Kitty, Part 2: The Glory Hole

Part 1

Kitty, Part 1: The Perfect Wife (ageplay, roleplay, rough sex) from eroticliterature

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My mind was reeling. My wife Regina had giving me permission… no, pretty much TOLD me to try to fuck my daughter’s 18-year-old best friend Kitty. A friend so close she was practically a sister. The daughter of our college friends Grant and Portia. Our marriage had been open since before Amira was born but this seemed like a whole new threshold to cross. I mean, we had fucked Amira’s babysitter Trechelle when she was newly 18 so Kitty wouldn’t even be the youngest I had been with, but still. Damn. Also I couldn’t stop wondering if I had forgotten to close the door or if someone had opened it while I had my cock all the way up my wife’s ass. And while I had been calling her “Kitty.” The only other people in the house were Amira and Kitty and I don’t know if I wanted either of them hearing that. I decided I was going to get something to drink. I left Regina in bed, playing with her clit. I wasn’t sure if she was gearing up for another go but after covering her face and filling her ass with two separate loads I didn’t think I had a third go in me.

On my way downstairs I passed by Amira’s room. I heard her and Kitty laughing about something. I generally respected Amira’s privacy but there were all sorts of new factors that had me curious what they were talking about. I put my ear to the door.

“What’s a glory hole?”

“Oh my god, Amira your so wholesome it’s gross.” That reassured me somewhat as a father.

“Just tell me, you whore!”

“So it’s a hole in a wall and a guy will stick his junk through and you suck it. Or fuck it if you want.”

“But you don’t know whose thing it is?”

“No, that’s what’s so hot about it. If you hang around you even get a bunch of guys in a row.”

“And you do this? You are such a slut!”

“Well I’ve never done it before but I’m going to.”

“You total ho-bag.”

“The worst part of every dick I’ve sucked has been the stupid boys attached to them. This sounds like a way to have fun without all that drama. Maybe get a real man instead of high school boys.”

“When are you going?”

“Tomorrow after school.”

“Holy shit,” I said quietly to myself.

“Did you hear something?”

I panicked and raced back to my room.

Regina had two fingers in her pussy and looked up at me.

“Hi, stranger.”

“You will never believe what I just overheard.”

“Don’t keep me in suspense.”

“Kitty is going to a glory hole after school tomorrow.”

Regina stopped masturbating and sat up. “Oh my god, that’s perfect for you! You get to tap that teenage ass without any social awkwardness!”

“I’d be lying if I said I hadn’t thought the same thing.”

“Which glory hole?”

“I don’t know. I had to leave before she said or they would have found me eavesdropping.”

“Well there’s the one at the sex shop in Midtown. I guess they’re 18 so they could mean that one. The one at the community college is good, though more gay guys use it than women. Oh wait, there’s one at Grace Park. That’s right by the school.”

I was grateful that my wife was practically a Yelp of local glory holes.

“Well holy shit I guess I’m doing this.”

“In the meantime you have another go in you?”

“I don’t think so.”

“Oh. Well how about a little licky-boom-boom-down?” (I don’t know many other women who use lyrics from “Informer” by Snow to refer to cunnilingus. I married the right nerdy nymphomaniac.)

I put my face between her legs running my tongue around her clit. As she got wetter I put two fingers into her. I kept going until my jaw was ready to fall off, but then she exploded all over my face.

***

The next day I was in a utility shed in Grace Park promptly at 3, when Kitty’s school got out. The shed had entrances at both ends leading to two separate rooms. The glory hole was on the wall between the two rooms. If it wasn’t for a few landscaping tools around the shed you’d loose think it was built specifically for the glory hole. I heard the other door open and close and someone came in. She knocked on the wall twice. This was it. The moment of truth. I suppose anybody could have been on the other side but I knew Kitty was specifically planning to be there. I knew it could be a guy on the other side but honestly I had experimented with bisexuality more than a few times so if the worst case scenario was getting head from a dude, I was fine with it. I dropped my pants and put my semi-hard dick through the hole. I heard a gasp, the kind Regina pretended to do when we roleplayed. But this was the real deal. And it was a girl so that was one less thing on my mind. A teenage girl genuinely surprised to see a thick penis almost eight inches long when it wasn’t even all the way hard yet. I felt delicate fingers grab the shaft. A tongue tentatively flicked across the tip. Then she started licking the sides, running her soft lips over it.

