A woman half my age. Pt 3 (M/F) (age gap) (oral) (sex) (anal) (18+) (Non-fiction)

I reach into the bedside table and grab the bottle of lube. I tell her to assume the same position as before. She gives me a long passionate kiss, then says “Yes sir” as she rolls back over onto her belly. I again lightly kiss from her the back of her neck all the way to her thighs, she parts her legs and raises her hips even more to give me complete access. She then grabs another pillow under her belly to help support her hips, and in a half whisper says “Please daddy abuse me and use me.” I kiss her left ass cheek softly and then smack it hard enough to make sure she feels the sting. I move to her right ass cheek and do the same. I alternate her ass cheeks turning them as red as her hair. She is louly moaning and says ‘Please daddy use my butt, I want to feel you in my butt please daddy.” Now I have never really been into the whole thing of being called “Daddy” by a grown woman that I was fucking, but this had me going, rock hard and ready to fuck (plus the fact that she was half my age helped a bit.) I briefly stopped so that I could tell her that if she was going to keep up calling me daddy and talking to me the way that she was she needed to come up with a safe word so that I knew she needed me to stop. “Puppies” she said and giggled. I squirt a large amount of lube on my hand and reach between her ass cheeks and start spreading it on her sphincter, she let’s out a yelp as I do this due to the gel being cold. I slowly start to push my middle finger past the opening to her ass. She moans out and says “That’s it daddy please give me more,” to that I respond gruffly “Quiet child I will decide how much you get and when.” At this she gives a giggle and says “Yes daddy. ” I slowly continue to slide my finger into her asshole all the way to the third knuckle, leaving it there for just a few seconds as she rides the waves of another orgasm. I start moving my finger in and out of her fucking her with it, her muscles begin to relax allowing me to pick up my pace of finger fucking. I pull out that finger sqiurt more lube straight onto her asshole and start to use both my index and middle fingers to fuck her asshole as she moans out louder. At that moment she calls out “Puppies.” and I stop right there with my fingers buried all the way into to her ass. She says that this is far as she has ever made it as far as anal went, I asked if she wanted me to stop she told me she wanted me to continue and be more forceful so that she won’t chicken out. She then says “Please daddy I want to feel you fucking me I want you to rape my asshole. Please daddy will you rape my asshole?” At that moment I could no longer resist her, I pulled my 2 fingers out and squirted a generous amount of lube into her lightly gaped asshole. I rub more lube on my ever swelling cock, placing the tip barely inside of her asshole. I press as I feel the head finally push past her sphincter wall I continue to push as I feed her asshole inch after inch as she is moaning loudly. As I get too the last 3 full inches I ram them in as she moans out “I’m comming daddy.” I feel her convulse as she rides another orgasm. “Fuck me daddy, fuck my little asshole, make it yours!” she cries out. I begin thrusting in and out as her ass begins to take my cock with ease. I get my legs underneath me lifting her at the waist onto her feet as I am amazed by her flexibility as she is now bent over fully her hands gripping her ankles. I start pounding her asshole harder and faster than I have ever pounded a woman’s ass before. She screams out “Cum in me daddy, cum inside of your little girls asshole. Fill my asshole up with your seed.” I manage to continue to fuck her ass for maybe another minute and a half as she begins to convulse from a huge orgasm running through her as she is squirting soaking my bed I grunt and announce that I am cumming as I spray my load inside of her asshole.”Thank you daddy, thank you for cumming in my asshole, my asshole will now forever belong to you daddy.” She begins to collapse along with me still inside of her. We fall asleep like that.

A woman half my age. Pt. 2 (M/F) (age gap) (oral) (sex) (18+) (Non-fiction)

After the shower D and I layed there on my bed in a spooning position. I layed their trying to take in the reality of everything that had happened in the hours/years that had lead up to this point. I wondered if she regretted what had happened as she lay there in silence. I worried that I may have been to rough with her and had hurt her unintentionally. All of this soon disappeared from my mind as she rolled over kissing me softly. She looked me in the eyes and asked if I had any regrets. “Of course not as long as you are alright with it.” I said. She kissed me again with more intensity saying “Definitely!”. She said that she had a confession to make, and instantly my mind begins to spin wondering what it may be. She said that when she told me she wasn’t a virgin she only told a half truth, and that there was something that she had saved in hopes that she could give it to me. About this time I’m looking at her like a confused puppy and her next question threw me for a bigger loop. She asked if I had any lube, to which I replied to her that of course I did. She smiled coyly looking into my eyes as she says “Good because you are going to take my anal virginity.” She said one of her ex-bfs had used a finger back there and that she found it exhilarating but that no matter how much he begged for her to let him do more she said no. Now this was not my first time to give a woman anal, but it would be my first time to take a woman’s anal virginity.

A woman half my age. (M/F) (age gap) (oral) (sex) (18+) (Non-fiction)

I had written this on another site so I figured that I might share it here.

This had happened when I was 36 years old.

I had met one of my daughters friends I will call her D during their middle school years. She remained one of her friends all through middle and high school. I watched her blossom from a cute young girl into a beautiful young woman. One day while driving D and my daughter around town I joked with her that she needed to remember me when she was older. This was probably their Junior year of high school.
Fast forward a few years my wife and I had divorced and because of my work situation I didn’t get to see my daughter often. My daughter and D had graduated from high school, and I was going to have a few days off. I called my daughter a few days ahead of time and asked if she would like to come to visit. The day before she was to come over she called and asked if it was cool if she brought a friend with her, I asked which one and she told me who and I agreed (I didn’t like all of her friends.)