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ADULT HUMOR

The Christmas Of Pennys Boyfriend

The Christmas Of Pennys Boyfriend

by ronde
20 min read
4.55 (15100 views)
adultfiction
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It was that time of year again, and it was getting to be a pain in the ass. I was doing what retailers call "loss control". That's corporate-speak for keeping people from stealing everything they can hide while they walk out of the store without paying. Working security is a fairly common thing PI's do to earn money during the Christmas season, and the stores really need the additional people. With so many shoppers in the store at any given time, their regular staff can't watch all of them, and there are always a few who practice the art of the "five finger discount".

The time of year wasn't the pain. The pain was the costume I was wearing and the pain wasn't in my ass. I was supposed to be an elf, you know, like one of Santa's helpers. Usually, I just walked around my designated area of the store in street clothes looking like I was shopping and watching everybody who really was. On Monday of that week, Beverly had called in sick. She and I were about the same height, so I drew costume duty until she came back. That meant I'd be walking around the toy department in her elf suit and watching the electronics department when I went around the end of a row of shelves.

The problem I was having was the way the elf suit fit. It was made for a woman, and no woman I've ever met has balls. Well, there was that one, but she was really a guy dressed as a woman so he could take some pictures in the women's dressing room at the local pool. No, I didn't find that out when I undressed her, I mean him. A woman who helps me out sometimes did that for me.

The guy was more than a little surprised when Gloria told him she liked women and thought he/she was hot. He was more than surprised when she grabbed his crotch and squeezed. Evidently she squeezed pretty hard because he fell down and started rolling on the floor. Gloria pulled up his dress and took a picture of him that included his face, his balls, and his cock. The cops who arrested him and found the little camera hidden in his padded bra thought it was hilarious. Gloria thought so too. She said his cock was really small, not big like mine...well, that's another story.

The elf costume was just tights, a long shirt, pointy-toed shoes, and a hat, and it was cut for a woman. The hat looked stupid as did the shoes, but the shirt wasn't too bad. It had this big gape in the chest that Beverly's big breasts filled out nicely and I didn't, but the other than that, it was OK. It was the tights that were the problem.

If I pulled them up all the way over my ass, my balls felt like they were in a vise. If I pulled them down to give my balls some room, the tights kept slipping down my ass. I got the problem solved a little by putting my balls down one leg and my cock down the other. The fit was still pretty tight, but it only hurt once in a while, like when some kid ran into me on his way to show Mommy the newest remote-controlled, complete with battle sounds and other aliens to shoot, alien robot warrior toy. That seemed to happen a lot.

At Christmas time, the toy section becomes the default baby-sitting service for a lot of moms. As a result, there were kids from six to sixteen running up and down the aisles. It was inevitable I'd get bumped by one of them, and when that happened, trying to keep my balance tightened the tights enough to make me want to double over. A few of the kids did it more than once. I think they thought it was funny watching the elf groan and try to stay upright.

At least it was Saturday. Beverly had called to say she'd be back to work on Sunday and I could to back to patrolling the aisles. I only had another week of that to go and thankfully, I was done until the next Christmas. I was especially thankful I didn't have to work the floor on the day after Christmas. All the stock would be marked down that day, and the store would turn into a war zone.

I'd seen it all before and it was scary. Little white-haired grandmothers would be elbowing their younger sisters out of the way to get to the last sweater on the rack or the last box of Christmas ornaments marked down sixty percent. Teen-age girls would roll their eyes and casually stroll by those things, but turn into a raging mob over the latest already-worn-out jeans or the T-shirts with sexy sayings printed on the front.

}|{

I had to take a leak, so I walked back to the door that said "Employees Only" and into the break room. Taking a leak was no small undertaking because I had to pull down the tights. That also meant I had to take the shirt off because it came down over my ass and then some, so I ended up standing there in my T-shirt with the tights down to my knees. My bladder was screaming at me when I finally got to the men's john, got everything off and let fly.

I was standing at the urinal feeling really great when Jake walked into the restroom in his Santa suit. He nodded as he unbuttoned the long coat, then dropped the baggy red velvet pants, and stepped out of them. He chuckled when he stepped up to the urinal.

"Thought I was gonna piss my pants before it was time for my break. This cute little guy kept kicking me in the belly when his mom tried to sit him on my lap."

