tallguy555's Blog

At first it didn’t feel like the hormones were doing anything. All the resources and information I’d gathered said the combinations I was using should produce a nice set of perky, firm breasts. The other effect should be thinning of my already scarce body hair. I had been shaving for a while anyway, but the idea of having even less to mess with was a plus. But this morning when I woke up, lying on my back, I finally noticed my breasts had grown out quit a bit. Surprised and a still little concerned about experimenting on myself with these strange supplements, I got up and tried on 2 or three tight little training bras and found I fit right into a pretty little B cup for the first time. My nipples had grown to nearly quarter size and gotten darker, too. When I looked at myself in the bathroom mirror I couldn’t believe how much they looked like a young girls breasts.

We have a dance club in town. Sort of a lesbian bar really. Most of the regulars are local girls but it’s really the only decent music and dance place around. There are always lots of girls and guys and couples and all sorts of people there dancing. Most of the young guys come out to check out the girls dancing together and kissing, hoping to pick up couple for a 3 some. Good luck. Now and then you’ll see two guys together but that is rare. Tonight I wore jeans and a white sport shirt. The black nylon and lace bra was just barley visible under the shirt. When I turned just right you could see the bra strap lines, and in the right light the dark color and the outlines of it showed through. I was just starting on my first beer when Bob sat down next to me. He politely asked if I minded and told me he had been there with his nephew and his friends but they left for another bar. He told them he was done for the night when he saw me walk in. Bob was tall and slender, like a runner, in shape, about 40 something. He put his hand on my back, and rubbed the bra strap underneath, and asked what it was about. I shyly told him I had been playing with some breast growth hormones as a joke, but thought I’d see if they really work to pick up men, like they do for women, and I laughed.

Even before he opened the door of his big SUV for me, he turned me around and pushed me gently back against the truck. He grabbed the back of my neck and passionately kissed me, so deep and so long…his other hand was squeezing my left breast, feeling me up just like a girl. Then both hands on both breasts, squeezing and rubbing them, and still kissing me, his wet tongue probing deep into my open mouth. In the back seat he pulled his pants all the way off, and put my hands around his already rock hard cock. I pulled and stoked it while he unbuttoned my shirt and slipped it off, exposing my perky breasts squeezed into the pretty black bra. “These are beautiful” he said. Next, off came the bra and he pulled me tight up to him placing his cock right between my perky tits. “Fuck me baby”, he said. Holding my hands on my tits so they would squeeze his cock tightly between them, he started to hump and pump my chest, tit fucking me. I tried to be as good as I could, but never having done anything like this before, I was a little awkward. He asked in amazement if this was my first time with another man? I told him my uncle had tried to fondle me once when I was younger, but other than a couple of close calls with schoolgirls, I was a true virgin. He promised to teach me the proper techniques and then slipped his cock head into my mouth. From then on it was verbal instructions, many of which were very graphic and crude. He continued to grope my breasts as I sucked on his cock, He told me when he came to swallow every bit of it, and not let any drip onto his expensive leather interior, so when he did, I did.

For the next few months Bob had me visit him at his nice home in the hills. He taught me all the girly skills I should know it please a man. He helped me pick out new sexy bras and corsets to enhance my growing beautiful breasts. Soon I was dressing up like a classy secretary every weekend. He put me in short skirts and black nylons with the seams in the back. He helped me learn to deep throat his long fat cock, and jerk him off while we kissed and he fondled my pretty breasts. Every session would end with Bob rubbing my breasts, kissing me, and giving me a hand job with a condom on my prick. He said he wanted me to be as much like a girl as I could, but he knew I needed some lovin’ too. When we were done he would send me home all relaxed and content with a little pat on my behind. See you next week. Take care of those pretty titties for me!

George had been our neighbor forever. He was about 7 or 8 years older than me. I always thought he was a little gay, but he was always nice, and I never felt uncomfortable around him.
He had helped me with bikes and mowing the lawn and other stuff when I was a kid, since there was just mom and me. I always helped out with the house work and learned to be a pretty good cook. She said she always wanted a girl, also, but her and dad split up just after I was born, so there were stories she had dressed me like a girl for years, but I didn’t really remember any of that. I could have passed though, I’d always been teased as being to ‘pretty,’ and as much as I tried to work out, I could never get big and bulky muscles.

Anyway, after spending 3 years in college, I returned home to visit mom and celebrate my 21st birthday.
She had some of her friends over and a couple of my high school buddy’s showed up too. After everyone had left, I asked mom about George next door. He had started a collection agency and moved away downtown to a big nice condo and was doing fine. She said it was funny I’d ask, he had left a number in case I wanted to look him up when I came back to town. I was glad to hear that and without any thought of it, I picked up the phone and gave him a ring.

