I love you guys so much and since you wanted an update I’ll give you one!

So Adam invited me out for drinks at a bar… my mind was running so many scenarios of what the night would consist of, most of them ended with me and his place and that’s what I really wanted. I’m somewhat passable and since he told me to wear what I’m comfortable in I said screw it, I’m going all out tonight… I showered with all my feminine soaps and shampoos and completely shaved my body from head to toe. I got out feeling super smooth and threw on some body lotion, I put on some pink lace Victoria secret panties and the bra to match, I’m a natural 38c so I didn’t really have to worry about putting extra padding in it! I put my garter belt on and some really cute thigh high stockings. Then I started to do my makeup, for the next hour I was going all out to hopefully pass at the bar and not have a bunch of random dudes looking at me because I was a guy. I put on a super cute black and red dress that goes down barely covering my ass, and it had some nice lace parts that would show my pink panties and my pink bra, so everyone would know I’m a slut who loves to match. I put on a blonde wig that went down to shoulder height and had I put some really cute pig tails in it. Wear on my black 6 inch heels boots and just like that, I was a convincing and sexy woman!

I was extra daring today because I looked pretty passable, so I took public transportation to the bar since I would be drinking. I had atleast a dozen men that were complete strangers eye me up and a few cat calls, fuck that turned me on. I got to the bar, took a deep breath and walked in… there was Adam, dressed casual but looking so hot. I sit down beside him and at first he doesn’t even recognize me, that was so hot… it confirmed the fact that I was passable tonight. After a few laughs he bought me a drink and we started to get to know eachother. Both of us a few drinks in start getting a lot more affectionate towards eachother, he’s been nonestop feeling me up for atleast 15 minutes and I see that he has a huge hard on. Him being hard and rubbing my thighs made my sissy clit start pounding on my cage and leaking. We must have been kissing for a few minutes when he hints towards the bathroom.. I know where this is going, and I’m all for it. We get into a stall and he unzips, showing his rock hard cock that must have been atleast 8 inches or more. Without any hesitation my jaw drops and start going to town on his cock. It just have been 5 minutes of me steadily sucking him off when I notice him pull out his phone and take some pictures. I love to be humiliated and degraded so it turned me on but also got me scared. He tells me, “if you don’t want anyone to see these, you better do a great job and come home with me tonight” he then spits in my face and grabs the back of my head and forces me to throat fuck him. A few more minutes goes by and he stops me, turns me around takes my plug out and sticks his huge cock in my ass, the pain quickly concealed and at this point it was just pure pleasure. My clitty leaking into my cage and I’m about to cum when I feel his cock pulsing in me.. omg he’s cumming inside of me, this is so hot. After a minute or so of pulsing he takes his dick out and inserts my plug again without having his cum leak out of me yet. He wanted me to spend the rest of the night at the bar with his cum inside of me… 

We then left the bathroom and had a few looks coming are way, was I moaning that hard that people could hear it?? After a while he says to me “I’m calling a cab, let’s go back to my place for round 2 you sissy, unless of course you want me to show everyone these pictures” at this point I have yet to cum and my panties are completely soaked so I said of course babe. Fast forward and we’re in the cab making out, he grabs my ass and starts playing with my plug while trying to not let the driver see. Popping my plug in and out, god I’m so horny. We get to his place and we get inside, he’s surprisingly cleaner then I thought. We go to his room and I ask to use the washroom to freshen up. Without me noticing he must have hid a camera and started recording. I didn’t know that yet but I found out later on, i get back into his room and he is ass naked pushing me onto the bed, and this dude has handcuffs… wtf. I’m laying doggy style and he cuffs my hands and ankles to the bed. Starts spanking my ass and calling me his good little girl. I started moaning in pain so he stuck one of his exs dirty panties in my mouth as a gag. 10 minutes goes by and I feel my plug pop out and cum leave my body. Without hesitation he sticks his cock in my ass again. I’m moaning through the panties in my mouth so loud as he fucks me viciously. He then pulls out and grabs a Polaroid camera and starts taking pictures of me dressed handcuffed and gagged with panties. Puts the Polaroids down and says if you even think about disobeying his orders, these are getting sent to everyone.

I shake my head and try and say yes but I’ll he heard was “mmmm” because I had been gagged by panties, he says good girl and stick his cock back in my ass, grabbing my pig tails he begins to fuck the absolute shit out of me. My tight little pussy is being destroyed by my 8 inch co workers cock… a good 5 minutes of railing me goes by and he’s gonna cum soon. He takes his cock out of my ass, crawls in front of me takes the panties out and makes me suck the last few seconds of him off. Before he cums he tells me, do not swallow this load, you will keep in in your mouth, do you understand that sissy? I nod my head yes and with his cock in my mouth I try and say yes daddy. His cock begins to pulse as he busts a huge load all in my mouth… when i say huge. I mean it, my mouth is literally full of his cum and I’m scared that some is going to leak out my mouth and he will send the pictures to everyone. He takes his cock out of my mouth and immediately puts his exs dirty panties back in my mouth, this time grabbing tape and taping my mouth shut. He tells me again, you better keep this load in your mouth until I get back or else. And then he leaves the room…. So I’m laying there, handcuffed to his bed in doggy style, with a load of cum in my mouth while also being gagged by panties… and now I just have to wait for him to come back?? He never said how long.. oh god he better come back soon or I might not be able to hold his cum in my mouth much longer…