u/Beginning-Leg-8577

First time trying anal

When my husband and I were younger and dating, we had decided to wait before having sex. Well, I had decided to wait because I was raised in a conservative family and I was trying to hold on to the values I was raised with. That didn't mean that we didn't do anything else - it didn't take a long time to move from kissing and making out, to him touching my boobs and eventually slipping his hand into my panties the first time. Soon he had introduced me to oral sex as well, and for a while that was the best for me since it gave us a way to make each other orgasm and feel good but still hold back from sex.

I still remember, but we were in my room with my bedroom door closed. It didn't have a lock, but he had sneaked into my room and my mom was busy in the kitchen so we knew we had some time to ourselves. We were so horny that day that I had pulled down his pants to his ankles and had been kneeling to give him a blowjob. After a while of sucking his hard cock, I couldn't take it anymore and needed to be touched myself and I told him to lie back on the bed. I took off my pants too, nude from the waist down, and climbed onto him. As I settled onto his thighs, and leaned over to kiss him deeply, he reached down and touched my pussy and I moaned into his mouth. He told me he had never felt me that wet before, and I knew why. I had been wanting to try something new, and I pulled up so that his dick was flat against his stomach and my dripping wet pussy was on top of it. I had read about dry humping, but wanted to take it to the next level - wet humping lol.

As soon as he felt my wet pussy on his dick, his eyes grew wide and I started sliding up and down on it. I couldn't help but close my eyes and feel his hard cock sliding between my pussy lips and bumping against my clit. I couldn't take it anymore, and I just had to have him there - but to avoid sex, I decided to try anal.

I stood up in a squatting position, and rubbed more of my pussy juices on his cock, before pointing its head at my asshole. I tried to sit down on it slowly and kept pushing it but it was too painful. All this time, he was just laying there shocked at what I was doing but at one point his hips moved up right when I pushed and his head popped into my ass. My eyes grew wide and I bit my lip because it was too painful and I quickly stood up to take it out. He asked me if I was ok, and I told him that I can't do it because of how painful it was and he understood ❤️

After that I got back on him and we decided to wet hump until I came on him.

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u/Beginning-Leg-8577 — 8 days ago