Before the days of swiping right and texting, we had instant messenger. That’s where the fun began between she and I.
“You’re growing on me,” she once told me. I reminisce to the memory of those words.
She was 43. Double my age. I loved her slightly aged skin and the hint of salt and pepper in her hair.
She was such a beautiful lady.
Divorced with two older kids who were my age, it was a bit awkward when we first talked online. Though we came to enjoy each other’s conversations on the phone and web. I enjoyed the phone masturbation sessions as well. Her kids were out of state for college and work, so it was only her at home.
“Don’t worry, I won’t jump your bones as soon as you walk in,” she said.
As I drove to her place. I tried to keep my mind occupied so I didn’t come all over myself. By the time I arrived, my nerves calmed down a little bit, as I distracted myself. But now that she was in front of me, it was back at full standing. I was finally at her place. A nice two-bedroom apartment. Not far at all from my college dorm. City conveniences with a country charm.
I knocked quietly. She answered the door in what looked to be a nightie, with a robe over it.
“Hey,” I said.
“Hey, sweetie. I’m glad you made it.”
I stepped in and removed my shoes.
“Now that you’re here, I can slip this off.”
She removed her robe, leaving the sheer nightie showing. It highlighted her large breasts and thick, protruding nipples.
One glimpse, and I was hard again. Pre-cum seeped from the tip of my cock,
She turned on the radio. “I feel the earth move” by Carole King played. I enjoyed older music. My peers didn’t seem to know what good music was.
“I’m all yours,” she said.
“Okay.” I grinned.
She grabbed my hand and pulled me to the bedroom. Her entire room was a mixture of pink and red. From the walls to the décor. Feminine, yet classy. A big red blanket covered the bed. Looked like silk or some other kind of shiny material, I didn’t recognize. The same style of bed that I’d before imagine her in in my fantasies. What her bedroom or bed may have looked like. What she looked like in the nude. I could finally see them both, here and now. I was excited beyond belief, but also scared. I’d make it through though. I was ready. She made me feel good with our prior conversations. Comfortable. Maybe even like a motherly or aunt figure. Maybe that made me a weirdo, but I didn’t care. I was just ready to enjoy some time with her.
“So this is where you sleep naked.” I said.
“It is. Did you picture it this way?”
The lights were off, but the shades were open, letting light in. I wondered if she ever showed off for the neighbors. Though they were far enough from the window that she wouldn’t be easily seen. Maybe that was just a voyeuristic fantasy of mine. That and maybe to be a fly on that wall, when she’s here alone.
“So, you’ve been tested, right?”
“Yeah. The most awkward doctors visit ever is all set.” I said, with a grin.
I pulled out the paper out of my back pocket and handed it to her.
“Great.” She walked over to her nightstand and grabbed her results.
“Here’s mine. I wanted to clear the air. My husband and I were each other’s firsts, but I thought I’d double check. I don’t want anything, and I’m sure you don’t either.”
“Right.” I replied. “Though again, I’ve never been with anyone before. I’ve only kissed a girl. That’s as far as I’ve been.”
“I know. That’s about to change, sweets. Do you want to lay down?”
“It’s okay. Relax. There’s lemon water here if you’d like any.”
“Oh, thank you.” I said, taking off my shirt and sitting upright on the bed.
She rubbed my shoulders.
“Lay back,” she whispered in my ear.
Goosebumps came over me.
She reached over and unzipped my pants. Her hand lightly touched my leg as she reached for my button. “Lift yourself up. Let’s get these off you,” she said. I raised my body and she slid them off and covered up my legs with the big red blanket.
She saw the pre-cum droplets on my underwear, eyeing the gleam of fluid from the tip of my penis.
“Someone was a little excited,” she mentioned, as she slid my foreskin down and back up. Milky fluid flowed over my cock.
“You have no idea.”
We both laughed.
I pulled out a condom and tried to open it, while she pulled down my blue underwear and pulled out my cock.
I fumbled with it, feeling the rush of an orgasm coming on. I threw down the rubber and raced to grab the tip of my uncircumcised member. I pinched and held the tip as I came.
“I’m sorry,” I said. Embarrassment wash over me.
“You’re fine. Stay there.” She sat up from the bed, took off her glasses and set them on the table.
She slipped off her nightie and showing off her gorgeous body. She grabbed her breasts and squeezed them together. They were a bit veiny and uneven, but completely natural and I loved every inch of them.
“Put it on these,” she said.
I obeyed, leaning toward her. My hot semen fell on her skin. I rolled my foreskin back and forth, letting it ooze out onto her breasts.
It was so fucking hot. All this time later, I can still see her breasts covered in my spunk.
She ran her finger through the mess on her breasts and tasted my come. We grinned at each other, sharing the sexy moment. She winked at me.
