Chapter 4: Straight Up
(cheat, cuckolder, MF, Summer of 89)May 15, 2013
June was a good month. I spent time with Janet learning her body and, for that matter, learning mine. We never had a lot of time time together, but we talked some in passing, and spent time drinking lemonade. We took showers together to squeeze out a bit more time. Today I know our lovemaking was unrefined, but we were eager and passionate in each other’s arms. I learned to please her well, and the things she taught me have served me in good stead the rest of my life.
I went by Mrs. King’s the day after I met her, mowed her lawn and weeded her flowerbeds. She paid me well, and offered me lemonade and a light lunch after. A week or so later, I met Cindy, her daughter. Or rather, that’s when I learned her name. She was tall and lanky and awkward in that way that only teenagers are. Her hair was long, brown and flat, and her breasts seemed small in comparison to Janet’s. She was also the girl who worked in the drugstore I bought condoms from.
“I know you,” she said after I took a bite out of her sandwich.
“Oh?” her mother said. “Where did you meet?”
“He came in to the drugstore one day,” she said.
“I was out exploring on my bike,” I said.
“You don’t drive?” Mrs. King said.
“Just a learner’s,” I said. “My birthday’s in August, that’s why I’m so into working, so I can get a car before school starts.”
“That’s ambitious,” she said.
“Well, it’s not going to be a nice car.” She chuckled at that. “But it’ll be mine, you know?”
“I use mom’s car,” Cindy said. “But I have to pay for gas, that’s why I work at the drugstore.”
“I’ll probably have to do something different once school starts,” I said.
“Speaking of money,” Mrs. King said. “I should go get yours.” She got up and walked out of the room and Cindy nudged me in the shin with her foot.
“Mom said you’ve only lived here a few weeks,” I nodded. “You’ve bought condoms in my store twice now.”
“I only bought a three pack the first time,” I said. “I needed more.”
“Who could you have met already?” she asked.
“That’s not your business,” I said.
She crossed her fingers and narrowed her gaze. “No, I guess not. So are you like boyfriend and girlfriend?”
“Uh, no,” I said.
“Then you’d be free for a date on Friday?’
“With who?”
“With me, silly. I’ll pay since I’m the one with the real job and the car.”
“Is this just to find out all my secrets?”
“No, just those that make you need the large pack of condoms.”
“Huh,” I said. “I didn’t think a girl would ever ask me out on a date.” What was it about Ohio women? Were they more forward or something than the women in North Carolina? I thought about it for a minute, and decided I could live with that, if they were.
“How many dates have you been on, really?”
“Not that many,” I admitted.
“You are a mystery, condom-boy,” she said.
“Don’t—” I started to say, when her mom came back in.
“Here you go, Brian,” she said.
I took the proffered envelope and slipped it into my pocket. “Thanks, Mrs. King,” I said. “Same time next week?”
“That sounds good.”
“Mom,” Cindy said, “Brian asked me out on Friday. Dinner and a movie — is that okay? I’d like to drive, since he doesn’t have a car yet.”
Mrs. King arched her eyebrow at me. “He seems okay. Your dad will have to meet him.”
“Of course.” She turned to me. “He gets home at 5:30 on Friday, so be here then, okay?”
“Sure, thing,” I said.
Mrs. King handed me a note. “This is Mrs. Murray, she lives two doors up. She saw you working today and wants to know if you have time to do her yard.”
“I’ll head up there,” I said. I was thankful for the excuse to leave and clear my head. I had a date! I had gotten laid! The truth was I hadn’t had time to go through the three-condom pack, but I realized I’d messed up and just gone to get more after my time with Janet the day before. Well, it couldn’t hurt to get to know some people, right? It wasn’t like I was going to be able to go back to my friends in North Carolina anytime soon.
That was the first thing that changed in June. The other seemed innocuous at the start, but I had no idea of everything it would mean. I found out about it the same day, though.
I had spent some time on Mrs. Murray’s lawn, thinking about Janet and Cindy and what it might be like to go on a first date. And how I really wanted to be in bed with Janet. And Cindy, really. I’d been one of the nerds back in North Carolina, but all the work outside had given me a tan and gotten me in shape. When school started, Cindy would know I was a nerd. Hopefully Janet would have some other chores that needed doing.
When I got home, Mom stepped outside as I was putting away the lawnmower. “Mrs. Cooke has something she needs your help with,” she said.
“I just got this thing put away!” I muttered.
“I think it’s something in the basement,” Mom said. “You should go right over.”
“Okay, then,” I said. I’d be happy to give her some help in the basement. I quickly showered to get the sweat, dirt, and cut grass off of me, and to grab the condoms. I stuffed a couple in my pocket, and headed over to Janet’s.
“Mrs. Cooke?” I called out as I stuck my head in.
“I’m down here,” she said. I heard her voice come from the basement. I raced down there. She was standing next to the couch, and I went up to her, gave her a hug and a kiss. She kissed me back, and then pushed me away. “We have work to do,” she said.
“Okay, what’s up?” I asked.
