Judy

When:  November 1983 to January 1984.

Status:  Boyfriend

Occupation:  Food service

Meetings:  19

Age:  27 

Quoteable:  "I love Don, but can't wait to get a better job."

I first took note of Judy in January of 1983.  As mentioned in the last post, Anita, Don operated a small cafeteria-style eatery on the Brindlewood property.  It had been operating for a few years by the time I started doing jobs there when I was sixteen.

So one fine day in July 1983, I walked into the cafeteria--and the second I saw her, Mr. Happy and I agreed:  we had to have her.  Well, we wanted to have her.  

I ordered a double cheeseburger, plain with mayo.

She looked at me and smiled.  

"Meat, cheese and bun?  That's it?"

"And mayonnaise."
"Yah, and mayo."

"We haven't met."
"Judy.  I'm the new manager."
"I'm Ryan, your new favorite customer."

She giggled.  

"Oh, okay.  Good to know.  What unit do you live in?"

"I don't live here."

She looked at me quizzically.  

I laughed.  

"I do the rehabs."

"Ohhhhhh....okay."

"So you're the manager?"

"That I am."

Another weird look.

"Isn't that that girl's (Trish) job?"

"She does some work on them.  But she's mostly maintenance."

"Yah....okay....."

Needless to say, I made sure to grab lunch and or dinner there quite often when Judy was working.  And needless to say, I went when it wasn't busy so I could spend some quality time with her.  

I just wanted her to know that she was appreciated.  Really.

So I'll continue this entry with the section in the Anita entry that mentioned how this whole affair started:

Anyway, neither Anita nor I had had any dinner and had worked up quite an appetite.  I didn't have any cash on me, but even I had my own account that I could charge food to and I could just settle up with Don at the end of the month.  Usually, I just paid cash.  But I was low on funds, so I was just going to charge it.

Anyway, I went up to the front and saw Judy, the H-O-T 27year-old manager.  Gorgeous and curvy redhead.  And just my luck, she was working alone that night.

Judy came up to the register.

"You all alone tonight?"

"Yah.  Katie was sick."

"Poor Judy."

"Yah.  Totally agree.  Poor Judy."

I ordered a couple of double cheeseburgers, two fries, and a couple of Cokes.  She gave me a little smirk.

"Dinner with Trish?"

What the fuck?  Were Trish and I not as discreet as I thought we were?  First Anita, now Judy?

"Nah, Jim's dropping by."

"Oh, okay.  You like yours plain with mayo, what about the other?"

"Everything."

"You got it."

Her remembering my burger preference was certainly encouraging.

She came back put a couple of bags and the drinks on the counter.  I told her that I was going to charge it and she said, "Don't worry about it."

I protested and she said, after looking around to make sure the coast was clear, "Maybe....you and I could have dinner one night?"

YES!  I LOVE BEING ME!  

I had been weaseling my way into her life since she took over that little establishment.  And she had always reciprocated my interest in her.  This was wonderful.  

"When?"

She smiled.

"Well....Ray's going on a business trip.  Leaving Thursday.  Gonna be away for almost a week."

"Well, then maybe we could have more than one dinner."

"Yahhhhh....desert too."

"How late you working tonight?"

"Close at eleven, but doing some extra work tonight.  Won't get out till like 12:30."
"Don't think I can wait till Monday.  Meet me up by the pool?  I have a place where we can, you know, 'have dinner'."

She smiled and bit her lower lip.

"Yah....pretty hungry...."

Then she smiled and squeezed my hand.  I thanked her and made my way back.  That's right....sealed the deal for a new poachette and was going to fuck her the same night I was fucking another new poachette for the first time.  Fuck yeah.  Mr. Happy was so hard that I could've taken him to the batting cages.

That smile was irresistible.

Okay, so after I dropped Anita off at her car, I hung back for about ten minutes.  Then I was heading right back to the place where I had already fired off the cannon three times that night.  And I needed to fire it off one more time.

I was a little pissed off at myself.  My greed and obsession with fucking women--particularly married women--had put me into a potentially embarrassing position:  unable to, uh, rise to the occasion.  It hadn't happened up to that point, and I had loaded my weapon multiple times on many days.  But I did have the benefit of time in those cases.  This was a pretty quick turnaround.

But I figured that I'd be fine.  I had always, uh, risen to the occasion, so to speak, in the past.  And Judy was sky-high on the hotness scale.

I pulled into a parking space by the pool area and walked into the pool area.  I looked at my watch:  12:45.  I stretched out on a lounge chair to wait for her.  And promptly passed out.

I woke up to my arm being shaken and to Judy's voice.

"Ryan, honey!  So sorry!  I got hung up and couldn't leave."

I shook off the sleep. 

"It's okay.  What time is it?"

"2:00."

"Well....maybe we can get together tomor--"

Judy cut me off with a kiss, sliding her tongue into my mouth.  Okay, so maybe we'd just be getting a late start.  A really late start.

