There was something really surreal about feeling his semi-hard cock fill my mouth. The salty taste of his orgasm lingered on my lips as his white cream seeped down from my face and dripped onto my large exposed breasts. My eyes looked up at him through smudged makeup, in pure lovely submission, and silently begged for a sign that he had really become fond of the curvy redhead that had been offered to him.
The pain in my knees, the soreness in the back of my cheeks and the throbbing sensation of my ass should have been enough to make me wish this was over a long time ago, but instead it had only made me want to experience more. So much more. As he looked down, he gave me a real smile, and I happily bit my lip to catch the last of his cum.
I’d made him do what he wanted, and in return he’d made me his in every way possible. As I savoured his flavour, I couldn’t help but think back to how I’d got to this moment… to be in front of him on my knees… with his now-used cock between my lips and his cum covering my face and tits. My name’s Steve and this is the story of my journey.
“About two years ago, on a cold April morning while I was out for an early run, I bumped into the woman who would change my life… In fact, we bumped into each other. She was also out jogging and we ended up bumping into each other because we were distracted by a couple enjoying some pretty intimate activities on one of the park’s picnic tables. We laughed, said sorry and helped each other up, then went for coffee and introduced ourselves. Turns out her name was Brittney and she worked for a pharmaceutical company.
I was instantly attracted to her, even though she wasn’t the type of girl I usually dated. All my mates had always joked that the world would end if I ever found someone and settled down with them. The funny thing was, I had agreed with them. The thought of spending the rest of my life with the same woman just wasn’t appealing to me. Well, that was until that morning. When we finished our coffees and went our separate ways, I found that I couldn’t stop thinking about Brittney. I started planning how I would make sure to run into her again the next morning and go back to the park at the same time and on the same track.
I was so captivated by her that I even thought about getting her a little something to show her I was thinking of her. I spent the next few days running around like a headless chicken in the morning, looking for her through the park, and on the third day, just when I was ready to give up, I saw her again. I don’t know what came over me, but I just had to talk to her again. I was obsessed with Brittney, I guess you could say I was obsessed with her. We talked and went for coffee again, and during that time I found myself fearing for the rest of the day that I would have to spend away from her.
My mates and colleagues at the agency I worked for joked that I’d finally experienced love and there was no turning back. I wasn’t sure if it was actually “love”, but I knew I’d do anything to see Brittney again. Within a week of our first date, we were officially an item, and within a month, she’d moved in.
The more time I spent with Brittney, the more I was ready and willing to do anything she asked of me. There was just something so captivating about her… I just couldn’t resist her. Since the day she moved in, she’s shown me things I never even imagined. I used to think I was a pretty experienced lover, but she showed me that I had no idea about role-playing, bondage, exhibitionism and all the subtle nuances of submission and dominance. Every morning in June, we wanted to go for a jog, even though some days we did more loving than running.
She often joked that it was all the fault of the couple we’d seen on the first day, but we ended up doing stuff in the same park that would have put them to shame in no time. Brittney had a huge appetite – she was always hungry! This kept me on my toes because I didn’t want to disappoint her. By the end of the month, we’d claimed every picnic table in the park, plus loads of benches and bushes. Our sex life was pretty adventurous, but it didn’t seem to satisfy Brittney’s insatiable appetite. I noticed this and was keen to find a solution.
Even though we’d planned to have a bit of action during our early morning jogging, she’d wake up in front of me some mornings and wake me up with her lips. My body would respond straight away to her touch, and the feeling of her wet lips sliding up and down my hard shaft was simply heavenly. She even liked to put a finger or two up my bum to make me even more excited, which just made me go crazy with pleasure. The first few times she had done this, Brittney had been more than happy to take the first load of the day in her mouth and swallow every last drop. One day, she surprised me with a passionate kiss straight after, which gave me a taste of my own.
I was pretty grossed out at first, but I couldn’t resist the kisses that came later, and each one had more of my white cream. Now, Brittney’s got me hooked on accepting her creamy treats and even making me beg for them. Then she’d make me hold all of it in her mouth so we could have a proper wet kiss. I had been told very clearly that I had to swallow every last drop and lick her breasts clean of anything that might have avoided her first capture of my load. She’d tease me sometimes and call me her “”, which I kind of got into and got me thinking about what else could happen.
Throughout the summer, we often lay in bed after a hot meeting that had left us both sweating and breathless, sharing thoughts and fantasies. Brittney had been very open about her feelings and sexual desires, and considering everything she had shown me, I was more than happy to do anything in my power to make her dreams come true. So we’d go to these far-flung malls and sneak into the gents’ toilets to get it on, sometimes in one of those locked stalls, sometimes right there above the sinks. I quickly discovered that Brittney enjoyed being seen, putting on a show for others, and that she also enjoyed watching them, like the men who masturbated while looking at us. It was obvious that she was more interested in them and their hard-ons than in us.
