Seduced by a fat, sexy trans lady

At first, I was begging her to let me go. But after a while I was begging to lick and suck her ass and cock. I couldn't get enough! What has she done to me? I was never the same after that. Now I surf Gay trans sites hooking up with any cock swinging trans girl I can find. Am I ruined? Or just where I wanted to be all the time?

Checking out the gay and sissy websites is fun. I've always had a fantasy and an urge to be with a sexy crossdresser in pretty underwear and a sweet little clitty cock. Crossdresser boys seem to understand that an Alpha male likes all the sexy corsets and garters and push up bras. Who doesn't love thigh high stockings and pantyhose and even some knee-high socks on a cute little schoolgirl? 

Sissies always seem to want to be of service to men and will do almost anything for their attention. While chatting with sissies and crossdressers they all seem to want a big strong male to date, and many want to become full time wives for them. 

Janet was different. Janet posted some pictures of her. She has big fat tits with huge dark brown nipples. Her ass is round and fat too. She has natural long blonde hair but does only an ok job with her makeup. She looks like an amateur drag queen. Usually not my style. But she keeps PMing me. She tells me she knows my real inner self, and she will help me find it. I don't know what she is talking about. I'm a man. I have no real gay experience. I like crossdressers. I even kissed one last Halloween at a big party where there were a few gay and lesbian people attending. Some of the guys were wearing dresses, skirts and heels like they were going to prom. 

One of his friends came to me asking if I'd meet the little prom queen. He was cute and very shy. His friends rallied and dared him to kiss me. I was surprised but stayed there close until he quickly leaned in and kissed my cheek. i liked it. I took him by the arm, pulling him close so I could get a real kiss right on his sweet, peach flavored lips. 

He was nervous but mustered up the courage to asked me if I had a car. When I nodded, he pushed me toward the door to where everyone was parked. We kissed and groped each other in the car. He was really getting into it. So was I! I was unzipping the back of his dress while he was trying to unzip my slacks. I decided to give him what he wanted, pushing his head down into my lap. With the back of his dress pulled open, I explored the sexy lace bra and panties he was wearing. Very cute and sexy. He did a really good job. Best BJ I'd ever had. He was struggling to swallow, getting the cum down his throat. He was choking and drooling it all over. He admitted it was his first. I told him it was my first time with a sissy. He liked being called a sissy. 

So, I was obsessed with pretty sissy boys now. He was so sweet and innocent. His pretty prom dress pulled half off him, his pink lace bra and panties wouldn't leave my dreams. I want more.

Janet lives in town. She sent me a lot of pictures. She is a white girl with dark brown nipples and a shaved crotch. She has many different costumes and outfits. She says she dances on trans night at the gay bar downtown. She said she has visited a few of the BDSM places in Seattle. She showed me pictures of her in handcuffs and wearing a ball gag. Very sexy and naughty! Her fat boobs are tied up in leather straps and have nipple clamps on them. I've always wanted to try bondage with someone while having sex with them. She shows me many crotch shots. Her panties are bulging from what she has tucked inside. Her cock is long, dark and fat. She is a very nasty thing. 

The night we meet is cold, dark and late. She says she was out in the bars and wants to hook up. I was bored and horny and hadn't been with anyone since last Halloween. I drove to her address and knocked on the door. I probably shouldn't have been smoking so much pot that night. She ordered me to stop and bring her some food. She ordered me to buy some Vodka, too. She told me to be on time. She said I'd be pleased if I was. And I'd be punished if I was late.

Punished? The thought of a trans woman punishing me made me little dick twitch. What is that all about?

Before I am allowed inside, she inspects the burritos and the bottle of vodka. She looks at her watch, glancing at me with mischievous eyes. She waited to say anything. She is checking me out, looking me up and down, like she is thinking of what to do with me. I am nervous. 

Janet is a little taller than I thought she would be. I'm 6 foot 2 and she has me by at least 2 or 3 inches. She is wearing a long black silk nightshirt that's open at the top and goes down to her knees. Her huge milky white breasts in a black lace bra are pushing against it, spreading it open. The nightshirt is tight around her waist. She is more slender and shapely than I remember in her photos. She is pretty sexy. From the knees down I notice her legs are wrapped in black fishnet nylon stockings. Her shoes are shiny black 4-inch spike heels with straps that wrap around her ankles and up all the way around to the tops of her calves. Very naughty! I want in.

"Keep your eyes up here, sport. I'd don't want to punish you for getting too much of a peek, do I? Or do I?"

I quickly look back up into her deep blue eyes. Punish me? There it is again. This might be heaven? Or this might be hell?

"Yes, Ma'am."

"Good boy. You may come in. But on your hands and knees. That's the rule. And don't fuck around. My burritos are getting cold."

