Hello,
Long time fan of the site. Wanted to write in about how my girlfriend and I started down the path of cuckolding.
My girlfriend's name is Nikki. We started dating during our senior year in college. After graduation, our college had a program where you could apply to stay in a dorm through the summer. It was intended for graduates who had trouble finding jobs or apartments. Both Nikki and I took advantage of this program but it wasn't very well publicized. There ended up only being a few other students in the program with us and we were spread out over a large but otherwise vacant dormitory. We had our choice of rooms so Nikki and I got rooms next to each other and there were no other students on our entire floor. Being jobless and roomed next to each other, we spent almost all our time together and slept together every night.
A couple weeks after we moved in, one of Nikki's friends came over. Her name was Ashley. We drank beers and watched a movie together. After the movie finished, Ashley mentioned that she had tried a video chat website that connects you with strangers from all over the world. She described it as 25% bot advertisements, 25% random weird people, and 50% guys jerking off. She said she saw a dozen different cocks just playing around on it for a half hour. Ashley and Nikki were laughing about it and eventually pulled it up on Nikki's laptop. The first person who connected with them was just a silent black screen. Ashley then hit the next button and they were immediately presented a guy jerking his rather large cock. Obviously he was quite interested by the sight of two cute girls in a dorm room together. They were both laughing hysterically and the guy kept jerking himself. They had their microphone and speaker off so they couldn't hear what the guy was saying or communicate directly with him. Eventually the guy asked what their ages were in the text chat. Ashley responded by giving him the middle finger and then closing the laptop. Nikki and Ashley then looked at each other and burst out in laughter again.
Later that night after Ashley left, Nikki and I kept drinking and sat in her bed together. I mentioned to Nikki that it was kind of hot seeing her on video chat with a guy jerking his cock. Nikki laughed and said she'd do it again if I really wanted. I nodded and she immediately brought her laptop into bed. She faced the webcam towards herself so she was the only person in view. The few connects were black screens or bot advertisements. The sixth one though had a guy just sitting at his desk. He said hi. Nikki had her microphone on now and said hi back. They then exchanged their names and where they were located. He was in North Carolina and his name was Tom.
It was all very casual but eventually there was an awkward silence. Tom then told Nikki that she was very pretty. Nikki thanked him. He asked if he could jerk off and Nikki was immediately embarrassed. She just said "I guess" while laughing. He then pulled his cock out and started jerking off while Nikki watched. He asked if Nikki would take off her shirt. She looked at me and I just shrugged to imply that it was her choice. She sighed and said ok to Tom. She then pulled her shirt up over her head and revealed her bra. Tom said her boobs looked incredible and Nikki blushed. He asked if she was rubbing herself and Nikki said no. He asked why not and she explained that it was her first time doing this. Tom called her a virgin and she laughed. Nikki then told him that she has to leave soon but Tom asked her to wait for another minute. She said ok and he then shot his load 30 seconds later. Nikki just said wow and then wished him a good night before closing the chat.
Nikki laughed again after closing her laptop and said that was crazy. She quickly then noticed the erection sticking up in my shorts and asked if I too wanted to jerk off to her boobs. I nodded as she hopped off the bed and took off her bra. I pulled my shorts down and started jerking my cock. She sat below me and pushed her boobs up against my cock. Teasingly, she asked if I wanted her to show more of her body on the webcam to random men. I confessed that I did. Nikki responded by saying that she'd try it next time. I came quickly thereafter and sprayed my load all over her chest.
A couple days later, Nikki was on the webcam chat again while I watched. This time it took longer for her to connect to a real guy. She was about to give up after ten minutes but she eventually got connected to someone. Nikki told him her name and also her age when he asked. His name was Mike and he was in his 30s. He asked Nikki if she had a boyfriend and she admitted yes. Mike asked where her boyfriend was and Nikki just lied and said I was away. Mike then asked why Nikki was webcam'ing random men while her boyfriend was away.
Nikki smirked and said she didn't know but then added that she was bored and it was fun. After a bit of silence, Mike asked how long she was gonna wait before showing him her body. Nikki played coy and asked what he wanted to see. Mike responded boldly though and commanded her to take her clothes off for him "like a good slut". Nikki glanced at me and I started to pull my pants down as a sign of support. Nikki then got up and positioned her laptop on the bed towards the door. She then stood it front of the door and started to strip. First she took off her shirt, then her sweatpants, and then paused briefly while standing there in just a bra and panties. Mike called her a slut again and told her to keep going. Nikki then unhooked her bra and revealed her boobs. After a few seconds, Mike told her to show him her cunt. Nikki then slipped her panties down to her feet and was now standing completely naked in front of her webcam. I was jerking off and already close to cumming but Nikki kept her attention on her laptop.
