I've been having more and more extreme sex that you'd only see in porn. Two weeks ago, when having sex with my bartender girl, I gave her a
creampie in her pussy. It started with me putting on a condom and just popping it in her ass. She laying on her stomach and I was giving her anal, talking dirty, calling her names. I asked, "do you like that I went straight to your ass?" She answered: "no". "Does it hurt?" "Yes". "Do you want me to stop?" She's gasping and whimpering and says: "do whatever you want."
I fuck her ass in different positions (doggy, missionary, her kneeling and holding the headboard). Eventually, she asks me to finish up because it hurts. I tell her that'll I'll finish off in her pussy. I go to grab a new condom and we have a quick talk about who we're sleeping with and if we're clean. She tells me to just put it in without a condom. Her pussy was so wet, hot and felt like hot silk. We fuck like this longer, she can't wait and wants to cum. She cums and I grab her hips from behind and go medieval with her face down and ass up, I came and flooded her pussy. When I pulled out cum was dripping out of her. In our on and off casual sex over four years, that was the first time we had sex without using a condom. Ever since, we've fucked condom-less.
This week and last night, I fucked her ass without a condom. I was worried about it being too dirty and gross but it turned out alright. I touched my cock and smelled my hand and it wasn't smelly like I thought it'd be. After a little pressuring, "do you want to suck my cock now?" and joking saying, "why don't you try it, how do you know you won't like it if you don't try?". My cock in front of her face, she smelled it first then put it in her mouth. That was so hot, it was the first
ATM I've ever given and ended up giving her ass a creampie. When we talk about sex, she always tells me to not worry about pushing her limits and she wants me to be more extreme. I sometimes stop to see if she's fine with what I'm doing. Now, its routine to slap her ass, choke her, call her slut. We first tried anal in the fall, unsuccessfully the first few times but now I fuck her ass every every time we have sex. I know its not the most comfortable for her but she says she "wants to do it for me". Last night, I was fucking her ass and told her that her pussy was next and she said, "let me clean it off first" and gave me a blow job after I pulled out of her ass. I never imagined that I would be having sex like this, something extreme that mostly only happens in porn.
P.S. We took pics last night with her camera. I'd take a few pics with my cock fucking her pussy and hand her the camera so she can see what it looks like.