This is the fourth story 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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Debbie
While Dawn (previous story) and I had been talking and having drinks over a two-week period, I had also been contacted by someone I knew through a prior job.
Debbie and I knew each other fairly well, although it might be a stretch to say we were "friends." We'd had lunch a few times on a professional level, attended many of the same conferences and seminars, and were involved in some projects together, but we weren't personal friends and were never co-workers. Just professionals whose paths crossed occasionally.
I'll describe Debbie - short, about 5'3", smallish breasts, just and A or small B cup, but her best feature was a big, round ass. She wasn't knock-out pretty, maybe a seven, but prettier than Dawn. I had always been attracted to Debbie, a lot to do with the fact that she's very smart and witty, understands my sense of humor, and I hers, and I LOVED that ass. I had jerked off thinking of that ass several times during the blue ball doldrums of my marriage.
Right about the time I had first been in touch with Dawn, Debbie reached out to me through a social media platform to ask if I wanted to have lunch. As far as I knew, she was married, but it had been about two years since I had last seen her. I assumed this was a professional catch-up meeting and had no other thoughts.
We met for lunch a few days later, and I noticed right away that Debbie no longer wore a wedding ring. I avoided this subject, and we talked the usual talk about work and our related professions, what was new in the world of what we did, and all that BS.
Talk soon turned personal; she asked about my kids, and then I fessed up that my wife and I had split up.
She nodded and said, "Yes, I had heard that, I'm so sorry. I went through it about two years ago, and I know how hard it can be."
So, we finished our lunch talking about divorce, kids and the havoc it can wreak on everyone's life, even though at the end of the day, it's better than living in a miserable marriage. Neither of us mentioned that we were dating anyone, in fact the topic did not come up. We vowed to keep in touch and hopefully get together again. We exchanged thank you texts the next day, and talked about possibly getting together the following week.
Of course, I was courting Dawn at the same time, but felt no sense of loyalty to either of them, since nothing had happened with anyone yet, and it's perfectly fine for single men to date more than one woman, at least at the early stages I was at.
A few hours after Dawn made her walk of shame from my house, I received a text from Debbie asking about a drink or dinner.
Debbie and I met up that very night, a couple cocktails and some dinner at a local lakeside bar. It was then I found out that she had had an affair, got caught, but it was fine because she wasn't in love with her husband anyway, and they separated. She was with the affair partner for about a year after, but those things rarely worked out long term, and their relationship petered out soon after the divorce was final. She had dated but had not met anyone that rang her bell much since then, so she focused on her kids and her career for year.
I was a bit more vague about my situation. I certainly couldn't tell her that I had gotten laid just that morning. And I wasn't about to tell her that I had banged two family babysitters over the last five years. So, I told her that since I've only been separated for about two months, obviously I hadn't had much of a chance to date. She told me that word spread fairly quickly about my separation, and she didn't want to wait too long to reach out.
We had a great time, and went back to her house for some more privacy after dinner.
Of course, nature took its course, and before long we were hot and heavy on her couch.
Turns out, Debbie loved to suck cock, and she soon found herself on her knees between my legs. I sat back and watched her undo my belt and pull my pants down.
The bulge in my underwear was prominent, and the head of my cock was peeking out the top.
Debbie noticed, and said "Wow! I figured you'd be big since you're a big guy, but holy shit."
She worked my underwear off and grabbed my dick with both hands, barely wrapping her fingers around it.
"This thing is fucking awesome!" she said as she squeezed it tight, causing a large drop of pre-cum to form at the tip and start to ooze down the front of my shaft and onto her fingers.
She took her time making love to my cock with her mouth. I wanted her to lick my balls, so I grabbed my cock and lifted it up, and she got the hint right away. She bathed my balls in her saliva, and replaced my hand with hers to keep stroking me.
She returned to my shaft, and got down to business. I was getting close to coming, and let her know that in case she had other ideas.
"You're going to make me come," I said, which caused her to increase her actions a bit.
I grabbed onto her head lightly and steadied the pace, finally announcing, "I'm coming," and unleashed a big load into her mouth.
She hung in there, taking all of my cum and swallowing it without a problem. She sat back on her knees, licking her lips as she continued to stroke my dick as it deflated, squeezing more cum out and licking it up with her tongue.