My car was a little, well lets say less than reliable, it barley made the 200 mile trip home, so George offered to pick me up the next day and we would hang out. He said he had a birthday gift for me, too.
We went into town for lunch, drank a few beers, since I was old enough to have one in a bar, and then he wanted to show me his condo. He had a great view of the city and the place inside was terrific. A big gourmet kitchen, big flat screen TV, and stereo stuff I couldn’t afford. We had a few more beers then he gave me my gift. It was an old photo album from when I was a boy, and he had me look all the way through it before I could say a word. Yea, there I was, from a baby until I was about 12 or 13, all dressed in girls pink frilly clothes. Tights, hats, dresses and cute little tops. I was adorable. George said he snatched the album so mom couldn’t embarrass me any more. She used to show it to all her friends as they drank wine, and they would laugh at the cute little boy.

Then George asked if I would do him a little favor, for saving the album from my mom and her friends. He took out a clothing box all wrapped in red and pink ribbons. Inside was a little girls outfit, but in my size. The pink tights, pink training bra and panties, a bright pink skirt and a tight little white ballerina ruffled shirt. “I always liked the album, too,” he said. Before I could say “hugh?,” he lifted me up from my chair and said he would help me get them on. I was boosted up, and as he walked me into the bathroom my regular clothes seemed to fall off everywhere. “Just relax, you’ll be fine, you don’t want those pictures getting out again, do you?”In the shower he soaped me up and shaved off all my body hair… all of it. He was naked too, and I couldn’t help but glance down at his growing cock. By the time I was all shaved, he had a full on hard on, and I was getting a little nervous. Still in a bit of a drunken haze, he dried us off and he put on a pair of sweats and a T-shirt. Now in his bedroom, I was dressed up in the girls outfit. All silky and snug in the tight pink tights, like pantyhose. The training bra was padded with little b cup rubber falcies, it looked like I had little titties, too.

I stood up and looked at myself in the mirror, Wow, what a picture. I was 13 again, and enjoying the soft silky feel of the tight clothes all over my body. I felt George behind me and he slipped a short blonde wig over my still damp hair. He positioned it just right on my head, then stepped back, and we both admired how cute I was. He sat in the bedroom chair and asked if I would walk around the room for him. He took some digital pictures, and I paraded around like a runway model for him. The tight pink cotton panties felt so nice squeezing my little package, and the tights slipping around my crotch with each step were moving them around a little. The cute little boobs would bounce a bit with each step. My cock began to grow just walking around the room, it was kind of cool.

George wanted some close up pictures, so I sat on the bed and he used some teen makeup, a little red highlight, and some glossy glitter lipstick that tasted like peaches. He was sitting on the bed right next to me, holding my head, and I could feel his breath on my face as he carefully made me up. After a few close up photos, he brushed my hair back from my face and held my head in both of his strong, gentle hands.
“I’ve wanted this ever since I met you, I’ve waited for this chance for years, and now you’re here. Don’t go back to school this year, stay here and let me take care of you. Like this, like a young man takes care of a young woman. OK?

I started to say something, but he leaned forward and pulled my face into his, kissing my open mouth, his tongue deep in my mouth. The sweet candy flavor of the lipstick was all around in our warm, wet mouths. He wrapped his arm around me and hugged me close as he continued to kiss and caress me. We hesitated for a breath, and I looked him in the eyes. My heart and mind were racing. I didn’t know what to do next. I wasn’t any good at romance. And this was even more foreign to me. I had a split second, say stop, or go on?

My instincts said to leave, leave the huge kitchen in the nice home, TV’s, stereos, and who knows what else? And what about the pictures he took today, and the ones he still had from before? What was to become of them? What was to become of me? Here I was in girl’s nylons and underwear? I was so confused. He was so nice and polite, holding me tenderly. What to do?
I told him I would stay, but just for a while, a few weeks perhaps, maybe longer.

