Dating Single Moms: My Unexpected Encounter with a Young Baby Mama in the Neighborhood

I hadn’t been with a thick girl with nice legs and a great body for a minute, and this particular girl had the perfect body for that. I was walking around my neighborhood when I saw her walking with two kids, greeting people as she passed. I liked her legs and the dress she wore—it showed off her upper thigh—so I said hello and we talked a bit. I asked if she was a mother, and she told me one of the kids belonged to her. I took her contact. She turned out to be a 19-year-old baby mama, and when I undressed her a couple of days later, her body was perfect,a nice flat tummy.

We chatted later that day and planned to meet at 8 pm, but she flaked, saying she was held up. I don’t like meeting girls that late anyway. That was Friday, so I left it at that. On Sunday, after a failed date with another girl from my hood, I hit her up around 3 pm, and she said we could meet later at 9 pm. I agreed. At 9, we chatted, and she told me she was still cooking. I said no worries, she could hit me up when she was done eating and we’d meet. She lived about 8 minutes walking distance from my place, just across the road.

She messaged me around 10 pm that she was done eating. I told her to meet me at a spot in the hood where I’d pick her up. I left the house in a jacket to go get her. It had been cold and rainy lately, so that Sunday night was pretty chilly. I got to the spot, but she wasn’t there. I tried calling; she didn’t pick up. Then she called saying she was at the spot. After looking carefully, I spotted her. She was wearing a tiny dress that barely covered her. Turns out she was wearing no panties. Man, she came for business.

I hugged her and pulled her close, then we drove back to my place. The road was pretty messed up. When we got there, there was zero resistance. I groped her and kissed her neck. I lifted her and put her on the bed, kissed her inner thighs and spent a few minutes pleasuring her. I took my time with her, making sure she enjoyed herself. She told me to wear a condom, so I respected that and kept things safe. I continued to pleasure her, and she came.

After a while, we relaxed and chatted. She told me she was 19, turning 20 soon. Just as we finished, her boyfriend called, and she told him she was on her way. Since she lives with her sister and didn’t want to risk running into her guy, I decided to drive her to the train station.

I drove her there and walked her to her train. As we walked, men were catcalling her because of how sexy she looked. It was late, cold, and she was wearing a very short dress—definitely turning heads. She told me men are very provocative around here.

After seeing her safely onto the train, I headed home.

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Enter a new girl.

That was Sunday. On Monday, I had another pull with a 20-year-old I met in my hood. She was studying caregiving because she wants to relocate to the U.S. where her mum and siblings live. We talked back and forth on WhatsApp and planned to meet on Friday, but she said she’d travel to the village and asked to reschedule to Monday. That’s a good sign, better when a girl asks to reschedule than just flakes. She seemed invested, and I thought an easy lay was ahead.

The problem: I’d been with someone Sunday evening, so by Monday I wasn’t really motivated. We met just outside my house at 2 pm. She wore jeans and a sweater—not sexy, but she was compliant, didn’t resist touch. We got inside, I started touching her. She resisted a bit sometimes, but nothing major. She let me fondle her breasts, lick and bite her nipples, finger-boob-fuck her, but no blowjob or undressing. So we talked; I thought she needed a connection.

She asked me, “Who does your laundry?” I said I do. I told her she could do it next time she came around, and she offered. I sensed boyfriend profiling, not a good sign. Another girl asked me the same question 6 years ago when I was escalating, and we never smashed. She also asked about my work and if I had clients lately. Not a good angle. She later told me I’m a good guy—definitely not approval from a girl I’m trying to smash.

I went back to touching her, kissing her neck and earlobes. Eventually, I fingered her; I think she came or at least got close. But she didn’t want penetrative sex after that. That’s a mistake, but I wasn’t that into her vibe or body. The girl from Sunday had a better body, definitely. This girl was tamer but had nice tits and a younger look.

I saw her off; she was going to the bank to check a wrong transaction she’d made. I texted her later that day, and she replied. I asked about her schedule a day later but got no response. Anyway, the game continues. Quite an eventful weekend.