His Friend’s Sexy Mom Taught Him a Lesson: Older Women Rock!

Cougar is a term I hear a lot these days. Sex with older women has become popular in our culture, but I didn’t just jump on the bandwagon. I have been attracted to older women since long before the word MILF was ever invented.

I owe my fondness for vintage pussy to my friend Adam’s mom. Her name was June, and she was a forty-two-year-old divorced woman with fiery-red hair, sexy brown eyes, huge tits, and a big round ass. She was the epitome of what is now called a cougar, and she short-circuited my interest in young, inexperienced girls forever.

We moved around a lot when I was younger, so I learned to make friends quickly. I was glad I made friends with Adam. Not only was his mom sexy, but she was cool, too. She let us drink beer in her basement when we practiced playing our guitars, and I remember wishing my mom was that cool.

I really didn’t think about her in a sexual way at first. Then one late Friday night, as Adam and I were jamming, June came jiggling down the stairs, carrying an empty laundry basket. “I hope I’m not interrupting you guys,” she said. I just shook my head, and she made eye contact with me as she walked by, smiling at me brightly. Adam was busy tuning up, and my eyes followed his mom as she moved to the washing machine and started to empty it, putting the clothes in the basket.

She was wearing a black silk robe that barely covered her ample ass. After she had collected the wet clothing from the washer, she looked back at me, as though to make sure I was watching. Then she turned and bent down to load the dryer. Her robe rode up over her bottom, and I literally choked when I saw that she had no panties on. Two round, firm, beautiful butt cheeks jutted out at me, with a tuft of red hair just visible between her thighs.

I turned quickly to see if Adam had noticed me looking at his mom’s naked ass, but he was still fussing with his guitar. June closed the dryer door and passed me again on her way to the stairs. Going up the steps, her gorgeous ass wiggled back and forth, and before she moved out of sight, she turned and smiled at me again.

I had an instant erection. My cock actually hurt, as though it were being stretched beyond its limit. Adam asked me something, but I couldn’t focus on what he was talking about. I finally told him I needed to take a piss, and I bolted up the stairs and into the house.

I looked around everywhere for Adam’s mom, hoping to get another flash show, but she was nowhere to be found. Disappointed, I decided to really take a piss before returning to the basement. I found the bathroom and took out my cock, trying to piss through the biggest hard-on I’d ever had in my life. And then suddenly the bathroom door opened and June dashed in, closing and locking the door behind her.

“We don’t have much time,” she said as she pushed me down to my knees. She then put one foot up on the toilet and spread her legs, her red bush and her gaping crotch right in front of my eyes. Her pussy was already soaking wet. She grabbed the back of my head and rubbed her sopping gash up and down on my face, hardly giving me a chance to open my mouth and stick out my tongue. When I was finally able to put my tongue up her twat, she moaned and began oscillating her hips, rubbing her clit in a circular motion on the tip of my tongue. I think maybe she figured I had never eaten a pussy before, so she decided to do all the work. I just had to keep my tongue stiff.

“Are you a little kinky, baby?” she asked, but with my mouth buried in her crotch I couldn’t answer. “Let’s get a little kinky,” she said, and she turned around and stuck her ass right in my face, spreading it open with both hands and showing me her little crinkled anus. She ran her fingertip over it, causing it to gape a little. I didn’t understand what she wanted at first, until she reached back, grabbed my hair, and smashed my face into her ass. I stuck out my tongue as far as I could, rimming her asshole as she humped my face, making little moaning sounds.

“I want you to make my pussy come,” she said then, turning around again. This time as she fucked my tongue, I picked up the rhythm of her gyrations. When she would rotate one way, I would go the opposite way, and I made sure to include her clit in my tongue stroking. This really turned her on; she grabbed the back of my head and began grinding her pussy as hard as she could into my face. Just as I thought I was going to suffocate, her ass began to vibrate and she gasped loudly as she came, gushing even more pussy juice onto my face.

“Oh, that was good, you sexy thing!” she panted, and I remember feeling flattered by her gratitude. “Now it’s your turn to fuck my face,” June said. She laid me down on the bathroom rug, and with a few forceful tugs she removed my pants and underwear. My hard dick was vibrating like a knife thrown into a wooden door. She grabbed a jar of petroleum jelly from a counter, popped off the lid, and scooped some up with her index finger. She had me raise myself up a little, and then with one slow push she sank her finger all the way up my ass.

It felt a little uncomfortable at first, but when she put her mouth over my cock I forgot all about that. Her mouth was just as hot and wet as her pussy. She then gave me a blowjob such as I have seldom experienced before or since. She would swallow my cock with one movement, letting it slide all the way to the back of her throat. Then, at the moment of deepest penetration, she would lick at my balls with her tongue while simultaneously tickling my prostate, before sliding her lips back up, dragging her tongue along the underside of my dick. The feeling was so intense that I could last only a few minutes before I grunted and shot what was probably the biggest load of my life straight into her mouth. She gagged a little at first, but she soon caught up with the flow and swallowed down every last drop.

