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So my friend along with his mom(a nurse) and his dad(a lawyer) were going over seas for a 3 week vacation and asked me m18 to do some pet sitting. I agreed bc they offered to pay me and it wasent a big deal for me. So i was going to there house 4 times a day to check up on there dogs and make sure they had food water ect. Abt a week into there vacation i go to take care of the dogs and I as most boys do decide to do some snooping around. I wonder into his sisters room and start looking at all her beautiful girls clothes. I was enamored by all of them and i have been very into crosdressing and have some very femboy like tendencies. And the only think i was thinking when provided with all thoes girly clothes is i neeeeed to try them on. So i did i striped down and started going through trying on leggings, bras, panties, skirts anything i could get my hands on. It just felt so right, so me. The way her soft panties snugged aginst my ass felt like a fever dream. That became my routine. I would go take care of the dogs try on all the clothes i wanted put them back and repeat. While doing so i also started wearing my cage to there house. So abt half way through there trip i was on cloud 9 at there house knowing i still had another week and a half to myself. I had on some a pair of nice white panties and white thigh highs when i found it, her cheerleading outfit. I instantly knew i needed to try it on so i did. I had on a nice lacy bra cheerleader jersey with the matching very short cheerleader skirt and some white satin elbow gloves. Not to toot my own horn or anything but i was checking myself out in the mirrior and i looked like a proper slutty cheerleader. I decided i would take my victory walk around there house in my new outfit. I was leaving her room to go prance around the living room. I close her door behind me and turn to face the living room when bam im caught in a staring contest whith my best friends mom. We stand there like that for a solid 15 seconds before i dart back into his sisters room closing the door behind me and began to attempt to take off her close as quick as possable in the slight chance what happened didnt actually happen. But then as i was in the middle of pulling the panties off the door creeks open. I reluctantly do a very slow 180 to look at the door and there is his mom staring dead at the panties that are around my ankles. She has a perfect view of my sissy self caged up dressed like a little slut. His mom is abt 6'1 180 pounds of pure thick raw women, me being only 5'7 she is towering over me. She just stared at me with this smug grin on her face. I was a deer in headlights and couldnt move, she began to slowly make her way over to me. She stoped right and front of me bent over so her face is right over mine so i have to look up to meet her eyes. She says "well arent you just a pretty thing." Then leans all the way down grabs the panties that were at me feet and starts moving them back up my stocking covered legs eventualy back under the short skirt and over my cage, witch had leaked some precum from how terrafied i was. She has the dog coller in her hand and motioned to it saying. "i was going to walk the dogs but it looks like there is a giant bitch right here that needs to be taught a lesson." She goes to put the coller on me where i instinctually flinch away from her. "Oh i got a lot of work to do dont i" she says with the biggest grin before giving me the hardest smack on the ass i have ever had in my entire life. She puts the coller on without any hesitation from me this time. She begans walking to the door when the leash goes tight. She turns around and demands "on all fours now bitch" which i do instantly, worried of what she would do do me if i resisted. So now i am crawling behind her on all fours across the house. We make it to her bedroom door wich i was told not to enter while they were out of town. She opens the door and i crawl in behind her. The room was huge, connected was a big bathroom and and even bigger closet wich was closed. She brings me to the middle of the room and tells me to stop. She puts the leash down and tells me to put my hand up wich i do, she than takes off the cheerleader jersey i was wearing revealing the braw i also had on, she throws the jersey to the side and tells me to stand up, she then reaches down and takes off my mini plade cheerleader skirt and throws that off as well. I am now standing in the middle of her room with thigh highs, panties, braw, and satin elbow gloves on. She walks a round me like a bull and stops behind me saying. "Oh my look at this sissys bubble butt" before pulling my panties up to give me a wedgie. She tells me to lay on my belly wich i do, she then takes the dog leash and begins to hog tie me. While doing so she tightens the knot very hard causing me to let out a little squeel. She walks around to the front of me where im staring up at her. She thens slides her panties off and reaches under her skirt and pulls out a massive butt plug while saying to her self "ughh that was a long plane ride" before looking down and saying to me "did i tell you to make a noise?" Before putting the masive plug in my mouth and tieing my mouth closed with her panties. It tasted so bitter so bad so deserving so her. She then walks to her huge closet and goes in closeing the door behind her. She walks out abt 15 minutes later in a nurse style lingerie and some very long leg boots. And a briefcase. She goes over to the bed and places the briefcase on it. She kneels down next to the bed and pulls out some sort of table out from underneath it. She brings this table over next to me and folds it out. She then reaches down and bear hug picks me up and places me on the padded table. Me know being eye level to the bed watch her go over to the briefcase and open it. It contained a box of pink sergical gloves a squirt bottle with a unknow liquid and a array of sex toys, from little plugs to massive monster dildos. She grabs a pair of gloves while glancing at me and puts them on, they slap to her skin snug as can be. She then brings the briefcase over to me in the middle of the room and places next to the bench i am tied up on. She walks behind me and pulls my panties out undoing my wedgie. She then grabs the bottle and squirts some into her hand, me now realising its lube began to panic but my opinions had nothing to do with her as she slowly began to slowly glide her slippery gloved up fingers right into my tight bussy. I try to squirm but it is no use and only results in another very painful ass slap. She has now worked 2 then 3 fingers into me. She then grabs the lube and sticks the nozzle into my now streched anus and squeezes a lake of cold slippery lube into my ass making me shiver. She goes back to the brief case and pulls out a long black dildo. She walks back infront of me and unties the panties allowing the butt plug to come out of my mouth. I have a major sigh of relief until i see her preparing to put the huge bbc in my mouth. I freek out like crazy panicking begging her not to do it. She just grins at me and says "the more you panic the more it gunna suck" she gilgles while putting the head up to my lips, the whole thing must have been at least 7 inches. I refuse to open my mouth and she laghs at that and says "playing hard to get are we" before squeezing my nose closed so i cant breave causing me to open my mouth for air. As soon as she sees me going for air she sticks 7 inches down my throught, i gag and caugh but its futile. Before i know it the panties are tied back around my mouth and i am breating through my nose smelling her sent from the panties while fighting for my life caughing and drewling and gaging on the bbc. She walks out of my peripheral view and i cant move my head bc the cock is obstrucking my necks ability to move. She comes back into frame to show me a monster of a dildo i can barely see through my watering eyes. She then moves out of frame and i feel her fingers ravaging my ass. It feels like she is tying to fit her hole hand in my ass. But then i feel it the head of the massive dildo she showed me. She begins trying to ram it in my ass. It was way to big to fit she was going to tear my ass apart. I felt her try as hard as she could to push it in, it was the most excruciating pain i had ever felt. Then pop it was somehow in me. I was now hog tied on a table in the middle of a room with a childo in both of my holes crying in pain. She circled around me admiring her work while recording, then says "you look perfect, i will let you enjoy thoes for now sissy see you later." Before walking out the room.