"Hi Sam, come in and let me take your bags they look heavy."

"That ok Jamie I will carry. Can we go to your room"

"OK follow me"

I led her up the stairs past the studio and into my living space. My bedroom was just off to side of the living room. I had a spare room that I used as storage.

"Here we are. Just place the bag anywhere. Do you want something to eat and drink first"

"Just a glass of water would be good."

"Ok"

I went next door to the kitchen to get her a glass of water. I carried it back in. I past her a glass of water. She was my young sister by two years.

"OK Jamie I am sorry for being angry with you for wearing my lingerie. I did not know about that. For the past few weeks, I have been thinking about it. I conclude if you are happy then I am happy. So I decided to help you out in expanding your collection. So here you are. Now I want to know if you are still into girls or if only into guys?"

"Thank you so much for understanding. I know it was big a shock to see me like that."

"That is ok I need to understand why you like to wear lingerie but I could tell by the size of your cock sticking out. As I would expect anyone with that size they would fuck the best girl."

"Well, I love the feel of the fabric on my skin as move up my legs. I like it emphasizes my ass when wear them. Also, they are a lot more breathable. You noticed I have no body hair. I know my cock is big but I more about it giving to me than me using it. Don't get me wrong I will fuck women I have done it in the past but it took a while to get hard on that day. I spend more time licking, and sucking that woman's pussy that she squirts down my throat. She asks me fuck. She did not complain as she had the best orgasm from my tongue. I only lingerie at this point as is easier to hide here."

"Ok, are you wearing lingerie now can I see? "

"Yes I am"

I strip down to a pink teddy, white stockings, and black suspenders.

"You look hot and sexy in that. I have brought with you some more lingerie you can try if you like. I have a favour to ask you. The favour is could you provide your sperm so that I can get pregnant? The reason why is Gary my husband's sperm is completely useless. Plus we can't afford to pay for IVF so I wonder if

you could be a sperm donor for us. Now you don't have the answer right but it would be a big favor. What do you think?"

"I think yes I do for you but do you know it takes a while for me to get hard from women's bodies."

"That's OK I have a confession to make I have a thing for men in women's clothing. Gary does it for me all the time but his sperm is completely useless. So both decided to lock his cock up completely. Here I show you a photo."

I look at that photo and Gary looks like do cutie with cock in a cage.

"I do take you like me to dress up for you and then fuck you. Or is this something else I need to do first?"

"Yes and no. One thing that would be good is for you to take a sperm test to see how good your sperm are. I know you keep yourself fit by going to the gym every night. That will not stop me from allowing you fuck me. So what do you think?"

"Well, I am up for it as we know that I am related to you as your parents took me in when I was ten. So yes I will fuck you dress as a woman. Do you want me to do a fashion show first with the clothes you brought with you first?"

"Yes, that would be good. Have you ever thought about wearing a chastity belt before?"

"Yes I have and I want to wear one. Plus I want to find a key holder for it. Let's see what clothes you have brought me"

Sam picked up the bag and emptied each bag onto my bed. The was a huge collection of lingerie, dresses, skirts, tops, shorts, jackets, and coats.

"This is cool Sam thank you so much. Where do I start first is a good collection. Lucky we are similar sizes."

"I know right start with lingerie first and then the rest of it."

I picked out a pink lace set of bra and thong set.

"I think I have the matching stocking and suspenders set somewhere. Here it is."

Got completely naked so I tried out the first set of lingerie. Sam passed me stockings and suspenders. I put on the thong first before the bra. I love the feel of fabric over my cock. I kept my body hair shaved. I had to put the suspender belt on first and then sit down bed. I put the first stocking on it and set the skin on fire with pleasure. My cock was getting hard. I put the second one and connected it to the suspender belt. I stood up.

"Jamie you look hot in that. Here try this skirt on and this top."

Sam pass a black leather mini skirt and a white sheen sleeveless top.

"Just need a pair of high heels to go with that and you're ready to go. Let's find your pair of black pumps to wear. Luckily you keep your hair long. Here you go let's see if the shoes fit"

Sam passed me a pair of black high-heeled shoes. They fit perfectly.

"Jamie that out fits you. Now do you do a female voice."