I opened my mouth for him again and fell back onto the bed, and into his strong arms, kissing him more passionately than before. He moved his strong hands up on my perky breasts, fondling them like they were real. Pushing his long tongue deeper in my mouth, down into my throat, rolling half way up onto me. His leg moves up between mine. I feel like a high school girl on in her parent’s room, making out with a study buddy. “I’m going to give you your REAL birthday gift” he announces. George slides down between my legs and pulls the tights and panties down to my knees. My little hard on pops up but is immediately gulped up in Georges mouth. He sucks and strokes me until I can’t stand it anymore, I groan as I cum deep in his mouth. He swallows, then he licks my bare cock and shaved balls clean of my warm cum. Back up come the panties and tights. Snug up around my happy crotch. “Can you get me a beer, please.” He asks. I feel him admiring me as I walk out of the room and then return with a cold beer. He comments again on how nice look in the clothes, and how good I feel, and how he enjoyed tasting my cock, and my cum. He slowly drinks the beer, as I sit there next to him on the bed, my thigh being rubbed by his hand.

George never demanded I suck his cock, or let him fuck me. But after a few days of dressing up pretty for him, and him giving me blowjobs 2 or 3 times a day, I felt like I owed it to him. Sucking a guy’s dick was never anything I thought I’d ever do. But I never thought I’d have a guy suck mine, either. Or that I’d ever dress up like a schoolgirl, and model in the clothes while I was photographed. George was very happy when I told him I was going to give it a try, so he gave me a long, fat pink rubber dildo to practice on. I dressed up pretty in a dark blue skirt and sheer white blouse, so the black bra I had on underneath would show through. Pink silk thong back panties, of course, and some grey thigh highs. I’d bought a short black wig to complete the look. I wanted to look like the school library’s student aid.

I knelt by the bed and began to suck down the long rubber cock. In and out, squeezing it hard, stroking it, like George had done for me. He took some short videos, and lots of pictures while I practiced on it. He walked around and took shots of my various body parts. He really liked the sheer blouse and the look of the bra under it. I bent over as I sucked so he could photograph my cute ass and panties up under my skirt. I unbuttoned the blouse one button at a time, so to slowly expose the pretty black satin bra, I sucked on the rubber cock and he took pictures.

After an hour of this foreplay George couldn’t hold it any longer. I had gotten him really hot. He finally dropped his pants and walked toward me with his huge hard on bobbing around in the room. I opened my mouth and let the long rubber cock fall out, and replaced it with George’s bigger, longer real one. The taste was what really got me first. Warm and sweaty. I grabbed it to keep him from choking me in my throat, I felt it pulsating with anticipation of letting the big load inside out. I sucked hard on the top 4 or 5 inches, and squeezed the lower part, and stroked it, and squeezed it, and stroked it. George had taken mine all the way down his throat, but I soon realized how difficult that was. I tried, and gagged, and tried, and choked, and tried… and he came just then, spurting deep down my throat, just as I was trying to get a breath. I gasped and choked, my nose and mouth filled with cum. I spit some out my nose, and the rest came up out of my mouth, all over my hand, my top and my bra. I gasped again for air and struggled until I finally could get a deep one. I felt George’s hand on the back of my head…
“Eat it all up, sweetie, take your time. That was great, now finish it.” I looked to the side for a moment to see if I could see his face. But instead, I got a camera flash in my eyes. Later he showed me the picture of my face covered in cum, drooling and dripping everywhere. My clothes were stained from the wet cum, and my mouth was open letting more run out. I showered with him still wearing the school girl outfit, and he had me suck him off again there. I practiced on the dildo every day, and on George’s real cock a lot. After a while I got really good at dressing sexy, doing makeup and sucking and swallowing George’s cock and load. He lets me use the kitchen and everything in the house as if it were all mine. I haven’t registered for school again this semester, but there is always next year.

The new company I went to work for was big enough to have their own ‘IT’ guy, Internet Tech. Bob, a fellow about 35, with a wife and a couple of kids. A pure tech geek from hello. Tall and skinny with a short, bad haircut. Most of my job was working with our customers via e-mail, so I saw him a lot. ‘There is always something going wrong with these new computers’, he would say. He seemed to be around all the time, looking over my shoulder as I was working, and grilling me about what virus infected websites I’d visit. Since I was just out of college, I didn’t know how much of this I would have to put up with, but I kept my cool and kept quiet. I guess this is what these guys do all day.

One afternoon he grabs me and says we need to talk about my computer use, I should go with him for a beer after work to discuss the problem. At the bar he told me there were some prohibited web pages on my browser and I might get fired. The sites were of a gay nature? Bob asked why I would be in those sites, asked if I was gay. ‘No, of course not’ I replied. ‘But sometimes I’m bored at work and these things seem to just pop up from everywhere. I’m not very good with girls and I just seem to get caught up in some of those sites sometimes’. He gave me a long look… ‘There’s a computer seminar in Seattle next week, you and I are going’. He said he would get me work clearance and set up the arrangements. I was a little nervous, but what was I going to say?

