Anal Humiliation by Ex GF

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Alice Chater

Anal Humiliation by Ex GFI was walking out of the university shop after grabbing an energy drink before hitting the gym after work, when my ex girlfriend walked towards me. It was the first time we had met since we broke up two years ago, when the thought of being with a man who would one day turn into a woman was too much for her. ‘Hey, nice to see you. I didn’t know you were still here’ I said in a friendly tone. ‘Hey, yeah I’m studying a masters here this year’ she replied. ‘Cool, hope you’re enjoying it.’ I said. ‘Yeah it’s great, thanks. So, how’s the transition going? Still want to be a woman? Still wearing those slutty dresses and heels?’ she asked with a smirk. ‘Eh, not really transitioning at the moment, just focusing on work and gym. Yeah, I dress up now and again’ I muttered in response. ‘Nice, you should give it a go you know, get on those hormones, try to live full time as a woman for a while. Might be the best way for you’ she said. ‘Eh, yeah, maybe, we’ll see. Anyway, I’m going to the gym now, might catch you some time for a coffee and a chat’ I said. ‘Sure, see you’ she replied. Little did she know, that every day after the gym I would dress up in my female clothes and spend some time walking around the campus and town, getting used to living as female. When I had finished my gym session and showered, I headed to the cubicle and took out my outfit for the evening. My whole body was smooth and shaved as I stood in the cubicle naked, then pulled on a black lace thong. It slipped perfectly between my firm ass cheeks and tucked away my tiny pathetic cock and balls. Then I put on a matching black lace bra, followed by black tights and black slip on flat shoes. I added a black and white striped dress and a denim jacket, before putting on my blonde wig and makeup. Then I put my male clothes in my gym bag and went outside, dropping it off at the car before heading back to campus and towards the river. Along the way I spotted my ex coming towards me again. Without thinking, I said hello again. ‘Oh, hey’ she replied, not recognising me. After it was too late, I remembered I was dressed en femme. ‘Oh, it’s you. My, my, aren’t you a little cutie. Love your outfit. Those tights suit your girly legs’ she said. ‘Eh, thanks, I murmered, blushing. It was the first time I had actually dressed in female clothes in front of her. ‘So, do you wanna grab that coffee now?’ she asked. ‘Sure’ I said, and we headed off to the cafe on campus. We sat down on the sofa in the cafe. I crossed my tights-clad legs and let my shoe dangle on my foot. She was wearing jeans, black ankle boots, a low-cut top which revealed her ample cleavage, and a black leather jacket. Her dark, African skin glowed in the cafe lighting. ‘So, since the breakup I haven’t really been dating much, just a few hook ups here and there. I was with a few guys and also with a girl, just for fun.’ She said. ‘Oh, really?’ I asked, ‘how did you find it?’’Oh, it was a bit of fun. I got to be dominant with her. It was ok for a once-off’ she replied. She looked around. ‘Remember that summer when we had a lot of sex on campus, in the carpark, in the lecture rooms?’ she asked. ‘Yeah, it was fun’ I replied, thinking back on those daring moments. ‘Yeah, how was it for you though? You always prefer to be a girl in sexual scenarios, don’t you?’ she questioned. ‘Yeah, I basically visualised myself as being in your role when we were doing it, imagining being the girl, that’s how I got through it’ I replied. ‘Interesting’ she said, then stared into the distance for a bit. ‘So, we never did have that lesbian sex moment before the break up, wanna go for it now?’ she asked. I hesitated for a bit but then said sure. We finished the coffee and then headed towards an empty lecture hall. It was evening time now and lectures had finished a few hours ago.We found an empty one which was reasonably small and entered. After a bit of an awkward pause, I sat down on a chair and invited her to approach me. She straddled my legs and began to kiss me. ‘Good job with the makeup’ she said in between kisses. ‘Thanks’ I replied, then continued kissing. She slipped her jacket off, then pulled off her top, revealing a blue bra which barely contained her massive breasts. They squished up against my chest sarıyer escort as we kissed. She ran her hands over my chest, which was propped with a padded bra, then slowly down towards my crotch. She reached her hand under my dress and felt my crotch through the tights and thong. ‘Hmm, still not hard, huh?’ she said. ‘Eh, no, sorry, I don’t usually get erections when dressed up. ‘Ah, so, you want me to fuck your ass instead, right?’ she suggested. ‘Yeah, that would be fun’ I said nervously. ‘Sure thing, turn around, I wanna see that booty’ she said. I stood up and then turned around in the chair. She lifted up my dress and ran her hands over my ass in the tights. ‘Damn, girl, nice booty’ she said, giving it a spank. Grabbing the tights at the waist, she slowly pulled them down my ass, exposing my cheeks, then down my legs. She slipped my shoes off and then pulled the tights off, leaving me barefoot and bare legged. Then she pulled down the thong and slipped it off onto the floor. My tiny cock and balls spilled out between my legs. My cock was barely 2 inches long, soft and small. ‘Can’t believe I used to crave this useless thing’ she said mockingly, grabbing it in her fist and squeezing. I gasped and looked down between my legs at the pathetic piece of flesh swinging limply underneath. I looked back and saw her reaching into her bag, pulling out a strapon dildo. ‘Wow, where did you get that?’ I gasped. ‘Oh, did I mention that I just hooked up with that girl 2 days ago, so I still have the strapon handy. Time to lube it up and get to work’ she replied. She applied lube to the strapon dildo and then thrust it firmly into my asshole. ‘Ahh’ I gasped, as the thick dildo penetrated my tight asshole. ‘So, you still haven’t had your ass fucked, huh?’ she said menacingly as she grabbed my waist and proceeded to fuck my asshole slowly but firmly. ‘Ah, no, ah, not before now, ah’ I struggled to reply as my asshole screamed in agony at being penetrated by the thick strapon. I gripped the side of the chair and breathed deeply as the strapon went further inside me. She spanked my ass cheek and kept thrusting, obviously enjoying this moment of revenge. I gasped in pain as she fucked me hard, my tiny pathetic cock and balls swinging uselessly between my legs. The last time we had sex here, my penis was inside her vagina. This time, it was not even worthy of being called a penis, more like an elongated clitoris, as she fucked my asshole hard. After a few minutes she slowed down and then pulled it slowly out with a loud pop. I cried in pain and then turned around to face her. ‘Get down and suck it, taste your whore asshole’ she instructed. I got on my knees and she grabbed my head on both sides, pulling me towards the strapon. Furiously, she fucked my mouth with the strapon until a surge of drool and slobber dripped out of my mouth.‘Stand up’ she said, pushing me away. ‘Take the dress off’ she commanded. I pulled the dress up and over my head, then dropped it on the floor. Readjusting my wig, I stood in front of her barefoot wearing just a black lace bra, my asshole on fire from the fucking and my tiny cock tucked uselessly between my legs, giving the appearance that I had a pussy. ‘Get on the desk’ she ordered. I climbed onto the desk and she pushed me down onto my back. She was still pretty much fully clothed, wearing her boots, jeans and bra, while I was barefoot and naked except for the bra. She strutted authoritatively around the desk, grabbed my hands and secured them over my head with my tights. Then she tied them to the leg of the desk, so that they were pulled up over my head, no chance of escape. I was naked and vulnerable, exposed on the desk. She pulled my hips toward the edge of the desk and then slid the strapon inside my sore asshole again. I gasped and clenched my fists, which were bound tightly over head. I was now at her mercy, naked and getting fucked by an almost fully clothed ex girlfriend in a college lecture room. My tiny pathetic cock, less than 2 inches, lay soft and limp on my body, as my bare legs were in the air. As my asshole was pounded, I marvelled at the jiggling of her breasts in the blue bra, they bounced with each thrust inside my esenyurt escort asshole.After a few minutes she undid her bra strap and dropped the bra to the ground. Her massive DD breasts spilled out into the air, revealing her large, dark areolas and erect nipples. Still fucking my asshole, she caressed her breasts and teased me ‘remember when you used to love playing with these?’