She waits. I don't move. I'm thinking this might the hell I was afraid of. Her nightshirt slips open a little more. She is wearing a sexy black and red vintage corset. It is tight and pushing her boobs up and out, like two beacons any man would, and must follow. My mind and my body reacted without my good judgement getting a say. I drop to my knees placing my hands on the threshold. Looking up at her, I nod and beg her to allow me inside.

"I'll be a good boy, Ma'am."

"Good. Follow me, bitch."

She leads me to the middle of the living room. She has a number of leather cuffs and straps waiting there on the floor. As she locks my hands back behind my back, I question her. Bad idea.

Before I can finish asking why I am the one being cuffed and collared, she gives me a little slap on my cheek. 

"You don't need to talk, sweetie. I'll do enough of that for the both of us."

She expertly cuffs, collars and binds me on my knees. I'm helpless and confused. I feel like a kidnapped slave just waiting to find out what the captors will do to me. 

"This isn't really what I had in mind for tonight, ma'am."

She pauses from eating her burrito and gives me a disapproving look. 

"I guess we will need this tonight."

Getting up from the table she seems annoyed with me. Am I just an UberEATS driver tonight? A handful of buckles and straps drapes over my head. She pushes a rubber ball in my face and tells me to open up. This isn't at all what I was hoping for. I'm going to get the fuck out of here.

"Open your fucking mouth, you little cunt!"

The ball is roughly forced in my mouth. Then all 3 straps and buckles are pulled tight. Before I know it, she is back eating her food, and I am struggling against the tight leather bindings and trying to force the ball out of my mouth. But, of course, all of this is useless and hopeless effort. I am fucked.

Or am I? After I relax a little, I notice the feeling of the bindings bringing a soft, warm euphoria over me. I'm completely helpless and at her mercy. But at the same time, I feel safe and appreciated. The gag just keeps me from saying more stupid things. She is going to enjoy my body and I'm going to enjoy hers. I hope. I realize being bound and gagged is a release of power, a giving in to the Master who now controls you. Losing control is a new, but welcome feeling for me. Do I like it? We will see.

She finishes eating and makes us a couple drinks. Vodka and ice. The strap holding my arms back to my ankles is released. She takes me by the arm and pulls me up. 

"Let's get you back to the playroom, sweetie. Now I'm ready to fuck your brains out."

"Mummph!"

We walk past the very nice master bedroom, passing it. We continue down the hall to the end. She opens a heavy wood door and pushes me inside.  There is only an old brass bed, some dungeon type items on one wall, and a large dresser. There are 2 cameras on tripods pointing at the bed. The bed is unmade, and the sheets are wrinkled. There are 3 or 4 pillows lying about. On the dresser are more leather straps, dildos, and some bottles of lotion. She takes a long riding crop from the wall, telling me to get back on my knees. I do.

My hands are buckled back to my ankles again. She kneels with me, giving me a kiss on the cheek. She releases the straps holding in my mouth gag, and carefully removes the ball from my mouth. Another kiss. This time she opens my mouth with her long, warm wet tongue and rolls it around in my mouth. Her hands are on me. Rubbing my chest and my ass. Soon her hands are in my crotch, giving my cock and balls a nice soft squeeze. I feel like my eyes are rolling back in my head in ecstasy. This is getting better. Much better. 

"Do you like this, baby?' Do you like me? I was oh so hoping you'd like me."

Her gentle hands and her soft, warm breath on my neck was mesmerizing. She smells sweet, like a sexy, natural woman. She is nuzzling and kissing my neck. I feel my cock beginning to grow. My jeans unzip and it is allowed to stretch out. She squeezes it and pulls and pushes it, stroking me like a horny little prom date. 

"Yeah, Janet, Ma'am. I fucking love you!"

"Then you can show me, baby."

Her body slides up pushing her breasts in front of me. She opens the corset allowing her bare skin to rub both sides of my face. I kiss and suckle her warm, sweet skin. She positions a nipple in my mouth. I give it a good hard suck and I don't stop. Her grip on my cock tightens. I hear her moan in pleasure. This is nice!

"You keep doing that, baby, and we are going to just fine!"

She moves her breasts back and forth giving each nipple a good share of my mouth. I lick between them and them suck hard. 

"You're getting me really horny, baby. You're doing so good. I love you for it."

Before I can respond, she stands up putting her crotch right in my face. The front of her nightshirt drapes over my head. I'm in a dark, warm silky tent enjoying the aroma of her perfume. Her hands slowly pull her panties down from each side. I can't really see very much of what is happening. But I am horny, and ready for her.

