This is story #22 of my series about my post-marital sexual journey. Read the first story (Babysitter Lauren) or my profile, for any background needed. You may see references to prior stories/people, but for the most part each story stands on its own.
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Brandi
As my kids got older, they wanted new, bigger beds, so I advertised on Craigslist to get rid of their current twin beds. Cheap, because I just wanted to get rid of them.
Within hours I received several messages asking about the beds. One in particular caught my eye, claiming to be a young single mom without much money, and could I lower the price and could I bring the beds to her.
We exchanged email addresses and phone numbers so that we could communicate privately. She gave me directions to her house, which turned out to be a small apartment complex behind a hospital where she worked in a nearby town.
Brandi met me on the street when I pulled up. A short, full bodied (i.e. chubby) Latino, maybe 25 years old (I was 46 at this time). Very, very pretty with gorgeous big brown eyes. She also had really big tits and an ass to hold them up.
She helped me move the bed pieces into her apartment, and I put them back together for her over the next few hours. Not initially what I had in mind, but it felt good to do a good thing.
When the job was done, she asked if she could send me a check later, since she had no cash until pay day the following week, and her baby daddies were behind with child support. I told her to not even worry about it, I was young and stretched thin once, and someone once did me a big favor, so no charge for the beds, just pay it forward someday with a kindness to someone else.
She gave me a big, genuine hug, and got a bit teary eyed, saying she could never thank me enough. I drove away feeling pretty good about myself.
A few days later Brandi texted me, sending pictures of her kids sleeping in their new beds and thrilled to have them. One of the pictures had Brandi partially in the pic, a selfie that she took over her shoulder of her kids sleeping and she was in the pic. I could see a good bit of cleavage.
It was evening and I had had a few drinks, so I got a bit bold, and texted her back, "Glad they are enjoying. Now I'm wondering what YOU look like in YOUR bed."
No reply for about thirty minutes, and I feared I had over stepped. Then a ping, and a shot of Brandi in her bed wearing a very low-cut pajama top, her big tits threatening to spill out.
I texted, "Oh my, you are sexy!!"
She responded, "thanx, I thought you were so handsome, I was practically swooning the other day."
"Show me more," I said, and a minute later her full tits were on display, along with a message, "Show me yours, please."
Now, I had dabbled a bit in dick pix with some of the aforementioned women in this series, but usually only after we had started a relationship. I had no intent of getting into a relationship with Brandi, so I was reluctant to send a pic to someone who I didn't know and I would never even see again. But the booze and the excitement got the better of me, and I thought, well it's just my dick, not my face, so whatever.
I sent her a pick of my cock lying over on my leg, about half hard.
Her response was an eye-popping emoji, tongue emoji and an eggplant emoji.
Then she said "Holy Moly! Make it harder."
I sent another pick, about 75% hard. And she responded "Yummmmmmm! Harder."
I sent her the full monty, my cock standing up full with a drop of precum, and a side shot with my balls hanging down as well, and asked, "Where do you want it?"
She replied, "My goodness, I want that big, hard cock in my mouth and pounding my wet pussy."
"Is your pussy wet right now?'
"yessssssss."
"Show me."
For the next thirty minutes we exchanged dirty pictures, videos and texts, with her showing me her fingering herself to an orgasm, and culminating with a final video of me laying on my bed squirting cum onto my stomach. Her final text was a cat emoji licking at a bowl of milk, with a "Good night."
I figured that was the end of it, and forgot all about Brandi.
But two weeks or so later she asked if I could come down and help with one of the beds, one of the brackets had come loose, maybe we didn't tighten it properly.
I arrived with some tools and she showed me in. It was a bit awkward, since our last interaction involved us getting each other off through text messaging, and I had now seen her tits and her pussy, and she has basically watched me jerk a load onto my stomach. She may have thought then that she'd never see me again, so there wasn't any risk, yet here I was now, looking at her in a whole different light.