My Accidental Cuckold Story

Hello,

This is a story about how I somewhat accidentally became a cuckold. After graduating college, I was single and really into the fantasy of becoming a cuckold. Over time, I collected several items that I used by myself to get a taste of the lifestyle. Those items included a realistic 8'' dildo, a butt plug, a metal chastity cage, and a variety of panties. The dildo I used just as a reference of a cock that was much larger than my own. I wore the butt plug occasionally just because it made me feel submissive. I used the chastity cage a lot and would typically wear it for a full week to prevent myself from masturbating so often. And I wore the panties as well, sometimes in conjunction with both the butt plug and the chastity cage to really humiliate myself. There were a few times where I even wore them secretly under my normal clothes as I walked around in public.

I used the toys a lot when I first got them and slowly less and less over time. Eventually when moving to a new apartment, I packed up the toys and panties in a shoe box and didn't open the shoe box again for over. a year. It was during this time that I met Amanda. She was a beautiful girl with a curvy body, big boobs, and a quirky personality. We dated regularly for a few months and she eventually asked if she could leave a few pairs of clothes in my closet so she could have clean clothes after staying over. As she was trying to organize her stuff in the closet, she stumbled upon the shoe box to my horror. I had forgotten it was even there. She brought it out into the living room and asked me what it was with a big grin on her face. I stammered at first but eventually admitted it was a box of sex toys that I hadn't used for awhile.

Amanda first started with the panties and pulled them out the shoe box piece by piece. In total, there were four. She asked if they were from former girlfriends and I told her no. I had purchased each of them directly for myself. Amanda giggled and said they looked cute. She then pulled out the dildo and the butt plug. She knew what they were and asked if I liked anal. I tried to explain that while I did use the butt plug, it was only for humiliation type play. And I never put the dildo in my ass. Holding the dildo, Amanda commented that it was quite large. She asked if I sucked on it and I admitted I had a few times. Then Amanda got to the chastity cage. She didn't know what it was and asked me to explain it. I said it was a device that locked up my penis so I couldn't get an erection. She was intrigued and asked me to show her. I protested saying that I hadn't worn it in a very long time. She persisted though and hinted that she'd give me a blowjob after I did it.

Completely embarrassed, I took off my pants and configured the chastity cage over my dick and balls. It took about a minute total to put on. Amanda got on her knees and watched intently as I did each step. Once it was fully on, I closed the mini lock and handed Amanda the key. She tugged on the cage just to make sure it wouldn't slip off. She was amazed at how secure it felt. Holding the key, Amanda asked if she now controlled when I could get an erection. I said yes but begged her to be careful with the key since it was the only one I had. Amanda laughed and said this could be interesting. She asked if I could pee still and I told her yes. I said the longest I had ever worn it continuously was ten days.

She then handed me the butt plug and told me to show her that too. I said I needed some lube but Amanda told me to just use my spit. She guided the butt plug into my mouth and I sucked on it for a few seconds. I then squatted a bit and inserted the plug into my ass. I stood up and turned around so Amanda could see it. She spread my butt cheeks and said it looked great. She asked what it felt like and I explained that you mostly feel it when you walk or sit but you can kinda forget it's there if you're just standing still. I turned back around and Amanda threw a pair of panties for me to put on as well. I slipped them up my thighs as she watched and giggled. They were black with a lacy thong in the back. Amanda made me spin around and show them off from all angles. She laughed and asked if I still enjoy wearing these things. At first, I was gonna say it was just a phase and I was over it now. However, with my cock straining in the cage and Amanda seemingly open to exploring these kinks with me, I admitted that I did still enjoy it.

We sat down on the couch and Amanda asked me lots of questions about what I liked about these things. I explained that I always felt a bit submissive and these things reinforced that feeling, especially the chastity cage. And for the butt plug and panties, I didn't want to actually become.a girl or anything. It was more that I felt humiliated wearing them and that turned me on for whatever fucked up reason. She then asked if it was just a thing for my own personal enjoyment or if I wanted others to participate with me. I said that this was a solo thing at first but mostly just because I was single at the time. She asked what I'd want someone else to do.

At this point still wearing the chastity cage, a butt plug, and panties seated next to Amanda, I finally admitted my full cuckold fantasy. I explained that I wanted a girlfriend who would humiliate me and tease me and keep my cock locked up while they flirted and potentially hooked up with other men. Amanda was surprised but not scared. If anything, she thought it was kind of amusing. Amanda thanked me for opening this side of myself up to her and said she would participate if I wanted her to. I nodded my head. Amanda then laughed somewhat maniacally and said it wasn't like I had a choice... she held the key to my locked up dick now. She left soon after to see a friend and took the key with her. I removed the panties and butt plug but the chastity cage was there to stay until Amanda released me. I was intrigued and somewhat terrified of what Amanda might do next.

