Chapter 26

 

Normally Gwen and I had sex three or four times a week with each other. When there were others in the mix, we had the same amount of sex, but with additional people. 

For the next two weeks I got exactly one blowjob from my wife and one handjob.

I hadn’t been on a dry spell this long since the kids were first born.

And Lissa and I started exchanging messages.

I told Gwen that she could take out the piercings if she wanted. I figured she’d heal quickly that way and we’d get back to our normal.

“No. I sort of like them.”

“You’ve been complaining since you had them done how much they hurt,” I pointed out.

“Yeah, but pain makes me beautiful.”

“You’re already beautiful.”

“Thank you. You must be the first man to not want his wife or girlfriend or whatever to get her nipples pierced.”

“And clit,” I reminded her.

“Clit hood,” she corrected me. 

“And I bet there’s lots of men out there who are against body piercing.”

“Yeah. Uptight, women’s body controlling assholes. The same sort of men who don’t like blowjobs.”

To make her point, Gwen snaked her hand down my pants, fished out my cock, and started blowing me. This would be the second blowjob in two weeks.

I didn’t stop her. I got rock hard right away.

“I see I’m still appreciated,” she commented, adjusting her position and getting ready to get serious about sucking me off.

“I always appreciate you, honey. It’s just…”

“It’s just we haven’t had sex in two weeks,” she said before taking my entire length into her mouth and down her throat.

Gwen had always been decent at blowjobs, but our time with Silk Sheets had only increased her skills in that ability. I wasn’t in love with how she deepthroated me, but it was a nice treat.

I focused on her mouth while her head bobbed back and forth for a minute.

Taking a quick pause she said, “Want to fuck my ass?”

My eyes went wide. “Really?”

She nodded her head. “I’m sorry. I got pierced without thinking about you and…well, it’s not like we’ve had a couples date since then either.” She continued to pump her hand up and down on my cock. “The pain is gone but I still can’t have you play with my tits or pussy. I’m too nervous. But my ass…”

“And your mouth,” I reminded her.

“You want to cum in my mouth?”

I nodded.

“But what do I get out of that?”

“Uh…a load of hot cum?”

She licked the underside of my cock. “I’d prefer it in my ass. Did you know I can cum from having my ass fucked?”

I blinked. “You can?”

She nodded. “If you do it right.”

Doing it right involved a towel, a lot of lube, a lot of patience, and letting her control everything.

It occurred to me as I was fucking her ass doggy-style, that I could have fucked her pussy from behind and not touched her clit and piercing at all.

By then it was too late. Gwen was gripping the sheets as I rammed her ass, forcing herself not to touch her tits or clit. It wasn’t like I had some monstrously huge cock that could reach impossible places while fucking her ass, but I did okay. More than okay.

I was able to hold off long enough to make Gwen cum before I came in her ass.

“Oh…I prefer it when you cum on my back and ass,” she reminded me. “It feels weird coming out.”

“Sorry. Got too excited.”

“Yeah, yeah.” We uncoupled and she gave me a kiss before going to the bathroom. “Now I know what good Catholic and Mormon girls feel like.”

I snickered. “The only sex that God can’t see.”

I should have been worried about the other sex that hopefully God—if he actually existed—couldn’t see.

The sex I was having with my high school girlfriend.

 

Three days after the Silk Sheets party I was back in Lissa’s bed. We had figured out that her apartment with Marshall was the perfect place to meet up for sex during the day because we could both get to it during our lunch hours, have sex, and get back to work. 

It was nice to know we were just meeting for sex.

Lissa was equal parts appalled and intrigued at my story on Gwen’s nipple and clit piercing.

“You have to be kidding me!”

“Nope!”

“She just did it without saying anything to you?”

We were in the process of undressing to have sex. All of this was mixed in with kisses and clothes flying.

“It’s her body.”

“But still, you don’t do something drastic like that without…without…without…” I had temporarily frozen Lissa’s brain by sucking on her ring-free nipples. I liked it. She pushed me away from her tits. “Without mentioning it to your partner.”

I quickly dropped my pants and displayed my cock to her.

“Yeah, like that,” she said mostly to herself and grabbed my cock, pulling me by it to her bed.

The sheets smelled like a combination of her and another man. Marshall, naturally. Fucking Lissa was disrespecting him, but I couldn’t resist her body…and it had been four days since I had been inside Gwen’s pussy. I was a weak man and I needed sex more than that. I had jerked off, of course, but that wasn’t the same.

It was just pure sex. I had had sex with Lissa more times now than I could remember, but usually Gwen was there with me, or at least knew about it. Now I was fucking Lissa without Gwen knowing and it felt wrong.

That’s what made the sex so intense. 

We fucked missionary so I could control her body. I ducked my head to suck her nipples. I pulled her to the edge of the bed where I stood on the floor and fucked her. She just displayed herself for a moment, not taking the hint. 

I dragged her hand down to her pussy so she could play with herself while I fucked her.

Lissa came first. I could feel her pussy quiver on my cock along with the flash of heat. She had made herself cum. I then pounded into her and released my cum deep in her body.

“That was…fast. Intense,” she said.

“Yeah, sorry. I wanted to last longer.”

“No. It’s good. I wanted it that way.”

We didn’t discuss birth control because I was too scared too and I secretly wanted to get Lissa pregnant. Would she pass it off as Marshall’s baby? Would she dump him and want to move in with me and Gwen? How the fuck do we explain that to our families? It was a dangerous fantasy and I couldn’t voice it because that would make it horrible.

“Glad I could help.”

“How long will it be before Gwen can have sex again?”

“A few weeks.”

“Want to come by every couple of days and fuck?” she asked me.

I liked how she was bold that way, the crude way she asked to have sex. The hidden implication of what she was actually doing.