"Ok thanks, girl. Yes, I have been."

I said in the best female voice.

"Yes, you sound perfect. I think we need to go to town one night. Swap the leather mini-skirt for a pink skirt and blouse with this yellow crop top."

I swapped clothing out and this shows a flat washboard stomach. I look like a hooker in this outfit with stockings.

"I think you need to wear skin-toned nylon with that outfit"

"Yes I think right"

I took over the stocking and suspender belt. Place nylons over my legs and this felt like extra skin. I was really up for going out with my sister one night. I never want to try makeup on but now t I feel like trying.

"Jamie after you tried on all the clothes would like me to help you do makeup on you."

"Yes please"

"Ok, I will. Let's move on to trying lace bodysuits paired with these black leather shorts and red kitten heels."

I followed my sister's instructions to the letter. I had felt this could go bad really quickly or be the best thing. I spend the next few hours trying on different combinations of clothes. I noticed that Sam was horny and so was I my cock had been straight like a stick.

"Jamie I need you fuck me in a pink summer dress with those saddles."

"Ok, Sam do you want me to tongue your pussy first?"

"Oh no, this time go straight in with your cock. Do you do anything to keep your cock while we fuck?"

"No never need as I only fuck one woman. But to relieve myself I used one my dildo I have."

"Ok cool, do you want to use one while you fuck me to keep you hard?"

"I am too sure I feel a bit embarrassed about you know about me using toys."

"Don't be embarrassed about do you want me to fuck you after you cum inside of me?"

"Yes please could you"

"Yes, I will. But come here and fuck me with that pole of uses"

I watched as Sam got on the bed. She lifted her skirt over her knees to reveal she was wearing underwear. Her pussy was completely hairless. I wish I could have gone down on her. I climb up onto to bed. I lift my dress and my cock standing up and outside of the blue bodysuit I was wearing. I placed my cock on her hot pussy it was so wet.

"Jamie just ram your girl's cock inside of your body now. You look so hot with a dress on. Just fuck me hard and fast."

I ram my cock inside of pussy it felt strange but right. What made it more right was me wearing women's clothing. It felt right and with that in mind, I gave Sam what she needed. I start to moan at a woman's voice. She let out a cry of pleasure.

"Jamie fuck me hard I am slut for girly men in women's clothing. Fuck me like a slut."

I felt the walls of her pussy dripping with liquid as my cock move in and out. As I fucked her she kept moaning. I reached down with my hands and pushed her legs further apart so I could get closer. I used one of my hands to rub her pussy. I then used my spare hand to pinch my nipple. Sam suddenly reached up with both her hands and flicked my hand away from my nipple. She took over pinching and rubbing my nipples. I moaned with pleasure as she played with my nipples.

The room was filled with both moaning with pleasure. We were locked like this for I don't how long. She let a cry as she orgasmed as she did I cum inside her. I kept fucking her as my cum filled her up. I could feel the cum leaking out of her. I was done and empty. I fell into her waiting arms. We were both exhausted from the session.

"Well done Jamie. Thank you so much. I appreciate it. Can we keep doing this till I get pregnant but that doesn't mean we stop doing this. I have some fun we could do together. But first, let's rest for a bit and then I fuck you."

"OK cool Sam"

Both of us fell asleep for about an hour before I woke up. I could smell sex and I felt happy with what I was wearing. I couldn't wait to wear more clothes out. I thought I could fully come out but I did not know how my clients would take it. I could try going John's place as a woman but I did not know how he would react. I could try wearing an outfit for a photo session tomorrow with Claire and her mom. I looked down and Sam was still asleep. My cock was still inside of her I felt Sam's legs locked around me. I tried to look back and I was right her legs were around me. I decided to just lay there to wait for Sam to wake up. I looked over at my clock and it said 8 pm. As I turned back Sam opened up eyes and smiled.

"Jamie I been thinking you don't need that much makeup for the standard day. If you up it I can teach you to do make-up in different styles? Also, have you thought about taking hormones to make the change to a woman?"

"Yes, I have been thinking about it and done some research into it. I want to do it privately as going via NHS would take too long as they want to make sure you are not making a mistake. I had thought about having plastic surgery to have a breast implant. But I think it might be best to do hormones even though it takes longer. But I don't want do you think?"