One day in September, she even invited a guy who’d spotted us in the men’s bathroom in a high-rise building to come closer so she could wrap her red lips around his hard-on. I remember feeling a tightening in my throat when I saw Brittney take the strange man’s cock deep into her mouth, but I wanted her to be happy, and the way her pussy had squeezed my own hardness had been proof enough of her pleasure. She was eager to accept his orgasm on her face and even showed pride in the cream that oozed from her facial features as she looked back at me after he had left. Then, as we left the building, she didn’t even clear her face so that everyone could see her disgrace.
I was almost jealous of the way she felt when she showed herself, and I wanted to share that feeling… to experience it. By the time autumn arrived, we’d changed our daily routine to deal with the cooler weather. Our morning jogging and sexual encounters in the wilderness had been replaced with sessions under the hot water of the shower, where we usually indulged in the verbal pleasure of each other before diving into more primal acts, which very often included anal stimulation… both hers and mine. One evening, Brittney surprised me in the bedroom with a simple strap-on. She said she’d started fantasising about doing me as I’d done to her so many times.
I was obviously reluctant to let her, but I couldn’t resist her request. I once again submitted to her will… to her control and wishes. Strangely enough, the deeper I fell into this submission, the more I started to enjoy it… to enjoy the way it made her feel… And also the way it made me feel. From that day on, the strap-on became a regular toy in our meetings, and she even asked me to wear a butt-plug sometimes to get my rear entrance ready for her when she was in the mood. The feeling of that prick in me for hours at a time made me want to feel something bigger, longer, and it just made me want to give myself to her so much more.
For Halloween, Brittney convinced me to dress up as a shapely secretary at her pharmaceutical company’s party. She said she’d always wanted to try it with a shemale and that this would be the perfect way to do it. She promised it would be worth it, and it turned out to be more than enough for me to agree to this new experience. We spent hours getting into the right look, even shaving my whole body.
She’d already got a corset, some breast shapes, a long curly chestnut wig, and all the clothes and accessories we needed. It was obvious to me that this wasn’t a random choice, and I actually liked that, because it meant I could really get into the experience. I spent the evening getting used to the heels, the way Brittney had taught me to walk, and the feeling of a bigger plug being forced into my ass. I knew a lot of the guys at the party had found out what I was really up to, but it was a real buzz to see the looks on their faces as we left.
I knew right then that I’d want to feel that again, and that tight feeling around a woman was a fantastic sensation. That night, the strap-on was used on me loads of times with a ferocity that I had never experienced or imagined. Brittney slapped my cheeks as she rammed me with all her might, calling me her, while making me moan and after sharing my own load in a passionate “wet” kiss.
After this sleepless night of wild and violent sex, it was easy to imagine that this would become a recurring theme in our sexual adventures, one that I would strive to see happen as often as possible. Brittney had upgraded the strap-on and butt-plug a few times to make them longer and wider. The tiny 6-inch dildo that I’d been given on the first night a few months ago had become a huge black one that was a foot long. I was made to take it all in its entirety at least twice a week, and every night that weekend. To be rewarded with such monumental joy, I had now had to dress up as a woman, sometimes wearing a schoolgirl’s shirt and skirt uniform, other times wearing a revealing dress that would normally be seen on an evening lady. Brittney had decided to give me the title of “ass bitch”, always willing and ready to bend over to take in as deep as possible the black monster of a dildo that she seemed so happy to have between her legs, and that I couldn’t stop dreaming about.
One night, after another wild session, I turned to Brittney and asked her a simple question… Would she like it if I had my own breasts instead of these shapes? Her response surprised me when she turned around to kiss me. “I’ve been dreaming about you having real breasts for a while, but I was always worried that you might want me crazy. I’d love for you to become a full shemale. I could get home hormones from the company that transsexuals use to become more feminine, without losing their “manhood”.
I was so happy that I almost cried. By the end of January, my wardrobe had got bigger and I had got some really tall high-heeled boots, patterned stockings and a bunch of corsets to help me get the perfect “shemale” look, which Brittney and I really enjoyed. The hormones that Brittney had got from her pharmaceutical company were in pills and liquid, and even though I was happy to take them both, I found the liquid form far more enjoyable, as it allows me to dream of swallowing my own climax, or even someone else’s. Brittney had even got a new strap-on that let her “”, which she liked, especially when I knelt in front of her.
The “cream” she used for her climax tasted and felt very similar to my own, which only added to my desire to be made into a gobbly on a daily basis. In February and March, I started wearing panties and socks to work and something more “feminine” when I got home. I just couldn’t get enough of feeling like a woman in every way.
By the time April rolled around, I was spending most of my time as a woman, even taking days off to spend the whole day dressed. Brittney had left a few toys for me to use and practise with, to make sure I didn’t forget how to deepthroat. She even gave me a few litres of “cum” from another squirting dildo that had been stuck to the wall of our “adventure room”. She even suggested mixing in hormones to make it even more fun. Then, for our first year anniversary in May, she invited me to a fancy restaurant… in fact, she invited her shemale lover and said that tonight would be a night that would forever change my life.