When we checked into the hotel, there had been some sort of mistake, because there was just one room, and one king bed. ‘I thought we had separate rooms? ‘The hotel was booked for the seminar, and this was all they had on such short notice’, he said. ‘You can sleep on the floor if you want. Let’s go have a drink.’ I wasn’t in the habit of drinking this early in the morning, but what the hell, I was on a company paid trip. After we had a good buzz, He took me back to the room to change and get ready to go to the first meeting.

After I stumble into the room, and sit on the bed, Bob opens a garment bag to reveal a long red dress and all the accessories for me to put on. ‘This is what you’ll be wearing today. Don’t give me any trouble. Remember, I can have you fired right now for what you had on your computer.’ I gaze up at the dress and wonder what’s going on. ‘I saw what you were looking at all week, you like this sort of thing, don’t you? That’s why were here.’

On the bed he lays out the dress, gray nylons, a black bra and panty, a black lacey girdle with garters dangling from it, and some shiny red 4 inch heels. He guides me up and into the bathroom to shower and shave off all that ‘nasty boy hair.’ I struggle with the razor so he steps into the shower with me in just his briefs, and finishes shaving me. Just before we get out, he reaches around my back and pulls me close, kisses me deep in the mouth then whispers, ‘Don’t worry, baby, you’ll be beautiful. I’ve been watching you, and I think this is going to be just right for us. Now dry off and get dressed for me.’

The full panty and long line bra fit a little snug, the bra had two rubber C cup falsies sewn into it…but the open bottom girdle was really tight. It fit me from just under my ribs all the way down below my ass. I carefully secured all eight garters to the tops of the shiny gray thigh highs. Somehow, the red party dress was just the right size for me, streachy and tight over the full bra cups, and around my round ass. The shoes fit great, too. After I slipped them on, I stood and found they weren’t all that difficult to walk in.

Out from another suitcase came a ladies short, blonde wig and a box full of women’s makeup. ‘sit down and I’ll help you with your makeup. Hurry, we have to get going.’ Sitting at the vanity together, he makes up my face like a pro, and when the wig went on, gee, I almost could pass as a cute young woman. But from 10 feet away, I was a knockout! But where were we going? I couldn’t go to any computer classes dressed like this!

He grabs my hand and out we go…down the hallway and into the elevator. But he sends us up, instead of back down to the conference floor of the hotel? ‘Where are we going?’ I ask. He just looks at me and squeezes my hand. The door opens on the top floor, and I can hear a party going on. Bob leads me around the corner into a huge penthouse party room. It’s filled with men and women all dressed up nice, eating from tables of expensive snacks, and drinking from the open bar. The room had a wonderful view of the city, and everyone was having a fun time.

‘Is this the company pre-function’, I ask?
‘Well, sort of ‘he says’ It doesn’t have anything to do with our company, but it is a pre function’
The more I look around, I notice the women I saw weren’t really all women. Guys dressed up like women, like I was. What sort of party was this? And why was I here?
‘This is really why we came here this weekend. I’m not really into sitting around listening to computer geeks all day, are you? I shook my head. ‘OK, let’s eat, and check everybody out.’

Bob seemed to know a lot of the people here, I think he comes out here a lot. Most of the ‘women’ didn’t look to feminine, but everyone tried real hard to look as good as they could. Very clean shaven and expensive, pretty dresses. Bob led me around like I was on display, and everyone seemed to like what they saw. I liked the attention. As the afternoon ran into evening, I noticed Bob getting pretty friendly with some of the more attractive ‘girls’. Grabbing their butts and hugging them. Sometimes kissing them like he kissed me in the shower, deep and passionate.

Soon other men were bumping against me, and groping my ass, too. I quickly turned and stared at one man who grabbed my ass pretty hard, he took me like a dancer, and bent be back and pushed his long wet tongue deep into my mouth. He held me there for a long time, French kissing me like a prom date on prom night. He had me pushed back on my heels so I couldn’t resist. He had my head with one hand, and with the other he pushed up my dress, all the way past my corset. Exposing my sexy shaved legs, gray seamed back nylons, tight black lacey girdle and one bra cup. He squeezed my breast like it was real, I could feel the crowd watching, and hear them applauding as he molested me. Then his hand fell to my crotch and he rubbed and squeezed me as he kept deep kissing my mouth. After a moment, he stood me back up and let my dress slip back down over my foundations. He told Bob I was a real catch, and off he went. Bob said I passed some test, and it was time to go.

