For my birthday this year, I told my gf there were a few things I wanted to do to her.
I wanted to tittyfuck her, which nobody had ever done with her before, and I after I wanted to finish on her face and in her mouth and have her swallow it. I had cum in her mouth just one other time before, and immediately she spit it back on my chest. Among other things I also wanted anal, which we’ve done plenty of times before, but this is about the tits and mouth part. Yes, I know, this is all a bit vanilla, but my gf is less adventurous than me and also assertive.
My dick is fairly small but her 34Es are plenty large enough and I’d done a brief dry run before so I knew it would work. (I’ve also tittyfucked girls with larger tits before)
So she tentatively agreed but pushed back a bit at me cumming in her mouth because she finds it kinda gross. Finally she said she would do her best to try it.
After fingering her a bit, I climbed on top of her missionary and slipped my penis inside her vagina, working her wet little pussy for 30 seconds or so to get her more into the mood. Then I pulled out and brought my cock up to her breasts.
We started out slow and gentle, just brushing her tits with my penis. I pulled her tits around and felt her hard little brown nipples lightly brushing either side of my shaft. Now I lowered myself down and got fully between those luscious breasts, gripping them both tightly with my hands. I stopped, got lubed up, and started working them for real. I’m definitely a boob guy though I love both her tits and her hot ass. I could feel her nipples hard enough to push back on my palms as I gripped them together and started working them faster.
I was getting close but the angle was a little awkward. (She was lying on the bed still as I straddled her breasts) She looked back amused at my face. I yelled out, “Squeeze them together for me!” and she complied, while I put my hands up to the bedboard and leaned against it, working her tits faster. Finally I was there. I pulled my cock out from between her hits and leaned forward over her face, pointing the head downwards.
Suddenly, as the first bits of precum dribbled out, out of self protection, she instinctively grabbed the head of my penis and covered it with the palm of her hand. Now I started cumming hard, and unexpectedly, my cum still shot between her fingers and into her mouth and eye. She shut her eyes and started laughing, repeatedly spitting my semen out.
Just before grabbing some bedside tissues to clean herself off, she laid there covered in semen, lube and sweat. “Sorry, I just couldn’t do it. But wow, you were really into that. You finished pretty fast.”
“Yup, I told you,” I said, as she cleaned up.
Source: reddit.com/r/gonewildstories/comments/128xrpt/for_my_38m_birthday_her_42f_first_tittyfuck_mf