I chuckled.

"I'm glad it's you being Santa instead of me. I couldn't put up with what you have to."

"Ah, it's not so bad. Most of the kids are great, well the ones younger than five anyway. They're real serious when they tell me what they want, and they give me a hug when they leave. The older ones have it all figured out, so I don't get many of them."

Jake looked at me and grinned.

"Some of the mothers are damned hot though. This one, 'bout an hour ago, she had tits out to here and when she bent over to put her little girl on my lap her top fell open. Her bra was just that net stuff, and damn, her nips were huge. I bet her husband has a ball with 'em.

"There was another one, yesterday, wearin' a real short skirt. She squatted down to talk to her boy and flashed her panties at me. They were them black lace things Marjorie wears when she wants to turn me on. They didn't hide much. I could tell she was shaved. Had the biggest pussy lips I ever saw, and I see a lot of 'em when I play Santa.

"Then there were them sorority girls from the college, six of 'em. Wanted their pictures taken with Santa they said. Wanted to sit on my lap and everything."

Jake chuckled again.

"I'm pretty sure the last couple got more'n they bargained for. I can only take so many tight little asses on my knee and soft tits in my face before old Wilbur stands up and takes notice. The last two kinda giggled after they sat down."

I had a cup of coffee with Jake after we finished in the john, and then went back out on the floor. I'd put my balls and cock down the other side of the tights this time just to kind of even things out.

}|{

On Sunday I was back in my jeans, T-Shirt, and ball cap, and walking innocently up and down the aisles of Men's Wear. I wasn't really watching Men's Wear as much as I was watching across the aisle and into Lingerie. Most guys who shoplift go after electronics or sporting goods, not clothes. Women seem to like stealing bras, panties, and stockings. I suppose that's because they're relatively small and easy to hide, and because women never seem to have enough of them. That's what Gloria told me anyway.

There was a reason I was watching from across the aisle. Most shoplifters won't take anything if there's another person in the aisle. Shoplifters aren't very smart sometimes, but they usually figure out that some of the people walking around are really store security. If I watched from Men's Wear, they'd figure I was just shopping and wouldn't give me a second thought.

Apparently that's what the woman looking at bras thought anyway. She picked up one, looked at it, and then poked one cup inside out so the cups fit one inside the other. She stuck the straps and band between the cups and then put it down. She picked up another, looked at it, and then folded it the same way and put it down on top of the first one. She had six stacked up that way when she stopped and looked around at the ceiling.

What she was looking for was the location of the security cameras. The security cameras are in plain view so there's no question the shoppers are being watched. She was just checking to see if there was a blind spot close by. There are always a few caused by the displays, and that's why there are people on the floor as well.

The woman picked up the bras and walked a few feet down the aisle and then dropped them on the floor. She knew the security cameras probably couldn't see her as she bent over and set her huge purse on the floor. It took her all of five seconds to pick up the bras, dump them into the purse, and then stand back up. I thought she'd gotten them all, but then she walked back with two, straightened them out, and put them back on the rack. I suppose she thought that would look like she'd just changed her mind.

I keyed the radio hidden in my pocket.

"Hey Sandy, the woman in bras wearing jeans and a red coat, see her?"

"Uh...yeah, got her."

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"She has four bras in her purse."

Sandy giggled.

"She doesn't look like her boobs are big enough for one bra, let alone four."

"Well, maybe she likes to change every day or so."

Sandy giggled again.

"I do too, but I couldn't find a clean one this morning so I'm not wearing one. Wanna come see?"

"Now, Sandy, you know that's against store policy. Besides, there's no telling what I might do if I saw you without a bra."

Sandy giggled.

"I could give you a couple of suggestions."

"Maybe some other time. I see a woman with a purse almost as big as my old army duffel bag. I better watch her instead."

Sandy said she'd hold me to that, but I knew she was just joking. Sandy's sixty-four. Well...I think she was joking anyway. She always smiles when she tells me something like that, but there's this sparkle in her eyes. She's pretty foxy for a grandmother too. I was thinking maybe I should check her out when my shift was over, just to make her feel good about herself of course.

}|{

Most shoplifters are amateurs and most are young and dumb, but there are a few professionals who know what they're doing. About an hour later, I was watching three. They were doing what I call a "double blind lateral". I called Sandy and asked her to watch the blonde.

