📚 i.t. Part 4 of 6
i-t-ch-04
GROUP SEX STORIES

I T Ch 04

I T Ch 04

by benlong
20 min read
4.63 (10100 views)
adultfiction
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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.

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"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.

"Damn Marty! You didn't tell us your sister was a hottie!" Gary said under his breath so hopefully she couldn't hear. "You've been holding out on us."

"Jesus guys, Hands off! She's my sister and she's barely 18."

"Every girl is somebody's sister!" I laughed. "Doesn't mean they don't like it too." Mary returned just then and seemingly just ignoring us, pulled up the large easy chair and sat to watch the TV -- totally hidden from our view.

"Fuck Marty, she's watching porn! She wants it just as bad as we do."

Looking over to the large easy chair I could not see Mary, she was out of sight with her back to us, but I could see the TV and the porn stars on-screen fucking and sucking and knew she was seeing the same. We'd brought several videos along, and a few minutes later, when one ended, Mary got up and went over and changed it. I saw her look over the titles, select one, and then she just stood there until the movie started. She turned and went over to the kitchen, coming back seconds later with another Mike's Lemonade. Coming back by the table, she stopped and slowly walked around, looking over our shoulders at our cards. "They going to let you buy in again Bro?" she giggled, when she got to her brother and his, now quite small, pile of chips. In typical Marty fashion, he'd lost much more than he'd won.

"Take your top off and flash us your tits and he can have a buy-in for free," Mike laughed.

"Oh fuck, Mike! Goddamn it, she's my sister!"

"Yeah, but she's been watching porn and she does have some great tits! She should have been to our wet-tee shirt contest, she'd have probably won."

"Drop it Mike, or I'm going to deck you." Mike wisely shut up, and Mary just turned and disappeared to the easy chair again.

But Mary was right, it wasn't long before the lousiest player of us all -- Marty -- went out, betting a hand that he was trying to bluff with, that the rest of us easily saw right through. His "Fuck! Damn it!" when he lost was followed by an "Ok guys, it's early, can I buy back in?"

"Sure, but you heard the cost," Mike laughed.

"Fuck you, Mike," he said. "What about it guys, can I..." My attention was lost as Mary stood up and stepped out from around the easy chair, approaching the table.

"So, this buys him back in?" Mary said as she walked back toward the table -- now topless. Sitting in the large easy chair and out of view from us she'd taken her top and bra off.

"Oh, Fuck Mary! What are you doing?" Marty spewed.

"Oh my God! Great tits!" Roger said, and then with a laugh added, "Yeah, I think that ought to buy your brother back into the game." Mary giggled in response.

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"So, you really think I could have won your wet tee shirt contest?" Apparently, she had heard Mike's comment earlier.

I'd have to describe Mary as a typical, hot, 18-year-old if there is such a thing. Her tits were large, but now overly so. They were the size of large peaches, firm and delectable. Her nipples were perky and erect, surrounded by small brownish-pink areolas, slightly on the upper side of her breasts. The tan line from her bikini ran across the insides of her breasts, accenting the lighter skin where her breasts would normally be covered by her bikini top. The white skin of her breasts showed that the bikini was anything except demure.

"Mary! Go put your shirt on," Marty ordered, which made Mary just stop and look at him.

"No." I could see that there was some kind of brother-sister dynamic going on here, the older brother ordering the younger sister, and she didn't take his orders lightly. If anything, she did just the opposite. "What do you think boys, want me to put my tits away?"

"Oh, Hell no!" I said, reaching out for her hand. I didn't think she knew what I had in mind, but when she took my hand, she didn't resist as I pulled her toward me, turned my chair slightly, and pulled her down to my lap. I didn't hesitate to raise my hand and cup one of her breasts.

"Did I say you could do that?" she said, giggling, without trying to remove my hand.

"You did when you took a drink of my Mike's without asking," I grinned, letting my fingers latch onto her nipple. "Repaying can be a bitch."

She giggled in return. "Maybe I should have taken a swallow of everybody's?"

"You can have a swallow of mine," Gary, sitting next to me, spoke up as his hand came over to fondle her other tit at the same time.

"Mary! You don't want to do this!" Marty said, standing up, his face red. She looked over at him and blew him a kiss -- which was too much for Marty as he pushed his chair back and stomped out of the room.

"What about you?" she said to Mike, "Have you got a Mike's Hard Lemonade for me to take a swallow of?"

He laughed, reaching out his hand. I pivoted my chair just a bit and she took his hand, letting him pull her from my lap to his. Spinning her, she pulled into his lap without a fight, both of his hands wrapping around her to fill themselves with both of her tits. "Well, I've got a Mike's Hard for you to swallow, but it ain't a lemonade."