With a big strong drink to go, and back in our room, Bob got really romantic. Telling me how great I looked, and how jealous he was when I let that guy kiss me and feel me up. He told me he’d been dreaming of dressing me up like this and having us sleep together for a long time. He said he’d been practicing with make up and buying all sorts of different clothes for me to wear. When he saw the websites I had visited, he got so worked up, he couldn’t wait to take me away somewhere. As he was telling me all this he was hugging and fondling me, pulling at all the pretty straps and rubbing all the silky stuff I had on. He sat me on the big bed and spread my legs, pushing the dress up to my waist, he asked if I’d like my cock sucked. Just kidding around, it must have been the whisky talking, because of course, after being groped and kissed like a girl all night, a nice blowjob sounded perfect. But joking, I said I was supposed to be the girl, so I should be performing that act on my man. ‘Are you really getting into this,’ he asked. ‘Well’, I said, ‘you brought me here on expenses, bought me all this new stuff, and went out of your way to try to make this a fun weekend for me, what am I supposed to do?’

I’d only had one blowjob from a girl before, and it wasn’t a very good one. And certainly never had another mans cock in my mouth. But somehow I knew what to do for Bob. I slid off the bed to my knees and pulled his crotch up into my face, undoing his pants and pulling his belt all the way off. As his pants hit the floor, his big half hard cock flopped out and hit me right in the cheek. As I opened and took it he gripped my head with both hands and moaned he’d been waiting for this forever. My head bobbed as I took him deeper and deeper in mouth, he was face fucking me like some whore. My hand was around his long cock so it couldn’t go all the way down my throat and choke me. I looked up at him as I tried to suck harder, but he was looking to the side, at a full length wall mirror. I looked too, there I was, kneeling in a tight red party dress, boobs bouncing and sucking a man’s cock. I looked just like a young school girl, being violated by her bad school teacher.

He said he wanted to cum in my mouth…and all over my face and dress. I nodded, and kept pulling at his cock and licking and sucking the last 4 or 5 inches of it. He liked it. My other hand was up between his legs, fondling his balls and ass. He looked down and told me to slide a finger in. So I licked one and probed his ass as deep as it would go. He jerked and squeezed my head harder, filling my mouth with my first ever load of warm goo. I tried to back away at first, but he held my head firmly. ‘Take it, baby, you earned it.’ I gasped for a breath and swallowed what I could, and felt the rest drool down my chin all over my pretty dress front. I choked a little and some cum filled my nose and I had to pull him out. Looking right at his cock head, I squeezed it again and pushed my finger up deeper in his ass, he shot another long stream all over my face, and more dripping all over the front of my wet, slippery dress.
‘Yes, keep that up, baby.” He pleaded. He knelt closer and with both hands smeared the cum all over my dress, groping my tits, squeezing and rubbing them, enjoying my new breasts in the silky, wet dress.
I stroked and squeezed him until he was dry and exhausted. I licked all the cum I could find off of him. He fell on the bed and said with a sigh, ‘Wow, and we get to be here together all weekend!’

1. Dressing.
Uncle Bob let me stay with him during the first semester I attended college in Boise. He was in his 30’s and already been divorced a couple of times. He was a big guy, in shape, worked out almost every morning before work, and worked late most of the time. I really didn’t see him all that much except for Monday nights, for Monday night football. He never missed a game.

Bob’s condo was pretty big, but he had just 2 bedrooms. He had a daughter, but she moved last year, when she was 16, to live with her mom in Denver. So her old bedroom was mine. I didn’t think I should change it, since I was only visiting for a few months, so the pretty boy’s posters, pink bedspread and frilly pillows all stayed. She also left a lot of old clothes she didn’t wear anymore. Dresses, skirts, blouses, tights and some underwear. She was pretty cute, tall full figure blonde, so it wasn’t unusual for me to lock the bedroom door and fondle through the underwear, stare at her school pictures, and jerk off now and then. Some times I’d even wrap myself with some of her silky clothes and smell her perfume on them, and use her panties or bra to jerk off with, wrapped around my dick. After a while I’d even put on the underwear, her skirts and blouses, pulled on her tights and jerked off dressed like that. The feel of the tight silky clothes and snug bra straps tugging at my skin, the look of me dressed like a schoolgirl in the mirror, her silky panties wrapped around my dick, all made me feel so horny. I got to the point where I couldn’t wait to get home from class to try on new outfits and jerk off. I even bought some stuff, too. New corsets and panties that looked really good on me. It was my little secret and I loved it.