AND, I had a 7 a.m. meeting scheduled with non-Brindlebabe Angela.  Luckily, all my classes were scheduled for Monday, Wednesday, and Friday and it was in the earrrrrrrrrrly morning hours of Tuesday.  I'd be able to stay up and fuck Angela and then grab a few hours of sleep before coming back up to finish that mobile home job and meet up with Anita again.

No rest for the wicked.

We made out for several minutes.  Then Judy stood up and started taking off her shirt and bra.

"Right here?"

"Yah.  Nobody's around, it's cool."

She had an adventurous side, for sure.  I don't know how she knew that Nick was on the other side of the park, but Judy was a smart girl, so I took her word for it.

I got up and stripped down.  We took the chaise lounge and dragged it under the branches of a tree that were hanging down low and provided some extra privacy.

Red was her color.

We started kissing as I felt her large tits pressed against my chest.  Her nipples were hard and so was my cock.

She playfully pushed me away and smiled.  Judy started pulling down her slacks and I also started getting undressed.  When we were naked, we stared at each other and smiled.

"Boy, you're ready to go!"

"I bet you are, too."

Judy grabbed my hand and put it between her legs. She was most definitely ready for some fun.

"Wet and ready, baby."

She had me lay down on the lounge.  She kneeled down and said, "Shit." and laughed.  She grabbed her pants and laid them down and rested her knees on them.

"Better."

She took my hard cock into her mouth, bobbing up and down for a couple of minutes.  She then looked up and smiled.  I smiled and gestured for her to come up and take her turn.

She straddled the lounge and positioned her pussy above my face.

"What are you waiting for?"

She giggled and lowered her wet pussy onto my face.  I spent several minutes licking her pussy and hard clit.  Soon, Judy was trying to stifle her moans as she stiffened and came.  

She held her position for a minute or so and then she backed up slowly.  She smiled at me and I reached down and held Mr. Happy upright.  Judy then lowered her pussy onto my hard cock and slid down slowly.  She let out an "Oh fuck yes....." as she started rocking back and forth.

We fucked slowly for several minutes.  Judy kept slowly rocking back and forth until she stiffened and came again.  After she came, she looked down down and me and said, "Your turn."

Judy started gyrating hard and fast, telling me to cum in her.  After a couple of minutes of this, I couldn't hold back any longer--not that I wanted to--and blew my load into her.

She collapsed onto me and we laid there for a couple of minutes, catching our breath.

"Oh fuck.....I needed that....."

We laughed, kissed, and she got up and ran to the bathroom.  I started getting dressed.  A couple of minutes later, Judy came back and started getting dressed as well.

We talked for awhile, and I gave her my number.  I walked her to her car, kissed her and sent her on her way home.  I walked to my car and drove home.

The next morning, when Angela called to confirm our meeting, I was wiped the fuck out.  I had slept for a couple of hours and desperately needed more sleep.  I asked Angela is she was cool if I took a raincheck.  I apologized and explained that I had been burning the candle at both ends and was just wiped out.  Angela, being the cool poachette that she was, said it was fine and we'd get together the following Monday.  

Man, Angela was one awesome chick.  

I decided to catch up on some sleep and spend the rest of the day and evening studying.  I could afford to skip work that day--I was already ahead of schedule on that particular job.  

Judy would have been a great long-term poachette.  But it was not to be.

So how did it end?  

Well, it was the day after Thanksgiving.  Judy was off that day and since Ray was at his office/studio, she had me come over to her place for some post-feast fucking.

For the record, Ray was a commercial artist.  

We spent the morning and early afternoon drinking, toking and fucking.  And it was great.  

Oh, and don't worry--I didn't go through Thanksgiving without sex.  I hooked up with Pilar, and donated some of my special cumberry sauce to her before she had her Thanksgiving dinner that afternoon.  I would have preferred Trish--I always preferred my Trish--but she had flown home for Thanksgiving.

I was in the middle of fucking her, missionary-style, when out of fucking nowhere, she whispers in my ear, "Gonna fucking miss you when I start my new job."

Um, what?

Needless to say, as my face was buried in her soft, great-smelling hair and my cock was deep inside of her hot, wet pussy, I shrugged it off.  Until I blasted my payload into her pussy, that is.

After I disengaged my heat-seeking moisture missile (yes, mentally I'm ten years old), I looked at her and said, "New job, babe?"

"Yah.  Just got offered the job on Wednesday.  <Huge Upscale Hotel Chain>.  Start in January.  Manager training program!  Starting my training in Chicago.  In a few years, I'll be running my own hotel!"

"Is Roy going with you?"
"Nah.  Not asking him to.  And he doesn't want to go anyway.  We've reached the end of the road.  We've been together for four years and never even talked about getting married." 

Judy and I met several more times until she split in mid-January.  It was a sweet gig.  She was going to go through different training phases at different locations.  And at each place, she'd be crashing at a sweet suite (heheheheheehe see what I did there?) at no charge.  When she finally would become an assistant manager, she'd have a permanent suite there.

She should have stayed and worked for Don a little longer.  That way I could have fucked her more.  See how I'm always thinking of others?  And you know why I do that?

Because I'm a fucking hamster!!!!!!!!

For Judy's pics, click here (members only).