs and again watching the undulations of her ass under the robe. It was getting me very excited and I was more then ready to acquiesce when she suggested, "Maybe it would be better if we started with some entertainment so we could concentrate on the portrait later." She removed her robe to reveal her naked body with the dildo strapped around her groin.
I could only stare with my mouth open. Here she was, just as I'd fantasized about her all week.
"Well, c'mon girl. Get undressed and lets get with it."
I hurriedly complied and was quickly undressed. She smiled when she saw the panties.
"I like it when a girl dresses properly. Did you wear them all week?"
I nodded and then she gestured to the floor in front of where she was standing.
"C'mon. Get on your knees and show my cock how much you missed him. That's what all sissy girls do." I quickly fell on my knees and took the large head of the dildo in my mouth and began to suck and manipulate it with my tongue as she had taught me.
"Oh, you look so sexy sucking on a big cock. You need the real thing so you really appreciate how nice it is to be a girl."
I shuddered at the thought but knew that maybe someday I would like to try it as I felt so content and submissive on my knees paying homage to a plastic replica.
"Maybe you'd like to try it now." she said as she pulled the dildo from my eager lips and moved away. Before I realized it her place was taken by a large male body and I was confronted with a real cock dripping precum with hairy balls sprouting from a hairy groin.
Suddenly, I was confused and scared as I looked up to see her boyfriend Mark looking down at me with a smile on his face.
"Hi sweeetie." he said, "Are you ready for the real thing?"
I tried to struggle to my feet but he reached out and held me down. Suddenly, I felt her on her knees beside me. She had removed the dildo and had taken hold of Mark's cock with one hand.
"C'mon girl. This is your chance. See how easy it is?"
She let the massive head of the cock between her lips and I watched as her cheeks shrunk as she sucked on it. I was stunned and couldn't move even if he wasn't holding me down.
Removing it from her mouth she said, "That tastes so good." she said.
Continuing to hold his cock with one hand she brought her other hand behind my head and pressed me forward toward the cock.
"Go for it girl. Kiss it. See how sexy you feel when you take it in your mouth."
The cock was right at my lips and without thought I pursed my lips and touched them to the shiny head.
"That's my girl, Now just let it slide inside and you will be my sweet sissy girl."
I was mesmerized by the erotic thought of taking it in my mouth and before I knew it it was indeed in my mouth and I automatically began to suck and caress it with lips and tongue.
She began to stroke my rigid cock as I continued to service the cock in my mouth. Her hand was removed from my head and was replaced by his hands guiding me toward achieving his climax. I hadn't given any thought to what may happen but I felt his cock begin to throb and increase in size and I tried to pull away. He held me firmly and suddenly he erupted in my mouth. I could feel his hot cum hit the back of my throat as he ejaculated
"That's it. Suck it all out. Swallow it. Doesn't it taste good? He's got such a big load and its so filling." I heard her say next to me as I came close to my climax. But she withdrew her hand from my cock leaving me frustrated that I hadn't reached my release. My lips were still wrapped around his cock and I had to swallow his cum that filled my mouth besides. It left a slimy coating inside my mouth and on his cock. The taste was a little salty but not too bad.
"Don't let him get soft sissy girl. Keep him nice and hard." she urged and I tried to comply as he held my head and began to fuck my mouth.
I sensed her getting up and moving away.
"Okay, sissy girl. I'm ready now." she called from the lounge and he withdrew his still hard cock from my mouth and I looked over to see her laying back with her legs splayed open to give maximum exposure to her pussy.
"Here you go." she said pointing at her groin. "You can do me too."
I crawled over and got on my hands and knees between her legs and began to lick her down covered pussy. I had just found her clitty with my tongue when I felt the lounge move under an additional weight behind me. Before I knew it I felt hands on my hips and a wet, slimy cock head probe my anus. With a quick shove it was inside me, sliding its full length into my bowels. It stopped when I felt pubic hair pressed against my ass cheeks and then it began to fuck me. My tongue and lips continued to work on her pussy as my ass was being fucked.. I was truly in another world of submissive ecstacy as I felt them both climb toward a climax. It came simultaneously with a rush when her thighs tightened around my head and his cock began to spew its load into my guts. I felt so complete and filled that my own cock pulsed out its load of cum too without being touched.
Later, after we showered together and Mark had departed we returned to our work on the painting.
"You were fabulous tonight sissy girl. Are you ready to admit you're gay now?"
I thought for a moment and admitted, "Yes, I guess I am. Thank you for bringing me out."
Epilogue
I now recognize how right she was when she recognized my homosexuality even though I hadn't known it. We enjoyed many evenings together as I worked on her painting. Mark and Melanie are now married and it hangs in their bedroom. I see it when I go over to their house for fun and games. I've spent many a happy hour in the back room at the book store as a tranny too. I also became president of the on-campus Gay and Lesbian Society.