Happened a few year ago, but I was thinking about it today so I thought I’d share.
After messaging back and forth for just over a week, I found myself in my jeans, T shirt and jacket standing ringing the doorbell, Dave quickly answered. Dave was in boxer shorts, 64, 5ft 11” and on the chubby side and masculine, slightly hidden from view as he opened the front door. Come on in Sophie he said. He shut the door behind me as I put my small backpack down on the ground, it had Sophie’s stuff in it.
Dave gave me a hug and a kiss on the cheek as he said it was so nice to see me after our chats. I smiled and replied I was excited to be here. Take off your shoes and jacket, he said, let me get a better look at you. I took off my jacket and shoes and slowly gave Dave a twirl.
Mmm, he said, so how long can you stay? I replied I could stay 3-4 hours, just as you had asked me to. Good girl he said with a smile, we have plenty of time to play, lets head to the bedroom and see what we have.
He led the way as I followed with my bag, my heart pounding away.
Once we got into the bedroom, nice big bed, Dave sat on the edge of the bed. If you want to be my sissy slutty girlfriend let us see what you got under them clothes. Slowly I slipped off my jeans and socks and then took off my T shirt, I started to slip down my boxers, but Dave stopped me. Give us a nice slow spin he said, I slowly spun in place. Yeah, he said you definitely have a feminine build, very nice. I smiled, should I continue I asked, Dave just nodded. I slowly slipped my boxers down and kicked them away. Dave smiled, go on turn around again, which I did.
So, he said, he you are standing naked in my bedroom, and we just met in person not 10 mins ago, how are you feeling and be honest with me.
I paused and looked down a little, well I feel a bunch of things I said, nervous, excited, embarrassed, hopeful, bit scared to be honest, I replied. All valid Dave said, so why don’t you go into the bathroom and come back out as your sissy self.
I grabbed my bag and headed to the bathroom, with Dave saying nice ass by the way. Once inside I opened my back and took out my blonde shoulder length wig and brush and put it on and brushed my new hair, I added a couple of clips to keep it from covering my face. Remembering part of our conversation, I took out a pink and black thong and put it on, the string quickly sliding between my ass checks, then my bra and finally I applied my lipstick, a mild red colour. I could hear music from the 80s playing in the bedroom softly, I walked back into the bedroom and stood in front of Dave. He smiled, wow Sophie you are a brave girl, here you are alone with me dressed up and all and in such a short time.
Well, I said I felt we got to know each other pretty well just chatting. Dave smiled and as he stood up, he chuckled, just messing with you a little Sophie. I do like what I see very much as he stepped back several feet away from me, closer, come on here and give me a hug. Walking forward, on my tip toes (not sure why but I also tip toe in bare feet), I put my arms around him and felt his wrap around me. As we hugged, he softly said, I know you are an inch taller than me but you feel so small and skinny in my arms, kissed his shoulder. His hands ran down the small of my back finally resting on my ass cheeks. He squeezed me tighter, such a nice hot little sissy he said. I whispered back, I am glad you like.
We stepped back and he guided me to the bed, and sat me down on the edge. You know what’s next he said with a smile, and turned around and grabbed his camera from the chest of drawers. Over the next 5 mins he had me posing on the bed, was erotic and fun, we both giggled throughout. He put the camera down and came over and lay on the bed and we started to kiss a little I reached down to touch his cock through his boxers but he guided my hands away. We continued to make out for a few more minutes before got up off the bed.
As we spoke, you ready for the shower etc he said, I nodded and eased of the bed. We both went into the bathroom and he started the shower, as it was warming up he turned and said, cute as you look there are some changes you need to make, as I am sure you know.
I nodded yes, being married it is hard to make big changes, I replied. I bet it is he said, but that isn’t gonna stop us now is it, you already have your lower chest shaved smooth as well as a good attempt as your ass and crotch. We just going to tidy things up a bit.
I nodded yes. Water is warm now, Dave said, I stood up and took off my wig and my bra and thong, as I was about to step into the shower Dave touch my arm, gently pulling me into a deep kiss.
I stepped in, the warm water felt so good, I stopped the water as Dave squirted shaving gel into his hands and covered my entire chest down just past my belly button. He took a razor and the shower head, turning the water back on and twisting the shower head till it was a strong stream. He worked slowly from my belly button area upwards, rinsing the razor with each stroke. As he got closer to my upper chest and nipples he stopped a few inches below. I had not shaved that area, sexy girls don’t have hair there he said, I blushed a little, slowly he started to shave my chest, slowly around my hardening nipples, till I was smooth. He turned the shower head to a soft spray and rinsed the gel off my freshly shaved chest. Better he said, I smiled and nodded and said yes. He then got more gel foamed up and had me bend over and he covered my ass and crotch and upper thighs in the foam. He slowly shaved my upper thighs and ass cheeks till all was left was the area around my asshole and my balls. He took a new razor for those areas and gently made me smooth. He then rinsed me off and handed me a very nice white fluffy towel to dry off. As I dried off, he went into my bag and took out my white stockings and garter belt. I put them on, look at you he said, stockings cover the rest of your legs and you are nice and smooth all over just as a sissy girl should be and your little titties stand out.
I just blushed.
He opened a draw next to the sink and took out some lipstick and make up, I had watched, as he had asked me to, some CD make up tips on the internet. Go on he said, I’ll be next door.
Was some foundation and some blush and lipstick, which I applied, it made a difference for sure. Once my wig was back on, I walked back out. I felt so sexy I kinda pranced / danced into the bedroom.
Let me know if you want to hear more.
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