One day while I was rummaging through her closet I came across a blonde wig and a pair of fake tits. I guess I always thought she was a natural blonde? And the falcies fit right into her bra. Nice full ‘D’ cups. Maybe she wasn’t as full figured as I thought, either. But I didn’t think about that for long, I tried them on and they were great. The wig looked so real, and the rubber tits filled out the bra cups perfectly. Big brown nipples with nice little bumps poking out. They felt real too, firm and soft to the touch, bounced and squeezed just like the real thing. I ran out and bought some new sheer bras so I could feel and see the nipples while I jerked off. It was heaven.

2. Caught.
One afternoon I was all dressed up in thigh high nylons and her blonde wig, sitting on her bed, one hand squeezing a soft breast in a sexy red bra, and the other wrapped around my dick, inside some panties, watching myself in the wall mirror and working it. I’d even put on some of her sparkly pink peach flavored lipstick, it looked and tasted great on my lips. I was looking at my face in the mirror, licking my lips and waiting for the orgasm to come.

“Well, well, well, what have we here?” Bob asked. “Getting’ a little afternoon delight?” he laughed.
“I think you should get out here so we don’t miss the game.” He ordered.
“Yes, as soon I change, sir.” I whisper.
He stepped back out of the door, but hesitated, “No, you’ll come out just like that. Come out now, or there will be big trouble for you, Sally.” And out the door he went, closing it just about all the way.

Shit! It was Monday! He always comes home early and we watch the game together. How could I have forgotten? Well, I was only thinking about her silky clothes all day. I stood up and looked at myself in the mirror. I was very pretty in the wig and sexy silky pink and red underwear and nylons. But I still had a half a fat hardon buldging in my panties. And what was this Sally stuff? My name is Sam?
“Hey, get in here! The game is starting! Get in here Sally, now!”

I stepped through the door, just in the room, looking shyly at the floor, my hands straight down at my sides. My knees were together, shaking. As I looked down, I couldn’t help but notice my great cleavage, harnessed in the tight fitting red sheer bra, and the cute blue schoolgirl pleated skirt. “Yes sir, here I am. Why do I have to stay dressed like this, sir? Why are you calling me Sally, sir?”





“Keep quiet, I’m trying to watch the game. Get us some beers and come over and sit down, right here.”
He pats the spot right next to him on the couch. Usually I sit in the other chair. What have I got myself into??? As I walked around to the kitchen, and bent over to get the beers, and back into the room, I could see him peeking out of the corner of his eye, watching me. Trying to watch the game, but he couldn’t seem to keep his eyes off me. I felt him undressing and violating me right there. I was so nervous.


3. Training.
He took the two beers I brought and immediately put them over on the table next to him. He pulled my arm and forced me to sit right next to him, cuddling. His one hand was around my shoulder, and the other still holding my arm. “Watch the game, Sally. Don’t look away.” He ordered.
“Why are you calling me Sally, sir? I don’t understand?”
“You understand, son.” He replied, ”You didn’t get all dressed up for me so I could call you Sam, did you? Now watch the game and keep quiet.” He moved his hand from my shoulder to the back of my neck and turned my head toward the TV. “Watch the game.”
Shit! I didn’t dress up for him! I didn’t dress up for anybody! This is a big mistake! I turned to look at him and say I wasn’t doing this for him, but he put his hand over my mouth and told me to keep watching the game. Forcing my head back to the TV.

Bob took my arm again, and pushed it down between his legs. Moving my hand over his pants and into his crotch, and he started stroking his cock with it. I tried to pull it away, but he just pushed it right back and said to leave it there. I could feel his cock getting bigger as we pushed and pulled on it. He started whispering in my ear, “You look great, so fem and sexy, I really like this outfit, I love it when you call me sir… keep stroking me, baby, unbuckle my pants…go ahead…undo them…Come on, Sally, I know you want it”

I was getting dizzy, his belt came off and then I unzipped his slacks all the way down…I reached in and pulled out his growing hard on. He still had his hand on the back of my neck, and he was pushing it down toward his crotch. I was afraid of what was to be next. He had his other hand on my leg, just inside my thigh, groping the silky nylons, working his way up under my skirt. Just as my face was right in front of his cock head, I tried to turn away and ask for a break… But he said to open and suck like my life depended on it. I only had till halftime was over to get him off. And that was just 5 minutes away.

I didn’t know what to do! I had a mouth full of cock, and just 5 minutes to figure out how to blow him.
“Take it all the way down your throat, and suck hard…like you want to suck the skin right off it…come on, suck, slide it in…hold my balls, Sally…yea, like that.” He held my hand under his balls and showed me how to fondle them, and he put my other hand up around the base of his cock and told me to squeeze it and stroke up and down with my mouth motion. He could hear me gag and choke a little on the cock head as it found it’s way deep into my virgin throat, and I was sucking so hard sometimes my mouth would slip and I’d slurp real loud. He said he liked it that way. I only had 2 minutes left before the 3rd quarter started. “Get busy.”

