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When I was in college I dated this girl who was really into sex. She would do anything, anywhere, anytime. She would suck my dick while driving, ride me while driving, have sex in the park, her parents house, grandma's house, in her aunt's pool, or even at a restaurant. This woman didn't care where we were, if she was in the mood, we had sex. So anyway, one night we were at her parents house having sex in her room. Her parents were gone and we were getting pretty kinky. We had lots of lubrication and we were pretty well slicked up from head to toe. We were in the missionary position and she was rubbing my ass, my dick was buried deep inside her when all of a sudden she slips her finger inside my ass. It was like no other feeling ever and I immediately orgasmed harder than ever before. We ended up experimenting further and found that I like one finger, only one. I don't like two or more, just one, well lubricated finger that has to be inserted while I'm deep inside her pussy. This makes me cum harder than ever.
So to all the guys out there, if you have never had your girlfriend or wife slip her finger in your ass while fucking her, you should really try it. It's fucking amazing.
I agree. I was dating this older divorced woman in her 50's who lived alone. On our first date she was rubbing the outline of my cock about halfway through dinner in the restaurant. I knew she hadn't had any cock in a while but I was trying to be polite and not screw anything up. I asked her if she wanted to go for a walk down by the water after dinner. She whispered "What I want is to go back to your place and suck your cock". We left the restaurant and while I was driving back to my house, she leaned over and started to unbutton my pants. I pulled them down all the way so she could lick my balls too. I was enjoying her licking my head and cocksucking skills when all of a sudden she shoves a finger in my ass. It felt so good and I told her that I didn't want to cum yet. I asked her if she does this with all her dates. She laughed!
We get back to my house and I let her suck my cock and lick my balls before fucking her on the living room floor. She said that I could fuck her, but she wanted to taste my cum in her mouth. When I was about to cum, I pulled out and shoved it in her mouth releasing a nice load for her. She took it all and said she loves nice loads!