. I gasped and nodded. ‘Now you wish you had these on your own body, right?’ she said mockingly. ‘If you were a real girl like me, you could do this any time you wanted’ she said, then lifted one of her massive breasts towards her mouth and proceeded to suck her own nipple. She closed her eyes and sucked her tit while fucking my asshole hard. After a minute or two she let the tit go and proceeded to fuck my asshole faster. Her tits jiggled wildly as she fucked me. Then she grabbed my tiny, limp cock and tried to jerk it with just her thumb and forefinger. ‘This is so pathetic’ she said digustedly. ‘I can’t believe I used to date you’. She continued to jerk the tiny cock while fucking my asshole. I gasped and groaned as my raw asshole was destroyed by the thick strapon. I was tied up naked on the desk watching her massive tits bounce while she fucked me with a strapon. This is the woman who used to demand sex from me every evening. Now she was destroying my asshole. But it was one of my biggest fantasies. In spite of the pain and the humiliation, I gasped as my tiny limp cock squirted warm semen all over my stomach. ‘Good girl, squirting like a little pornstar’ she said mockingly. I struggled to catch my breath as she continued to fuck my asshole harder. It felt even more humiliating now that I had orgasmed and my semen was sprayed over my own body. After a few more minutes she finally pulled out of my destroyed asshole. ‘Good girl, that was a great fucking’ she said mockingly. She unclipped the strapon and then dipped the dildo in the semen on my stomach. I was still bound naked to the desk. She shoved the dildo into my mouth, forcing me to lick my own cum off the strapon which had spent the best part of half an hour inside my own asshole. ‘Good girl, good girl, drink that juice you pathetic little slut.’ She said. She repeated it a few more times until all the semen had made its way inside my mouth. She put her bra and top back on, then grabbed her jacket. ‘Hey, can you untie me please?’ I begged, worried that someone would come in and find me tied naked to the desk. ‘No’ she said simply, picking up my clothes and strutting towards the door. ‘What? Wait, come back!’ I pleaded but it was too late. The door shut and I was left naked and alone, tied to the desk. I took a moment to gather my breath. My asshole was on fire and my mouth was dry from the dildo. I struggled with the tights and eventually managed to untie my hands. I slipped down off the desk, my bare feet feeling the cold floor of the lecture room. I looked around. She had taken all of my clothes and my gym bag. I was naked except for the bra. And the tights. I untied the tights from the desk and pulled them on. Better than nothing, I thought. Besides, no one would see my tiny pathetic cock through them. So wearing just a bra and tights, I made my way to the lecture room door, stopping to see if anyone was outside. The coast was clear. It was late, dark outside. Probably 8:30 or 9pm by now. I saw a note on the floor. ‘Thanks for the fun, loser. If you want your clothes back, go to the 3rd bench on the university lawn.’ That was quite a trek away. I steeled myself for the walk of shame through campus to retrieve my clothes, I had no other option.I continued down the corridor and stopped to peak around the corner, the coast was clear to the staircase. I hurried down the first flight, then stopped to check below if anyone was there. Empty. I continued down onto the main lobby of the building. All was quiet. I quickly walked to the door and pushed it to exit. Outside the cold evening air hit my naked body, the bra and tights doing little to protect from the cold. A few cars and students passed by, but it was dark, just the half glow of the streetlights illuminating the way. I walked down the path as quickly as I could in my practically bare feet, the avrupa yakası escort thin fabric of the tights doing little to mask the pain of the hard, cold concrete. Two girls up ahead were coming in my direction. Nowhere to hide. ‘Oh my god, are you ok?’ one of them asked. ‘I’m fine, thanks, my friend just took my clothes as a prank, she’s