Mid-Life Awakening - Sex Stories

Mid-Life Awakening

... allowance money in exchange for an older man playing with him. It was satisfying momentarily but not particularly fulfilling.

Craigslist was still a thing and I began to explore it along with other online options. Given my position and my profession, it was smarter to travel elsewhere for sex and fun but I could occasionally engage in a little mischief at home with another discrete adult passing through, who'd likely not be back and didn't know me. Anyway, one afternoon I was bored and scrolling Craigslist and found an ad in the personals.

"Horny black dad looking for white son. Discretion a must. Daddy's married. You don't have to be, just have some respect," the ad said succinctly.

I answered it, "White son here. Divorced. Discrete professional looking to be your boy. I love married daddies especially."

I went about my business. In a couple of hours, I had an email reply from the black daddy. "Hi son. Hope you're good. Here's the deal. I'm a black male professional, educated and married, miserably, but married. I cannot afford to mess that up. I'm 53 years old but look much younger. Lots of energy, especially sexual energy. I love white guys especially. I'm looking for something regular. I'm a total top so you'd better be a total submissive bottom. I travel a good bit but I'm home a lot too. Maybe we can work something out."

It had promise, I thought. I immediately replied, "This sounds almost too perfect. I'm white, a professional too, 36 years old, ...

... completely submissive, in great shape, very discrete and looking for something regular. I prefer black men and I like them older than me. Maybe we can help each other."

His reply was faster than before.

"Hi, son. Glad to hear back from you. Yes, we may have something here. I do well but am not looking to be anyone's sugar daddy. I'll give you dick and make your fuckhole happy. I'm a total top daddy. Once I am on top of you and deep in your fuckhole, I won't let up. I'll pound it and own it. Understand that?"

I typed my reply, "Yes, sir, I understand. I wanted to be dominated. I will be completely submissive to you. Can I see you?"

He replied, "In time, boy, in time. Here's a pic of my cock, what you'll be working with. Sucking. Taking up your fuckhole. Worshipping on your knees."

I gasped at the photo he sent, hoping it was real. By his own description of it with the photo, it was a solid 8.5 inches, thick, muscular and veiny. The pic confirmed it too.

I hastily replied, "Yes, sir. I know I will love it. Can we see each other soon? Where are you? I'm near Memphis."

He replied that he was as well and the more we talked, we learned that we were only 20 miles apart. We promised to protect one another's identity and to be discreet. He was going to be out of town the next week but coming home on Friday.

He informed me, "I'll be home Friday. Coming through your town about 3:00 in the afternoon. Will you be available? I'd like to at least talk, meet, see if we click ...