Best try on Chrome browser.
As I turned my key in Brenda’s front door lock, I felt nervous—really nervous—and that was so unlike me. Today was October 6th, 1987, the day of my femme girlfriend’s eighteenth birthday. It was also the day Karen wanted me to take her virginity, but only if I dressed like a man, and I mean really dressed like one, not just pinning my hair back and easing into a pair of jeans.
During our last conversation on the subject, Karen made it very clear. She wanted her deflowering to take place on her eighteenth birthday at Brenda’s apartment. That made sense, as we didn’t have anywhere else comfortable and close to go, and I certainly could not afford a hotel.
But there were also two conditions.
The first one is that I must dress like a man. This I had done before. However, this time, Karen insisted that I had to do it properly, which meant short hair and less makeup. I gasped when I realised that my natural, long red, brown, and blonde locks would have to come off.
For the first time, we argued. I reminded her that she was meant to be my femme and submissive to me!
However, it was the last request that I found the most odd. Karen wanted me to wear a man’s military uniform. She didn’t care what type it was as long as it looked smart and had a few medal ribbons on it. She later reminded me that she had a thing about women in uniforms.
Karen made it quite clear that if I didn’t commit to doing this for her, then she would find someone else to be her first. I frowned as we continued to disagree. I told her that my hair was part of me; it helped define who I was and that David would be upset if I cut it!
My socalled submissive girlfriend’s touch had me eventually giving in, and then, with an evil smile, she told me that I would find a way to make it happen. Though unsaid, I suspected that dressing up and having short hair was all part of a punishment for my failing to commit to a monogamous relationship with Karen.
So here I was, arriving at Brenda’s hours early. Just so I have time to get ready and hopefully meet my younger girlfriend’s aspirations.
Karen and I had now been ‘dating’ for nine weeks, and I had been trying to give it a real go and make it work. I had even reduced seeing David and Brenda to just one day a week so I could spend most of my free time with Karen. I liked her, but I was not ready to be exclusive like she wanted.
The subject of what type of relationship we had was becoming a bit of an impasse. Karen wanted exclusivity, at least with women. She seemed to like David and didn’t mind me seeing him, which I found a little strange.
But I have insisted that our relationship should remain an open one. It was too early to think differently, and I had no plans to stop seeing and sleeping with other women.
The other thing that was making me nervous was tonight’s eighteenth birthday party. None of Karen’s family knew that she and I were in a relationship. Actually, none of them knew that she was gay.
Other than her best friend, Shana, she had not told anyone about her uality. Karen had kept it secret and had been waiting until she turned eighteen and legally became an adult to tell her mum. This was something she planned to do later in the week.
“Hi Paula,” I said as I announced myself and walked into Brenda’s apartment. As well as being Brenda’s Personal Assistant and parttime lover, Paula was a professional makeup artist, and she was there to help get me ready.
“Where is Brenda?”
“She’s in the lab working on a project and will soon be with us,” Paula replied with a hint of a French accent. “Until then, I have been instructed to get you ready.”
I followed Paula to the other end of Brenda’s huge penthouse apartment, which had been designed and built to suit her flamboyant and exuberant tastes. We walked down the corridor, past the kitchen and the multitude of colourthemed bedrooms. Including Brenda’s, there were nine of them, each decorated in their own unique way.
Brenda was my top, my older butch girlfriend, though, despite me telling her that it was oldfashioned, she insisted on calling herself a bull dyke. However, when I compared her to other butch s, like her best friend Tina, I didn’t see it. With Brenda, there was softness and femininity, which I liked, even though she insisted on wearing a plastic fake cock inside her trousers.
At the end of the bedroom corridor, we turned left and entered the large chillout area. It was a place filled with chairs and settees; it was a spot where people could relax and talk. Finally, we turned right and went through the security door into Brenda’s private photography studio. It was a place where guests were not allowed, an area where my girlfriend could photograph her subjects in complete privacy.
With Brenda still not in sight, I walked across the studio, taking in the detritus of past photo shoots and thinking I must ask my girlfriend about the behind that large pink teddy bear that sat on a shelf and overlooked proceedings.
We turned right once again and walked into the studio’s large makeup and changing room. It had a bathroom in it.
“Strip and shower,” Paula barked, her French accent suddenly gone. “Nous avons besoin de temps, beaucoup de temps,” she suddenly said, as if I knew what that meant!
I turned, stripped, shaved, and showered quickly, knowing the longer I thought about it, the more nervous I would get.
Brenda was there when I came out of the shower.
“Hello, my dear,” she said before she kissed me. “Are you ready for this?” she then asked, her eyes hungry and scanning down my naked body.
