I.T. Ch. 04 by BenLong

I.T. Ch. 04 by BenLong

Dive into “I.T. Ch. 04” by BenLong for an exhilarating journey filled with passion, intrigue, and steamy encounters. Uncover the complexities of desire and connection in this adult tale that pushes boundaries and ignites the imagination. Don’t miss out on this captivating read!

I’m not sure why I didn’t fuck Maryann, perhaps because I could sense that she wanted it. She was definitely a sexy minx, but having her come to my office every morning, showing me her naked pussy, and letting me finger her to find out how smooth she was, seemed to be quite adequate. Just teasing her body, knowing that she loved it, was obvious by her wetness. Every morning, knowing she was going to come into my office and show me her pussy and have me finger her was enough to have me coming away with a wet finger and confirm her nearly constant state of arousal. Only once did she show up where she was obviously not even a little aroused but, after I wet my fingers and twiddled her clit for just a few moments, when I again slipped a finger into her, she was wet.

It was the following week that she hesitated after I’d fingered her. “Uh, Sir?”

“What is it my little slut?”

“I’m going to start my period and I’ll need to wear panties tomorrow.”

I nodded, contemplating. “Well, thanks for the warning, but that’s just not going to do.” I nodded my head and asked, “So how many days will you need to wear panties?”

“Probably the next four.”

I leaned back in my chair, steepled my fingers, and tapped my chin with them. I’d already decided what to do but didn’t let her know just yet. Leaning forward I picked up the desk phone and dialed a number. “Helen? Yeah, it’s Barry… No, not too important. It seems that my slut is starting her period tomorrow and is going to need to wear panties for a few days… Yeah, her punishment isn’t up yet. What are you doing for lunch tomorrow? Care to have a visitor under your desk for lunchtime?” I asked, pointedly watching Maryann as I did, and laughed at Helen’s response. “Oh no, we’ll be saving the spanking for some other time — but that does give me a good idea,” I said, looking up to Maryann’s face and reaching with my other hand to rearrange my cock in my pants. “I’ll let her spend 20 minutes under my desk to start the day. Let her show off her orals skills to me before we bring her up at lunch to show them off to you… Yeah… uh huh…” I laughed again and listened for another moment, “OK, sounds good. See you tonight.” I hung up the phone.

“Ok, my little slut. You plan on coming in a few minutes early tomorrow and you can suck my cock to start the day and then at lunchtime, we’ll go up to Helen’s office. Got it?” I didn’t have to tell her what she would be doing at lunchtime.

“Yes, Sir.”

“Good. On to work.” She started to turn, and I said, “Oh wait!” and she stopped. I beckoned with one finger and she stepped closer. When I could reach the bottom of her dress, I gripped it and pulled her close, reaching under with my other hand to finger her again. “Oh, that excites you, doesn’t it? I can tell you’re wetter. Is my little slut looking forward to tomorrow?”

“Yes Sir.”

“Is that so?” I answered, suddenly wondering if it was the thought of sucking my cock or eating Helen’s pussy that she was anticipating.

“Sucking your cock, Sir,” she answered to my query. “I don’t get to suck cock nearly as much as I like to.”

“Oh? And why is that?” She had a look on her face that told me she thought this was a trick question and didn’t answer immediately. “And… why is that?” I repeated.

“Because Sir… hasn’t arranged and ordered me to…”

“Ah!” I said with a nod. “Of course. I’ve forgotten you haven’t had a master for a while. I’m guessing your husband didn’t share you?”

“No Sir.”

“OK, well, off to your office for now and we’ll have to see if we can come up with something.”

~~~

The knock on my door was a bit unexpected as officially work didn’t begin for another few minutes. Since I had sensitive stuff that I often had to put away before allowing anyone in, I’d had a remote door lock installed a few years before. “Just a moment,” I answered, and then whispered to Maryann, “Slide back further under the desk where you can keep playing with me while I handle this.” She slid back into the cubbyhole and I slid my chair in closer after her, her hand and mouth returning to where they were before I reached over and pushed the lock button. A moment later one of the warehousemen pushed the door open to tell me about some innocuous problem they’d found while starting up. I assured him I’d stop by in just a bit while on my rounds and satisfied, he departed. I flipped the lock button again and rolled my chair back. Maryann dutifully crawled forward to follow. “You are such a good little cocksucker, my little slut,” I told her, reaching down to hold her head against my cock.

“Ummm. Thank you, Sir,” she said, momentarily pulling away to answer before taking me in her mouth again. Her eyes never left mine as she finished me off.