"Mmm, now that might be fun too!" She pulled herself up out of Mike's lap and spun over to Rick. "What about you, have you got a Mike's Hard for me to take a swig of?"

Rick had always been the wildest of us all, the least inhibited of any. Even as his one hand was fondling Mary's tit, his other was fumbling with his belt. "Think you might like to suck on a Ricky's Hard instead?" He said, looking over at the rest of us with an evil leer on his face. Without waiting for a response, he pushed Mary off his lap and down, where she sank onto her knees. In seconds he had his pants open with Mary willingly leaning in to suck his cock into her mouth.

Roger wasn't even waiting, he had his pants undone and slipped off, showing that he was going commando. He reached over and took Mary's hand and wrapped it around his erection while Mary's mouth was bobbing on Rick's cock. Reaching over he gripped her hair and began to pull, although gently; Mary let Rick's cock pop from her mouth and immediately turned toward Roger.

"Eager are you?"

"Don't want to miss out," he said, moving her face toward his crotch.

"Oh, don't worry, there's more than enough of me to take care of all of you."

It didn't take a genius to realize that Mary was an eager and willing participant in a gangbang. We'd all had just enough to drink that there wasn't a single one of us thinking with anything except the, now swollen, little head between our legs. That Marty had disappeared we didn't even notice, all we knew was that his sister Mary was eagerly sucking and stroking 5 hard cocks.

Facing Roger as she was, Mary's legs were under the edge of the poker table, her bottom right near the edge. I stood and stepped around the table, easily pushing the table aside to make room. Roger slid his chair back just a little and slipped in behind her. When I reached under her skirt, I ran my hands up her bare legs until I reached her panties. I pushed them aside with my fingers, slipping a finger into her pussy, and found her already wet. Fingering her cunt elicited a moan from her and her bobbing even harder onto Roger's cock. I gripped her panties, two-handed, only to have her wiggle her bottom as I pulled, assisting my removing them.

Mary's one hand had gone back to Rick's cock when she moved to suck on Roger, and now her other hand reached up to find Gary's dick. Gary had also dropped his pants as soon as he realized what was going on. I pushed Mary's skirt higher up, exposing her entire bottom and pussy, before spreading her legs a bit wider and moving closer. Holding my cock with my hand I guided myself into her waiting love tunnel, eliciting another moan from her as I began fucking her.

"Shit guys! Move aside!" Mike protested, stroking his cock as he pushed into the space between Gary and Roger. Whether she saw, or just sensed his presence, Mary pulled Roger's cock out of her mouth and turned slightly to suck down on Mike's. Relinquishing her stroking of Gary's cock, she reached up and took Mikes, pushing it closer, until she could take both Mike and Roger into her mouth at the same time.

"God Damn, Barry! Move your ass aside and let me tap that!" Gary said, pushing against my shoulder.

I grinned and said, "Hold your horses, bro! I'm just getting her warmed up for ya. You can't have sloppy seconds until I'm done."

"Yeah, I'll bet you bastard! Let's get away from these chairs and take her over to the couch."

"Good idea," Mike chimed in, pulling his cock away before reaching down and gripping Mary's shoulder to urge her up and away from sucking on Roger's cock. Relinquishing her hold of everyone, as she stood, I slipped out of her pussy, and with the help of my 4 frat brothers, we all moved her to the living room couch.

There was no way the brothers were letting me back into her cunt right now -- they all wanted a turn first. And so it was, Mary willingly fucking and sucking all of us, each of us with a turn sinking our cock in her pussy and into her mouth, her hand gripping and stroking us between times.

She rolled onto her back on the couch and welcomed Mike into her pussy first. She didn't seem to care what was happening, with whom, or in what order. Pricks in hand, cock in pussy, dicks in her mouth -- she was willingly sucking and fucking and jerking everything within reach. I hadn't yet had her suck me, and when the others moved in first, I moved up beside her head -- to which she willingly turned toward me, her tongue and lips caressing my cock for a few moments before moving back to Gary, and then back to Rick, and then back to... It didn't matter, we all fucked her, we all got sucked by her, and we all got jacked by her.

"Damn, you're one hot little bitch, ain't you?" Rick said when she had rolled onto her hands and knees and took his cock back in her mouth. I'd finally been able to move back in on her pussy, again taking her doggie style. "Has anyone tapped her ass yet?" There was no answer. "God Damn, I want that ass!" He said, pulling his cock from her mouth and stepping back.

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