"Wel,l it is all down to you I will support you in any way I can."

"OK thank Sam I appreciate it. Are you hungry I can order takeaway if like"

I still talk in my woman's voice and felt natural to me.

"I am hungry after that fuck and yes takeaway would be good. Unless you want to come with me to a nearby restaurant for a meal and then a dance."

"That would be good but tomorrow I am busy. Do it on Friday night. You can come over and get me dolled up as either a slut or bimbo you choose Sam. I put the order for Takeaway through and after we have eaten you can fuck me."

"Ok, what about we try to seduce the delivery driver for him to fuck you instead of me. What do you think?"

"That good be fun but will he be suspicious? What should I wear?"

"Well let's see. You could that mini skirt and pink crop top with saddles. I could add some make-up to you but let's see who arrives. If he is not interested then I will still fuck you."

"Ok cool. Also, it might be a girl as well"

"Let's see"

I ordered the food from a local fish and chip shop. I knew the owner and knew that one of the staff was trans. Plus she always dressed in a short skirt and a tight top. I have a thing for her. So I add to request for Rebecca to deliver the order. So it takes about 3 minutes for food to be delivered.

"Sam let's go for it." "OK cool"

I put on a mini skirt and crop top. Sam went downstairs to make up room to get what she needed to do my makeup. Sam walked back into the bedroom with a bag of make-up.

"Jamie sit down and face me so I do your makeup. Now let's get your face more feminine with makeup. But not too much. When a guy sees you he will not be able to resist you."

I look in to mirror that over near my desk and yes I look like a woman. By Adam apple was not that big and I bondage collar I could wear over it. Just then the doorbell rang. I walked downstairs to the back door. I looked through the keyhole and standing there in all glory was Rebecca. I open the door.

"Jamie you look for hot turn round for me. You make excellent women Jamie and makeup is excellent not too much. Here is your food."

"Thank you so much Rebecca do you want to come for some food?"

"Yes, I think I will as I did notice you ordered more food than normal. Plus you are my last delivery for the day"

"Ok cool come up stair and meet Sam, my sister."

I led Rebecca upstairs. I try to use my ass to seduce her but from being she was into me.

"Sam this is Rebecca and I have invited her to join us for dinner."

"Hi Rebecca you look hot and sexy."

"Thanks, Sam so do you"

"Let's eat. Rebecca make yourself at home"

I dished up the food into three equal portions. I hand out two of the portions to Sam and Rebecca. I took the last one we sat down on my bedroom floor.

"Jamie when did you decide to dress up as a woman."

"Well, I have been cross-dressing for a while now with lingerie. Today Sam brought two bags filled with clothes for me to try on. I am wearing some now do you like them?"

"Yes, I do. I wish here earlier to see you in all clothes."

"OK would like me to private session for you at the weekend Rebecca? "

"Thank you for offering but I will be fine. Is the reason behind wanting to cross-dress?

"Yes there is and made reason is I feel myself wearing lingerie under my clothes. But today it made a lot better when I fully dressed up as a woman. It turns me on so much that my cock can not stay inside the lingerie that I wearing."

"Ok have you thought about that are you bottom or top? Have you thought about being a dominant or submissive person?"

"I can do both top and bottom. More of the submissive person in the bedroom. I do think that want to be completely submissive in all of life. As I just fully realized that I like wearing women's clothing I have a lot of things to process."

"Rebecca she was dressed in summer dress while she fucked me for a long time. Plus she made me squirt from her bigger cock. She loves to have nipples played with while she fucking. She was a much better fuck than my sissy husband. I was going to be fuck her after we have finished eating."

"Ok cool, I would love to be here to watch you two fuck I could have been fucking her as she fucked you."

"I know by the way she looking at you I think she does too. Would you like fuck her while I watch?"

"Yes please Rebecca can you? Sam, you could fuck my mouth as there over there in that draw there is a selection of strapons."

"Ok you too I will fuck Jamie with one condition Sam must fuck Jamie's mouth."

"Ok, I will fuck her mouth."