“Yes.”

And so I did. I had a regular and secret date with Lissa every other day for the next two weeks. We managed to keep it a secret. At least I did. I had no idea what she was telling Marshall. Maybe he got off on the idea of his girlfriend fucking other men.

I certainly didn’t mind it when Gwen fucked other men. And other women.

I wanted to get Lissa back in bed with Gwen, but at the same time I wanted to keep my trysts with her secret.

Lissa seemed to be on board with that. I think she was keeping everything secret from Marshall.

It was the second week that I arrived with lube and condoms. 

“You don’t need those,” she said to me. “I’m always wet for you, Shane.” She kissed the side of my neck and rubbed the outside of my pants, feeling my semi-hard cock through the material.

I noted she didn’t say anything about accidentally getting pregnant. “I know. Your pussy gets plenty wet. But this isn’t for your pussy. It’s for your ass.”

Lissa took a nervous step back. She was already in her bra and panties. I could see the outlines of her nipples through the sheer material. 

“I’ve never done that with you,” she said. “I’ve never done anal,” she clarified.

“I know. It’s time you learned. Gwen loves it.”

“She never did it with you when I was with the two of you.” Lissa looked like she wanted to run away, but she was in her bedroom. There was nowhere to run.

“She did, we just didn’t do it with you around. She’s really grown to love it since we joined Silk Sheets.”

“Then do it with her.”

“If you want me to keep fucking you, I want to use your ass as well.”

Lissa frowned. She was processing what I was saying. The implications were all there. I pressed the issue.

“We don’t need to use condoms,” I told her. “Gwen just doesn’t like me cumming in her ass.”

“No, no. It’s fine. It’s good. I just wasn’t expecting this today. I don’t think I’m ready for it.”

“Physically or mentally?” I asked but didn’t give her time to answer. “I think you’re more than mentally ready. It’s time.”

“Are…are you sure?”

I gave her a kiss. I continued to kiss her as I pulled off her bra and then pulled down her panties. 

I went down on her as she lay on her bed, legs spread. Lissa always responded well to a little oral love. It didn’t take me all that long to get her to cum.

Once she was relaxed, that’s when the show started.

I didn’t bother with the condom. Lube on my cock. Lube on her asshole. I push a finger into her asshole, spreading it into her. 

“That feels weird.”

I moved my finger around some more, in and out, twisting it a bit.

“Mmm,” she said noncommittally. 

I wasn’t interested in her opinion at that moment. I just wanted to fuck her ass.

“Get on your hands and knees. It’s better from behind. You don’t have to curl up into the fetal position.” I tried to sound like I was an ass fucking expert. I wasn’t, not exactly, but I had a lot more experience than Lissa in it.

She did as I told her, probably because I sounded confident.

“Just relax,” I told her as I pressed my cock against her puckered anus. If she was tense no matter what I did I wasn’t going to get my cock inside her.

This wasn’t how I imagined how I was going to get to fuck Lissa’s ass for the first time. 

Your first time is never how you imagine it.

I had trouble getting inside of her. 

“Don’t you want to do this?” I asked, unsure of what she would say. If no, we could be done forever.

“Of course I do! I’m just a little nervous.”

“Play with yourself a bit. Get to the point of orgasm.”

I was surprised that Lissa just said yes and started masturbating as she was kneeling there. If I knew where she had a vibrator, I would have grabbed it and started using it on her pussy. 

Instead I just kept trying to push into her. I found the frustration both annoying and exciting. 

Either she loosened up or stopped fighting me or the masturbation distracted her.

I suddenly slipped inside her ass.

Lissa stopped masturbating and let out a little, “Oh!”

“You like that?” I asked, not moving for a moment, letting her get used to my cock being where no man had ever gone before.

“Yeah…yeah I like it.” She sounded a little drunk. She was just really turned on.

“Good, good. I’m gonna start fucking your ass now, okay?”

“Yeah. Do it. Mmm…” she made a little noise of pleasure as I slowly started pumping in and out of her ass.

As much as I prefer fucking a woman’s pussy, ass is always a nice change of pace. 

Lissa kept her hand down on her clit, rubbing away as I fucked her ass. I wished I had a second cock to use on her pussy, but that wasn’t going to happen.

Together we pleasured her. Every once in a while she’d shiver with a little pre-orgasm thrill. I realized she was going to cum eventually. I wasn’t sure if it was from my cock or her fingers, but it didn’t matter. I was already on edge.

“Where do you want me to cum?” I asked her. “In your ass?”

Lissa violently shook her head back and forth. “No, no, no, don’t do that.”

“I’m gonna—” I started to announce as I pounded her a few more times.

Without any real warning Lissa came. Her loud noises of climax were the same whether she was getting fucked in the ass or the pussy. That was interesting. Gwen made different noises, but every woman was different.

Lissa shook so hard that I slipped out of her. I was so close to the edge that I grabbed my cock and started jerking off. I only lasted a few more seconds before I finished on her ass and back.

After I caught my breath I realized that Lissa was laughing-crying. “Are you okay? Did I hurt you?”

“You just fucked me in the ass!”

“Yeah.”

“I liked it!”

“Yeah. I could tell.”

“It hurt.”

“Sorry about that.”

“I think I liked that too.”

“That’s…that’s good.”

“Can we do it again?” she asked me.

“Sure. Maybe not right now…”

Lissa laughed at me and rolled over, showing me her body. “I need to shower and clean up the bed so Marshall doesn’t know. We’ll do it again, I promise.”

I kissed her, laying on top of her body while I wished I had a hard cock so I could fuck her a second time right then and there. “I’m going to make you the biggest ass slut in the world.”

“Thank you,” she said.