further up in campus waiting for me, don’t worry’ I said, shivering. ‘Oh, are you sure?’ said the other one. ‘Yeah, I’m fine, no worries’ I said, and continued walking. ‘Weird’ said one of the girls as they walked on. ‘was that a guy?’ asked the other. I couldn’t hear the reply. As fast as my feet could carry me, I made my way towards the bridge I needed to walk under. A car drove past and honked the horn, but kept going. I quickly ran under the bridge and then banked left onto the grass part beside the river bank. This was usually dark and empty at this time of night. The wet grass soaked the soles of my tights as soon as I stepped in, but the soft surface allowed me to run pain free. I hurried along the river past the university buildings, skipping between the trees and benches. It was a cold night so no one was around. Eventually I reached the end of the grass bank and would have to turn right and walk through one of the busiest parts of campus. I shivered in spite of having ran for 10 minutes. Wearing only a bra and tights on a cold night has that effect on you. My asshole was still aching after the hard strapon fucking. I crossed over from the grass to the campus and continued on the path. There were a few students coming and going from the library and the societies’ hub, some of them spotted me and laughed, or whistled and shouted. I kept going as fast as I could, hoping no one would recognise me since I was wearing a wig and makeup. I finally got to the lawn without being stopped and harassed. I saw the 3rd bench and my ex waiting there for me. ‘Ah, you made it, little whore’ she said smugly, almost disappointed. ‘I was hoping someone would find you and have a little more fun with you’ she said sinisterly. ‘Can I have my clothes back please?’ I pleaded, shivering. ‘Sure, I left your clothes up there on the bench at the far end’ she pointed to the furthest bench at the end of the lawn, nearest to the university entrance. ‘First, take a seat’ she ordered. ‘What?’ I asked. ‘Just do it’ she said, grabbing my crotch and squeezing my tiny pathetic cock and balls until I complied. ‘So, up on the bench I have your dress, thong, shoes and jacket’ she said. ‘What, what about my male clothes?’ I asked worriedly. ‘Oh no no, dear, you won’t be needing them any more. In fact, I stopped by your apartment on the way, your lovely housemate let me in. Turns out we actually have a few classes together. Anyway, I took all of your male clothes and will be sending them home to my brothers in the morning. ‘What, why did you do that?’ I asked. ‘Come on now, we both know that you need to transition. It’s eating inside you. From now on you will live as a woman. Now, stand up and turn around.’ She ordered. ‘What?’ I pleaded, confused. ‘Now’ she barked, standing on my foot with her hard boot, crushing my unprotected bare toes. I gasped and stood up, turning around. She grabbed my hands and secured them to the bench backrest with a set of handcuffs. ‘Remember these?’ she said, pushing me down and forcing me to kneel on the bench. ‘You bought these as a little kinky surprise one day, little did I know that you couldn’t dominate anyone, you need to get your own ass dominated’ she said menacingly, spanking my ass. Then she grabbed my tights and stripped them off me, casting them aside. ‘How’s this little asshole doing’ she said, caressing it with her hands. I couldn’t believe I was bound naked in a public place for the second time today. This time by handcuffs, and I had no idea where the key was. I felt a sharp pain in my asshole as she shoved something inside me. It was a butt plug. She spanked my ass cheeks a few times and then got up to leave. ‘Now, just so you know, the key is inside the butt plug. Have fun getting it out.’ She smirked as she walked away, leaving me handcuffed barefoot and naked to the bench, on my knees with my ass sticking out. My female clothes were on the other side of the lawn, and my male clothes had been stolen from me forever. The only way I could get home was to remove the butt plug and somehow get the key. I tried to squeeze it out but my asshole was just too sore. I shivered as the chilly breeze hit my naked body. I ducked low as a handful of students walked by in and out of the university.To be continued…

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