Excited at the prospect of going public as a woman, I quickly got into my alter ego’s outfit, which had been dubbed “Sabrina” so I could keep my initials. We drove to a fancy restaurant where we were welcomed and escorted to our table, which had been booked. We sat opposite each other, and I couldn’t take my eyes off the smile of pure joy on Brittney’s face. “Sabrina,” she said, taking my hands. “You know I love you more than anything else in this world, right?” I was surprised by the question and couldn’t think of a thing to say apart from nodding my head.
“You know I’d never do anything to hurt you, and I want you to be as happy as I am, right?” Brittney added, which only made me more nervous. I nodded again, trying to prepare myself for whatever was coming. “Everything I’ve done was for you,” she continued. “I wanted to open up a whole new world of sensations and joys for you that you would never have experienced otherwise,” Brittney added, before pausing for a few seconds.
“The thing is, some of your colleagues at work have noticed some changes… things like the way you seemed more feminine back then. So they’ve had a word with me to see if I’m okay and if I know anything about it. I told them you’d decided to do your life differently. I was confused by her words, but I kept listening to what Brittney was saying. “The hormones have worked, and I know you’ve noticed, but we never thought about what other people would say when they saw you performing more feminine and sporty.
So I decided to act on your behalf and got our legal department to sort things out for you… here.” She reached into her bag and gave me some legal documents that clearly said from now on, the guy known as Steve Adams would be known as a woman called Sabrina Adams. Before I could say anything, Brittney continued. “I also got you a job in the pharmaceutical company I work for. It won’t be the same salary, but they expect “Sabrina” to report to work on Monday, not Steve.”
I was gobsmacked, and the best part was that I wanted it all. Brittney had given me what I had wanted, even though I hadn’t actually expressed it or realised it. But now that it had all been done and dusted, it had felt so right. The next day, I called my workplace and quit, then spent the rest of the day taking care of the rest of the legal stuff to make the change official. Sabrina had replaced Steve in every way… body and soul. Brittney helped me get rid of the last traces of my male persona and showed me the ropes of getting to know her company’s territory better.
She explained what I’d be doing and what Sabrina would be doing. She’d got me assigned as a secretarial assistant at the lab in the basement, so I didn’t have to deal with many people. This meant I didn’t have to worry about what others thought, as they’d be limited in how much they could contact me. After about six months, my infection was almost complete, thanks to the fact that I had gained access to even more potent hormones from what had now become my company. My boobs were a bit more full, and my body had a new shape that made it clear I hadn’t been that before. At work and in town, I was Sabrina Adams, a sensually titillating and shapely redhead. Then one day, one of the lab managers called me into his office. I was wondering what he wanted when I saw Brittney sitting in a chair opposite him.
“Sabrina, come in… we just talked about you.” I looked nervously at Brittney, who just smiled, leaned in closer as I sat down and whispered, “Remember that I love you and that everything I’ve done was for you so that you would be happy.” I was totally stunned and confused, so I sat down in the chair next to Brittney and waited for someone to explain what had happened. “First, I just want to congratulate you on your achievement,” he began, his eyes darting around my body.
“Brittney has filled me in on your journey, since I was the one who gave the go-ahead for the hormones you’ve taken. I’m very happy to see that they’ve worked so well.” I wasn’t sure how to act or react to this news, whether I should be ashamed of him when I knew I had once been a man, or proud that he seemed so pleased with the way I looked.
He said he had a scheme that would see me promoted as well as experience what he believed was the final step in me becoming what I’d always wanted to be. I looked back at BrittNey, who didn’t seem to know what she was talking about, but my attention went back to the guy on the other side of the desk as he got up from his chair. “James has always been into shemales, and part of the deal for me to get the hormones you needed was that he could ‘test drive’ the final product. I figured that after everything you’d been through and dreamed of, you’d be happy to be taken by a real man.” “This is not open to debate,” James said as he walked around his desk. “Brittney promised me you, and after seeing the results, you’ll be made mine.” Brittney smiled and leaned back in her chair, inviting me to stand and join James.
She’d literally given him me to use as he pleased, and somehow I found the view a big turn-on. With a firm grip on my shoulders, James pushed me down to my knees, where I started to undo his pants. I got the message straight away, at least at this point in the meeting. I was about to perform oral sex on a real man, and I was about to do it in front of Brittney, which was absolutely exciting… a dream come true. I eagerly took James’s length in my mouth and found it easy to take him all the way down my throat. He grabbed my hair to push in as deep as he could. The fact that he didn’t seem to care if I could breathe or not only added to the tension of the situation… He decided to make me his and I was happy to go along with it. It wasn’t long before I was completely naked, leaning over his desk as he rammed into me with all his might.
I even caught a glimpse of Brittney playing with her boobs and pussy while watching her little “ass-bitch” get pounded by a guy. James was a real go-getter, switching up positions on the regular as he tested the limits of my desires and my willingness to be used and abused. Then he told me to get on my knees so he could give me what he knew I wanted most… to feel his orgasm on my face. He just kept going, shooting loads of cum in my face, on my lips and in my mouth. I was amazed and delighted that he came so much, and it made me feel great to know I had played a part in that. When he was done, I wrapped my lips around his cock and looked up into his eyes.