Reluctantly Agree

It’s with a great amount of hesitation that I listen to his order, but when I see I can lock the door and deny him easy access I felt like I can have a little bit more control over this predicament. I walk in and locks the door behind me.

“Damn, not wanting me to see you undress bitch? Alright, that’s fine for now. But I’ll get you to stop being so bashful with me eventually”

I blush and mumble under my breath while he can’t hear me “I’m not bashful, your just shameless” after that I start undressing. Stepping out of my pants (that have a wet spot in them). And my t-shirt comes off next, and it takes me a few seconds to undo my bra by myself. And that’s a relief, because it was a bit too tight for me.

Laying everything down on the bench I turn back to the door and covers my chest and slit with my hands. “Okay, I’m practically ready for a nude beach. Now what?”

I can hear him chuckle on the other side “If you think I’ll believe your words sweetheart you have another thing coming. Hang your clothes on the door to show proof and we will go from there”

With a pout I reluctantly grab my clothes and think ‘he isn’t giving me any options, so go with it and get it over with’ I put my clothes up on the door, Even my socks and shoes at the bottom. Then I open my mouth “there, happy? that’s all of th-Hey!”

I yell out when I see them get pulled away on the other side and out of reach for me. “Good girl!” He puts the panties that I chosen up on the door “Now put those on while I go find you something to wear”

I hear his footsteps walk away and I can hardly believe it. He is leaving me here with only a pair of panties and nothing else! He even took my shoes!

Biting my lip I reach up and grab the panties “Well shit... not like I have a choice and this is better then nothing at this point”. When I slide on the panties I can feel them gripping onto my hips, making a small Indention in my skin from how tight they are. And the hole in my behind makes it feel unnaturally chilly for some reason... but when I turn my head and look at myself in the mirror I have to bite my lip “Fuck... if a girl wore these for me I don’t think I’d ever let her leave my lap...” I can feel the familiar heat gathering in my nether regions, and my thighs rub together. Taking a deep breath I try and calm myself before I get these panties wet too.

A few minutes pass before he comes back and puts up the clothes I’m suppose to wear “Put these on and show me” But I wasn’t prepared for what he had in store for me, this wasn’t what I thought I’d wear today when I turned into a girl.

A Black mini skirt that’s on the boarder of being a micro skirt seeing how the bottom of my ass will be visible even if I’m standing straight up. A pair of fishnet stockings, A Strapless bra with a ‘Queen of Spades’ symbol on one of the nipples. A Very tight white Crop tank, showing off a bit of my midriff. And to have the cherry on top he slides under a pair of 4” heels that looks like it has a attached loop that would go around my ankle for someone to lock into place.

I am stunned for the longest time, I don’t even move for a complete minute until G’Sly speaks up “I don’t hear you changing, do you need help? Hold on, I’ll be back in a minute with the key to let myself in”

I can practically hear the my heart skip a beat when he starts walking away. My panic starts up all over again, and I start putting on the clothes without a second thought. It’s a miracle I was able to put on the bra so quickly. I don’t know why I’m acting this way, if it was my need to please him, the anxiety of him seeing me without my clothes or just the embarrassment of the situation.

When he turns the key and unlocks the door I’m sitting on the bench putting on my heels and fixing up the Fishnet stockings. It’s a miracle I was able to put on everything before he got back. But when he does see me, he has that fuck shit-eating grin on his face. Strange part is he is holding a box underneath his arm.

“There’s my sexy bitch~ hmm Damn~”

He walks inside, to get a better look at me... meanwhile my eyes travel downward and see his um.... bulge is growing and lifting up the front of his loose pants more.

“Hmmm~ Fuck~ Stand up and turn around for me beautiful”

I blush and shake my head, getting his bulge off my mind while I stand up and turn around. Flinching when he grabs the skirt and lifts it up to look at my ass and give it a smack “Good girl~ now I can see that sexy ass whenever I want~ but unfortunately~”

He grabs my hair and makes me bend over, I instinctively put my hands on the bench, and because of the heels my ass is at better height, fully available for him. I gasp and bite my lip when I feel him push his bulge against my gluteus maximus. “I don’t think your untrained ass can handle me like your cunt, so that’s why I got you this~”

He puts the box on my lower back/Rump, making me balance it for him while he pulls out a thick buttplug (almost as thick has his dick) and letting me see it and my eyes widen when he pulls out some lube and spreads it on the toy “W-Wait a second, I-I didn’t think I’m ready for Ana-lll!~” I squeal and arch my back when he starts pushing it into me slowly, the tip slides in simple enough, but the further he goes the harder it is for me to take. Slowly stretching me out bit by bit, the lube helping me out greatly.

“Just lean forward and relax Blake, you’ll be wearing this for a while so you should start getting used to it now. After a few hours I think you could easily take me without it being painful for you”

I bite my lip harder, and I don’t have a choice again, so I reluctantly lean forward, bending over a bit lower and tries my best to relax, the buttplug slowly stretching me out and giving me my first anal experience. While it is painful it does spark pleasure too, especially knowing the fact that he fully intents on taking me again~ that thought alone is turning me on and making a wet spot in my new panties. I don’t even notice him saying something while I’m trapped inside my own head. But the moment that the Plug slips past its thickest section, it gets sucked inside my tight little hole.

I let out a mew of pleasure while he rubs my ass and grabs the end of the plug and wiggles it around inside me “That’s it bitch~ You took it all in one go~ perhaps I’ll be claiming your ass sooner then we expect?~”

I blush and starts standing up again, but his hand on my back tells me otherwise. His fingers tracing the smallest bit of fabric covering my pussy, he could very easily push it down and take me again, and that only adds to his teasing “Did I say you can get up yet?~ here sweetheart, let’s get you comfortable”

He moves past me, taking a seat on the bench before grabbing my hips, spinning me around and yanking me down. Plopping my ass down into his lap, and stirring the buttplug inside “Ahhh!~ c-careful!~ I-I’m new at this!~”

That makes him laugh and reach up underneath my crop tank, pulling down my bra and fondle my breasts, my body turns everything thing up to eleven then!~ his hands that are gently but firmly squeezing and rubbing my soft mounds of flesh, teasing at the nipples with every pass. The way the buttplug is stuffing my ass completely, I don’t even know if I can pull this out by myself it feels so big~ but then again, his python of a cock, in all of its glory is contained behind his clothes and is grinding up against my needy slit.

After a minute I’m almost brought to a orgasm before his lips kiss my neck and he whisper “Just relax girl~ a friend will be here in a minute to help us out with the next bit~”