“I guess” was all I could muster as I slipped on a dressing gown and sat at the makeup table, the mirror reflecting my current girly features. I then looked at my hair; I had told Karen that I would have it cut short. It was something I was now deeply regretting.
“Brenda, it’s just my hair,” I desperately said. “I don’t want it cut and shaved short, how about if we only cut half of its length?”
“I believe Karen wants the sides shaved,” Brenda remarked. “We can keep the top longer,” she grinned.
That wasn’t very helpful, though I noticed she seemed to be enjoying herself at my expense.
Paula held up some clippers. “I will need to cut your hair first before I use these.”
“Why does Karen want you to have short hair?” Brenda asked with a smirk, which gave me the feeling she might already know.
“Punishment,” I replied, now wondering why I had agreed to have it cut, though I knew. It was my own fault; my pussy was so aroused I had gotten caught up in the moment being keen to please my femme girlfriend.
“Punishment?” Brenda and Paula questioned simultaneously. Both were clearly enjoying themselves at my expense.
“Yes, punishment, because I continue to see other women… As you both know, she wants me to be exclusive.” Then, clutching at straws, I said. “But it’s your fault, Brenda. You wanted me to have a second girlfriend, and now look where it has gotten me.”
“My dear, I think your cunt had more to do with it than me. I know you, Clare. It is one of your most endearing attributes—the inability to say no when your juices are flowing.”
Paula and Brenda laughed, though to me, this time it sounded more like a cackle.
I took my long, reddish hair in my fingers and remembered back to Wednesday night when Karen and I were making out in my mother’s car. She was fingering me, my body responding as we kissed. I had been close, moaning, my head stuck in a cloud fuelled by ual urges and a whirlwind of impure thoughts. For fuck’s sake, I had not been thinking straight when I said I would cut my hair!
“Is there another way?” I asked as I looked hopefully at Brenda and then Paula, who now had a pair of scissors in her hand.
“I do not want my hair cut short!” I exclaimed. I was thinking about how long it would take to grow again and, more importantly, that David would hate it!
Then I felt fingers in my hair, and I waited for the worst, but all I heard was cackling.
“Clare, my dear, we are not going to cut your hair. There is no punishment. Karen called me and told me she had been teasing you, but I also wondered if she meant enough to you to go through with it. I think we now know the answer.”
I started laughing, relieved, though I also wanted to scream and nudge both Brenda and Paula.
“I agreed to play along with the rouse, as it was good entertainment.”
Paula agreed; the scissors were now gone.
For the next hour, I just sat there as Paula folded and pinned my hair up until all of it was sitting neatly on top of my head. She then put a strange type of net over it, which felt funny. She explained that it was a skull cap often used in the movie industry. On the upper side of it was short brunette hair.
Paula blended the skull cap in to match my skin and then redid my makeup. However, unlike in the past, when she made me look like a man, she kept my feminine features, telling me that this time I needed to look and be myself and not a character from some stage show.
I was now in the hands of the smiling Brenda. In many ways, today was just as important to her as it was to me. I was her project. Not one of her seventeen official girlfriends that had come before me had a second girlfriend, and only a couple had a boyfriend. I had both. She often told me that I was special or unique, though I didn’t see it that way.
Until Brenda, I had always thought I was a femme. It had been my butch girlfriend who had told me that I could switch to being a top. That is why she insisted on me dating Karen, and in doing so, I had come to realise that my older girlfriend might be right. However, privately, I thought it may be because I was more of a slut, it was a word I didn’t mind calling myself.
With Karen not arriving until two, we had plenty of time to finish my transformation into looking more like a man in uniform. We disappeared into Brenda’s dressing room. There on a hanger was a khaki army officer’s uniform, complete with a set of medal ribbons. It was exactly what Karen had requested, and I thanked Brenda.
I also purchased two small gifts for Karen, which were giftwrapped in their boxes. I was going to give these to her later, in private.
Brenda warmly looked at me and smiled, then said, “It’s the moment you’ve been waiting for.”
I wasn’t sure they were the right words, but I knew what she meant. My thoughts were reinforced when she got out of one of the drawers and got out two unopened white boxes. I knew they contained the two black fake cocks, which, six weeks ago, I had been measured up for.
Unlike the day, black strapon, which I had vowed never to wear again outside the bedroom, these were serious dildos. They were custommade by Brenda’s supplier to meet individual needs, each costing her well over a thousand pounds.
With a chuckle, Brenda opened the first box. Inside was a large, black fake cock. It was almost as large as the biggest one in my girlfriend’s collection. I looked at Brenda, thinking there was no way I could use it on Karen to take her virginity.