Mike called Nikki a good slut and said she should start rubbing herself. Nikki followed his command and rubbed her clit while continuing to stand completely naked. This is when I came in my hand but I'm not sure Nikki even noticed. Mike finally took his dick out while watching Nikki. He asked her what she thought of his dick and she responded in between moans just saying that it looked good. Mike then asked if his dick was bigger than her boyfriend's. Nikki then glanced over at me and finally noticed that I had already cum.
She then turned back her laptop screen and said yes. I was momentarily humiliated but still incredibly turned on. Mike asked her if she was close to cumming and she moaned yes. He then told her to beg him to let her cum. She didn't understand at first but he just repeated himself. Nikki responded meekly saying 'please let me cum' at first. Mike scolded her though and said she wasn't very convincing. Nikki then yelled 'please, I'm begging, please let me cum'. Mike asked if she was a slut and Nikki exclaimed 'yes, I'm a slut'. Mike then said she could cum and Nikki nearly collapsed onto the floor. After she had recovered, Mike told Nikki to come up close to the webcam. She did so as Mike continued to jerk his cock on camera. He told her to open up her mouth and stick out her tongue for his cum. She complied immediately and I then heard Mike moan as he apparently came onto his camera. He then ended the stream and Nikki closed her laptop. She looked at me and just said 'that was intense'.
Over the next few weeks, I watched Nikki video chat with random men several more times. Each guy was a bit different. Some showered Nikki with praise. Some were more quiet and just watched. And others were more dominant, called her names, and told her what to do. Nikki got more comfortable with each session and started performing more readily for the men. She stripped seductively for them, pinched her nipples, spread her legs, and fingered her pussy while they watched intently.
She continued occasionally teasing me as well while I watched by saying how big each guy's dick looked and moaning while saying that she wanted them in her mouth or pussy. She took on a bit of a persona of a horny but lonely girlfriend who just needed to find a good dick to fuck. I was also surprised when Nikki started to provide more personal information to the strangers. When they asked about her dorm room, she'd admit that she was still in college and even identify which college it was. One guy asked her to prove it and she held up her student ID to the camera for him which showed her full name.
She also did a few video chats without me while I was actually away visiting friends. She said these chats were mostly just more of the usual though she brought her laptop into the bathroom for one of them and let the guy watch her take a shower. It was a public bathroom that anyone could have walked into but Nikki felt comfortable enough taking the risk given we were the only ones living on the floor.
I realized after about a month that Nikki and I hadn't had any sex over this entire time. She had been masturbating exclusively on video chats and I had been masturbating exclusively while watching her. I guess I always had a bit of a cuckold fetish but these video chat experiences with Nikki sent me into overdrive. I was thinking about it all the time and imagining every way she could be fucking other men in real life. I eventually worked up the courage to ask if Nikki was interested in possibly meeting another guy in person and not just over her laptop camera. Nikki laughed at first but then realized I was serious. It didn't take her too much time to think it over though and she quickly said she was open to it.
We discussed the idea further and eventually settled on a plan of action. Since we were leaving the college imminently, Nikki felt comfortable using the pool of available men around us in the college town. It would make everything more convenient and there was little risk that our friends would find out. Nikki preferred the guy to be a bit older and guessed that it would be a thrill for them to meet a younger girl in her dorm room. She didn't want me to watch directly but we could set up a webcam so I could see what happening. And the walls of our dorm were very thin so I'd have no trouble hearing what was happening as well. I suggested that she could put up an ad online or use an app but Nikki said she preferred to meet a guy 'the old fashioned way' while out and about.
Nikki and I spent most of the time in the dorm but the one time she regularly went out was when she went to the gym. And within a week, she found a potential man for herself there. He was in his late 20s and had helped her with some of the gym equipment. Then afterwards she struck up a conversation with him and they exchanged phone numbers. She said he was really tall and strong, basically the complete opposite of me. While I sat with her in bed, she texted him and thanked him again for his help at the gym. His name was Robert. He said no problem and added that he was always available to help pretty girls. Nikki then asked if he was available to help outside of the gym too.
