Back in the early eighties, before sexual harassment was a thing, I worked as a night manager at a small grocery store. We always had three on duty. A cashier, someone in the deli, and a manager. It was quiet and mundane, especially over the weekend, so I always livened things up with jokes and pranks with whoever was on duty. My absolute favorite coworker was Jill because we had the same dirty sense of humor. We could say or do anything to each other without worrying that the other would go and complain to the owner. Oh my god, we were always flirting with each other.
Jill was two years older than I was, with large tits that I couldn't keep my eyes off. I loved how they jiggled and swayed when she walked. She definitely wasn't fat; she just had curves in all the right places. Nowadays, people would call her thick. Her plump, round bottom was the target of countless towel snaps. We had been flirting a lot one night, when she asked me to help bring some product to the deli. Jill came out of the freezer, saying that her foul-weather indicators were on. When she turned around, I saw her giant nipples poking through her shirt. "Damn. I'd pay just about anything to see those," I said jokingly. Without a moment's hesitation, she pulled the front of her shirt up, yanking her tits out of her bra.
I was in awe as Jill's huge tits popped into view. Large, dark areolas tipped her massive cones with giant nipples. I swear they were the size of a baby's pacifier and begging to be sucked.
"Holy shit! I can't believe that you did that," I said, reaching out to grab hold of one.
"Hold on, big chief. You didn't say anything about touching."
"Aww. What's the fun in that?" I pouted playfully. "Come on. I bet that you're one of those Wisconsin corn fed girls who can come just from having your nipples sucked."
"How did you know?" she laughed.
"Really? Should I suck one and see?" I said, bending toward her pokey nipple.
Jill didn't move, as if daring me to latch onto one of her mommy milkers. Undaunted, I sucked one into my mouth and flicked it with my tongue while I grabbed her other tit. She laughed, saying, "You're just like my boyfriend. He's always sucking these while he finger bangs my kitty."
I popped her tit out of my mouth for a second. "Since you're offering," I said, reaching for the waistband of her pants. Just as my fingers were about to touch her, I was paged to the front desk for customer service. "Fuck!" I yelled as she tucked her titties away.
Jill was no longer in the back when I finished at the front desk. I eventually found her in the office printing labels and asked if she'd like to continue. Jill quickly lifted her shirt and yanked her titties out of her bra, so I could go back to sucking her milkers. This time, there was no interruption when I slipped my hand into her pants. Her pussy was soaking wet, and I was able to slip two fingers inside of her easily. I dug my fingers into her cunt as far as I could go while I sucked her nipple. Jill's knees buckled, causing her to lose her balance. She knocked a bunch of papers off the owner's desk when she tried to catch herself.
"God, you're wet."
"Well, Duh! We've been flirting all night."
"Are you going to let me fuck you, then?"
"No offense, but I don't think you have the build for it. I have a big ole box down there." Jill formed a circle with her thumb and fingertips that was about four inches in diameter. "What I really want is one of those giant dildos from the porn store, but I'm too scared to go into the place," she said, pulling my face back to her tits.
"I'll buy you one if you let me watch you use it," I mumbled, my mouth full.
The thought of getting a new dildo must have turned Jill on, because she started humping my hand full force now. "Push your fingers in farther," She begged as she undid her pants and let them fall to the floor. This allowed me to get half my hand into her sloppy slit. I raked my fingers where I thought her G-Spot should be, and almost dropped her to her knees. Jill's pussy made squishing noises as I dug my fingers in and out of her cunt. I was going to do anything that I had to get her to let me fuck her. I got on my knees between her legs and started rocking the little man's boat with my tongue while continuing to thrust three fingers up her fuck hole. Jill grabbed me by the back of the head and ground her cunt into my face as she climaxed.
As soon as she let go of my head, I stood with my face dripping and pulled my hard-on out of my pants, hoping to slip her my sausage. Jill shook her head. "Still not going to fuck you. I'll blow you but I ain't fuckin you." Jill grabbed my cock to size me up. "Are you fucking shitting me, right now? This is what you've been packing this whole time?"
Jill stuck the head of my cock into her mouth while she jerked me off. It was more of a handy than a blowy, but I didn't care cuz I knew I was one step closer to fucking her. I grabbed her head when I was close to blowing my wad to keep her from pulling away when I started to nut in her mouth, but surprisingly, she gulped down every ounce.
That night, I drove to a porn shop that was a few towns over to pick up the biggest dildo that I could find. There was one labeled The Kong Dong that I thought would be exactly what she was looking for. The fucking thing was as big around as my fist. It looked like a donkey's dick. I bought it in the hopes that she would let me watch her use it, and eventually let me fuck her. I couldn't get the thought of fucking Jill out of my head and ended up jacking off twice so that I could fall asleep.
When I came in for my shift the next night, the owner called me into his office. "Was someone in here last night? The papers on my desk are messed up," he said in his usually gruff tone. I gave him a sly smirk and told him that Jill and I had messed around a little. A grin broke out across his face as he grilled me for all the juicy details. "Do you know how long I've wanted to get my hands on those titties? How'd they look? Did she have big saucer-sized nippers? Did you get to suck um, Boy? Wait! No! Don't tell me; otherwise, I might get it in my head that I should start working nights again. Will you do me a favor, though? Don't do the nasty on my desk next time."
I was dying to show her what I'd picked up for her, but it would be almost a week before Jill and I were on the same shift again. When Friday finally came, I put the Kong Dong in a gift bag to bring to work, and would sneak it in through the back door later in the evening. Jill was distant when she clocked in and seemed focused on only doing her work. At first, I wondered if our boss had said something or if she regretted what we had done the last time we worked together. But this was different. She was mad about something, and I wanted to make sure it wasn't me.

