So if you’ve been following my last posts (which I would recommend at least skimming prior to reading this), you’d know that my girlfriend Molly and I were in a long-distance relationship shortly after college. After sharing fantasies with her, she eventually started fooling around with her friend Brayden. So far, she had given him head and he came on her tits. Then on a separate day, she sucked him off again and he came in her mouth. Then he went down on her and made her cum. They came close to fucking, but didn’t. Afterward, the three of us decided to plan it for the following weekend. So this is the story of the first time that Molly fucked Brayden.
The week leading up to it, Molly and Brayden made a commitment to not see each other. They knew if they did, temptation might get the better of them. Plus, the anticipation would make it all the hotter when they did sleep together.
Molly gave me Brayden’s number the Tuesday of that week. It just made sense, given that we all recognized the importance of communication and so I could have an ongoing conversation with both parties to help navigate the fetish and set boundaries.
So the three of us agreed that Molly would use protection. The plan was for her to head to his house Friday evening, and for them to just get right to it. We all decided it would be hotter if she bought the condoms, so Wednesday night did. It had to be a pack of Magnums of course.
Brayden and I started texting on the side. He wanted to hear for himself that I was okay with everything, which I appreciated. Then he started asking me what Molly liked sexually. I told him that she enjoyed someone who was dominant and assertive, but also respectful. She liked being spanked and fucked hard, though they would likely need to build up to that. Oh, and she enjoyed cum almost anywhere.
Brayden asked if I had any special requests that he bring into the bedroom. It didn’t really, I just told him that I wanted her to have a good time and for him to make her cum as much as possible. He agreed whole-heartedly to that.
Finally the day arrived. I was on pins and needles all day until the appointed time arrived. I texted Molly the whole day leading up to it, including while she got dressed. She picked out a sexy pair of matching black bra and panties; more interwoven fabric so you could partially see through to her pussy and tits. It was a pair we picked out together before we each had to move. On top of that, she threw on a sleek black dress, with slits up the side. She looked like she was ready to go to a cocktail bar.
Molly texted me as she was driving to his house, then told me when she arrived. Then…silence. I’d say only 5 minutes passed before I was getting my first video. It was Brayden, his head buried between Molly’s thighs, absolutely devouring her pussy. Then the race was on.
I figure instead of recapping my perspective, just sitting at home jerking off and watching snap videos slowly come in…I’ll give it in narrative form, what I know from the videos combined with what Molly told me after.
After Molly texted me, she walked straight in. Brayden greeted her by the door, took her hand, and led her back to his room. His roommates (who also were in my girlfriend’s friend group) just smiled and waved. Molly heard one of them laugh and say something (she couldn’t make out what) as the door closed to Brayden’s room. But it was clear that everyone knew they were fucking at this point.
Molly put her purse next to the bed and looked at Brayden. They both stood in an awkward silence for a moment, looking at each other. “So…where do you want to start?” Molly asked, laughing.
Brayden took her by the hand, saying nothing, and pulled her in. They made out for several minutes, his hands climbing up to grope her tits through her dress. His hands roamed around her thighs as well, and Molly felt herself grow wet.
“Let’s get this off you,” Kayden said, lifting her dress over her hand. He paused to take in her underwear. “You look so fucking sexy,” he said. “Go lie down on the bed.”
Molly complied. Brayden followed her over, positioning himself between her legs. He bent down, pulled her panties to the side and began to lap at her already swollen pussy lips. Big, deep licks. Molly began to moan. It was then she fumbled for her purse and sent me the first video.
After she set the phone down, she let Brayden pull over her panties. Now he gave even more of an effort, slipping a finger inside her soaking wet pussy. He fingered he as his tongue found her clitoris.
“Fuck. Fuck. Fuck! FUCK!” Molly said. I hope you remember from the past stories, that she was a squirter. Brayden was certainly reminded, as Molly’s pussy began to pulse and his nose, lips and chin became drenched in her cum.
“Fuck,” Molly said, her legs shaking.
“Condom,” was all Brayden said.
