From Boyfriend to Girlfriend?

I park around the block and walk up to the outside of Dantes’ house and bang my fist against the front door. He opens it with a shocked face, especially when he sees I’m alone. I enter and wait for him to close the door. He looks at me still slightly confused. I must admit that Dante is a 6’4” black man and works out a lot.

“So Danny what can I do for you” Dante asks with a slight smirk and I have to hide my grin.

“I just had the best fucking of my life with Annie and she said you would be great to have as well,” I congratulate myself on sounding girly and submissive whilst looking down and acting nervous. “She also said you had the perfect outfit to use” I whisper into his ear making his smirk grow bigger.

“Hell yeah I do, I’m going for a shower, the clothes and wig are on the bed waiting for you” he said and we went upstairs to his room. “I’m gonna leave the door ajar so if you wanna peek on me you can” he laughed as he entered his bathroom.

I waited a few minuets and then gathered up the outfit it consisted of a little black thong, a sexy French maids outfit, the skirt was more a belt, a lace bra, a pair of high heels and a black wig. I creep silently into the bathroom and replaced his clothes with the outfit he left for me. As I was leaving I caught sight of his dick which was from what I saw, a little bigger than mine but not as thick. I strip naked and place my phone so that it has the perfect view of the bed but is hidden if you don’t know it’s there. I hit record as I hear the shower stop and block the bathroom door, which for some stupid reason opens outwards.

“Hey Danny come on where are my clothes man?” He asks and I take a breath before telling him that he has them and he can’t come out until he’s dressed. I hear him complain but eventually I hear him getting dressed. I unbarricade the door and see him in his made outfit and the wig was perfectly fitted. He walks into his room where I shut and lock the door and order him onto the bed.

“You know you are the perfect sissy right now” I say and he tried denying it so I hold out my hand to shut her up. “There is one way that will make me believe that you’re not a sissy” I say.

“Anything, I will do anything to prove I ain’t no sissy” she said, which makes no sense from her, as ‘ain’t no’ is a double negative which means she just said she is a sissy.

“Get on the bed, pull down that thong, lay on the mattress and I’ll finger your arse whilst you jack me off, the person who cums first is the one who’s correct.” Dante looks annoyed but ****. She gets on the bed and slowly pulls down her thong, I walk up to the bed shove my fingers into her mouth making her lube them up with her own saliva and as she grabs my dick I spread her arse cheeks and poke my finger against her rosebud. “You shaved your arse hairs? Do you know who really does that Sissies and girls,” I comment on her hairless arse. Her arsehole puckered and soon it was inside her tight hole. I began pumping it back and forth I slowly added a second finger adding to pressure and no doubt the pleasure she was feeling. I had not long managed to fit a third finger in when I hear her groan and mumbling a sing me no. I grin as she looks up at me all hot and bothered.

“Please give me your cum, come on big boy I just need you to give me that thick creamy salty cum” she said try to get me to cum first and if I hadn’t of fucked Annie earlier it would have worked. I then see that she must have pushed herself too much by begging as she starts whining. “No no no no noooooooo” she cried out as she came into the sheet.

I grin as I pull back, “told you that you are a sissy” I say before unleashing my cum all over her face and into her open mouth. “I think you need a new name Dante because that’s a man’s name and well you’re going to be a good girl for me aren’t you?” I rhetorically ask. She looks down and mumbled something. “What was that?” I ask and she looks up at me and replies that she wants to be called Jessie. I look down at Jessie and smile. “You made a mess Jessie now clean it” I say and she starts cleaning my dick then eating my cum from her face before then getting up to clean her own cum from the sheets. As she did this I lined up my cock with her boipussy and pushed. I started pounding that sissy arse hard and fast soon reaching another orgasm and as I came so did she. I told her to start doing more squats, eating different foods, wearing girlier clothing and look into becoming more female as she is not a man any more.

I then gathered my clothes entered the bathroom and locked the door. After my shower I collected my phone and left Jessie bouncing her arse on a dildo. As I was getting to the road where I parked my car I sent the video recording to Annie telling her to enjoy her girlfriend.