Confessions tagged with 'crossdressing'.

#3489

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Like many people, my husband lost his job because of the virus. It didnt put much a strain on us as we live pretty simple low budget lives and squirrel away all we can and I still have my job as a semi professional office girl. One day about a month into bis being out of a job, I came home early because I could. I walked in the house and he didn't hear me as he had to t.v. on. As I rounded the corner to the living room bith of got a shock. He from not knowing I was home and me from seeing him sitting on the couch wearing a pair of my stockings and garter belt. On the t.v. was lesbian "incest" porn. He was obviously getting into the action on the screen and his hard on showed it. We both just stared at each other not sure what to do. He had his hand on his cock and his eyes were wide like saucers. I still dont know why but for some reason I just slowly walked over, knelt down in front of him and took his dick in my mouth. After a few minutes of sucking on him I coukd hear him begin to groan. I know he loves to gum on my face even though im not a big fan of it but this time that is exactly what I wanted him to do. I took him out of my mouthand jacked him to finish on my face. I just smiled at him. After we calmed down a bit we sat and talked andhe told me he always loved me in lingerie and the girls in the movies wear it so he wanted to know what it was like. Long story short he now has his own female wardrobe, I love cum on my face and think lesbian incest is the hottest thing possible.

#3323

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It was an unseasonably cool summer day. My girlfriend, Jennifer, was gone to New York, for a month of training. I was glad she was gone. I was free to do what I wanted. School was out for the summer, so I didn't need to go to the university to teach.

I had shut the AC off. The windows were open, and the front door was, as well, except for the full glass storm door. I was laying, face down, on the couch. opposite the door, in my favorite bra and panties. I had my headphones on, listening to my all girl mix. I was writing in my journal. I had gotten up early, after taking Jennifer to the airport, the night before. I had drawn a bubble bath. Shaved my legs. And, taken my time, putting my make-up on, carefully. After putting my wig on, I admired the job I had done, in the mirror. I was wondering what it would be like to go out like that. As i stretched out, on the couch, with my journal, "Feel Like A Woman", came on my headphones.

I began to write about how excited I was to be spending a month, all by myself, wearing panties and bras. Putting on full make-up, and the wig. I was pleased with my appearance. I wondered if anyone would know, if I went out. Would boys look at me? Would they want to kiss me?

Suddenly, out of the corner of my eye, I saw something move. Panicked, I looked toward the door, and saw Doug, from next-door, standing in front of the storm door. He had his phone out, and was taking pictures of me. I jumped up, quickly, and ran to the door.

"What are you doing?"I yelled at him.

"I'm taking your picture, so I can show Jennifer what a sissy slut you are!", he answered.

"Oh! No! Come in. Please don't! Can we talk about this?", I begged.

To my surprise, he came in, and sat on the couch. I sat about as far away from him as I could, on the couch, as well. I offered him money, after assuring him that I did not want Jennifer to know anything about my hobby. He said he wasn't interested in money. He didn't have to say anything else. I had seen the way he looked at Jennifer. I couldn't miss him climbing the tree, next-door, to see Jennifer topless, or nude, at the pool.

"If you can get me into her pants, I might be willing to let this go!", Doug suggested, as he got up to go.

"Oh! Please!", I begged, as I fell to my knees, in front of him. I tried to explain that it would probably take some time, but that I'd see what I could do. If he would just keep silent about what he'd seen, I would do anything, I pleaded. It was then that I looked straight at his crotch, instead of up at his face. I noticed he had a hard-on.

"What's this?", I asked, as I brushed my fingers over the bulge in his jeans.

"It's my cock! What did you think it was, you silly slut?", he answered.

I stroked it a few times. It seemed to get even harder. I unzipped and unbuttoned his jeans, pulling them down, and freeing his cock. I starred at it, as I touched it.

"Oh! My god! What have I gotten myself into?"I wondered.

"Kiss it, you sissy slut!", Doug demanded.

"Uh-huh" I replied, as I began to do as I was told.

"You like that, don't you, you little whore?" Doug asked.

"Yes" I answered.

"Yes what?" he asked.

"Yes, I like it" I heard myself say. I couldn't believe what I was doing. But, what choice did I have?

Grabbing his dick, and pulling it away from my mouth, he told me I'd better tell him I loved it, or he'd leave right away, and message the pics to Jennifer.

I complied. He told me to lick it. I did. I kind of liked licking it. I could see my lipstick on his cock. Without being told, I opened my mouth, and let his dick slip between my lips. I liked the way his prick felt, inside my mouth. He grabbed the back of my head, and pulling, he forced his cock all the way into my mouth. I didn't like that! But, he kept it up. My face was flush with his stomach with every thrust.

"Now, show me how much you want me to cum...so I can tell Jennifer what a hungry cock sucking slut you really are!" Doug demanded.

"Oh! Please! Cum for me! I want it. Cum all over my face. Cum in my mouth! Please! Give me your cum!" i begged.

He came in my mouth, and straight down my throat. Afterward, he sat back down, on the couch.

"O.K. Here's the deal. I'll keep my mouth shut, but you have to blow me, every day, 'til Jennifer gets back. I'm just going to tell you, I've had five different girls suck my cock. And, they've given me at least fifty blow jobs. None of them can compare to what you just did. So, even after I fuck your girlfriend, you are going to keep sucking my cock, EVERY DAY! I'll give you two days, after she gets back. Deal?" he said.

What choice did I have? I agreed. Later that evening, my doorbell rang. It was Doug. He wanted more. This time, he came in my mouth, instead of down my throat, and I really tasted it. For the next month, I sucked his cock every day. Sometimes as much as five times, in a day.

#2546

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My son is 6yrs old, he always has been a very fem boy from the time he could walk, and he one day said he was a girl. I told him if he wanted to be a girl, he'd have to let men put their dick in his butt, and he said that he would let men do that, then said he'd like it. Then he looks up at me saying you can put your dick in my butt daddy.

I said no, then he started to cry wondering why I don't love him enough to put my dick in him, I told him that I loved him very much, and he started to beg me to put my dick in him. I again said no and I loved him very much.

About a month or so later my son caught me stroking my cock at the computer, he pulls down his shorts, and started begging me to put my dick in him. I'm thinking wtf, he's 6, and wants to be fucked. So I agreed to try, but told him he has to take it all, can't cry, and has to let me finish. He said finish? I said yes, when a man reaches a point he will squirt out cum? He asks squirt cum? Then said please daddy I want to see you squirt out cum!

I to,d him to turn around, I lubed his butt hole up, then told him to bend over the chair, I lined up my cock head to his hole, and when my cock entered his ass, he let out a squeal. I told him to push out like he's trying to take a poop, when I felt him push, I shoved my cock almost all the way in his ass, and again he squealed. I said you can't cry and have to let me finish. He said in an almost crying voice okay daddy you can finish but I want to see. I started slow fucking him, and every time I was going to push my cock in him I told him "push". His asshole was so fucking tight and the excitement of fucking my 6yr old gay son, I was going to cum. I pulled out, told him to turn around quick, he turned around d dropping to his knees in from of me, and my first blast of cum hit him square in the mouth, covering his lips with my seed. As he opened his mouth I guess to taste it, my second blast went right in his mouth, as he closed his mouth, my third blast covered his chin.

After I finished blowing my load, he bursts out with "that was neat dad"!

Now my son dresses as a girl and I fuck him almost every day, sometimes a few times a day.

I want to share him with other men but don't want to get into trouble and have some assho,e tell on us.