Molly looked down and saw he had already taken off his shirt and was fumbling with his belt. She dug a condom out of her purse and handed it to him. He was naked now, his thick cock fully erect and pointed straight at the sky.
“Suck it while I get this out,” Brayden commanded.
Molly bent forward and pulled his dick into her mouth. She summoned up as much spit as she could, getting it nice and wet so her hand could slide up and down. She was only at it for a minute before Brayden stopped her. He put the condom on, the latex gripping tight to his 9 inch monster.
The moment of truth. “Get on top of me,” Brayden said. He would later mention he chose this permission out of respect for Molly. He knew she had never had a cock so big, so he wanted her to have more control over the pace.
Molly climbed on top of him and positioned his cock below her dripping pussy. She paused for a moment, then slid the tip in. She moaned. Inch by inch she sunk lower, feeling her pussy stretched to new limits. It hurt, but it felt amazing. It felt twice as big as my cock, she would later admit.
Withing two minutes, Molly was able to move freely up and down Brayden’s cock. But it was only for 15 seconds of this that she could contain herself.
“Oh fuck, I’m going to cum again!” She yelled. Her hips bucked off and pussy juice rained down on Brayden’s dick. Molly caught her breath, then slammed her pussy onto his cock again. The animal was out.
She rode him like that for ten minutes. You’ll think I’m lying, but Molly had always been a fast cummer, even with me. She came five more times in those ten minutes. Brayden had already tied my record.
Then they switched to missionary. He fucked her for another 10 minutes like that, with all kinds of variations. One leg above her head, both legs above her head. She came three more times.
Brayden got himself into spooning position behind her. He was determined to make Molly cum as many times as possible, to absolutely shatter my record (though he didn’t know it at the time). She came once that way.
Then they switched to doggystyle. Molly’s favorite. They fucked for 15 minutes in this position. Molly was half dead at this point, her legs barely able to hold her up. They were both covered in sweat, but Brayden kept fucking her. She came 2 more times before he started spanking her. That pushed her over the edge for the third time in that position.
Finally, Brayden had worn himself out. He told Molly to turn over. She did so gratefully, her body dripping in sweat. The bedsheets were soaked underneath them; a mixture of their sweat and Molly’s waterfall of a pussy.
Her head next to the edge of the bed, Brayden got up and stood above her. He took the condom off. “Can I cum on your face?” He asked.
Molly laughed. “You can do whatever you want to me after that.” She said it was an automatic response, she didn’t even think before saying it.
“I bet that’s the most times you’ve ever cum, huh?” Brayden asked.
“By far,” Molly replied, again automatically. She had cum 14 times by that point. He had doubled my record. The best part is, Molly never told me she said that. That information came from Brayden, which made it even hotter.
Brayden began to jerk his cock furiously over my beautiful girlfriend’s face. She lay there, almost comatose. “Unnnnffff!!!! Brayden began to yell, his balls tightening. They began to twitch, the pulses riding up his cock until he began to spurt rope after rope, covering my girlfriend’s forehead, nose, lips, chin and neck. She managed to close her eyes in time, but a few strands got in her hair. A good bit landed in her mouth as well, which she happily swallowed.
Molly giggled to herself, then they both got cleaned up. I received videos throughout the night; one of him going down on her, one of her initial insertion, one as she worked her way to take his size, one as she rode him heavily, and one in each position they did. They a photo at the end of her cum covered face. I came three times throughout the night while watching these videos.
Molly of course called me right after. She talked to me on her way home, then we Skyped. Her hair and makeup were a mess and her clothes messily thrown on. She took them off for me and we masturbated together as she gave me a play by play. My cock was completely drained by now. It was limp for most of our masturbation session, only getting halfway hard hard toward the end. It was a third it’s usual size when I started cumming, just two baby ropes and some droplets.
Molly didn’t say anything, but I could tell it was a laughable act to follow Brayden’s massive cock and the deep dick fucking he gave her. I’m not sure if it was in my head or not, but it seemed like she was already viewing me different. And weirdly, I was turned on.
The end.
Stay tuned for Part 4!
Source: reddit.com/r/eroticliterature/comments/qa9kj4/molly_and_brayden_my_long_distance_cuckolding