Summer Playdates with a single mom

I'd seen Bianca at school drop-off and pick-up for years, and we always exchanged easy small talk. She was probably ten years older than me (at 35, I'm a young single dad) and never someone I'd thought of as my type. Her manicure was always perfect, her lashes unmistakably fake, and her lips unnaturally plump (but not veering into duck lip territory).

Even though she was older than me, and not the sort of woman who I usually found myself interested in, I always found her attractive. It’s funny how the busy-mom-rushing-through-the-morning look actually showed off how attractive she was better than the lips or lashes. She was often braless, and in oversized tees and yoga pants. She clearly took care of herself: a shapely ass, soft curves, and the unmistakable signs of having carried three kids - a little belly, breasts that swayed and hung in a way that drove me wild. She was, undeniably, a MILF.

A few weeks before school let out, I saw Bianca confront two girls from our kids' class.

"I know how you've been treating Zoe," she said, calm but firm. "It's not okay to talk behind people’s backs and leave them out."

She was in full Italian Mama Bear mode.

After the bell rang and the kids went inside, I stopped to check on her.

"I'm sorry Zoe's dealing with that," I said. "Second grade feels way too young for mean-girl behavior."

"I know," she sighed. "This year's already been hard with her dad and me splitting up, and now the bullying on top of that."

"Honestly! That’s just not fair. Let me know if I can help. Maybe Owen and Zoe could have some playdates over the summer—they seem to get along."

Her expression softened. "I'd really like that. It's going to be a long summer."

As we said goodbye, one thought lingered: she was divorced.

I'd suspected things weren't great with her husband—I rarely saw him, and Bianca was always on her own at school events. But hearing her say it changed something.

That Friday evening we ran into each other at the neighborhood grocery store.

"Owen with his mom tonight?" she asked.

"Yeah. Your crew?"

"The older two are at a movie, and Zoe's at a friend's. I've got to pick everyone up in a couple of hours."

We kept crossing paths through the aisles until we ended up beside each other at the self checkouts, talking easily about the kids, summer plans, and how she was adjusting to life after the divorce. We walked to the parking lot together and stood chatting for another few minutes.

“Shit, I’m keeping you, you’ve got such a short window of time before you have to get Zoe. I know how valuable moments to yourself are.”

“Oh no, it’s ok. It’s an awkward amount of time. Plus it’s just nice to chat to another parent who gets it. What have you got on for your solo evening?”

I had planned to head to the park and have a little solo picnic and read my book, but I was enjoying our conversation, so I made my move.

“I was going to just hang out and read in the park, you’d be more than welcome to join me if you’d like. I’ve got beers and snacks.”

“Well I don’t have a book on the go at the moment, but a beer in the park sounds pretty amazing right now.”

We headed to the park and sat on a blanket, continuing our conversation. Somehow we got on to the topic of dating as single parents. Bianca had dipped her toes in a bit, but her schedule with the kids was so demanding that there wasn’t much space for it.

“Honestly, I thought that once the divorce went through I’d be getting laid a whole lot more,” she said. She had shared that even before the separation and divorce sex had been infrequent.

Throughout our conversation she had shifted closer to me, and we had each shared some glancing touches on the arms and shoulders.

“It would just be nice to have someone else making me cum for a change,” she laughed.

I put my hand on her thigh, testing the waters and heard Bianca inhale, and then exhale slowly. The park was not busy, and we were sitting on a hill backed by trees far enough away from the walking path. Bianca took my hand holding it to her stomach.

“I could do that for you.”

She took my hand and guided it lower, resting it on her pussy over her athletic pants. I worked my fingers slowly against her center, applying firm pressure, moving in slow circles. I could feel her wetness soaking through. Aware it was getting late, and we were in a public park, I picked up the pace, feeling the pearl of her swollen clit through the layers of fabric and grinding my fingers back and forth over it quickly. Bianca bit her bottom lip to stop any sound escaping her mouth, her face flushed.

Within moments, I felt Bianca’s body tense and release shuddering. She lay back on the blanket, breathing deeply, then looked at the time.

“Shit, I need to pick up Zoe, like 5 minutes ago! Fuck.”

I assured her that it would be fine, and encouraged her to leave - I was more than happy to pack up and let her go.

“Thanks!” she said, giving me a quick peck on the lips - which was unexpected, even though I’d just made her cum. “I owe you one.”

“What do you mean by that?” I teased.

Bianca blushed. “Well… maybe this could be the start of a beneficial friendship this summer? We were already planning some play dates for the kids. Maybe you and I could have some of our own?” she offered tentatively.

“That sounds like a great plan,” I said.