A couple days later, Amanda called me and asked me to join her at a bar. She instructed me to wear panties underneath my normal pants. I agreed and met her there later that night. When I got inside, Amanda was already there and she greeted me with a big kiss. Soon thereafter, I noticed she was wearing the key to my chastity cage on a necklace. She said she wanted to make sure not to lose it and that it was in a safe place. When we got into the corner, Amanda stuck her hands into the back of my jeans to confirm I was wearing panties. Once she felt the lace, she said good boy and pulled them up giving me a wedgie. I quickly readjusted and pulled the thong out of my buttcrack as she laughed.

We sat together at a table and just talked for a while while drinking beers. Amanda double checked that I was still having a good time and I told her I was. I had been locked in the chastity cage for three days now. Surveying the crowd, Amanda asked me to pick out what kind of guy I imagined hooking up with her. I played her game and looked around the bar. There were several good options but I picked out one guy in particular. He was a bit older than us and looked tall and athletic. Amanda asked if I thought she had a chance of seducing him and I told her yes. With a devilish grin, Amanda then stood up and walked over to him with her drink. She sat next to him at the bar and I watched as they talked for nearly fifteen minutes. Amanda was her normal outgoing self and the man was obviously happy to have her attention. She then finished her drink and returned to me in the corner.

I asked Amanda how it went and she said it was great. She asked how it felt seeing her flirt with a random guy. I said it was thrilling to watch. Amanda was happy with my response and said she was turned on as well. I finished my drink and we headed back to my car. As we walked through the parking garage, Amanda reached into my pants again and pulled up the sides of my thong so they were visible above the top of my pants. She then tied the back of my t-shirt into a knot to make it into a crop top. We continued walking and I was scared that someone walking by would see that I was wearing panties. Luckily, we got to the car without anyone seeing us. We got into the car and Amanda immediately pulled her pants and panteis down to her ankles in the passenger seat.

She told me to touch her pussy and see how wet she was. I did and she was soaking wet. She then told me to drive her home. As I drove, she kept her pants off and rubbed her pussy while writing in the seat next to me. It was so hot and also distracting. I did my best to avoid getting into an accident while also admiring her at every stop. We eventually got caught at a stoplight. We were in the left hand turn lane and a large truck pulled up beside us. The guy driving the truck could see down into my car and see Amanda touching herself. He rolled down his window and asked if she was enjoying herself. Amanda rolled down her window too and told him yes as she continued to rub her pussy. He then asked her to show him her tits. Amanda pulled up her shirt and bra and let her boobs spill out. She was now completely naked from her shoulders down to her ankles and exposing her entire body to a complete stranger. Finally the light turned green and the guy in the truck called her a slut before speeding off. I turned left as Amanda had a giant orgasm.

When we got to her apartment, Amanda pulled her clothes back on. Her face was flush red. She held the key to my chastity key in her hand and asked me to show her the cage. I unzipped my pants and pulled it out of the side of my panties. Amanda reached out and held it in her hand. She could feel my cock straining inside the cage to try to have an erection. Amanda asked me if it hurt and I said it was just a bit uncomfortable. She jiggled it back and forth and laughed. She pondered out loud if she should unlock it or not before eventually deciding not to. She said she was having so much fun with my dick in the cage that maybe she should keep it locked up a while longer. Amanda then gave me a kiss and got out of the car. I watched as she walked to her apartment and then turned around and drove myself home.

I next saw Amanda a few days later. She brought a pizza to my apartment for dinner and she teased me by immediately stripping down to just her lingerie and posing seductively at every opportunity. I had now been locked up for over a week and was getting a strong feeling of blue balls. She was still wearing the necklace with my key on it and my cock strained against its cage as I watched it dangle between her boobs. After we finished the pizza, Amanda asked to strip down completely. I did so and stood in front of her wearing just my cage. She told me to get onto my knees and then pushed me forward into doggystyle position. Standing behind me, she reached between my legs and grabbed the cage.

I felt so vulnerable. She spanked my ass a couple times and told me to arch my back and really stick my ass out. I followed her orders. Still holding my cage, she surprised me by leaning in and licking my taint and ass. It felt incredible and she had never done it before. She asked if I liked it and I said I did. She took her finger and pressed it against my asshole. She then pulled back on my cage as she pushed her finger forward. She was now knuckle deep in my ass and kissed my butt cheek. Slowly, she began fingering my asshole. It hurt a little at first but I got used to it and she increased the pace. She asked if I liked it and I said yes. She asked if I wanted to cum and I said yes again.