"I have an idea as this is my first split roast session I would like to record the session. So I can watch it myself later."

"Ok, that is a good idea."

"Ok, follow me downstairs to the studio 2. Studio 2 is set up for small modeling clips"

We all walked downstairs to the studio. I quickly set up the camera with a different SD card that was marked as private. This card was used for my private collection. On the card were photos of models who needed photos that were not mainstream. I was ready.

"So girls where would like me to be?"

"I think laying face down on that table there and positioning the table should be set so the camera can see you being split roasted." "OK will do"

I positioned the table as requested. Both girls removed their skirts and panties. Sam attached the strap-on. I look over and I could see Rebecca's cock now. It looked feminine with it completely shaved. I climb onto the table. As the table wasn't that long both my hands and feet were hanging down.

"Jamie, do you have any lub I can use on your ass?"

"No, I don't have any lub left. Just use your pee as lub that should be enough."

"Ok, are you sure it's not that hygiene?"

"It is ok Rebecca just pee in my ass"

"Ok then"

I looked up and right in my face was a black strapon. I opened my mouth and the dildo was pushed slowly into my mouth. I felt Rebecca pee into my ass. Now I thought Rebecca was going gentle but what I got was what I needed. She pushes her cock into my ass with thrust. I let a cry that came out like a single whimper as my mouth was filled with the dildo. I felt Rebecca with a single pulsating vein and smooth shaved cock. I felt liquid pee sloshing in my ass as Rebecca's cock was being pulled out and then pushed straight back to my ass. At first, my ass was on fire and in pain. She slowly pushed cock down my ass. I felt every part of cock. I was trying to tell my ass to relax. It started to help. I felt her balls against my ass now. So I knew that her cock was fully in. Rather than waiting for me to get accustomed to her cock she took it back out and pushed it back in. Each thrust of cock down my ass start to increase in speed and so did the one in my mouth.

The one in my taste is fake plastic. I need to buy a better one. My ass start to feel better with each thrust. I start to gag as the cock in my reach the back of my throat. I held back.

Both girls start to ram my holes. I was bliss. Rebecca was moaning with each thrust I suddenly realized that I would make a mess on flooring so from this amount of ramming. So I left up my hands and tried to slap Sam's ass to get to take the cock out of month. It took awhile but at first, Sam was moaning with each slap. She finally took out the strapon.

"Sam.... There is a bottle... Near the sink that is labeled special beach only used by the photographer. Could you bring it over and take the cup off? The bottle is the right size to place over my cock. It is clean and used to collect cum."

"OK will do"

"Rebecca that feels so good. Keep go and make it hard."

"Oh slut your ass feels so good. I want to fuck more and take you out and show you off. You are the perfect bottom slut."

As Rebecca said that last words she increased the speed and roughness of her ramming. I felt a bottle being pushed over my cock. I now knew if I did cum it would go in the bottle. Sam pushes her strapon back into my mouth. She started to face fuck me. I was on cloud nine. I lost how long we like this. I could tell Rebecca was about cum. She moaned loudly and she was breathing heavily. I was ready to cum as well. "Oh slut I am breeding you now take all of it."

She cummed in my ass and by the feel of it was a lot. I cum as well right into the bottle. Rebecca kept up thrusting till her cock got slightly smaller.

"Sam can you swap with me so the slut here can clean my cock off"

"Ok will do. Could I ask a favor?"

"Yes you can"

As both girls were talking Sam took out her strapon from my mouth. She walked around to where Rebecca was. As Rebecca's cock pop out of my ass it felt empty but it didn't take long till I felt it being filled again. As it was already lub up Sam start to pound my ass.

"Slut now lick my cock clean of your ass juice. "

She places her cock in front of my mouth just at the right distance for me to put my tongue on the tip of her cock. I start to lick the tip of her cock and tastes like a fine wine. I couldn't get enough of it just as I had licked it clean she pushed the whole length of her cock down my throat. I was for the length of cock so took it all down my throat.

"Sam let's fuck this slut again to see if it can cum again."

I could hear Rebecca talking like it was far away. I was on cloud 9 and my whole body went limb. I was being treated like a toy and loved it. I lost time as I am being fucked in both holes.

