Playing With Aunt Judy

Playing With Aunt Judy

Let me just start by saying that this is not going to be a typical story. I am a so-so writer on my best day, so I’m just going to attempt to tell the story the best I can. So in other words, don’t expect any Hemingway-type stuff here. I’m just going to talk about what happened in plain terms. Deal? Deal.

So here we go. My name is Michael, by the way. It’s actually not but let’s just go with that. To get started, I was at a lake party in the summer, with various family and friends in attendance. Where and who with doesn’t really matter, so I’m going to leave out a lot of boring details. One of the guests was my Aunt Judy. Description: She is 50 years old, but doesn’t look it (younger). 5’3″, maybe 120 lbs. Curly red hair that started graying prematurely, that she keeps somewhat short.

She is a librarian, which is probably the occupation you would have guessed by looking at her. Always conservatively dressed, with think black-framed glasses. Aunt Judy is a pretty straight arrow. Not stuck up or anything like that at all. Just…. well just quirky. Think Judy Greer, ironically. Always laughing and smiling. I don’t think I have ever hear her utter a curse word, or discuss anything at all of an adult manner. I’m not even sure I had ever even seen her with an adult beverage in her hand until the day of this party.

It was a typical lake party. People were swimming, people were skiing, people were laying out by the pool. It was late afternoon at this point in the story, and I was coming in from the water. Judy was in the kitchen talking to some of the other women at the party. When I walked in, I heard one of the women say “…. oh no not me. I need a man to—” and then she stopped when she saw me.

“I’m sorry I didn’t catch all that” I said, drawing giggles and some red faces. “Probably best you didn’t” laughed Judy. She had a glass of wine in her hand, which I remember thinking was odd for her. The other woman said “Ok break time over, back in the water” and grabbed her friends and headed outside, leaving just me and Judy in the kitchen.

“So, what was that awkward conversation about Miss Librarian Aunt Judy?” I asked, with a teasing emphasis on ‘librarian’.

“Oh it was nothing Michael. You know girls.”

“I sort of do? What was it?”

“Lol. Girl talk. You get a glass of wine in a girl’s hand and she starts saying all sorts of stuff!”

“Well that’s what I want to hear! What were they saying?”

“Just talk about… stuff. You know. Boys.”

“Ah, boys. You mean their husbands.”

“Haha, yes. They were dishing on…. you know. Their personal lives let’s just say.”

“Wow! Steamy!”

“You wish! Nothing too crazy. Alright I’m gonna go get changed out of this suit. Catch up with you later?”

A couple of hours passed. I was feeling just about done at this point. Way too much sun and booze. The sun was down, and people were starting to leave. There were probably four or five total left, and I was about to pull up Uber options on my phone. I walked into the den and Judy was talking with one of the women from earlier in the kitchen. Judy had changed into a tank top and shorts. This was the first time I remembered thinking less than pure thoughts about my Aunt Judy, because the shirt she was wearing was a pink tank top, with, best I could tell, nothing on underneath. She had a bathing suit on earlier, and I suppose no bra with her, so it was either that or continue wearing a wet suit around the rest of the night.

Judy broke off her conversation and started over towards me. “Michael! You’re still here.” She rubbed my hair in an annyoing aunty way. “Yeah I’m pretty much done I think” I said. “Too much everything.”

“No kidding. I had more wine today that I had in the last year combined.”

“Well I’m about to catch an Uber. See you when I see you, Aunt Judy.”

“Ok sounds good. I’m going to hang out here awhile longer before driving home.”

“I think that just about everyone has left. You’re going to stay in this house by yourself?”

“Yeah just for a few hours. I want to be alert enough to drive, lol.”

“Oh well then I’ll hang out with you. I don’t have anywhere else to be.”

“You certainly don’t have to hang out with your old aunt, but I’d welcome the company!” she said as she playfully punched me on the shoulder. Again, very aunty like, with her favorite nephew. Ok fine her only nephew.

We went into the next room, which was sort of a mancave type room. A few different couches and a couple of huge tvs. We plopped down on one of the couches and I turned on some stupid movie showing on Comedy Central. “So you can’t share any of that gossip you got earlier?” I asked.

“No goofball, nothing like that.”

“Well y’all certainly shut up fast when I walked in, so I figured it was pretty juicy. Everyone is gone now, so spill it Aunt Judy.”

“Haha!” she laughed, nudging me with her shoulder. “You’re so bad, and you’re trying to get me in trouble with my friends. No dice!”