Before I knew it my mouth was filling up with warm sticky, icky tasting cum. I gagged and drooled it all over my face. Bob pushed my head down again…”keep sucking, you’re doing great!”
“Try to swallow as much as you can, Sally. Swallow it all, please.” I groaned and tried to breath through my nose but it was filled with cum, too. I choked and spit a mouthful all over his shorts and my hand. I tried to pull away again but he told me to finish him off, and then lick it all up. I wasn’t sure I could…this was really nasty. He grabbed his cock and stroked it a couple of times and pointed it right at my face. He shot a last long stream into my face…dripping all over my cheeks, my chin and into my hair. “Ok Sally, you get one, get up and get some towels and clean this up. But after the game we’ll try again, and I don’t want any messes then. OK?”

I looked in his eyes in amazement. I couldn’t believe what just happened… And he wanted me to do it again…soon! I just nodded and said “OK, sir.” He watched me wobble into the kitchen, wiping my face, I cleaned us up and he held me through the game. During a commercial he would ask how I liked it, and what I wanted to do different, and what he wanted me to do different. I had to learn to take all of the load and swallow it all down quickly. No mess. A couple of times he would lean over and kiss my mouth, squeeze my tits and reach into my crotch and grope my dick and balls. But that was all. I was his Sally, now. He wasn’t a fag. He just liked a good BJ from a pretty girl, and I offered that to him. Some times he would watch me while I jerked off, but usually he just liked to have me dress up and blow him. Every Monday night, just like clockwork, new underwear and a good blowjob.

4. Moving in.
Bob didn’t mind when I stayed the second semester. He let me remodel his daughter’s room to make it al little more manly. But some of the pink and frills had to stay. During the break, sometimes I would dress up all day, groping myself, jerking off and waiting for Bob to come home so I could suck him, and make him dinner. I was a pretty good cook by now. We would order sexy lingerie from the internet catalogues and wait in anticipation until they would arrive. Then we would have a little football party, weather there was a game on or not. One time Bob ordered some stuff I didn’t know about. When it arrived I waited until he got home to open it. To my surprise, it was all black leather cuffs and a mask of some kind, with a big rubber ball gag in it. All sorts of straps and buckles and chrome chains. He told me now that we were together, we should move to the next level of our relationship. He would have me buckled and bound and he would pop my little ass pussy cherry. He told me I wouldn’t mind it, and it would be a good break from my cock sucking, since he would cum in my ass instead.
“I didn’t know we were together, Bob? And I don’t know about being tied up and gagged and fucked?” I figured this might be why he was divorced 2 times already. “Getting’ a little too kinky for me, I think, Bob.”
“Don’t worry, Sally, I haven’t hurt you ever, have I?”
“No, Bob, but I don’t want there to be first time, either.”
“Come on baby, It’s Monday, lets have a Game night, OK?
He handed me another box, this one had black tights and body suit in it, black stretchy bra and a thong back panty. There was a collar attached to a nylon sheer hood, like a stocking for your head. The body stocking would cover my neck, arms and hands and all the way down to my waist. You could see the bra perfectly through the stocking. You could see the tight wide confining sexy straps and the full D cups with their dark brown nipples poking out. The dark black tights go over the silk thong, and cover everything else. The collar buckled behind my neck and held the hood and neck of the stocking together.
I looked like some kind of fetish freak in the outfit. But it was snug and silky and made me feel sort of shy and submissive. I put it all on and sat in my room waiting for the next moment to arrive.

5. The full Monty.
I was used to being all dressed in silk and lace, and except for the hood, this wasn’t much different. Bob walked into the room and turned on the lights. He asked me to kneel in front of the bed, and keep quiet. In the bright bedroom light I could see most of the gadgets and garb he brought in with him. I noticed a camera. “What was that for”, I asked. He didn’t answer, but quickly placed a large piece of black tape over my eyes. “Relax, I want to take some pictures. OK?”
“I guess so, this is kinda weird, Bob”
Before I could finish saying his name, he pushed a big soft rubber ball into my mouth, right into the nylon stocking hood. I felt the ball through the nylon fabric as it filled my mouth. “OH ! Mumph!”
“Be still, Sally, It’s OK…You’ll learn to like it.”
I reached up to my face to pull the gag out but Bob had already fastened the strap behind my head and he grabbed my wrists and pulled them back behind me. He used the leather cuffs to secure them together, and then cuffed my ankles too! They were spread wide though, attached to some sort of rod that was between them. Then I felt him pulling the rest of the leather gag hood around my head… buckling it many times, over my eyes and forehead, around my face, under my chin and neck, and behind my head, my nose was the only thing left not covered. The ball was forced all the way into my wide open mouth, pushed in firmly. I could only barley mumble a cry.
“Wow, this stuff looks so great on you…you look like a little subby bondage slut there all tied up and gagged. I love it, Sally!” “Your ass and tits look so inviting…so sexy… so vulnerable. I can’t wait to get at them all!”

