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December 22, 2025

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December 22, 2025

76 Views

Sugar mommy finally let me stay the night

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Context:

I was in my early 20s, in a situationship with a late 20s, mother of 2. I met her though hinge, she was going through a divorce and was basically looking for young guys to have fun with.

She was stunning, model like face and an incredible body, considering she had 2 pregnancies.

We went on one date, followed by her drunk calling me for a booty call. After that I would regularly visit her, at least twice a week. Whilst the kids were at the dad.

She was quite well off. Lived in a big house and she would often take me out for dinner after we had done our business. However she never let me sleep over.

Story:

I come visit her as usual. Instead of going straight to the bedroom. She suggested we get food first. She took me to a nice Japanese restaurant, paid and then on the way back, we drove past a Christmas market. We decided to check it out. Walking around the market holding hands, it felt like we were actually in a relationship.

We ended not getting back till late. I was worried, because usually the kids come back around this time. I wasn’t too bothered about not getting laid, because I actually really enjoyed the evening out. As I was looking to make an exit. She told me, dad has taken the kids for weekend so I can stay the night if I wanted to…

Sex:

Even though it was late. We were both in the mood. We made out and touch eachother all over. Then we took turn going down on eachother. I then put on a condom. She likes it really rough (apparently because her husband was overweight so wasn’t that athletic in the bedroom).

She had a ceiling mirror and loved watching me fold her in different ways, whilst going balls deep inside her. Because there was no time limit. We ended up having sex till 3am. She came countless times and we went though several blown condoms. We showered and went to bed soundly.

Morning Sex:

We woke up around midday. We cuddled for half an hour. Kinda just fooling around and talking about what to do with the rest of the day. I was talking about going to Starbucks for coffee and pastries, for a very late breakfast. She liked the idea, but also hinted that she wanted to work up an appetite first.

We starting kiss and grinding. I then remembered about last night. Mentioned the broken condoms and that we should pick up some plan B just in case. She surprised me and told me not to worry. She had her tube tied after her second kid, because she couldn’t trust her husband to wear a condoms.

She complained about him and said she didn’t wanna get pregnant by him the second time, but because he never wore condoms, she eventually got pregnant again.

I cheekily asked if I needed to wear a condom then. She said it was up to me. She just assumed I liked wearing condoms, because I put one on, the first night without her asking.

Without having to reach for the condom. It was so much more seamless. I got on top and we’re kissing in missionary, my cock already rubbing against her pussy. I precum alot and she was very wet, so with just a little grinding, my cock easily slipped inside her.

She let out a little moan. She felt so slick and warm without the condom. I thrusted very slowly as we passionately made out. It felt so good, like we were having sex for the first time again. After a few minutes, I was already really close. The new sensation of her raw pussy, just overwhelmed me.

I asked if it was okay for me to cum inside her. Reasoning that there was no risk of her getting pregnant. She laughed and said I was so cute for asking, but she didn’t mind where I came, so long as it’s not in her eyes or hair.

I grabbed her ass hard with both hands, driving my hip into her groin. Pushing as deep inside her as I can, before unloading in her. I didn’t pullout for a long time. I laid on top of her and she massaged my back, whispering how much of a good boy I am.

It felt so normal and routine. Like this was how we will always gonna have sex from now on. We clean up and shower.

She drove us to Starbucks and got us breakfast. When we got back, we had sex again. Didn’t even bring up the condoms this time or any of the times after that.

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