It seemed Brenda had read my mind. “Don’t worry, Clare, this one is not for today. It is for those future dates with those older s who, as you know, are lined up waiting to go out with you.”
I knew Brenda had a long list of ladies who were looking for a date with me. At the top of the list was touchyfeely Helen. She was a friend of my bull girlfriend who had the habit of touching you as she spoke, and then there was Hazel, a hermaphrodite, yet she identified as a . She scared me and yet fascinated me.
However, I had decided that I would be cheating on David if I slept with her. He had given me the freedom to explore my uality, but on one condition, I could only sleep with other women.
I was not interested in most of the ladies on my girlfriend’s date list. They were not my type, and I had emphasised to Brenda that it would be up to me to decide with whom I had , Brenda’s rules or not.
We had come to an agreement that, at the moment, it was all about Karen, and Brenda’s rules four and five were on hold. I had told my older girlfriend that she couldn’t ask me to date Karen seriously and then sleep around on her. She is not like you or me; she believes in monogamy. It was clear that Brenda hadn’t thought of that.
However, what Brenda didn’t know was that I had a private, short list of three ladies. It was headed by Millie, a dance teacher and fetish club manager who had the most perfect bottom. Then there was Linda, a married lady with whom I had a clandestine quickie in the Rainbow Bar ladies.
Finally, there was a young blonde, Debbie, who was hitting on me at college, though so far I had resisted. Unlike me, she had not come out as gay. It seemed she didn’t know how to. Instead, she had latched onto me, and we had become friends, though not once had her uality been mentioned.
We turned to the second white container, and I felt my pussy moisten.
Brenda passed the case to me: “Clare, it’s yours; treasure it.”
I opened the lid, and inside was the handcrafted tool. Its smooth black skin had a gleam to it. To me, it looked just like what I suspected an erect black cock would look like, though I had never seen one in the flesh.
“My dear, why did you choose that colour?” Brenda asked. “You could have had one that matches your skin pigment.”
Brenda had many fake cocks, or pieces, as she called them—over fifty of them. I had counted. They came in different colours, shapes, and sizes. But that was not all. Some had bumps on them, and the textures ranged from hard to soft, smooth to rough. Others squirted, and then there were a whole series of anal versions. Each one slipped neatly into Brenda’s harness. She had informed me that she intended to fuck me with each and every one of them.
“I have always liked the contrast of colours—black against white,” I replied. “It just feels taboo,” I added as I felt my pussy moisten.
Nice white girls weren’t meant to fuck black men, I thought. None of my friends had, though I knew Sarah wanted to. She had told me it was high on her ual fantasy list.
“Why do you wear a black piece, Brenda?” My question made my girlfriend chuckle.
“My dear, it is not because I think it is taboo if that is what you are thinking. Actually, it is black, for something much more practical… It is less likely to be seen than a pink one!”
We both giggled as I surveyed my new fake cock. At seven and a half inches long and onehalf inches in diameter, it felt just right, though being made from silicon, it did feel a little heavy. I noticed an opening at the cock’s end, the urethral, and I realised this was the super expensive squirting version.
I couldn’t help squealing as I looked at Brenda. She had treated me, and I pulled her close. We kissed, and as we broke apart, she told me to wash it and to get to know how it functioned.
I did as instructed.
When I returned, in her unique way, Brenda showed me how the bespoke cock worked.
“My dear, you need strong cunt muscles to make it squirt,” she declared, just as if she were talking about an everyday subject. “But you need to release this valve when you want it to spurt. It will not work unless you do.” Brenda was pointing at a small cap at the base of the dildo’s balls.
“This bit goes inside you.”
I looked at the thinwalled vessel, which I needed to insert into my vagina. It was a clever idea. You pressed your legs together at the right time, and the cock spurted fake sperm.
Or, as Brenda explained it, “This might not be natural for you, my dear. But squeeze your thighs together. Do not spread them apart; keep them together.”
We both chuckled, though I knew it was mainly at my expense.
“Just as Karen is about to cum…” Brenda moved her hands together to replicate what she wanted me to do with my legs. “You will find your own rewards when you fuck as the piece will rub your clit, the walls of your cunt and, of course, your gspot.”
Brenda chuckled. “I predict that you will end up loving girls with this.”
With a grinning Brenda looking on, I lubed up and slowly pushed into my vagina the insertable vessel. With my pussy stretching around it, and with a sudden plop, it went right up to the flange.
I looked down. This felt different. It was not like wearing a strapon. This felt more like I had a cock. All seven and a half inches were sticking out of me, and it felt a little weird. Yet my pussy was alive and tingling.