“Oh come on, I offered to stay with you. And we’ve got, what, three hours? C’mon, let me have something good to hear.”

“Sorry buddy, no can do. Scout’s honor” Judy said, doing the little ‘zipping up the mouth’ maneuver with her hand.

And this is where the story is about to start to take a left turn. I had an idea, but I wasn’t quite sure what to do with it or where it was going. So I just said “Ok then if you can’t tell something about your friends, then how about something about yourself?”

She looked a little surprised. “Myself? I’m afraid I don’t have any good gossip for you there either pal.”

“Oh come on. Nothing? Nothing juicy at all you could share with your favorite nephew?”

“Only nephew, dummy.”

“Still, your favorite nephew. Well make something up then.”

“Ha! You really are desperate. Let me think about it. I’ll let you know…. maybe 20 years from now because that’s not happening” she laughed.

I thought I’d try something else. I was forming an idea in my head and it felt very… well… exciting. And wrong. Completely wrong. But here’s the thing. Judy is pristine, almost childlike. I had never in my life heard her talk about anything involving men. I had never heard her cuss. Nothing like that. So in my head, my initial idea was to try to get her to say something dirty. I know, it was wrong. But I had three hours to spare, and sounded like a great idea at the time. That’s all I was thinking, get Judy to divulge something about herself. Maybe her likes… I don’t know. Something like that. So I pressed on.

“Well in the kitchen, it sounded like Sandy was talking about what she liked from a man. Like, what she liked men to… you know… do.”

“Haha! And Michael, good try, but I already told you I can’t blab about that. She’d kill me.”

Here we go. “So what about what you like? Maybe you could share something about what you like from men. You know.”

She howled at this suggestion. “Oh wow goofball! I’m afraid not” she said, while giving me another playful shove.

I pressed further. “What about if I guess it.”

“Guess what?”

“Guess what… you know. Something you like.”

She had a look of genuine confusion, but still had that big Aunt Judy smile on her face. “You can guess all you want mister, but that’s your thing.”

Here goes. “Ok… you like to be kissed? Touched? Anything like that you would like to share.”

More howling from Aunt Judy. “Again, nice try!”

So far it was a dead end on that front. But, looking at Judy sitting on the couch next to me, in that tight pink tank top that barely covered her belly, got me thinking. I wasn’t even at that point thinking of anything physical. But what was turning me on was the thought, what if I am just as playful as her? How far could I take some teasing and messing with her, and how far would she let it go? I had no idea, but I wanted to find out. It was just so very hot, thinking about this pristine librarian, being messed with by her nephew in this way, and wondering her reaction would be.

I scooted a little closer to her on the couch. “Ok then let me try it this way. Are you ticklish?” I asked, as I went to her armpit.

“Yes a little!” she squealed. Hmm, an avenue, I thought. I then brought my other hand up to her other armpit and gently tickled her there too. “So is that something you like? I’m going to find it eventually”.

I thought for a moment I had overplayed my hand and risked ending my little game prematurely. But she was still laughing. “No I don’t like being tickled there, you dummy! Cut it out!”.

“Oh well maybe here” I said, as my hands moved to her belly. In her attempt to free herself from my tickle assault, she had sort of fallen back into the couch, where she was essentially laying down on her back, with her head propped up on a pillow.

Perfect, I thought. As I was tickling the area around her belly button, I had moved to a position where I was practically straddling her. Her protests had died down some, as she was apparently not quite as ticklish there in that spot. I let my hands stay there, and gently rubbed the area around her belly button, letting my fingers extend just under the hem of her tank top.

I was beginning to get extremely turned on. Here I was basically on top of my prudish aunt, with my hands on her bare belly. And that thought was still with me, how far would she let this go? “Oh come on, you can’t give up that easily” I said. “I think I know it. A kiss on your belly button. Like a zerbert.”

More howling. “No don’t you dare mister!”. I slowly lowered my head down, then very tenderly kissed her belly button. She laughed. I kissed a few more times around the same area. Still just laughing. “I guess that answers that question then” I said, bringing myself back up. My next thought was either going to be fantastic, or put an end to this pretty quickly. “A lot of women like being kissed on the neck, and behind the ear.” I said it not as a question.

“I have heard that, yes” Judy said, composing herself, straightening her shirt back over her belly, and raising herself up on her elbows.

“What if I tried that?”. Dangerous territory.