Robert said yes and asked what she needed. Nikki then explained that she had a boyfriend but he was long distance currently and hinted that I wasn't very good at pleasing her in the first place. And she added that she was was the only person on the entire floor of her dormitory and just feeling very lonely. Robert got the hint and said he definitely could help. Nikki looked at me for final confirmation and I told her to go for it. Nikki then responded to Robert and gave him the address of the dormitory and basic directions. Robert replied saying he'd arrive in a couple hours.
Nikki took a shower, shaved, put on makeup, and fretted about different outfits to wear. She eventually picked out a black tube top dress and put it on with just a thong underneath but no bra. We then found a spot to prop up her laptop in the corner so I could watch without the laptop being too obvious. We then waited anxiously together until Robert texted and said he had arrived. We kissed and I told Nikki good luck. We started the video call between our laptops and then I went into my room next door while Nikki headed downstairs to let Robert in.
A minute later, I watched on my laptop as Nikki led Robert into her dorm room. He was huge and looked like almost like a professional body builder. Nikki was tiny compared to him (and so was I). After giving him a very brief tour, they both sat down on the edge of her bed together. I could hear them talking through the wall as I watched. Nikki thanked him for coming while admitting it was a bit awkward to invite him given the circumstances of her 'cheating' on her boyfriend. Robert laughed and started to take control of the situation. He grabbed her hand and pulled her in front of him while checking out her body. He told her to show him what her boyfriend was missing.
Nikki obeyed and quickly slipped her dress off. She stood in front of him in just a thong. Robert checked out her body, groped her boobs, and spun her around while groping her ass as well. He then pulled her against him and they kissed. I was surprised by the level of passion as they made out for almost a minute. Eventually they stopped kissing and Robert pushed Nikki down to her knees. He then unbuckled his jeans and she helped pull his pants and boxers down. His cock instantly sprang out in front of her face and it was huge. Nikki grabbed it and told Robert that his cock was the biggest she had ever seen. Robert laughed and said it must be bigger than her boyfriend's then. Nikki confirmed that it was and guessed that it must be both twice as long and twice as thick as me. I was already jerking off and her humiliation nearly set me over the edge.
Nikki proceeded to suck his dick while Robert continued to be quite verbal with her. He asked if she liked sucking dick and Nikki just moaned affirmatively with his cock in her mouth. Intermittently, he pulled his dick out of her mouth and slapped in against her face before sticking it back in. Nikki played along like a pornstar and sucked his dick with enthusiasm that I had never seen before from her. This bolstered Robert's bravado and he got even more aggressive with her. He grabbed her hair and guided her back and forth on his cock as she continued to moan loudly. This continued for several minutes before Robert pulled her off his dick. He took the rest of his clothes off while Nikki slipped her panties off. They were now both completely naked. He pulled Nikki up and bent her over the edge of her bed.
He admired her ass for several seconds before spanking it. Nikki yelped with pleasure. As he then positioned himself behind her, Nikki told him to give her his big cock. Robert teased her and asked where she wanted his cock while giving her ass a second slap. Nikki exclaimed that she wanted his cock in her pussy. Robert said then slipped inside of her as she screamed with pleasure. He started slow to give Nikki time to adjust to his size. After a minute though, he was pounding her pretty hard and Nikki was seemingly cumming every 20 or 30 seconds. Then after several minutes, he pulled out, threw Nikki face up on her bed, and mounted on top of her. They kissed again as he fucked her in missionary position. Nikki put her arms around his back and held his body against her as he humped her violently for another couple minutes.
As I watched Nikki get fucked on my laptop and heard her scream through the wall, I couldn't hold off any longer. I started to jerk my cock and came very quickly. A couple minutes after me, Robert came as well deep in Nikki's pussy. After they both caught their breath, Nikki told Robert that he was amazing and they kissed some more. Eventually they got off the bed and got dressed. Nikki then walked Robert out of the dorm and to his car. They kissed one more time and then he got in his car and left. I then went into Nikki's room and turned off her video chat with me. When she returned, Nikki had a huge smile. She kissed me and said that was the best sex she had ever had. Her hair and makeup were messy and made it easy to tell that she had just been properly fucked.
She said she needed a shower as she stripped off her dress and panties once again before grabbing a towel. On the ground, the inside of her panties were covered with Robert's cum that had dripped out of her. She saw me looking at them and playfully picked them up and threw them at me while calling me a perv. I caught them and instantly felt their moistness. Nikki laughed and told me I could keep them before leaving down the hall to take her shower. I went back to my room next door with her cum filled panties in my hand and jerked off again before Nikki got back.
Me & Nikki - mahmiss@tutanota.com
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