The New Wardrobe (bi, TV, incest, PM)

scones201

Literotica Guru
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Dec 4, 2002
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OOC: Initially for girlyboyinskirt and me. PM if you would like to join in. A mom or sister wouldn't be rejected by me!

I took the day off from work unexpectedly and went into my son's room to retrieve some things he had borrowed. A drawer was half-open, and a number of frilly feminine clothes peeked out, apparently put away in a hurry. I gathered what I needed, but pledged to find out what the hell was going on as soon as he returned from school that afternoon.
 
Matt was coming home from school, thinking about what he was going to do that night. He had a date with Mark, and he liked him to be dressed up nice and girly like for him. They had been lovers for a couple of years now, and he had this short black skirt and heels just for that night. He already had a hard on and was driving back home with the thought about that night on his mind. He drove up to the house and went inside. "Dad I'm home, you around." He went up to his room to get ready for that night, It was a friday and he didn't have any real homework to do that weekend.
 
I heard Matt's voice, and followed him into his room. The door was half-open, and he was standing nude in front of the mirror. His body was well-proportioned, and completely shaved. I knocked, but didn't enter, and asked

"What are you doing, Mattie?"
 
Matt turned to his dads voice, and his father could tell that Matt was definitely not a little boy anymore. He stood at a little over 6' feet tall, and was quite muscular. He also was well prorportioned in the cock size, being a bit over 9" long and abit on the thick side also. He had a pair of black thong panties in his hand and looked like he was about to put them on. "Oh hi dad, just getting ready for my date tonight." He wasn't embarrased by being caught by his father, if he had a problem with this, then he would just move in with his boyfriend, he had already asked him to on his 18th birthday.
 
Matt didn't bother to cover himself. He stood naked and proud. Was this something that had developed since his recent birthday? In his hand he held a thong clearly cut for a woman.

"What are you doing with those, Mattie? Do they belong to your date?"
 
Matt looked at him with a smile. "No dad, there mine, even tho Mark got them for me, and he likes me in them." He slipped them over his slim legs, tucking his cock up between his legs, so that it wouldn't hang all out. "You know you would look cute in a pair of them also." He pulled out a leather mini skirt and stepped into it. "Is there anything else you needed dad?"
 
I watched as Mattie started to dress.

"Mattie, your date is that nice boy Mark?"

I watched as he slipped into the mini-skirt. His shaved legs and ass looked quite attractive. They would be the envy of almost any girl.

"You know you would look cute in a pair of them also."

I wasn't built nearly as slim as Matt, and I would never fit in a pair of underwear like those. There was one time his mom had me wear a pair of garters, but that was our secret.

"Is there anything else you needed dad?"

I shook those thoughts off, and halfheartedly said.

"Are you gay?"

OOC: We do have a female player joining.
 
OOC: Is she going to be the sister or the mother?

IC: "Am I gay, no. I'm Bisexual, but I prefer men at this time, even tho I do like my fish everyonce in a while. Yes that good boy Mark is my boyfriend, and we have been seeing each other for about a year now. You like this outfit, he does, and he likes watching me walk." I reach in for a pair of false breasts, size D, and a black lace bra and a tight blouse. "See they look fairly real, but Mark has been offering to buy me a real set, but I haven't decided yet." His hair was long, down to the shoulders, and he slipped on a pair of fishnet nylons, and black stilletos, with a 3 inch heel. "Now a little makeup, and I will be ready." He placed his makeup on, and turned to his father. If his father hadn't watched him change, he wouldn't have thought that it was a young man in front of him at all, but a fairly attractive young woman. "What do you think dad." He gave with his sultry womans voice.
 
OOC: I'm letting her decide which role she wants.

"Am I gay, no. I'm Bisexual, but I prefer men at this time"

A part of me was relieved at this revelation, but another part still didn't quite accept what Matt was saying. I was silent while Matt finished putting on this very tight outfit. Next thing I knew, he was completely transformed.

"What do you think dad." He gave with his sultry womans voice.

"I...uh...think you are very pretty, Matt. If you want to be with a man, any man would be crazy to turn you down when dressed like that. To go back to your personal life and desires, I'd, uh, like you to make this simple for your old man. Do you let Mark...do things to you with his penis?"
 
"Are you asking me if I have ever let him have his way with me, bending me over someplace and placing his cock deep into my ass," with this he took a deep breath and nodded. "Yah dad, I have had my ass packed full of cock a few times. No he doesn't do drugs or have any diseases, so we don't have to worry about that." I could tell that he was thinking about what I was saying, and I looked him over. "You know, I could show you what I usually leave him with after our dates?"
 
I looked at Mattie, although in that outfit, it seemed like a different person.
He revealed that his friend Mark was safe and clean, and I was glad that was not a concern. Still, the thought of some boy having his way with Matt shocked me. However, although I was loathe to admit it, even to myself, the thought of some boy fucking this 'girl' in front of me turned me on ever so slightly.

