Suzanne Portnoy

If you’ve been following the past few posts, you’ll know that one of my readers, Chris, has a thing for older women. While lots of young guys fantasise about bagging a MILF, it appears that Chris has been lucky enough to find one recently who seems to desire him as much as he desires her. Here he writes about their first time together. Enjoy!

After the lunch I was still wet but other matters prevented me from dealing with my dilemma. When I got home the first thing I did was open up a bottle of wine and lock myself in my room where I retired to the bed and my imagination. A half hour passed before I came. Nobody was home, but I’m sure the neighbors heard me. I’d been saving that orgasm for at least two days.

A glass of wine and a half hour later I got a text: “Plans canceled. Jacuzzi is ready and I could use a massage. We only have a little while.”

I called her and she gave me directions and I met her at her apartment 20 minutes later. I could see the outline of her swimsuit through her thigh length jean skirt as we walked downstairs to the jacuzzi. Her skin was pale but smooth, like mine.

I don’t know if she was coy or what but I had to make the moves. In the jacuzzi she sat across from me and we talked for a short while before I finally moved across the water and sat beside her. We touched each other then, softly on the thighs and I slowly moved my hands up to her neck. She sighed and I started the massage. Midway through I shifted my body and placed her between my legs to help me maneuver. She sidled backward and pressed her ass against my stiffening cock. I knew she could feel it.

“I think we should go upstairs,” she said. I stood and now with my wet suit clinging to my body, I could no longer hide myself. I don’t know what she saw, but I turned around to hide it. I wasn’t ready yet.

We sat on the couch upstairs and drank a couple of beers over what seemed like an hour, talking about philosophy and relationships and sex and religion and a million things I find fascinating. It was when she started talking about loving when men take control and treat her like a woman that I made my move.

When I finished my second beer I brought my hand up and grazed my fingers over her neck. She bent her neck down and sighed softly and I knew I could keep going. I leaned in and pressed my lips against her skin and she moaned. I put my hands on her and she welcomed them.

We didn’t kiss long. She brought my hands to her breasts and I squeezed them as I kissed her neck and chest. I didn’t stop. I moved down farther, peeling off her dress as I went, sucking on her tiny pink nipples. I was surprised to see that she hadn’t put any panties on when she slipped into the dress she had on.

I think she was even more surprised to see me press my face into her pussy.

“Your pussy tastes so good,” I told her. And it did. I sucked on her clit and slid one finger inside and another inside her ass and I pressed. She moaned and twenty minutes passed I think before her body began to shake and she cried out.

“Give me your cock,” she said.

I stood up and in one movement she threw off my towel and brought my big cock into her mouth.

It felt so good in her mouth. Again, there is something incredibly attractive about an older woman. It drives me crazy. That feeling was reinforced as she blew me.

At last I couldn’t stand it anymore. “I need to fuck you,” I said. I thought she might be disgusted to hear something so blunt, even after doing what we just did, but she wasn’t. She climbed on top of me and gripped my cock in her hand and slid it inside her wet pussy. Oh my goodness….

It was madness. Slow and easy at first until she couldn’t take anymore and started bouncing rigorously on me. In any other circumstance I would have lost it, but I didn’t cum. I bent her over and took her from behind.

We fucked like that, for god knows how long. By the end sweat was dripping from both our bodies and we could barely move. But I hadn’t cum. I couldn’t cum.

Privately, I cursed the alcohol that had numbed me. I fucked her harder but nothing.

“Come on,” she said. And she climbed off me, threw off the condom and took me into her mouth. That got me close. I stroked my cock as she sucked on my balls and teased my ass with her fingers. Finally I came, and I cried out. A passing stranger might have thought someone was being tortured.

We sat there with a blank expression on our faces for at least ten minutes before we washed up and talked for awhile longer. Then she said she had more work to do but would love for another night like this sometime in the future. I departed and there was no awkwardness, just bliss and exhaustion, every boy’s wet dream.