"Oh look slut is cumming again"

I felt my cock cumming in my mind's eye but that was all.

"Sam help me carry you upstairs. Where is the bathroom so we can clean her as she looks so out of it"

"OK follow me"

I felt myself being carried and being washed. I woke up and noticed I was in my bed in black babydoll sleepwear. My ass was hurting from the fucking. I knew it be hard for me to walk for the next few days but it was worth it. I looked over left and next to me was Rebecca. I couldn't see Sam anywhere she must have headed home. I looked at Rebecca and she was still asleep. I looked over at the clock and 6 am. I had an appointment at 1 am with one of my regulars. It was a profile update. I then Rebecca sleep and went downstairs to the studio to swap out the SD card for a new one. I plugged the SD card into the computer to upload the video and photos. I uploaded them to a private folder.

I left an SD copy and headed back upstairs to the kitchen. My ass was hurting so took a long to get upstairs. I started preparing breakfast when Rebecca walked.

"Good morning slut how did you sleep?"

"Good morning Rebecca I slept like a baby for the first time in ages. How did you sleep?"

"Well, I sleep well as well. Any chance I could wear some of your clothes home this morning I will bring them back."

"Yes, you can would like some breakfast before you go?"

"Yes please I have what you are eating"

"Ok, it is scabbled egg and avocado on toast plus coffee or tea?"

"Coffee please"

She headed to my bedroom to pick an outfit to go home in. I took that the clothes she wore last night were not clear. I prepared two portions and texted Sam. Hi Sam how doing this morning after last night? She didn't reply as she wasn't an earlier person. As food was done Rebecca called in wearing a short black pleated skirt, a white short-sleeve blouse with her black tights.

"You look hot and sexy Rebecca and here you are your food the coffee is nearly done"

"Ok thanks, Jamie. I will quickly eat as I have to be at work in less than an hour."

"Ok, do you want the coffee to go?"

"Yes please"

"OK put it in a travel mug

"Thanks, babe"

Rebecca grabbed her food and drink. I followed to the back door where her car was parked.

"Thanks for everything see you later"

"You welcome slut and yes you will."

We both kissed.

She got in the car and drove off. I went back inside to check on the upload. It was nearly done so cleaned up the mess and took a full bottle of cum back with me. I was going to be adding the cum to my breakfast. Normally I would help male models to relax by giving them a handjob. Any cum they provided I will then use as milk in my breakfast. So I pull the cum all over my breakfast. I start to eat and same time check my emails. There was an email from Jane saying for today's photoshoot needs to be a swimwear section and an evening wear section. She coming in at 1 am.

I looked at the clock and it was 6:45 am. I had about 1 hour till I needed to be done in the studio. So I decided to take a 3-minute soak in the hot tub. I had two hot tubs one was outside and one in studio 3. So as it was the warm morning I decided to risk the outside one. I had it inside my garden but to get to it I had to go back door and through a gate. The back door to the studio was at the end alleyway from the main road. So sometimes it was busy with cars leaving for work. So put on my jacket and head to the hot tub.

As exit the door I got a text message from Hannah my office manager saying she was coming in five minutes. I text say hot tub fun. She replied yes cool. I opened the back gate and went in to power up the hot tub. It would take about five minutes for the hot tub to warm. So I went back inside to get more breakfast for Hannah. I was still in a babydoll outfit I just decided to leave it on.

As I walked back out Hannah came down the alleyway on her bike. She was a similar age to me. She always rides her bike and goes to the gym five times a week. I have tried her to do a photoshoot as she looks hot and I know she would get work. But she keeps on saying no. She is fun to be around. She got off her bike she dressed in biking shorts and a crop top. She locked up her bike and walked towards me.

"Hi Jamie so sorry I earlier I just need to make sure the books are updated before I submit it."

"Ok Hannah but let's hang in the hot tube first and I have breakfast for you as well. Once you have had breakfast and chilled you can go and look at the books."

"Ok, Jamie will do. I didn't bring any swimwear with me."

"That ok Hannah I do remember you leaving some of your clothes here."

We walked to the back garden as we were talking. I would find out what Hannah thought about me wearing women's lingerie. I removed my dressing gown.