After sucking my cock dry, June helped me get myself together. She smacked my ass as she pulled up my underwear. “Thank you for playing with me,” she said. “I haven’t had my pussy eaten in the longest time.” Then she said, “Listen, Adam is going to stay with his dad on Friday. Why don’t you come over and spend the night with me?” All I could do was nod my head in a fever of delight.

For the rest of that week I avoided Adam. I couldn’t help wondering if he knew what I had done with his mom, although I didn’t think so. Still, I felt a little awkward about it. But I couldn’t wait to do it again. All I could think about was June’s naked ass winking at me. When I was with other people, I was continually trying to hide my erection, and when I was alone, I must have set a record for jacking off.

June had told me that Adam’s dad would be picking him up around five o’clock, so I figured it would be safe to get there about six. I told my folks that I would be staying over at Adam’s—which wasn’t really a lie—and finally it was time to go.

When I got there I took the steps two at a time and pounded on the front door. It seemed like hours before it opened, but when it did, it was well worth the wait. June was wearing a blue silk robe, which hung open in front, her big freckled tits hanging out for the entire neighborhood to see. She smiled and opened it all the way, giving me a quick flash of her body. She was wearing black thigh-high stockings and a black garter belt that framed her exposed red bush.

As I stared at her she grabbed me by the crotch and pulled me into the house. “I’m so glad you’re here,” she told me. “Adam’s dad came early, and I’ve been trying to amuse myself all this time.” Then she brought her mouth close to my ear. “Do you want to see how I amuse myself?” she whispered.

When I nodded, she seated herself on the couch and spread her legs wide, then slowly began stroking her box, her fingers moving up and down. I could see the moisture on those fingers and in her pussy hair. I thought I was going to come just watching her.

“Come here on my lap,” June said then, patting her thigh. At first I thought she wanted me to sit on her lap, but when I tried, she smacked my ass hard. “No, silly. Like this,” she said, and she pulled me down so that I was lying facedown across her legs, with my ass sticking up in the air. “That’s a great little tight ass,” she said as she pulled down my pants. When it was bare, she spanked me a few times, then rimmed my asshole with the tip of her finger, giggling with delight all the time, like a kid with a new toy.

“So what would you like to do?” she asked me then. I didn’t really know what to say, so I just shrugged my shoulders. “Its okay, baby,” she said, still squeezing my ass. “Adam’s dad and I had a really kinky sex life, so I like just about everything.”

My inexperienced mind was going about a hundred miles an hour, trying to come up with something special. Then something clicked, and I knew what I wanted to do more than anything.

“Can I fuck you up the butt?” I asked timidly.

“Wow! How did you know that was my favorite?” June said with a laugh.

She had me get up and then stood up herself, directing me to lie on the couch on my back. As I did so, she let her robe fall to the floor, then mounted my face, bending down over me in a 69 position. Once again I struggled for air as she rubbed her extremely wet gash all over my face, while gobbling my cock down her throat. The pleasure was so intense I was afraid I would blow my load prematurely. She must have sensed this, because she released my cock and sat upright, spreading her ass with both hands. As before, I stuck my tongue out as far as I could and let her do all the work. She positioned her asshole over the tip of my tongue and sank down on it, taking it deep into her rectum. Then she began riding my face up and down, fucking her asshole with my stiff tongue.

“Are you ready to fuck my ass now?” she moaned finally. All I could do was grunt; God knows I had been ready for some time. “Okay,” she said, getting up. “But first I want to show you my favorite toy.” And taking me by the hand, she led me over to the dry bar at one side of the living room.

The bar was well stocked, and four stools sat in front of it. She pulled out one of the stools and straddled it. “Adam’s dad made this for me,” she said as she reached underneath the seat and pulled out an electrical cord. “Plug me in, baby.”

I was confused at first, but when I plugged the cord into a nearby outlet, the bar stool began to vibrate. June moaned loudly and began humping the stool. She leaned forward and moved back a little, sticking her ass out. Then she grabbed my balls and pulled me to her, aiming my cock toward her asshole.

I spit in my hand and rubbed it on the head of my cock, then slowly inserted myself into her backdoor. Her ass was incredibly tight and even hotter than her pussy. She grunted as I gradually sank in up to my balls. “That’s it, baby. Fuck my ass,” she groaned as I stroked in and out. She began grinding her pussy into the vibrating seat and her ass around my cock.

I was crazy with lust. I grabbed her waist and began fucking her ass as hard as I could, my body slapping against her big, vibrating butt cheeks. When she yelled out that she was going to come, I knew I couldn’t hold back any longer. As she began groaning in orgasm, I let go and fired a huge load up her willing ass. The sensation was beyond belief. My hot come spewed into her, then forced itself back out around my dick, running down her ass.

As I pulled out, the rest of my sperm came leaking out of her. She sat up, letting it puddle onto the stool. Then she rubbed her pussy into it, giving out a little squeal. “Wow, that’s a lot of come,” she panted. “I hope you’re not done. I want to do this all night.”

All that night, and every time we got a chance for the next year, June and I fucked and sucked like crazy. Then my dad got transferred again, and we had to move. I never saw June again, but I never forgot what she taught me: older, more experienced women are the best lovers. I am in my late thirties now and am currently dating a fifty-two-year-old sexpot. Hurray for cougars!

—L.J., Zanesville, Ohio