~~~

“Hey my little slut,” I said when she answered the phone.

“Yes Sir?” Maryann responded with a slight emphasis on the sir, by doing so letting me know that she was alone at the moment. When she answered with “Yes, Mr. Dickinson,” I understood that someone was within earshot. I told her to come up to my office.

“I’m having a little poker party at my house tomorrow evening. You’re going to be my hostess,” I told her a few minutes later when she stepped in and closed the door for privacy as I instructed.

“Sir?” she responded, obviously understanding this might be a bit out of the ordinary.

“You said I wasn’t setting you up with enough cocks to suck, so we’re going to take care of that.” I reached up and fondled the collar that said “slut” in Morse code. Make sure you wear this, and I want you to wear your new nipple chains and a tight-fitting shirt. No bra. You’ll need a short skirt, the shorter the better, and a thong panty… and some come-fuck-me heels. Have you got something like that?”

She hesitated just a moment. “I’ve got something.”

“Perfect,” I answered. I gave her the address and told her what time to be there.

~~~

I heard the door rattle, indicating someone had tried the door and, unusually, found it locked. I didn’t host a poker night all that often, but normally when I did, I had the door unlocked and the boys could let themselves in. The sharp triple rap was answered moments later by Maryann.

“Oh My!” Ricky said as Maryann opened the door. His eyes swept down Maryann’s body before shifting to the room and finding me watching from the poker table. “Are you Barry’s sister?” He grinned at me; the hidden joke not missed by either of us but not understood at all by Maryann.

I laughed out loud and said “Come on in, Ricky. No, not my sister. I just brought us a hostess for the game.”

~~~

Rick, Roger, Gary, Marty, Mike, and I had all been frat brothers together. We’d partied together, chased girls together, and bedded many of the same girls, usually at different times. At least once I knew that Gary and Mike had double-teamed Monica Hudson who had, from the noises coming from their room, been appreciative of their sexual acumen. Monica had “won” the annual freshman wet-tee shirt contest our frat house held every year toward the beginning of school. I never did find out whether she thought Gary and Mike were the prize, or whether Gary and Mike thought she was the prize. One thing about Monica, we found that she liked sex and liked showing off — a lethal combination among frat brothers if there ever was one. I don’t think there was a brother among us who didn’t eventually find their way into her panties, and she particularly seemed to have a penchant for entertaining several of the boys at the same time. It didn’t matter to us; we were all looking to dip our cock into any willing pussy.

The boys and I had been getting together for our semi-regular poker party ever since we all discovered we liked to play back in college. We all thought we were pretty decent players, just without a lot of money, but we all thought our penny-ante frat house poker game had become ‘more’ serious when Marty left the frat house his senior year and moved back home to save money. Once his sister graduated high school and started college, they didn’t have enough to be able to send both of them away at the same time, so Marty moved back home. At least that’s what we were told was the excuse, although with subsequent events I had reason to doubt that was the total answer. But, that really did save money and meant that Marty now had more money than most of us — and when he said he was hosting a poker party at his house with a $20 buy-in and he’d supply the beer — we were all over that even if most of us had to scrimp to come up with the money.

It was a Saturday, and Marty’s parents were out of town for the weekend, so we’d thought we were going to have the house to ourselves. In typical fashion, we took over the living room, put one of our DVD porn videos on, and set up the poker table. Marty had a cooler full of Bud and Corona’s and Mike’s Hard Lemonades — and we were set for the evening.

We’d been playing for maybe an hour when I heard something, looked up, and found Marty’s sister Mary standing in the doorway looking at us. We were told she’d been out on a date, set up by a friend of hers, but her date had been a dud and she’d walked away — coming home early. But that she was a hottie, and dressed to impress, we all recognized. A form-fitting blouse with perky little nipples visible and a short skirt, I’m sure all of our mouths dropped open and we had to wipe the drool off our chins. Standing in the doorway where she was, she could see the porn playing on the TV — and it wasn’t ‘mild’ porn, either. I don’t think any of our porn stuff was mild — they were all pretty hard-core fucking and sucking videos. When Marty realized it was his sister, his immediate words were to turn the porn off, but she stopped him with a “Don’t. Leave it on.”

Marty introduced us all to her, and her to us, all with the porn rolling in the background, and then she reached onto the table where I had a Mike’s Lemonade, picked it up without asking, and took a swig. “Where are the drinks?” she asked, and Marty pointed her to the kitchen.