After Summer’s threesome with Darren and Carl, she continued to see Darren on and off for a few months. After just a few dates though, Summer complained to me that Darren was starting to get jealous and possessive. He didn’t care about me, but when she wa...
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GreyMatter
14 hours ago
Straight Cis Male, 48
0 miles · Toronto
Stories
When it came time to move, Summer decided that she’d rather get a few guys from her gym to help out than hire movers. “Why pay strangers when we can grab a case of beer and some pizza – that way, we can enjoy it too?” Her reasoning made sense, and again i...
Our first two months or so together were really rough. To be honest, I don’t know how we got through it. We really struggled to set boundaries and to figure out what we wanted or expected from each other. Actually, that’s not entirely true. I knew exactly...
Realizing that I was on board, Summer’s face lit up. She jumped at me, wrapping her arms around me giving me a big hug. Ashley sat down on the couch across from us. “You’re sure about this?” Summer looked at me tentatively. “Yeah, we’re sure.” “Wait!” Sum...
I’d left Summer’s place full of hope, thinking that I’d formed some kind of special bond with her, but within a matter of days I thought that I’d blown it with her. After spending what had been the best day of my life with Summer, I was a little too eage...
I ran to catch up with Summer before she got inside of her parents' house. Realizing that I was behind her, she spun around to face me. "Get the fuck away from me. I’m not going to throw myself at you again. I appreciate your help last night, but I’m not...
Life With Summer: My Second Cuckold Relationship Pt. 01
A chance encounter leads to old ways. The journey begins...I first met Summer when I was in my junior year of high school. We ended up meeting again later in life, but when I mentioned the time that we met and the day that we’d spent together all those years ago, she had no memory of it at all. I, on the other ha...
Becoming Melissa's Cuckold Pt.10
It finally happens....I wasn’t happy to see Tayshaun. I didn’t like the way he treated or spoke to me, and I was also worried that Melissa was spending too much time with him. I accepted her sleeping with other men, but I felt like Melissa and Tayshaun were getting too close,...
Becoming Melissa's Cuckold Pt. 09
A painful discovery of what teasing really is...I spent the next few days trying to get anything at all out of Melissa. I had so many questions about what she and Diana had discussed in private, but it didn’t take long before I realized that I was pushing my luck. Melissa was was losing patience with m...
Becoming Melissa's Cuckold Pt. 08
Things begin to add up...The two days following my first sexual experience with Melissa were amazing. I felt closer to her than I ever had before and just as importantly it felt like she was just as close to me. For those two days, it felt like a normal relationship, one in which...
Becoming Melissa's Cuckold Pt. 07
A price is paid and a reward is given...Was Melissa going to have sex with me? I couldn’t let myself believe it, but she seemed to be telling me that. There’s no way that she would have before, but maybe Kassandra convinced her to for some reason? I’m not sure why Kassandra would do that for...
Becoming Melissa's Cuckold Pt. 06
The day after, and a visit from KassandraI left Melissa at Tayshaun’s place not sure when she’d call to have me come and pick her up. When I got home, I did everything that I could to not think about what was happening but it wasn’t possible. Every time I looked at my watch I’d think, 'Oh, an ho...
Becoming Melissa's Cuckold Pt. 05
I learn to accept my role in Melissa's lifeMy first week in chastity wasn’t as bad as I feared it might be. The mornings were the worst. Now that I was locked up, Melissa felt more comfortable allowing me to sleep in her bed. Under normal circumstances I usually woke up with morning wood, but sle...
Becoming Melissa's Cuckold Pt. 04
My relationship with Melissa moves to the next level...The next morning I woke up feeling hopeful. I'd suffered a terrible humiliation but I think that I managed to talk myself out of it, and I was pretty sure that I could trust both Melissa and Victoria to not tell anyone else about what happened.I was also...
Becoming Melissa's Cuckold Pt. 03
A new fetish leads to an embarrassing situation.For the first few weeks after coming to an agreement about my masturbation habits with Melissa, things worked out fairly well. I was masturbating much less than I had been before, but Melissa was right - by doing it with her and for her it was much better...