"You know, I could show you what I usually leave him with after our dates?"

"Whatever do you mean by that?"
 
OOC: I'll go ahead and jump in now, but I won't interrupt them just them just yet.

Scrunching up her nose, Kylie made a rather odd face as she took a glimpse around her room, or old room rather. She had moved out at least a year ago, but still hadn't gotten all her stuff out. He mother had been nagging her since she left, whining about needing the space. She had a whole house. What was one room of storage? Ky had finally given in this weekend and come over to get her stuff. With soft tread shoes, she had easily got past her father without him realizing she was in the house.

It wasn't that she didn't want to see him, more so that she didn't want to hear him brag about knowing she'd come get the stuff, despite her resistance earlier in the year. God, did she have a lot of crap. The 19 yr old girl grabbed a hair tie off her old night stand and pulled him brunette looks back into a pony tail before her light brown eyes tried to decide what to pack up first. Her closet seemed like a good place to start.

Hearing chatter in the room next door, she picked up her I-Pod and stuck the ear buds in. Kylie needed concentration if she was going to clean up. What was going on with her dad and brother she could care less at the moment.
 
Matt smiled sweetly at his dad and walked up to him. "Well I usually leave him in quite a state after one of our dates, so I do this for him." He got down on his knees and went to unzip his fathers jeans and pulled out his hard cock. "So seeing your son all dressed up like this turns you on, hey dad, I wonder what you would do if I did this." I wrapped my full lips around the head of his cock and started sucking on just the head.
 
I briefly enjoyed the feeling of a tongue and lips encircling my cock, but then I remembered exactly who was under that outfit and pulled away. I was too hard to zip up, so I slowly backed away.

"Mattie. WHAT ARE YOU DOING? ARE YOU COMING ON TO ME!!"

The scream was loud enough that the whole neighborhood probably heard it.
I caught my breath for a second, but the sight of Matt dressed as a beautiful girl kept my cock from deflating, no matter how much I wanted it to.

"Uhh. Are you saying you've thought about...this...about me?"
 
"Oh come on, I can tell that you were enjoying it. You aren't quite as big as Mark, but you have a good size. Now can I finish, or are you going to go and walk out of here like that, when my sister is just down the hall in her room right now. Yes I saw her walk by, she didn't notice, but she will figure out that some of my clothing is her old clothing."
 
I didn't come closer, but Matt's revelation that his sister was home left me in a very awkward position.

"Matt, tell me, have you thought about your dad in that way before? Has it been some fantasy of yours to take this cock..."

I fisted my still hard cock, trying to make it go flaccid.

"...the very cock you came from, and swallow cum from it?"
 
Matt smiled at his father and nodded. "I would love to feel that deep inside me dad, can you fulfill that fantasy for me please." I give him one of my most puppy dog like eyes, that usually got me anything I wanted from him. I then go over to the bed, and bend over for him, lifting my skirt up over my ass, showing the black thong stretched out over my ass, like a slut waiting for what she has coming. "The lubes in the drawer dad."
 
Now Matt was begging me to fuck him in the ass. He pouted, and looked even more like a sexy teenaged girl begging to be a slut. I still wasn't quite ready to take my own son, but was in no position to leave either. I went to the drawer he indicated for the lube, and found a giant red dildo next to it. I took it out and walked over. I lubed up the toy then lay on the bed.

"Show your Dad what a slut you are. Show me how you use this thing!"
 
Matt smiled and nodded. He then took his dad's cock into his mouth, as he took the dildo and started running it around his asshole, and slowly slipping it in and out, moaning. "oh god daddy, this feels so good." He then started picking up the pace pushing it in farther and farther, eventually taking the full thing, and then took his dads hand, and told him to start fucking him with it while he finished off his problem. He then started deep throating his father humming and moaning, while moving his fathers hand with the dildo in and out of his ass.

ooc: Last post for tonight, will post again when I get up. Almost 20 post for this thread tonight, this might get interesting.
 
My guilt gave way to lust. I did not consider issues of my sexuality, as this Matt looked so much like a hot young woman, and was so good at using his tongue and lips on my cock. When he guided my hand to the dildo, I quickly took to the feel and texture, slowly pumping it in and out, picking up the pace to match my actions as I started to fuck my boy's mouth.
 
Pacing about her room, Kylie began to sort and clean things still somewhat aggravated her mother had finally talked her into it. She could be out getting laid, but noo. She's here working. Despite the music that was blasting in her ears, Kylie could here commotion next door. Her father had yelled but he hadn't a clue about what.

Taking out one ear bud, she listened quietly, now hearing moaning of some sort. Had Matt brought his boyfriend home? Carefully she moved toward the wall trying to hear what was going on.
 
I pulled my cock out of Matt's mouth to pay a bit more attention to taking his ass with this toy.

"Scream for your Father. Tell me what a hot slut you are, and how you love taking all of this toy cock!"
 
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