The "picker", a blonde woman about forty, selected six pairs of panties from the rack, held each one up to look at it and to confirm the size on the tag, and then put them in the kid's seat on her cart. She then pushed her cart to the display of stockings. While she innocently looked at the packages, another woman, a redhead a little younger, pushed her cart up beside the blonde's. I didn't see the actual exchange because the blonde bent over to put a package of stockings in her cart, but I could see her left elbow moving as she transferred the panties to the kid's seat of the red-head's cart.

The redhead then casually pushed her cart into the next aisle and up beside a brunette with a really big purse in her cart. The redhead started looking at nightgowns, holding them up like she was seeing if they would fit. In the process, she covered the security camera's view of anything the brunette was doing.

The redhead shook her head, put down the nightgown, and pushed her cart down the aisle. The brunette headed for the exit with an empty cart. When the redhead moved away from her cart, the panties weren't there. I called Sandy again.

"Sandy, there's a brunette wearing a gray sweater and black skirt headed for the door. I think if Jim and Patty check her purse, they'll find some panties she forgot to pay for. While they're at it, they should nab the blonde and the redhead that pushed her cart up beside the blonde. They're all in it together."

"I got 'em." chuckled Sandy. "Jim and Patty are following the brunette. I'll have Mark and Bill keep tabs on the other two. They're probably not done yet. The redhead just pushed her cart up beside the blonde's again. They're looking at earrings now."

}|{

The rest of the week went about the same. I worked electronics on the day before Christmas Eve day, and I watched one fat guy stuffing DVD's in his oversized pants. I didn't have time to call Sandy about him. When he had six in his pants, he quickly walked out the door of the store and the alarm generated by the still-active RFID tags went off. Jim and Patty escorted him back into the store with the help of Grace and Ted, the two cops who took the shoplifters to jail when we caught them.

Guys two and three were a little sharper. Guy two used a pocketknife to cut off the RFID tag on a game CD and then headed for the door. Sandy followed him and Mark and Bill caught him as he went outside. Guy three went one better. He took six CD's out of the package and stuck them in his hip pocket. Now, you'd think as hard as it is to get the wrapper off a CD, he'd have realized standing there ripping off the wrappers would generate some attention, but apparently not. Mark and Bill stopped him just outside the store as well.

I went home, showered and changed clothes and headed down to Joe's Burgers and Barbecue for dinner and the Christmas party Audrey always has. I had the rest of that day, Christmas Eve Day, and all Christmas Day to relax and I intended on relaxing a lot.

}|{

Audrey's sexy elf costume fit a lot better than mine had, but then Audrey has some pretty sexy curves. I've never sampled them because Audrey has this thing about men. She was married once, and she says that was enough. Oh, she still likes men. She just likes them strapped down to a table while she uses her flogger or leather paddle on them. She also likes straddling their faces while she does that. Now, I wouldn't mind in the least having my tongue or anything else in Audrey's pussy. It's that tied up and whipped thing that keeps us just friends. Uh...I guess that's another story too.

Audrey brought my double of Endenmoor, no ice, like always, and then pointed to the table against the wall.

"I got meatballs, hot wings, little wienies, and a bunch of salads. You having that or your regular cheeseburgers?"

"I think a couple cheeseburgers to start. I'll sample your hot wings and little wienies a little later."

Audrey grinned.

"You gonna give Gloria a sample of your little wienie after that? She dressed up special just so you'd want to."

I was envisioning Gloria in a tight little elf suit that molded itself to her big, heavy breasts and wide, but not too wide, hips.

"Oh, how special?"

Audrey just grinned.

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"You'll see when she brings your burgers out."

About ten minutes later I did see, and what I saw made me decide to stick around until three when Joe's closes.

Gloria wasn't wearing a sexy elf suit. She was wearing a Mrs. Claus outfit that would have given Santa a heart attack right after he got the boner of his life. The bright red coat/shirt/top thing was cut low enough Gloria had a lot of cleavage showing, and Gloria's cleavage is pretty fantastic even if you just see a little. I didn't know what kind of bra she was wearing under it, but it must have been a marvel of engineering because it lifted her big breasts up and out without anything showing.