Married Life for me.
She is standing in the dim light of our bedroom, a tall slender 35 year old woman, one leg up on the dressing tables chair, securing her favorite 8 inch strap-on dildo to herself. She is wearing a jet black shiny corset, and matching thong back panty. Tonight she decided to add her glossy black 6 inch ‘fuck me’ spike high heels, too. Just before she comes over to direct me to what I must do, she pulls down her bra cups and clips on a springy clamp to each of her large, brown perky nipples. She lets out a little ‘AH’ as she attaches the clamps. Then she slips the crotch of her panty aside and slides a fat little vibrator into her pussy. Again she makes a little ‘OH’ as the vibrator penetrates her, and shutters a little when she turns the end of it so it will begin to do its thing. Hummmmmmmmmmmmmmmmmmmm.

She stumbles a bit as she walks toward me. Both from the extra high heels, and the feel of the thick vibrator plugged in her wet pussy. In her hands are a foot long spanking slap stick and a tube of lubricating jelly that smells like cherries. The long fat dildo strapped to her crotch is bobbing about in front of her, just like a big black hard on. She intends to brutally spank and discipline me, claw and scratch me, make me lick her shoes, her pussy, her tits, and to fuck my ass as hard and deep as she can, until I scream for her to stop, but she won’t. She will just gag me so my cries won’t distract her from her pleasures. She will bind me with thick leather straps if she has to, pulling my hair, slapping my face, pushing her long fingernails deep into my skin, until she has worked herself into such a hot, sweaty frenzy, she shakes and convulses with a huge long multiple orgasm. She’ll kiss me on the cheek and slap my ass one more time, untie me if necessary, and off to bed for her. Good night. I’ll be left there to masturbate alone and think about how I could have been a better lover for her. It’s enough for me, I guess.

After we were married she decided to take control of the relationship. She took over the check book and all out finances. I can’t spend a dime unless she approves it. Her job as an attorney improved until I didn’t need to work anymore. So she delegated me to be the ‘house husband’. Shop, clean, cook and take care of her. But she started calling me the house ‘bitch’, too. Her appearance changed as she dressed in more men’s style business suits, cut her hair much shorter, and wears bras that actually flatten her bust line. Not too long after she convinced me I’d like being fucked with a strap on, she stared making me wear girl’s underwear. “Since I was getting fucked like a girl, I should look like one too.” She bought me pink and light blue cotton panties and training bras. Later I was told to wear cute tops and skirts. She made me learn to walk in heels, and use women’s make up. My blonde hair was never to be cut again, until it had grown all the way down to my shoulders. She had a stylist come to the house every month and keep it pretty and neat. She found some weird ‘supplements’ that would make my body hair grow slower, and I was to shave what was left clean every day. They also did something to my breasts. My nipples were getting bigger and very tender. They hurt all the time. My breasts were getting bigger, too. Starting to look and feel like woman’s boobs. Soon I was wearing ‘C’ cup bras. I had to stay in shape, too. My waist had to get smaller every month or there was more punishment, the kind I really don’t like.

This morning I was dressing in silky pink panties and a pink under wire Victoria Secrets bra and noticed in the mirror what a pretty girl I’d become. My ass was sore from last nights romp, red cheeks from the spankings and sore deep inside from her relentless dildo. I figured this was how all the pretty girls felt the next morning. My mouth was sore too, she made me suck hard on the long fat strap on dildo for an hour while she took pictures of me. This time when she came she was spread over my face humping and smothering me, screaming orders for me to lick her ass hole and suck her clitty harder. She was already gone to work, so now I could relax and enjoy the pretty lingerie I was wearing, and have a little orgasm of my own. I have grown to like the silky clothes, I would put on some favorites then pile some on the bed and wrap myself in them until I cum all over a nice pair. I guess I like my married life, what else can I do? Some day maybe I’ll get to be the man again, but for now, I’ll enjoy what I have.