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Author's Note: This is a true story that happened to me between my girlfriend and myself
I'll start by telling you this is a true story that happened to me several years ago. My girlfriend Ash and I were both into the bdsm scene. One day she tells me she wants to see me dressed in womens clothes. I didn't think much about it and told her sure. She started by ordering the items and letting me test fit them and picking up odds and end panties and stockings off the net. We started to have me dress and wear the clothes under my regular clothes and going out in public. It then progressed into me wearing them to bed while she tortured me while I layed there bound and gagged.
One day while I was home and she was at work, she tells me to get dressed and handcuff myself behind my back. I was instructed to be blindfolded and shackled with ankle cuffs and a chain of about 14 inches effectively hobbling me and to be lying on the bed in the spare room with earplugs in my ears and a ballgag in my mouth. I did as she instructed putting on a black skirt, bra, paties, garter belt, black stockings, 4 inch heel maryjane heels and I waited for her return. The time seemed like forever and I could hear my heartbeat and my breathing started to race with the anticipation of her arrival.
The spare bedroom was kind of a dungeon for us to play, we had whips and dildos, anal plugs, gags, ropes, ankle and wrist cuffs, handcuffs, leg cuffs and a few other odds and ends. The bed had multiple points to tie me or her (depending on her mood) up in various positions. The room also contained a wooden chair and pulleys to attach restraints to as well.
I then felt some hands running up and down my stockings and I felt the garter straps snap against my skin. At first I thought did I lock the door, is this someone else? I then tried to call out for her but my jaw ached already and not much of a sound left my gagged mouth. I then started to struggle as the hands continued to assault my legs, groin, and breasts. I moaned in my gag and tried to get away by rolling away from the hands still unknown who they belonged to. By this time, I thought I was going to be either robbed, rapped or used orally to satisfy a stranger. Ash then pulled off the blindfold and pulled out the earplugs. She then told me she was to take a shower and get dressed while I wait for her. She then put on the blindfold again and re-inserted the earplugs. I layed there with thoughts of me eating her out and then having a quickie and us being on our normal rutine. I was wrong.
I then felt ropes being used to tie my knees and elbows to the corner sides of the bed. My knees were pulled so far apart that I felt my hip pop. She then adjusted my gag tightening the ball deeper in my mouth. I then felt a finger at my rear end with some cold liquid that I figured was lubricant. The finger pushed into my rear and continued for about a minute forcibly lubricating my anus. I was then given a large inflateable butt plug which was pumped 10 times stretching my anus wide. It felt like a wedge was being shoved into my rear with attempts to split me in half. I didn't feel Ash's hands anymore so I assumed Ash had gone to shower.
I layed for another long time before my blindfold was removed. I could see a puddle of drool below my face. Ash then undid my ballgag and then replaced it with a large ring gag. She then spread her legs and I knew what I had to do. I then ate her out until she pulled me out of her. She pulled out the plugs and told me I was terrible eating pussy so I should get better at sucking cock since I was dressed up like a sissy. She undid the ring gag and I appologized. She put back on the blindfold and a large dildo item was shoved into my mouth stopping my appologies. It was a dildo or penis gag, I didn't have one before, so Ash must have purchased it for this reason. She then moved behind me and pumped the plug in my ass mutliple times letting the air out. She would continue this until I would moan for her to release the air. Ash then untied my elbows from the bed. She then grabbed a plastic tote and she lifted my torso up and layed me down on top of it. I was in a kneeling position on the bed, ass in the air wrists cuffed behind me, gagged with a penis gag and blindfolded, while my legs were still spread wide at the knees and my ankles were still cuffed.
Ash then pulled out the butt plug. I was getting concerned now for what was to come next. I then heard Ash open a drawer and I assumed it was the dildo drawer and she was going to work a dildo inside of me, but I was wrong. Ash applied nipple clamps to my nipples attaching the chains to the gag straps so that I couldn't move my head very far either way without pulling on them. I then heard her laugh. And she then said that she was going to give me the best fuck I had ever had by a woman. I knew right away she was going to deflower my anus. I felt her take her position behind me. I struggled in my binds and I moaned in my gag to plead with her, but it didn't work. I was going to be anally rapped by my girlfriend.
She slowly put it in an inch or two and then pulled it out. She repeated this process multiple times slowly inserting it deeper each time. My stomach started to hurt and my legs began to shake. Finally she shoved it all the way in and I felt a burning inside me. I arched my back and I reared up with my head pulling on my nipples to the point I thought I ripped them off. Ash didn't wast any time giving it to me she got into a rhythm and then started calling me crude names like slut, whore, cunt, and many others that I never heard her say before. I continued to grunt and moan with every thrust she gave me. Then I felt her pull out and then kiss my lips through the gag. She told me she was to be back and she put back in the ear plugs.
I layed there thinking my ass was ripped open and bleeding and that my nipples were torn off and I couldn't do anything but let her have her way with me. I tried my restraints again but they wouldn't budge. I was now her slave and I couldn't stop it. I then started to sob and she must have heard it because I felt her return to continue doing my already ravaged anus. This time it didn't hurt so badly and I felt myself getting into rythmn with her. She continued to do me while she also had a vibrator inside of her and she came while she was in my anus. She even thrusted like a man would as she climaxed.
She then reached around and felt that I had cum onto the bed, but it was actually fluid from my penis that had leaked out of my panties. She then pulled out the earplugs and told me she was going to bed and that she would be back in an hour or two to do me again. I was a drooling, shaking mess and in no shape to argue. She did return but it was in the morning since I could hear the birds chirping outside, which means she left me bound and gagged all night. She then got behind me again and gave me another anal stretching and she then uncuffed my hands which were extremely numb and useless. I then layed there until the feeling returned to my hands so that I could undo the rest of my restraints. I then got up and was going to undress and Ash stopped me to tell me that we were going to her friend's house 3 hours away and we had to leave immediately. She had already gotten ready while I was resting. I had no choice but to wear my stockings, garter belt, panties and bra to her friend's house under my clothes. When we arrived, I found out it was a sex toy party and I was asked to bring them drinks and food while they look at the catologs and giggle like school girls. I tried to walk normal but I could tell that they were looking at me and I had a feeling they knew the reason why.