Watching Porn together lead to an Actual Experience!
Wanted to write in and explain the events that led to me becoming a cuckold.
My girlfriend's name is Sara. She works at a small motel, usually covering the front desk at night. In her own account, it is an incredibly boring job. Most nights, no one calls or comes through the door. She first took the job while in college and it worked great for her because she could study and do her homework at the front desk while getting paid to just sit there. After we both graduated, she stayed in the role because the pay was decent and it didn't conflict with her other occasional jobs as a waitress.
I would usually visit Sara multiple times a week at the motel to keep her company. Usually we'd just watch TV together but occasionally we'd fool around. Most nights, Sara would be the only employee at the motel and only a couple of the rooms would be occupied. That allowed us to use a vacant room for play, provided we cleaned up afterwards. Even though the owner knew we did this and had given Sara permission to use vacant rooms whenever she wanted, it still felt a bit scandalous. I'm sure that anyone who saw us going in and out of the rooms at night would have guessed that Sara was a prostitute.
About a year after graduation, I got a new job with dramatically higher pay. However, the job required me to travel to support customers at their sites. I basically needed to travel for two weeks every month. As a result, I wasn't able to visit Sara at the motel for extended periods of time. She complained that it was quite boring without me and even considering quitting the job at times.
In addition to boredom, Sara and I found that my continual travel also made both of us quite horny. We tried phone sex a couple times but it was a bit awkward. Eventually though, we started watching porn together while on the phone. The first time, I chose a relatively vanilla guy/girl video where they both gave each other oral before doggy and missionary sex. We both had a really good experience though. While we watched together, we spoke about what we liked and what turned us on. It was sort of an ongoing commentary on the porn in addition to both us jerking/rubbing ourselves while we watched. And at the end, we both orgasmed strongly and nearly simultaneously.
As we continued to watch porn together, we switched back and forth for who chose the video. Sara's first choice was a guy/girl video too but the guy was a bit more rough/dominant and gave the girl a facial at the end. We both loved it and continued the practice of watching porn together nearly daily. I especially got a thrill knowing that Sara was often watching these videos and rubbing herself behind the front desk of the motel. She felt safe doing it but obviously there was always some risk that she could get caught.
Over time, we expanded the variety of porn videos we watched. I chose one with two girls and one guy, then Sara chose one that was with a guy and girl outside next to a pool, then I chose one with a black guy and white girl, and she followed up with an audition/casting porn. It was honestly a great way to get to learn more about Sara and what she was drawn to sexually. And when I came home from travel, our sex was amazing. The regular porn watching and masturbation while apart somehow heightened our desires once we were back together.
During my next trip, Sara was more adventurous with her porn choices and selected a BDSM themed video as well where the girl was tied up in bondage and also a small gangbang video with three guys and one girl. Her willingness to branch out to different porn genres made me more bold as well. I first selected a porn where the guy had a huge dick and the girl commented multiple times about how big it was and how deep it was inside her. While we watched and discussed it, we were both very turned on and I admitted that it was hot imaging Sara taking such a big dick (which was obviously much bigger than myself). I was worried that I overstepped momentarily but Sara assuaged by concerns by playing along and even wondering if she should get a dildo that big for when I'm away. For my next selection, I then chose a mostly regular guy/girl video but in the video the girl was cheating on her boyfriend. This video aroused Sara as well and prompted her to ask if I ever thought about being with other people sexually. I admitted that I had thought about her doing so but had never considered it for myself. Sara was seemingly pleased with my answer and just said that she didn't want me hooking up with other girls ether.
Over the next few weeks, we explored a couple more directly cuckold themed videos. Sara chose a video where the girl waits for her husband to leave for work and then brings over a guy to fuck while he is gone. I took her selection as a sign of her interest and decided to choose a very raunchy video for my next selection where the guy and girl openly teased her boyfriend in a hotel room, compared his small cock the guy's large cock, and made him watch as they fucked on the bed. Sara joked that she know appreciated what the 'cuck chair' in hotel rooms was really for now. After we both orgasmed, Sara asked if I was into cuckolding since I selected a few videos that included that. I said I was but cautioned that it was just a fantasy that got elevated during all our time apart. Sara replied by saying that she had never really thought much about cuckolding before but admitted that she did find the videos we watched very arousing. I asked if she'd be open to trying it and she said she'd think about it. She then suggested we take a few days off from masturbation to clear our heads before going too far.