Brenda then handed me the custommade harness, which I needed to wear to secure my new piece. It was shaped like a Gstring and had a large butt plug attached to it, which I lubed and inserted into my anus as I put my harness on.
My pussy purred as I stood up, my ass now full, my pussy creaming as I waggle the sevenandahalfinch cock in front of me. It was already loaded with fake sperm.
Brenda chuckled, “You look perfect.”
I wasn’t sure as I stood there naked, apart from a sevenandahalfinch black projection sticking out in front of me. I walked back and forth, enjoying the new feeling in my pussy as the cock wiggled in front of me.
With a final adjustment of the straps, Brenda said, “You are ready, my dear.”
“Am I?” I whispered, almost to myself. I was unsure and walked over and stood in front of one of the many fulllength dressing room mirrors.
I took in my naked body just like I had done so many times in the past, my body confidence being a recent thing. My legs looked long, y, and slightly tanned—a remnant of last summer.
Then my eyes came to the black cock jutting out of me. A shiver ran down my spine. Surprisingly, it did not disgust me; it excited me.
I silently asked myself, is this the real Clare?
At that moment, I did not know the answer to my question. But it now occurred to me that Brenda might be right. Though biual, my persona perhaps could switch from being a soft butch girl similar to Brenda. To a femme like Karen, or as Brenda and I often called it, between a top and a bottom.
I brought my hands up to cup my breasts. These days, they were a full Ccup, bordering on a D. Maybe they were not as nice as Sarah’s, but I was grateful after waiting so many years for my chest to develop.
Brenda came up behind me and cupped my breasts, my hands nesting under hers.
“Do not worry about these,” Brenda whispered in my ear before gently kissing my neck.
“Most lipstick s prefer a breasted butch partner. Look at my two big girls. I have never had an issue attracting femmes. However, one thing you should contemplate is getting both your nipples pierced. Maybe even consider other piercings, or perhaps a tattoo. It will help define who you are.”
I moaned, Brenda’s lips now nudging my neck, her fingers gently caressing my nipples, having pushed my hands away.
“Maybe my nipples, Brenda,” though as I said it, I knew my boyfriend would hate it.
David thought my figure was perfect. He had given me body confidence, and it was not just what he said. It was the way he looked at me—with desire—that melted my heart. It was something that I was still struggling to understand as he already had the most perfectlooking girlfriend, Sarah.
I turned to fully kiss my older girlfriend and, in doing so, stabbed her between the legs with my newly installed cock.
“Whoops!” I giggled in surprise.
Brenda laughed and remarked. “It has been a while since any cock has prodded me there, real or plastic.”
“Come,” she then said, turning the naked me back towards the mirror.
“You are beautiful, Clare, both inside and out.”
I watched Brenda’s hand move from my breasts and slide across my toned stomach. It kept travelling until it rested on my newly acquired, erect cock, and then she wrapped her hand around its shaft.
“The more you use this, the more ual pleasure you will receive from it,” my girlfriend whispered.
Brenda’s second arm came around and cuddled me. I then let out a soft moan as her hand started to masturbate my plastic cock, just like you would do if I had been a man. As she did so, her clothed body gave me warmth, while her gentle breathing on my neck sent little shivers through me.
At that moment, we were two happy s with two black plastic cocks, though only mine could be seen. My older lover carried on wanking me. Her action was one I had done so many times to men, but it was the first time anyone had done it to me!
The gentle movement of Brenda’s hand felt so good. My pussy, my ass, felt her gentle rocking sensation as the plastic cock swayed within me. It was a slow, sensual action that, if carried on, would make me cum. It was erotic and ual, and it felt so nice.
“My dear, this is what it will feel like when you fuck Karen. Can you feel it?”
“Oh, yeeesssss,” was all I could say as Brenda’s hand gently went back and forth. The sensations of her hand movement travelling down its rigid shaft and exiting in my sensitive pussy.
“Remember, you are in charge of Karen’s body. When you fuck her, you need to make sure she enjoys it, and above all, make sure she cum’s. Give her the big O. As I am sure you will have one!”
I dreamily smiled; I was close, now on tiptoe as I tried to drag every ual sensation from Brenda’s rhythmic action.
Then, without another word, Brenda withdrew her hand and chuckled, “My dear, the party has not yet started; you’re going to have to wait until two.”
“Apart from the age and your good looks, we do not look so different,” Brenda remarked honestly.
To cover my stifled laugh, I quickly said, “Yeah, right!”
