Christmas Crossdressing

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Christmas CrossdressingOver the Christmas holiday I was in the gay adult book store and some big old white guy asked me to go to a gloryhole booth. I went in and he went to the other side. I popped in my quarters and as I was unzipping my pants an old floppy dick came through the hole. I just heard “suck it boy.” I licked the head and watched it raise and raise and raise. The more I sucked the fatter it got and I was honestly surprised, he was a good 8 inches. He started pumping his dick through the hole into my mouth and I tasted some precum. Finally after 3 or so minutes he pushed and I heard him moan, he said don’t stop sucking. I felt like being naughty so I took my lips off his meat and milked him with my hands. He shot several thick streams on the floor instead of my mouth to his disappointment. When he was done we exited the booths and he asked me what happened I told him I was not in the mood for swallowing cum this early in the morning. He chuckled and asked if I wanted to grab some lunch. I felt bad for this guy and accepted his invitation. We walked to the diner that was two blocks down the road, ate and talk for about 45 minutes. I found him to be a charming; he told me he was so horny and just wanted to be sucked off. I asked if he had any condoms and he said he had some at home. I sized him up; he was nearly 60 years old but a bear of a man. I told him I usually do not do gloryholes because they are unsafe but I was lonely over the Christmas holiday. I met someone in a bar but after drinking he turned out to be a real creep. He laughed and said he was not a creep. I asked him is age he said he was 55 and had been into weightlifting for several years, that explained his size. Not a lot of muscle tone but tons of bulk. Out of nowhere has asked that if he brought me something pretty could I we sit around at his place and possibly get to know each other better. I told him I wanted to feel pretty. We stopped and he bought me some nice high heel shoes, skirt, perfume and my favorite lip stick. He then said he wants his girl to have some “walking around money” I told him I was not his girl yet. Then it hit me OMG he is a sugar daddy! He made it to his place and he told me to get dressed and he was going to get comfortable. I went to his bathroom. I shouted out “Can I use your razors?” he said no problem. I shaved, showered and dressed up pretty for him. When I came back out he was there but with 2 other guys. I panicked, what the hell is going on? Both looked like older weightlifters, they were huge. I thought oh God this is a trap! He said these are my friends Lamar (black) & Mike (white) they just wanted to watch, I said watch what? He said antep rus escort watch me get my $500 worth. The black guy just looked me up and down and said “I love fat boys” that sent chills down my spine; the other old white guys said I look like a chocolate bunny. I asked John what is going on. John said if I wanted the other $500 just pose for him.I nervously walked to the middle of the livingroom; John sat on the couch, Lamar started taking pictures and Mike asked John “Where did you find this whore?” Lamar said my ass is fat and looks good. John took me to spin around for him. I turned and felt a smack on the ass. John said look at that sweet little chocolate bunny and she is all mine! Lamar told me to bend over the couch so he could get some ass shots. I did as told. As I was bending over Mike came behind me and lifted my skirt and started to spread my ass cheeks. I protested and automatically slapped his hands. It got quiet, oh God what did I do..? John came over, pushed my head down over the couch and said “Bitch bend the fuck over!” Lamar told me to spread my legs wider but Mike still remained quiet. I heard the camera snap a few pictures. I was told to stand up because the wanted picture of my dick and balls. I posed for more pictures.John said it was time to finish the job and to get on my knees, Lamar was laughing at the size of the tent my skirt was making. “Bitch you call that a dick?” I looked at the bulge in his jeans and thought what the hell he was going to pull out. It was big but I have sucked bigger. John stood in front of me and told pull down his shorts, it at the gloryhole it did not look that large but in person it was a thick 8 inches. I wrapped my lips around his members and it grew in my mouth. I bobbed my head back and forth while rubbing his balls. John grabbed the back of my head to make sure I stayed in rhythm. OH baby you are such a good girl John kept saying. Mike said “Look at that little black whore go!” “Look at me!” John yelled, I looked up and saw John grinning. “Here it comes and you better not…” before he could finish he shot his load, I pushed back, but Lamar lifted my skirt and spanked my ass. “Bitch keep dick in your mouth!” Let John finish cumming. I wiped the drool and cum from my lips and chin and tried to stand up. Mike said the photo shoot was not done yet. He handed me a long wig and told me to go freshen up. I when to the bathroom put on more makeup and lip stick while styling the wig. When I stepped back out Mike and Lamar had their shirts off and John had the camera. I took a moment to really look at them, fuck these guys were big; huge chests and arms. antep rus escort bayan John was now manning the camera. I looked over at the table and I saw five hundred dollar