My work was quite busy at the time and those few days turned into a full ten days before I came home from my trip and Sara and I could discuss things in person. During our conversation, Sara admitted to having masturbated a few times without me and asked if I was upset. I told her I wasn't and that above all else I just wanted her to be happy. She then asked if I had thought more about our last conversation. I said I had but explained that I was already supportive of her potentially hooking up with other men from the start. Sara laughed and said she had warmed up to the idea over the past week. We then discussed the logistics of how it could work. Sara said she didn't want other people in our home without me there and would feel safer if they met her at the motel instead. I was ok with that and actually found it quite arousing that she'd do something like this at work. And as for finding a guy, Sara thought she'd try her luck online. I agreed and we decided to start the adventure at the start of my next trip.
For that week until I left again, Sara and I continued to refrain from sex. It made us both incredibly horny and we could barely contain ourselves by the end. But when I did start my vacation, Sara and I resumed our masturbatory routine over the phone... only this time instead of watching porn together, I watched as Sara created a profile for herself on a dating website and perused the profiles of other men in the area. It was incredibly hot. As we looked at the guys together, Sara commented on what she liked and didn't like while also teasing me a bit in comparison to them and wondering out loud what it might be like to hook up with each of them. I came quickly and often which I'm sure Sara took as a sign of my support for her going through with the plan.
It didn't take Sara long to find some real suitors either. Immediately after she created her profile on the site, she was peppered with messages from many different men. Some just said hi and asked how she was doing. Others were more forward and pitched meeting at a bar or coffee shop. And there were some that very bold and included pictures of their cocks along with promises of their sexual prowess. Sara responded to all to them in a flirtatiously but didn't commit to anything in the short term. She explained to me that she wanted to wait at least a week before selecting anyone.
As the week went on though, the steady stream of guys messaging made her more confident and also more horny. While reviewing her latest messages on the site with me one evening, she said that she wanted gonna pull the trigger and select a guy to meet. I asked who she wanted to choose and she brought up his profile and messages. It was a guy named Matt. He was a few years older than us but very athletic and muscular. His messages to Sara were extremely direct and sexual. He included multiple pics of his cock which looked huge. He said it was 9". And he was quite dominant in his language. He talked about how he fuck Sara hard and deep, use all her holes, and make her beg for his cum. As I watched, Sara messaged Matt and asked if he was available to meet. And just a couple minutes later, Matt responded affirmatively. Sara then told him about the motel and made plans for him to meet her there later that night. I came all over myself as Sara finished her correspondence with Matt. Sara laughed and said she'd call me afterwards to let me know how it went.
I was quite anxious for the next several hours waiting for Sara's date with Matt to start and then wondering what was happening once it started. Matt was suppose to arrive at the motel at 11pm and I stayed up past 2am waiting for Sara's call. And around 2:30am, Sara finally called. I asked her how it went but she teased me at first by asking if I was already jerking my cock while waiting for her call. I confirmed that I was and she giggled before admitting that she had gone all the way with Matt... twice in fact. She started telling me the details. Before Matt arrived, Sara got into one of the room and texted him the room number. She then stripped down to her bra and panties and waited for him. When he arrived, she let him in and they were making out and groping each other after less than thirty seconds. Eventually Sara got on her knees and Matt took his cock out of his pants.
Sara said it was huge and confirmed that his pics had indeed been real. She sucked him for several minutes and took off her bra while doing so. He then picked her up, threw her on the bed, and swiftly pulled off her panties. Sara spread her legs and rubbed herself while he fully undressed. He then got on top of her and eased his cock into her pussy. She explained that it hurt a bit at first but then started to feel amazing once she got use to his size. Overall, he was very rough and pounded her like she was a pornstar in more positions than she could count. And each time he took his cock out of her pussy, he guided her to suck him again and taste her juices on his cock. Overall, he fucked her for over 45 minutes before eventually pulling out and cumming across her face and chest.
Fully covered in his cum, Sara decided to take and shower and Matt joined her. But after just a few minutes, he was hard again and Sara proceeded to suck his dick again in the shower. They then fucked briefly in bathroom before getting back on the bed and fucking for another 20 minutes. This time, he spanked her while fucking her domggystyle, pulled her hair, and stuck his finger in her ass as well. Sara said she loved it though and orgasmed countless times. After her last orgasm, she fell to her knees on the side of the bed and sucked his dick until he came in her mouth. She said she swallowed his entire load and he called her a 'good girl' after she did. Matt then got dressed and left while promising to see her again soon. Sara then got dressed and composed herself before calling me.
I told Sara that she was amazing and thanked her for telling me everything. She asked if I enjoyed hearing about her fun and I admitted that I came on myself before she even got to the point in the story when he took her panties off. Sara giggled again and asked if that meant that she should do it again. I said definitely and asked if she wanted to meet Matt again. She said yes but added that she didn't want to restrict herself to just one guy. She was gonna take full advantage of the freedom she had now.
It's been a couple days since she met Matt and she already has another date lined up for tonight. I can't wait to hear about how it goes.
Traveling BF - mahmiss@tutanota.com
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