Amanda took her finger out of my ass and told me to get the dildo from the closet. I retrieved it and handed it to her. She placed it facing up on the floor and told me to suck on it and get it wet. I got back on my knees and started to lick and suck the dildo as Amanda watched and stripped off her lingerie. She then told me to sit up and she guided my mouth onto her pussy. I licked her for a minute until she pushed me away. She then kneeled down on the dildo in front of me. Amanda moaned and said it was so big. She bounced up and down slowly while holding her boob in one hand and rubbing her pussy in the other hand. I was entranced watching her performance. She bounced on the dildo for several minutes until eventually cumming with a loud moan. She pulled the dildo out of her pussy and then held it up to my mouth. I sucked on the dildo and tasted her juices on it. Amanda laughed and said I looked like a good cock sucker. I thought she might unlock me then but she put her clothes back on and left soon after.

It was another five days of agony before I saw Amanda again. I had now been locked up for 15 days straight. Amanda told me to come to her apartment wearing the butt plug and thong in addition to the chastity cage. When I arrived, Nicole was wearing just a kimono style robe. She told me to strip down to my panties and then she took my clothes and threw them in the bathroom. In the center of the room, she had three pairs of fuzzy pink novelty handcuffs. Amanda told me to get on my knees and then she used one pair of handcuffs to secure my wrists behind my back, another pair to secure my ankles together, and the last pair to connect the first two pairs of handcuffs together. I could barely move and was stuck there on my knees. Amanda opened her robe, grabbed my head, and pulled my mouth onto her pussy. I licked her for several minutes before the doorbell rang. I was completely terrified of what might happen.

Amanda closed her robe and went to the door. She opened it and invited two people inside. The first person was Tiffany. She was a friend of Amanda who I had met a few times before. She had a BBW figure and a sassy attitude. She laughed immediately upon seeing me. Amanda simply introduced me as her little slut. Behind Tiffany, a man then entered. His name was Brent. Apparently he was Tiffany's boyfriend or maybe just a friend with benefits. He was also a bit overweight. Amanda led both of them into the middle of the room. I bowed my head in shame. Amanda told me that she was gonna have some fun with Brent and Tiffany while I sat there and waited like a good little boy.

Amanda and Tiffany started to kiss playfully while Brent watched. Tiffany then pulled Amanda's robe off and exposed her naked body to Brent. Amanda and Brent then started kissing while Tiffany started to strip off her clothes. Once Tiffany was naked, she got on her knees with Amanda and Brent unzipped his pants. His cock was huge. Tiffany started sucking on it first and then passed it to Amanda who eagerly took it into her mouth. They switched off several times while moaning and commenting repeatedly about how big his cock was and how great it tasted. Eventually they stopped and Brent took off the rest of his clothes. Amanda took off her necklace with my key on it and placed it around Tiffany's neck. Tiffany then scooted next to me while Amanda and Brent went to the couch. Amanda laid on her back and Brent quickly inserted his cock into her pussy. Tiffany told me to watch and stroked my cock cage while pinching my nipple.

Brent pounded Amanda roughly for several minutes while she moaned loudly. He eventually flipped her around and started fucking her doggystyle. I watched as her boobs flopped back and forth on her chest with each of his thrusts. Tiffany then took the key and placed it inside the lock of my cage. She opened the lock and pulled the cage off my dick piece by piece. My hands were restrained behind my back so I couldn't stroke myself and I was completely at her mercy. My cock quickly became erect and poked out the side of my panteis as I continued to watch Brent rail Amanda. Brent then sat down on the couch and Amanda straddled on top of him. She bounced up and down while he held her boobs. She orgasmed loudly. Brent then started to grunt and erupted inside of Amanda's pussy.

Amanda then got up and walked over to me. She grabbed my head and pulled my mouth back on to her freshly fucked pussy. I immediately tasted Brent and Tiffany laughed more. While I licked Amanda, Tiffany grabbed my dick, gave it a few quick strokes, and then I started cumming on myself. It was a huge load and Tiffany stopped once I started cumming so it was also a ruined orgasm. Tiffany and Brent then got dressed and thanked Amanda for a fun time.

They left together and Amanda returned to me. She cleaned the cum off the dick, stomach, and legs before getting the chastity cage and putting back on my dick. She locked it and then unfastened the handcuffs behind me. I fell down on my back and laid there completely exhausted. Amanda then crawled up on top of me, straddled my face, and grinded her pussy into my mouth for another orgasm before cleaning herself off.

Amanda and I continued to date for another six months after that. During that time, I was only unlocked from chastity nine times. Amanda never had sex with me again but I watched her have sex with several other men. She also fucked me several times with my dildo which I eventually was able to fit into my ass.

Accidental Cuckold - omiumi69@gmail.com