I waited until the rest of the day's crew went home, leaving only Jill, me, and the cashier. I slipped out to my car, grabbed Jill's present, and hid it in my locker until she went on break. We normally took breaks together, so I knew where I'd find her. She was still upset about something, so I pressed her to tell me what was bugging her. She told me that she and her boyfriend had broken up a few days before, and that she was still a little bummed about it. "I've got just the thing to cheer you up, then." I grabbed the gift bag from its hiding spot and plunked it down on the table.
"No, you didn't. Oh, my fucking gawd, You Did!" she squealed with delight. "I'm gonna be dripping the rest of the night thinking about this."
"I'm right there with you," I said, leaning back to show her the bulge in my pants. "You're gonna let me watch, right?"
"Anything you want," she said gleefully.
"Does that include fucking you?"
"I'm sure that I can find a hole for that," Jill said, licking her lips as she tucked her new gift into her locker.
The rest of the night went by quickly, and before we knew it, it was closing time. I walked the other two to the door, telling them that I had to clean up a spill in the back before leaving. "We're not supposed to do that. It's against policy. I'll stay and help. That way, you're not exiting the store alone. We let the cashier go and locked the door behind her. Jill walked to the Health and Beauty aisle and grabbed a box of condoms and a tube of KY jelly. "You'll have to figure out how to pay for these tomorrow," she said, continuing to the break room.
When we entered the office, I was pleasantly surprised to see that Gary had cleaned his desk since we last spoke. I half wondered if he did it knowing that we'd be working together again tonight. Jill dropped her pants and whipped out her tits like she had the other night. "You want to suck my titties again?" she asked as she leaned against Gary's desk with her legs spread.
I sucked her tit, flicking her nipple while I reached between her legs. Jill was already wet when my fingers entered her. I coated my fingers in her juices and began to massage her clit with my thumb and fingers. "Oh, God," Jill breathed as I rubbed my thumb across her clit. I pinched her other nipple with my free hand, making her swoon as an orgasm buckled her knees.
Jill gently pushed on my shoulders until I was kneeling between her legs. Her plump, blood-engorged clit stared me in the face, beckoning me to suck it into my mouth. I teasingly flicked it with my tongue before drawing it between my lips. Once inside my mouth, I swirled my tongue around her clitoris. Looking up, I could see Jill ravaging both of her nipples. She pinched them firmly with her fingers, twisting them while pulling them hard, as if trying to rip them off her body. "Yeah. That's it. Make me come," she whimpered under her breath.
Jill grabbed my head and started driving her pussy into my face. She kept hump so hard that I thought she was going to bury my jaw up her cooch. Suddenly, there was a gush of warm oozing down my face. Then another, and another. She held me there until her knees stopped shaking. Just as quickly, she released me and sank to her knees next to me.
Jill turned, pulled the Kong Dong out of the bag, and spat onto the suction cup at its base. She stuck it to the linoleum tile floor while telling me to open the KY. Jill squirted a glob on the tip of the dildo and lubed it up. Next, she squatted over the tip of the silicone sex toy and started rubbing it into her puffy pussy lips. Slowly, she eased it into her twat.
"Come here," she motioned. "Let me suck your cock again." I whipped out my cock and moved so she could suck me while she rode the rubber wang.
She must have had half a dozen orgasms while we did this. Finally, she told me to get out a condom. "Why?" I asked.
"Cuz, you're gonna fuck me in the ass! That's why!" she grunted.
"In the where?"
"You want to fuck me, or not?" she said, squirting some KY onto her fingers, wiping it on her ass hole before dropping onto her hands.
I shucked off my clothes and put the condom on before getting into position behind her. I knew this wasn't virgin territory by the way my cock easily slid into her backdoor. It was awkward trying to fuck her while she humped the dildo, but we soon found a suitable rhythm. When Jill would raise her hips, making the dildo slide out of her hole. I would thrust my cock into her ass. When we got the hang of it, I reached under her and grabbed her nipples, twisting and pulling them the way she had.
"Oh, my fucking gawd. Fuck me, you bastard!" she groaned as I started to hammer my meat up her ass. Jill bucked so hard that she almost threw me off like a bronc buster. "Harder! God damn it! Harder!" I had to grab her by the hips to stay on her. I grabbed a handful of hair and shoved her face into the pile of clothes in front of her. At the same time, I got my feet under me and proceeded to monkey fuck her with all my might, making her scream as she squirted again. Exhausted, Jill went limp beneath me and fell forward, causing my cock to slip out of her ass.
"Roll over!" I barked as I peeled the condom off. I began to shower her with cum as soon as she settled onto her back. Spurt after spurt splashed off her face and tits. She lay there in a heap as I covered her in cum.
Looking down, I saw the head of the dildo still wedged between her pussy lips and knew instantly that my mere mortal manhood would never be enough to satisfy this woman, but damned if I wasn't willing to try. I wiped the floor with my apron as best I could while Jill slipped back into her clothes. After I got dressed, I double-checked the floor and desk area, making sure that I grabbed the condom and its wrapper before we left.
I was greeted by Gary's gravelly, gruff voice when my phone rang the next morning. "Why the fuck is my floor slippery? My wife just about fell on her ass! And what the fuck is that god-awful stench? The fuckin place smells like an X-rated theater! Listen here. I can't have you fuckin the help!" Gary yelled into the phone. I could hear his wife in the background saying that she was going to get some air freshener.
"She's gone now. So tell me. How was it?"
I chuckled, saying, "Fucking Amazing!"
"Yeah. I thought so. I should have never hired you, ya lucky bastard."