"Oh Jamie you look sexy in babydoll outfit. I knew it."

"Thanks, Hannah. I didn't know how you would react. I have decided for now around the studio before we start work I will be trying to wear women's outfits. But during the working day, I wear normal clothes unless I know what the reaction will be. Let's get into the hot tube."

I got naked and climbed into the hot tube. Hannah quickly got undressed. She had a toned body.

"That's cool Jamie. Are you more into men than women?"

"Yes and no. I do like to give women pleasure using my tongue on their pusssy. But less into fuck them but that doesn't mean I will not fuck a woman."

"Ok cool would you be willing to go out to a club dressed as a woman with us one Friday night."

"Yes I would and remember Rebecca"

"Yes, I do. Oh wait did she come over last night to fuck you. She did. How big is her cock?"

"Yes she did"

I was turning red in the face.

"Her cock is bigger than mine and she can use it. My ass is still hurting from the pounding I got last night. Sam has offered to do my makeup when we go clubbing one night. You could come with us. "

"Jamie that is a good woman voice. Keep it up. Yes, I am coming out with you and Sam. Finally, you too made up. I missed her around the studio. Did she ask you a favour about you providing her with your cum to get pregnant? Plus did she tell you about how she gets turned by men dressing up as women?"

"Yes she did and yes I did. Both Rebecca and her split roast me down in the studio last night."

"That sounds hot I wish I was there to see and join in."

"Yes, next time you can join in. If you need to relax I can provide my tongue for your pleasure."

"I will take you up on the offer. Possibly after checking the books after I submitted them. Jamie lucky you have a name that can mean both male and female. Plus you have the body of a woman with a busty ass and slim chest. Have you thought about taking hormones to start developing your woman's body more?"

"Yes I have and I am up for it. But I will go private to get the tablets as the NHS takes too long. I don't where to get them from."

"OK, I know where you get them from as my sister has been taken for the past 5 years. The clinic is not that far from here and they do a good service. She never had side effects from it apart from the fact that cock has not got smaller from taking them. She got married last year to her best friend and they know they are expecting twins. So if you still want to have a child later then this clinic is best for that as most treatments make it hard for couples to have children the natural way if the man is transiting to a woman. I can give you their number if you like for the clinic."

"Yes, please. I do want to have my children later on but I don't how they would react when they find out I am not a woman but a man."

"They would find out as they would know anything differently and they would be your children so you help find out. Also, I think it's time I go check out the books and get them ready to be submitted. Can I use your towel to dry off my body?"

"Yes, you can and you can use it to go back inside the studio just in case anyone is watching outside."

"That's OK. I can walk from here in the nude. Where are my clothes?"

"OK, they are upstairs in my room. I will be in soon."

Hannah got out of the hot tube and used the towel to dry off. She picked up her cycling clothes and went inside the studio. I was going to soak for another 1 minutes before I would go inside and shower. However, I looked at the clock and It was already 7:3. So I quickly jumped out of the hot tub wrapped the towel around me and headed inside. Just as I entered Hannah was walking upstairs.

"Hannah I am coming in now as it is 7:45 and I need to set up studio 2 for Jane."

"OK cool I think Jane would be open to you dressing up as a woman. Ask her today if she is okay with your wearing women's clothes for next time. You also have the Jackson family come over for the viewing this afternoon I believe they should be ok for you to dress up."

"OK, I will ask Jane when she turns up and her shoot is going to be a mixture of swimwear and prom outfits. Jackson, I don't too sure about it."

"Oh look you have a lot of new clothes now. Can I try someone? Oh look I like that dress can I try it on."

"Yes, you can that one would fit you like a glove. Try it on"

I watch as Hannah tries on the summer dress and it fits her like a glove even though it was a bit too small for her.

"I feel good on me and I like how it's a bit too small on me. As I always buy clothes one size smaller than I am. Can wear it today?"

"Yes you can and here try these boots on as I think they would go with the dress."

"Oh, you have a good eye, Jamie. I best get to the office to go through the books "

"Ok see you later"

Hannah left the bedroom and headed back downstairs. I quickly got dressed in a black lace bodysuit with a pair of shorts and a black t-shirt. I went downstairs.ng here...