“Marty and I are having some people come down and redecorate the basement, seal it up, do some work on the foundation. I need to get all the couches and other stuff pushed up against that wall. In a few weeks we’ll have to move it back.”
“Sure,” I said. We spent about half an hour moving furniture. They had a 46” TV that weighed as much as my lawnmower, but we got it moved somehow. When we were done, the sectional sofa was up against the wall, half of it stacked upside down on the other half. The table and TV stand were jumbled in front of it, with the TV next to it all. The room looked barren.
I looked over at the couch, and Janet looked at me and laughed. “You look like someone kicked your dog,” she said.
“I had fond memories of that couch,” I said.
“Well,” she said. “Let me introduce you to the mysteries of this thing called ‘a bed’.” She wrapped her arms around my neck and kissed me. “But first a shower for both of us.”
She led me upstairs to her bedroom. The room was dominated by a huge bed, with a wooden frame and headboard. The headboard had little cubby holes which were filled with books and pictures, and a remote for the TV that was in the room.
Janet started taking off her t-shirt and shorts; I followed her lead, pulling out my condoms, and putting them in one of the cubbyholes. I stripped out of my clothes, leaving them in a pile by the bed. My cock bounced hard, and Janet ran her hand over it. “Shower first,” she said. “I guess we’ll do it together.”
There was a bathroom connected to her bedroom. It was a nice one, with a large shower, his and hers sinks, and bathtub. She went over to the shower and turned it on. I just followed her, watching as she moved. I loved the way her breasts swayed when she walked, and the way her ass swished back and forth when she knew I was looking.
She turned on the water and fiddled with the temperature. She turned to me and took my hand, pulling me closer. She kissed me again. “You’re going to like this.”
“I already do,” I said. I ran my hands over her ass as we kissed. She backed up into the shower, and I followed. The water was warm, and we kissed as it sprayed on us. She grabbed some soap, began washing my chest, and then rubbing up against me. She pulled away, giggling, both of us covered in suds.
“Wash my back?” she said, and handed me the soap. I washed her, running the soap over her, and the suds slid down her back and over her ass. “Get my tits, too,” she said.
I reached around and ran soap over them. She grabbed my cock and slid it up and between her asscheeks so it was nestled between them. The suds had lubed them up and I slid my cock back and forth. I reached over to set the soap aside and ran my hands over her breasts. I squeezed them and rocked my cock between her asscheeks some more.
She put her hands against the tile, and pushed back against me. I thrust some more on her, squeezing and teasing her breasts. It was the best thing I ever felt that wasn’t inside her in some way. “Yes, Brian, use me for your pleasure, so I can fuck you for a long time in my bed.”
I stretched out my fingers and took as much of her breasts in my hands as I could, and pulled her close to me. My cock ran up and down her ass as I pressed into her. I could see her arms strain to keep her upright, but I just pressed harder. I was breathing hard, and so was she.
I used her, then. I’d never really done that with her before, but she’d asked me to. I didn’t worry about her or what she needed — I knew I’d deal with that once we were out of the shower. I just took my pleasure in her: in her soft wet soapy body pressed up against mine; in her breasts my hands were wrapped around.
My orgasm built quickly — it’d been a sexy day, and my first orgasm with Janet was always fast. I spurt out on her back, my come mixing with the soap. As I came, I squeezed her breasts and she cried out with a sound that was hard to tell from pain or pleasure. After it was over, I slowly let her go and we parted. She turned to me and kissed me. “Now let’s get really clean and try out the bed.”
My cock was hard by the time we finished that.
“You’re beautiful, Janet,” I said. She was laying on the bed. The sheets were white, and the comforter and top sheet had been folded back nearly off the bed She lay on her back, her hands under her head, and her legs wide. Her bush was brown and curly and full, and a bit damp, mostly from the shower. I could smell her arousal, so I knew it wasn’t just from the shower.
“How many condoms did you bring?” she asked.
“Just a couple,” I said.
“Awww,” she said.
“Hard and fast, then deep and slow,” I said.
“We should try more variety than that,” she said.
“I’ll bring more next time,” I said.
“Bring them all,” she said. “You’re still young, and can use the extras later.”
“Yes, Ma’am, Janet.”
“Get up here,” she said. “Let’s use the bed for what it was intended. And I don’t mean sleep.”
I knelt on the bed between her legs, and lowered my mouth to her pussy, and slid my hands under her ass to hold us together as I ate her out. Today I know many men won’t go down on a woman. Many aren’t very good about it. But Janet had always expected, even demanded, it of me. Not that it was a big demand when I saw how she came from it. There’s something powerful in that.
She also taught me the rules for great sex. The first was no problem for me at fifteen, as I was totally there with no thoughts of anything but the pussy I was getting. The second, to pay attention, was perhaps the hardest. Teenagers are, I think, inherently selfish, but she made me slow down and pay attention to my lovers.
This would serve me in good stead later, but right at that moment, it made me hear the gasp of her breath when my tongue parted her pussy lips. It showed me the clench of her butt as I found her clit. It let me know the affect I had on her, and that kept me hard, aroused, and engaged with what I was doing. Just as I hadn’t taken long in the shower, Janet didn’t take long with my tongue between her lips.