When I could drag my eyes off her cleavage, I saw the top hugged Gloria the rest of the way down from her sexy waist to the inviting swell of her hips. It stopped about the middle of her thighs in a white fur band, and I was pretty sure if she bent over, I'd see her panties.

From there down, Gloria was black stockings with lace tops that peeked out with every step she took and knee-high black boots with stiletto heels tall enough I was surprised she could stand up in them let alone actually walk. Walk she did though, and by the time she sat the basket of burgers down in front of me, my cock was telling me it wanted to relax with Gloria.

She pushed her big left breast into my ear when she sat the basket down and purred, "Here you go Jerry. I put on extra, extra pickles this time and three slices of cheese. Hope you like them."

Well, what does one say to a woman who sounded like she'd like to pull me back to the kitchen, throw me on the prep table, and fuck me until I couldn't walk? I didn't know either, so I tried being just nice.

"Gloria, I always love your burgers. What you can do with ground beef, a bun, some cheese and some pickles is fantastic."

Gloria pushed her breast against my ear tight enough I could hear her heart beating.

"I think what you can do with my little bun and your big pickle is fantastic too. I was thinking you might show me how fantastic it is tonight."

It was pretty obvious I wasn't going to talk myself out of this one, not that I really wanted to. I wasn't sure what had gotten into Gloria, but I reminded myself to take it easy on the Endinmoor. My cock does pretty well up until the third double. Then it tends to go to sleep.

I let my hand slip down off the table and stroked Gloria's nylon clad thigh.

"Gloria, I'd never turn you down."

She giggled.

"I want you to turn me up the first time, but you can turn me down for the second. I get to be on top for the third."

Well, I hung around until three thirty when Gloria and Audrey finished cleaning up, and then walked out the door with them. Audrey grinned and said, "you two have fun" before she got in her car. Once she drove away, Gloria and I walked to my apartment. Well, I tried to walk, but it was hard with Gloria massaging my crotch every ten steps or so. It promised to be a wild night.

Going up the stairs was a little harder. As soon as we were half way up, Gloria locked her lips on mine and started feeling for my tongue with hers. She found it, and by the time she eased back to breathe, my cock was pushing out the front of my jeans. Gloria reached down, felt it, and giggled.

"Mmm...your big pickle seems to be bigger now."

"Well, what did you expect? It's not like I can control it when you kiss me like that."

She just giggled, rubbed my cock a little, and then started up the stairs again. I'd been right about how short her top was. When she was two steps ahead of me I saw her bare ass with a little strip of black over her pussy lips that went on up between her ass cheeks.

Gloria headed for my bedroom as soon as I closed the door. I'd never seen her so eager before. Usually when Gloria gets all worked up, she's ready, but she's never quite so aggressive about it. She's content to let me drive. I wasn't sure what was going to happen this time.

When I got to my bedroom, Gloria was sitting on the bed and smiling.

"Undress me, Jerry, but leave the stockings on. They make me feel sexy."

I had to laugh.

"Gloria, if you got any more sexy, I wouldn't have been able to wait until we got here."

She smiled.

"I thought you'd like my costume. Now I want to see if you like me without it as much."

I did like Gloria without her costume. Getting her out of that costume was a lot of fun too. I unbuttoned the six buttons of the shirt/jacket thing and opened it slowly just to tease myself.

There's something about a woman in lingerie that I couldn't explain if my life depended on it. Gloria is sensuous and inviting when she's naked, but the black mesh bra and tiny black mesh panties made her erotic too. I eased the top off her soft shoulders, laid in on a chair, and then stepped back.

"Damn, Gloria. You could cause a marble statue to get a boner."

She grinned.

"I thought you'd like my undies. Are you gonna leave them on?"

"I don't think I could even if I wanted to."

Well, I've already written about how Gloria is when she gets like this, so I won't go into much detail. I'd only played with her big nipples a little when she grabbed my hand and pushed it down between her thighs. A minute later, she opened those soft thighs and pulled me between them. As usually happens with Gloria, ten minutes later she was panting and thrusting her pussy up over my cock. It was all over pretty quick after that. I felt her dig her nails into my ass, and then heard her groan, "Oh God, I'm there". After that, I just tried to hang on. My cock slipped out only once, but that was after I'd already shot everything I was going to shoot.

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