“We’ll try it again in a little bit. Give me your shirt.” She wiped my juices off her breasts.
We’d fulfilled one of the many fantasies that I told her about. Come on her breasts. Check.
We spent a half hour in bed cuddling, giving me time to recuperate. It was time to give it another try. She grabbed another condom from the headboard shelf and opened it up. As much as I had practiced putting those on before, I was still embarrassed.
“Can you get hard for me?” She gently rubbed my member.
“Sure.” I said. “Yeah.” We both laughed.
She slid the condom over my shaft.
“I’ll ride you first.”
I smiled as she climbed on top of me and situated herself. She placed one arm on the left of me onto the bed to hold herself up and guided my shaft with her other hand. She lead me into her wet mound, as our bodies joined together once and for all. I closed my eyes, overwhelmed with pleasure. I let out a very audible moan.
She laughed and said, “Ooh, you like that do you?”
“Oh God, yes I do.”
She continued to slowly ride me. I looked at her belly and then down toward her mound. Eyeing her dark pubes, with a hint of grey. She bore scars and stretch marks on her belly. I was in awe. Older women seemed to be my thing. This was absolutely nothing like the porn I watched from time to time. It was then that I realized, that shit just could not compare. Neither could stroking it on my own. As much as I loved to touch myself, I loved my experience with her more.
“Pinch my nipples.”
I reached up to her tanned breasts and pinched her long nipples. Rolling them between my fingers and rubbing. She bit her lip and continued to ride me. She was soaking wet as she bounced up and down on me.
In and out. Up and down. Breasts bouncing. Her tan lines so sexy and unique. Her wet pussy meeting my hard cock. Sweat dripping off both our bodies. The way her nipples felt. The detail in her engorged areolas. The veins in her large, wonderful breasts. Her aged, beautiful skin. Freckles, moles, her hair. All of it. Pure fucking bliss.
She began to convulse and all of a sudden, it felt like she was pissing on me. She had one arm on the back wall and one hand touching her clit. Riding me at the same time. Moans erupted from her as she came.
“Oh, fuck.” She said. “Oh, fuck. Yes. Fuck. Fuck.”
I was so turned on that I came, grabbing her legs hard as I did.
If she had any window open, the neighbors would have surely heard us. The come exploded out of my penis. This was nothing like doing it myself.
“Holy hot stuff,” she panted. She rolled off as I pitched the condom. We both dripped with sweat, as we collapsed beneath the blankets.
“You should play with my pussy. I love it and I want you to get to know it.”
“Sure.” I said.
She pulled out what looked to be something from Star Trek, out of her beside nightstand. Some sort of purple prodder, wrapped up in a clean washcloth.
“Use my rabbit. I can go again. I need more. You don’t realize how long it’s been for me, love.”
“Love?” I thought to myself. Maybe this was love between us? I was overthinking it again.
I eyed it and wanted to laugh. I knew what a normal dildo looked like, but this one was sort of funny. Whatever worked though. I wanted to please her.
“I’ll hold open my lips and you gently rub it on my clit, in a light circle motion.”
“Okay.” I said. It seemed easy enough. I remember a video I had watched, with a woman who pleasured herself under a oak tree outdoors. Funny the things you remember.
Not long after we began the clit play, she began to convulse with pleasure again and squirted on the bed, soaking the sheet. It was hot. I never realized women could do that.
“Damn.” I said.
“You like that?” She asked, while panting.
“Fucking hot, babe.”
“I like when you call me babe.”
“Me too,” I said, again, grinning like a giddy school boy.
She moved her hand down toward my penis and began to play with it.
“I’m not sure that I can go again.” I was sore and sleepy, I knew that much.
“You can. Don’t worry.”
She brought her head down near my cock and pulled it in her mouth, sucking on it like a lollipop. The feeling got me hard again. I went from sore to feelings of pleasure. My first blow job.
“Oh, God.” She was definitely hitting the right nerves for me.
Up and down on the shaft. In and out of her mouth. She put it all the way to the back of her throat. I was shocked.
The tip of my penis was soaking wet with cum and slobber. Whatever spot she found, made me squirt a little as well. A few minutes of her practicing this wonderful form of art, and I came in her mouth. She swallowed every drop of my cum like it was going out of style. She licked the tip around and around, like an ice cream cone. I was mesmerized beyond belief. I wanted to cry.
We went two more times and our relationship lasted for two years after that first night together. A lot of phone sex, a lot of in person sex, mutual masturbation and more. I learned about many fetishes with her and about my own sexuality. She showed me everything I know about pleasing a woman.
Unfortunately for me, she received a fantastic job opportunity out east. So we ended up parting ways. But you can bet that I think about her all of the time.
The one and only “Holy Hot Stuff.”