“Mmmm” she moaned. Definitely Kitty. I got fully hard. Another gasp. She had thought seven inches was as big as it got. Her surprise sounded like a happy one. She sucked on my balls a bit harder than I was used to. But different was good.

She took the end of my dick in my mouth. She sucked on it hard. It was the way an overeager girl sucks dick as opposed to a more experienced woman but I had known was as getting myself into and I was loving ever moment of it. She took about half my member in her mouth then she kept pushing. Surely this 18-year-old girl wasn’t going to deep throat me? The tip hot the back of her throat and she started to gag. But she never stopped sucking. She powered through like a champ. I wanted to get her in my bedroom with Regina who could teach her so much. She kept pushing and I got about an inch into her throat before she had to stop. She took me out of her mouth. She was breathing heavily.
She started stroking me, my cock lubed with her spit. Was she pivoting to a hand job? I knew from the night before that she had some experience so I wouldn’t have expected that. Still, the girl had raw talent and with a little guidance from a hung father figure she could be a sexual genius. I heard her move around on the other side of the wall. Then I felt pussy lips. Holy shit she was guiding me in. I was fucking Kitty. I’d spent three months fantasizing about the 18-year-old pussy I was now inside. She kept throwing it back on my cock like a porn star. I moaned loudly. I felt her tighten when I did. She was moaning too. As I moved in and out of her of her she got wetter and wetter.

In a voice louder than I’d ever heard her use use she yelled out “oh fuck!” I tried holding back. Grant, Portia, Regina, and I had given the girls “the talk” together so I knew Kitty was on birth control. I let loose and pumped my jizz into her tight teenage twat. I waited a second to catch my breath and then pulled out. I thought about saying something but decided not to. I pulled up my pants and walked out the door.

Outside, a kid I recognized from Amira’s class was waiting.

“Oh shit, Mr. Reyes!”

“Gavin.”

“Um… what are you… um I mean I wasn’t… um… is your wife here?”

I smiled. “Not today.” Then I headed to my car as Gavin went into the shed. Regina knew enough about local glory holes that she had definitely been to this one. Maybe even blown Gavin. Or maybe she would. Just thinking about it was getting me hard again.

***

I got home and had a beer. I felt amazing. I knew I was going to make love to my wife that night. Regina was the kind of wife you could fuck like a whore or make love to like a soulmate and which was better was entirely based on what kind of mood I was in. We had been talking about having another child, since we were soon-to-be empty nesters. Grant and Portia felt the same way and had already started trying.

*DING DONG*

I wasn’t expecting anyone. Regina was at the gym and Amira had rehearsal for a school play. I answered the door. Holy fuck, it was Kitty.

“Hi, Mr. Reyes.” She seemed nervous. Did she know?

Fuck it, I thought. I grabbed her by the waist and pulled her to me. I kissed her deep on the lips. She breathed heavily. I turned her around and kissed her neck from behind. I reached up her skirt to touch her wet waiting pussy.

“Oh Brendan!”

“I told you to call me Mr. Reyes.” I whispered in her ear “Or Daddy, if you want.”

“I’ve wanted this for so long… Daddy.” I got hard and pressed my erection into her lower back.

“But I thought it was just a fantasy. Until I heard you say my name while you where fucking Mrs. Reyes.”

“You were spying, you dirty girl.”

“I can’t believe it’s finally happening.”

“Round two, you mean?”

“What?”

I guided her hand to my turgid cock. “Recognize this?”

“I don’t know what you mean, Daddy.” The “Daddy” came a lot more naturally the second time. She was already falling into the rhythm I wanted.

“That was me at the glory hole today.”

Kitty pulled away and turned around. She looked scared.

“Kitty, what is it?”

“Mr. Reyes, I had detention. I didn’t make it to the glory hole today.”

The full implications of what she was saying didn’t dawn on me until she put it into words.

“Amira went without me.”

I needed to sit down. I was confused. I was terrified. And I was more turned on than I had ever been in my life.

Source: reddit.com/r/eroticliterature/comments/j1i2c5/kitty_part_2_the_glory_hole