I had been seeing Sally for a few months, and things were starting to get serious. I still hadn’t given up seeing my casual sex partners because Sally and I hadn’t made anything official yet. However, it was fairly obvious that I probably should have stopped seeing anyone else so by this point. On this particular weekend, Sally was going out of town for a work conference on the east coast, and I’d be alone the whole weekend.
The weekend was quietly going by. On Saturday afternoon, I got a message on yahoo messenger from my friend Christina. It started like many of our conversations.
“Hey Babe.”
Christina told me that she was house-sitting and that she’d like me to come to visit her this evening.
I’d been seeing Christina for about a year at this point. She was fifty-six, I was thirty-five. We had met on adult friend finder. Christina was very forward (which I like) and asked me to show her pics of my cock in our first chat. Things worked out well between us because I love eating pussy. Many of the guys that Christina had seen didn’t do that and that was one of her favorite activities.
My ex-wife had taught me to eat pussy like a pro about fourteen years before I met Christina. I also loved seeing Christina because I didn’t have to use condoms. She had her tubes tied and was past menopause. I could cum deep in her pussy which we both loved. Sometimes I would pull out and shoot my cum all over her tits, her ass, her stomach, or sometimes in her pussy hair, which I loved because it reminded me of late 1970s porn I’d seen when I was younger. We always had hot sex and did some kinky things as well, so it was very tempting anytime she wanted to get together.
I explained to Christina that I was getting pretty serious with someone and probably shouldn’t come over.
Christina said, “Well, we don’t have to do anything, we can just hang out.”
I responded, “How about we give each other massages, that would probably be ok, right?”
To which Christina replied, “Of course, massages are fine and that isn’t cheating.”
So we decided that I’d come over at 9 pm. I remember getting a really good and long shower. I used peppermint Bronner soap which left my skin tingling all over. It was a warm night, so I put on some light shorts and a sweatshirt and started driving the twenty minutes to where Christina was house-sitting.
After arriving, I went to the door and Christina let me right in. After a hug and some small talk, I went straight to the bedroom. I’d had many other massages before, and I always was asked to take all of my clothes off. I paused for a second and wondered if I should leave my boxer briefs on. I then decided that Christina had seen me naked many times before, so I removed them. I lay face-down on the queen size bed and waited for Christina to lock up the pets that she was there to watch.
When Christina came into the room, I had my head down on a pillow. She climbed onto the bed and straddled me around the waist. I didn’t turn around to see what she was wearing. I assumed she was wearing what she answered the door in – shorts and a tank top that showed off her amazing DD breasts.
Christina started by lightly rubbing my shoulders and neck. She had nice long nails and she ran them down my back in a very erotic way. She started rubbing my spine up and down. I was enjoying it, not expecting much else to happen. This went on for a bit, and then she started to work her way down my back. She scooted down past my ass, straddling me around my knees now. Then I remember feeling something warm and wet in the middle of my back. Christina was kissing and licking me there.
She went up towards my shoulders a little and then started moving farther down until she got to my ass. She started licking both of my ass cheeks which felt so good. Even though I knew I shouldn’t be doing this, I did nothing to stop her. Then I felt her tongue going up the crack of my ass very lightly. She worked her way up and down the crack of my ass several times, flicking her tongue up and down while massaging my butt cheeks with her hands. We had rimmed each other before, but this seemed much more intense this time, there was lots of anticipation building up.
Christina then changed position so that she was kneeling between my legs. She gently pushed my legs apart and ran her hands up to both of my ass cheeks. She firmly grabbed both cheeks and pushed them apart. Christina then put her tongue right into my asshole. I was so glad that I took a really good shower.
Christina was going up and down my ass with her tongue, plunging it deep into my asshole while playing with my balls with a free hand. She would deeply tongue my asshole and then flick her tongue above and below it, spending lots of time licking my taint as well. This went on for a while, it was driving me crazy. She was massaging my ass cheeks and keeping them spread wide the whole time. Then I looked back and realized that Christina was only wearing a thong, a white thong that had a wet spot from her wet pussy.
Christina asked me to turn over and, as I did, put my cock deep into her mouth, making me very wet. She was deep-throating me and getting spit all over my cock and balls. I was so wet from her saliva, she was getting me ready so that my cock would slip right into her pussy.
After Christina was satisfied that I was wet enough, she stood up on the bed and bent over so that I could see her ass. Then she seductively pulled down her thong. She then squatted over me and mounted me reverse cowgirl style. She aggressively grabbed my lower legs, and I guided my cock into her pussy as she gently came all the way down on it. Then she began slamming her pussy down onto my cock and back up, riding me very hard. I loved watching my cock go in and out of Christina’s dripping pussy. She was wet all over, her asshole was wet too so I put my thumb on it and rubbed it as she continued to ride my cock. Both of us were breathing heavily and moaning in ecstasy. She started on her feet but eventually rode me on her knees, still very aggressively. It was so hot watching my cock fill her pussy, going in and out.
After a while, I said to her, “Let me fuck you from behind.”
Christina obeyed and bent right over and put her ass up in the air. I entered her from behind and started pumping her. She was so wet, I decided to put my thumb back into her wet asshole. I pushed it in as far as it could go which made her moan like crazy. I kept pounding her pussy from behind with my thumb in her ass.
Christina finally said, “I want you to cum in me tonight, I want it all deep in me.”
I then asked Christina to get into the missionary position. She raised her legs high as I slipped my hard, wet cock back into her pussy. Both her pussy and my cock were soaking wet by this point. Christina had her legs on my shoulders as I fucked her slowly and passionately. I was looking down and watching my cock go in and out of her and also was getting turned on by her trimmed pussy hair. Finally, I couldn’t take it anymore and I pushed my cock deep into Christina and unleashed a massive load of cum, deep in her soaking pussy. I felt like I was climaxing for thirty seconds or more, my cock kept squirting more and more cum into her.
We stayed in that position trembling for a few minutes and I finally pulled my cock out, it was getting soft but it was still super wet. Christina started to stand up and I saw my cum dripping out of her pussy, it was going all over the sheets. Eventually, we said good night and I went home with one of the best sex memories of my life.
Sunday went by fairly uneventfully until Sally came home. She called me up to tell me all about her trip.
Sally asked me, “So what did you do? Were you a good boy, did you behave this weekend?”
To which I replied, “Of course I did.”