We were both more than ready for the main event.
I pulled away from her pussy, and slid up, grabbing my condoms off the head of the bed. I bumped one of the pictures there, a photo of Janet and Marty on a boat somewhere. “Put it on,” Janet urged me. “Put it on and put it in.” She drew out the last word, and I tore the condom open, and after looking at it, rolled it on. I’d wasted one earlier that week by rolling it on backwards. I didn’t want to waste one today, not when she was sure we’d use all I’d brought.
I found her pussy easily with the tip of my cock and thrust deep inside her. She wrapped her legs around me, her heels pressing against my ass. My hands were on either side of her, and I looked down into her eyes. She looked back up at me, and wiggled her feet against me. “Hard and fast, remember?”
“I just wanted to look at you,” I said.
“You can do both,” she said wiggling below me.
“Well, when you put it like that.” I pulled out of her, and then thrust into her again. I went faster and faster as she moaned and encouraged me. I looked into her eyes, and watched her breasts bounce as I gave it to her like she wanted, hard and fast. The other times we’d made love, we’d do this until we both came, then she’d roll over and ride me while I played with her tits. I wasn’t sure which position I liked more.
“Be here,” she said to me, and shook me my out of my reverie. I leaned down and kissed her as well as I could while I kept thrusting. Our lips kind of bounced off of each other and I laughed. “Kiss me again,” she said.
I did and she moaned into me, and shook with her orgasm. Her pussy clamped down on my cock, and it felt like a vice grip. I kept thrusting fast, and she shouted into my mouth as her orgasm continued and built. I pushed deep into her and cried out myself. I slipped out of her, and pulled off the condom. She took it, and tied it up and set it aside. I’d have to remember to get rid of it and the wrapper, later.
I slid next to her, my arms around her as I lay on my side. “Now for deep and slow?”
“You just want to play with my tits,” she said.
“Always,” I said.
“I have a different idea,” she said. “You can get even deeper.” She slid down my body, and slipped my cock into her mouth, cleaning me off and working on getting me hard again.
“I’m game for that,” I said.
“You ever hear of doggie style?” she asked.
“No,” I said. I my defense, it was the 80’s and there was no good internet. It wasn’t exactly easy for a fifteen year old to get a hold of anything more than a Playboy.
She chuckled at my answer. “So innocent,” she said, stroking my cock as she talked. “Well, not when I’m done with you.”
“Good,” I said. “I want you to show me everything.” Because that would take forever.
We lay together quietly for a few minutes. She licked my cock and stroked it until I was hard, and ready to go again. She got up on her knees, and grabbed the remaining condom. She tore it with her teeth and rolled it on. “Get behind me,” she said.
I knelt between her legs, behind her. She knelt in front of me, and reached up between her legs, and guided my cock inside her. She lay so her ass was in the air, and her head was down on the bed. I grabbed her hips in my hands, and thrust deep into her. “Oh, yes,” she said. “You’re deeper like this, and I can feel your balls slap against my clit when you do that.”
I slid in and out of her. It was different, like different parts of my cock got stimulation. It felt like I was really filling her up, like nothing was in the way of our joining. I couldn’t look her in the eyes, though or watch her breasts bounce. Her ass was nice, and I had a nice grip on it, so I just looked ahead. I thrust into her slowly a few times, then pulled out slowly and thrust into her fast and hard.
“Yes, like that,” she said. I smiled, and did it again. I got into a rhythm like that, just focusing on how it felt, and how we joined together, and how she gasped and moaned beneath me. At some point, I realized I was looking right at that picture I’d bumped earlier.
It was of her and her husband, and the sea was behind them. He was smiling into the camera with a big thumbs up. I looked right at him, and thrust into her. I was fucking his wife, and he was giving me a big thumbs up. I thrust faster and faster as something about it just fueled my lust.
I think that’s where it began for me, with my first woman. With my first woman being married, and I was fucking her in her marital bed. I was in love with her, I knew, but there was something more possessive about it. I was encroaching on someone else’s territory. It was forbidden and wrong and wonderful. I slammed into her, and pulled out while her husband smiled at me. Yes it was just a picture, but I knew he’d be sleeping there that night, on those sheets where I’d fucked his wife.
And we were fucking now. I grabbed her hips tight, and began to fuck her deep and fast. As I sped up, she started coming, and I just kept thrusting. I’d come two times already, not counting my morning masturbation. It was going to take a while and I wanted it to last.
I didn’t know the word cuckold then.
But I knew how it made me feel.
I grabbed her ass, and looked the picture of her husband in the eye, and thanked him for the use of his woman. I laughed and thrust into her again.
“What?” she asked between thrusts.
“Just happy,” I said. “You were right about beds being for fucking.”
I thrust into her again, and again, savoring the moment.
More than anything in my life sexually that moment is with me, has shaped me. I’m glad, considering, that I did savor that moment. If this hadn’t happened, I’d be a different person. Maybe had a simpler life.
But it did happen, and there’s still a part of me there, fucking Janet Cooke doggie style and staring at the picture of her husband, giving me the thumbs up.