Her long firm cock flops across my face. She takes moment to step out of her panties. I feel a hand firmly take my head from the back. Her other hand is holding her 8-inch-long lady cock. The tip of it is wet from leaking as it rubs across my cheek and finally against my lips. I take a little sample of her early jizz as I kiss the tip. I suppose I better be ready to do this. it's very much past the point of no return now. It was an hour ago, I think to myself. I almost laugh. 

I feel more pressure on the back of my head. Her cock is pressing against my drooling, virgin mouth. I slowly open and it pops right in. She was waiting. And she was ready. And off we go!

"That's a good boy, Billy. Show me how much you love me, baby!"

I suck and I let it poke into the back of my throat. I lick the tip and I suck the whole thing. I squeeze it with my lips and run up and down on the shaft. I've sort of got the breathing part of it working ok. I try anything I can think of to be a good cocksucker. I think to myself that I'm not so experienced at this end of this. I almost laugh again.

And then it happens.

"Oh, mother fucker!"

My cheeks puff out and my throat fills up. I can't breathe! I blow snot and cum out of my nose. She isn't pulling away either, the bitch! I wiggle and struggle with her fay cock and her huge, sticky load. There is no way I could ever swallow even a half of this! I'm not sure I want any of it. But there is so much, and so much is in my mouth, I can't help but gulp some it down, just to get it out of my mouth. Then I gulp again. 

'I love you, baby! Don't stop!"

I use my lips to squeeze a few more dribbles from her cock. I swallow again. Then again. There is plenty running down my chin onto my shirt, but I swallowed a lot of it too. Her grip on the back of my head is still firm. She is moving her hips back and forth, stroking in my mouth. I suck and let her keep sliding in and out. There is going to more, isn't there?

Over the next few minutes her throbbing cock erupts twice more. I do my best to swallow the goo. My mouth and face are sloppy with it. I'm breathing hard, catching my breath. She leans down and kisses my wet cheek. 

"You are a real ladies' man, my boy. I'm going to give you a treat for being such a good pleaser."

After she cleans herself up, I am laid on the bed face up. She removed most of the leather gear and all of my clothes. But my hands are cuffed to the top of the bed. For the first time I see her in all her trans glory. Standing next to bed, white smooth skin, wide heavy hips, big floppy boobs and erect brown nipples, and sporting a full-on raging 9 inch hard on. She is stroking herself as she gazes over my helpless, naked body. One devious look and then she climbs on. 

I'm going to give you a little taste of me you haven't gotten yet, you bad boy."

She climbs on me backwards. Her huge fay butt cheeks are sagging over my face, spread out over me. She grabs both cheeks, spreading them wider, sitting just right so her ass hole is right over my mouth and nose. My lips are kissing the lips of her wide-open hole. I can feel the weight of her on me. She is chubby and very heavy. I can't move! Oh gees! 

I can feel her long hard cock flop onto my chest. She has a grip on my erect cock, and is beginning to stroke me. 

"Stick out your tongue and lick my ass baby"

There is slippery jelly all over my cock. She is giving me a really aggressive hand job. I can feel her moving on my chest, stroking her own cock too. She keeps rocking her ass to keep my tongue right in the middle of her wide-open butthole. My nose is barely able to get away from the back of her to gain a quick breath before she moves back in, forcing my probing tongue in deeper. 

Her hand stroking my cock feel amazing! I feel myself getting ready to orgasm. I stiffen my tongue and push it all the way in. Opening my mouth as far as I can to push in as deep as possible. I even wiggle it a little inside her. I'm going to cum with her ass in my face. What the fuck?

I guess she can tell. She squeezes my cock really hard and holds it there. I'm moaning and struggling for a breath. She is squatting on me harder. I push my tongue in for one last thrust before I am done. I can't breathe! I try to scream but instead cum like a volcano! I feel her ass hole pulsating and the sensation of warm fluid as she comes with a loud gasp all over my chest. 

I must have passed out.

She says she smothered me with her butt until I suffocated. I was out for a just a few seconds. Then I slept for an hour. And here we are. 

She is in a cute red nightie, and I am cuddled in her bed, naked and no longer handcuffed. It is warm and comfortable in here. I don't want to go out in the cold to go home. I notice it is 3 am. She says she needs to get up at 6. Laughing. 

"If you stay, baby, I'll expect you have lunch ready at 1. Salad and salmon. Can you do that?"

I cook a lot. i can cook some salmon. I shyly nod.

Before she leaves in the morning, she says she has a gift for me. A collar with the words 'Janet's bitch" on it. She tells me I'll be wearing ti everywhere we go. Including the party tomorrow night. 

I think about going out to my car and leaving. But I like the way the collar looks on me too. She keeps me around when she wants me. Two or three night a week. That works for me. Especially since she started fucking me. But that is a whole other story.

Billy