There were quite a lot of differences between us, even without the age thing, or, as Brenda said, my good looks.
I was biual, not a , and I fully intended to sleep with men in the future, maybe not just David. We needed to see where our ongoing relationship went.
Then there was the wealth thing. Brenda had never been poor, and it was unlikely that I would ever become wealthy. And there was the class thing.
Brenda came from the aristocracy, and she knew how to mix with the upper class if she chose to. Whether I liked it or not, I was strictly working class. The list was a lot longer than that, but they were the ones that immediately came to mind.
However, Brenda’s remark did make me realise something, Paula had done a good job. For Karen’s first time, I looked just how she had asked me to look.
“How do you feel?” Brenda asked her arm now around my shoulder.
“If I am honest, I am a little nervous, as I have never taken a girl’s virginity before,” I truthfully replied.
“Were you nervous when you lost your virginity?” Brenda surprisingly asked me.
I warmly smiled as I thought back, “It was in a field of straw, but not so nervous, more curious. Anyway, it was all over in a few seconds.” Brenda chuckled, and I giggled with her as, looking back, it was quite funny.
“Since then, I have been with several guys who lost their virginity with me, and I was never nervous with them… Brenda, when did you lose your virginity?”
“It was my wedding night, my dear; it was different back then… It was a new experience for both Hugo and me, but I do remember it fondly—even if it was with a man!”
We briefly giggled like young girls. There was no doubt that there was a growing bond between us—maybe not love, but something more than just lust.
Brenda whispered to me, “You have nothing to worry about. Karen is not a little girl anymore; she is eighteen, and she is ready for this. Don’t mention this to Paula, but you’re the best lover I have ever had—beautiful, bright, yet slutty and so full of surprises.”
“Thank you,” I said, not worried about Brenda calling me slutty. I then added, “That means a great deal to me, especially as I know you had so many partners… Whoops!”
“Sorry,” I quickly said, but Brenda was laughing at my gaffe, which in turn made me giggle.
“My dear, I believe your number is very close to mine,” Brenda chuckled.
I blushed, suddenly realising that might be true. My number was already twentyfour, though Brenda thought it was one less as she didn’t know about Linda. With Karen, my number would nudge up to twentyfive!
“Let’s take the uniform through to my studio, and I will take a few photos of you,” Brenda suggested.
“No showing, David. We have an agreement,” I remarked as I followed my bull girlfriend.
As I walked, my newly acquired fake, erect cock waggled in front of me. It felt strange, but there was something about the power and stimulation that came with suddenly having such a large endowment. It reminded me that when I bedded Karen, it would be me who would be driving the .
In the last two months, I have gotten used to photo shoots with Brenda, and I normally did some modelling every time I visited her. I was happy to pose on my own; doing all the things she wanted me to do, including pissing and sticking things in my vagina and ass. However, I drew the line to modelling with other girls.
I had done one photoshoot with Sarah. It was staged with no real . However, when I discussed it later with Brenda, she expected me to, in the future, have real on camera. I refused, saying it was unfair to Karen, though I sensed David would not have an issue with it as long as he saw the photos.
It had been left at that, and there was also a promise from Brenda that she would not show David any of my ruder photos. We both knew that it was only a matter of time before he asked!
As Brenda picked up her camera, she grinned. “Now, Clare, think like your US cousin, Clare.”
Brenda was talking about how, in America, my first name, spelt that way, was one that men sometimes had. However, it was also true to say that I didn’t know any male Clare’s.
The photoshoot was done in reverse to normal. I started nude, apart from the black fake cock, and I gradually put on the khaki officer’s uniform. I posed for hundreds of photos on the way, doing everything Brenda asked me to do.
Brenda also reminded me that if I signed the model release forms, she could sell these photos to the 100 Club, or L1C. This was a secret group of one hundred wealthy and sometimes wellknown ladies who relied on Brenda for access to photos of younger girls. They also sometimes looked to “rent” a girl in person, though my girlfriend told me that she didn’t get involved in that part of the club.
Paula appeared and told us it was nearly two, so we wrapped up the photoshoot and, with a quick touchup of my makeup, we returned to the kitchen area and waited for my femme girlfriend.
As I sat there, the clock ticking towards two, I felt nervous and yet excited, but my lasting thought was more whimsical and lighthearted. How many girls my age, eighteen, would dress up like a man in a military uniform and wear a black fake cock, just to please their partner?
I giggled to myself.
Then I heard the doorbell buzz, and my heart missed a beat.
To be continued…
Authors Note: All characters engaged in ual acts are 18+ ©2024 wxt55uk. This may not be reproduced in any manner without the express permission of the author.
