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...

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,...

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...

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...

Becoming Melissa’s Cuckold Pt. 06

"The day after, and a visit from Kassandra"

I 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....

Becoming Melissa’s Cuckold Pt. 05

"I learn to accept my role in Melissa's life"

 My 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...

Becoming Melissa’s Cuckold Pt. 02

"The next phase of my journey is explored..."

The next morning I was both afraid and embarrassed to leave my room. I didn't know how I was going to face Melissa and I was worried about how things were going to change between us.As I lay in bed...

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...

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...

Becoming Melissa’s Cuckold Pt. 01

"The first few steps into my life as a cuckold"

My name is Grey, I'll withhold my last name for reasons that will become obvious as my story unfolds. I was a bit of a nerd in high school. I wasn't really picked on or anything like that, but I...