bills. One more shoot and we are done I heard John say.Baby girl, I want you to come here Lamar said. He was sitting on the love seat. As I walk over to him Mike swatted me on the ass. He really scared me and I did my best to stay away from him. “We are going to do an OTK shot” John said. Lamar patted his thigh and said “Right here baby girl, lay across my lap” I swallowed hard and shook my head no. Mike said “Enough of the bullshit” grabbed me by the waist, lifted me off the floor and threw me at Lamar. Lamar caught me like a sack of potatoes and slammed me across his lap. “Please I want to go home” Lamar laughed. “Shut yo sissy ass up bitch!” There was no way I was escaping his hold. He was a 6’ 2” weightlifter, and though I am 5’10” and 290 lbs. He was muscle and I am chubby fem. Mike grabbed my arms and held the still, I hated him already. John when to the other side of the couch to get a better camera angle, then pushed my skirt up to get a tight shot of my ass. “I need to get a good before and after picture” Oh shit I thought. Lamar said “b*o I wish I could say this ain’t going to hurt but it is.” With that he raised his meaty hand and spanked me hard. Smack! Smack! Smack! Oh my God it stung. I squirmed, but just felt the bulge in his pants get harder. 6 more smack to my ass. “Okay” I yelled then Mike just put his hand over my mouth. My ass was hot; John went around to get a picture of my face. “Poor girl, your makeup is running but the real tears will light up our website!” Smack again, I was now crying under Mike’s hand. Lamar finally stopped, “Get up Nigga” as I rose up and pulled my skirt back down I saw Mike removing his jeans. John said “Oh I forgot, we need to get a before and after of she asshole.” “WHAT?!” I looked at Mike and he was stroking his meat. Jesus I can never take anything like that, never. It was uncut and huge. The more he stroked it the bigger it grew. Mike easily had 11” He just looked at me. John said bring her to the bedroom. Lamar picked me up like I weighted nothing and slung me over his shoulder. All the time Mike was rubbing my ass as Lamar carried me through the house. Lamar threw me on the bed, “first let’s get her cum out” John told me to lie on my back; as soon as I did he sat on my chest with his ass and nuts in my face. Lamar put a pillow under my head and told me to start licking John’s asshole. By now I was so tired and would do anything to go home. I stuck my tongue deep in John’s smelly rus escort antep asshole; John grabbed my knees and pulled the back. My high heels were in the air. John pulled my legs so far back my little dick was touching my belly. Lamar squirted baby oil on my dick and stroked it. Oh God it felt so good, finally pleasure! Suck his balls Mike yelled, I started to lick and suck John’s sack. Lamar continued to jack me off, I pumped my hips in his hands and came all over my stomach. Lamar jacked out every drop. I heard Mikes voice say ‘Look at that whore’s little asshole twitch every time that bitch shoots. I was exhausted and though it was over but then Lamar took the cum on my stomach and rubbed it in and around my asshole. John got off me and said it was Mike’s turn. Oh no, not Mike, please not Mike. John went into the other room and got his video camera. “I love this part, make sure we get a face shot.” Lamar pushed me back over the bed face first. I tried to get back up but he smacked me and told me to lay the fuck down. I was shaking and scared, John took three pillows and under my hips. Now my ass was lifted off the bed and a bullseye target. Lamar sat next to me and spread my ass cheeks. John set the camera up so there was a good shot of my face, my ass in the air and Mike behind me. Mike worked up a mouth full of spit and shot it straight at my asshole. “Wink your ass for me whore” I did as told. Lamar smacked my ass and laughed. “This is for being a total bitch you dumb whore!!!” I reached back to try to stop the brute from entering my little hole. “Move your fucking hands bitch!” Lamar quickly and easily moved my struggling hands. John told me to look at the camera I said no; I will not be humiliated again. John looked at Lamar and he grabbed my balls like a vice grip. “Now look at the camera honey” John said in a husky voice. I gave a high pitch scream in pain while kicking my legs. John let go and I obeyed. Mike said this is what you are getting. If you scream or cry for help Lamar will pull you nuts off. With that Lamar slapped my balls to let me know he was serious. I whimpered. Mike rubbed some lube on the tip of the enormous head; it was the size of a large plum. Then he rubbed some on the shift. I have never in my life had anything like that in my ass. Mike stepped behind me again, Lamar pulled my clinched cheeks apart and John said let’s do this. My asshole was open. Lamar said let’s help this bitch out a little and squirted lube in my asshole. Mike had hatred coming out of every word he spoke. “You want to wave that chocolate ass in front of me and tell me not to touch you!” “You may be his girl but your asshole is mine!” I felt the head of this b**st pushing into my anus. My toes curled in my high heels, I gripped the mattress then John shoved a ball gag in my mouth. Tears streamed down my face, I pounded the mattress, then Lamar hit me square in the back. John smiled at my pain. “Open up you whore, all that blubbering means nothing” More later…

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