Weekend with Anderson

Chapter 6
As the afternoon wore on, Helen informed Kevin and Sherry that they were “invited” to spend the rest of the weekend and that they should make arrangements to cancel any plans that they might have had. Luckily neither of them had any that couldn’t easily be changed, so just a phone call or two and everything was set till Sunday.
Helen thought about Sherry’s devious plot, but it was no more so than her own. Helen pondered the possibilities and decided that a mixture of their two ideas would be best. She reclined on the leather sofa in the living room and wondered if Kevin had cleaned up the downstairs and taken his shower yet. She thought about his muscular toned body and the way he had finally given into her dominance and despite the several orgasms she had earlier, found she was growing horny again.
Sherry walked in and sat in a matching chair opposite of Helen, curling her tanned legs under her.
“So how is he doing?” Helen asked.
“Pretty good…He’s had a shower and is just finishing the clean-up.” Sherry informed.
“Actually I meant more, How is he acting…is he upset about earlier or what?”
Sherry thought for a moment and said, “No I don’t think so. It seems like he might be a little resentful about being ‘ass-raped’ on video, but I think he actually liked it enough that he won’t fight it in the future.”
“Ha! It wouldn’t do any good anyway…I won’t stand for that kind of attitude in my house, or even at the office for that matter.” Helen said confidently.
Sherry having experienced Helen’s displeasure before and not caring to see that side of her again, just smiled and agreed.

Kevin reached inside his loose fitting pajama-like shorts that Helen had given him and rubbed his sore balls. He had never been tied down like that before and the constant pulling on his nuts as Helen and Sherry had fucked him left him a bit tender. He also had earlier realized it wasn’t only his balls that were sore, but he was experiencing a similar soreness in his ass!
“Damn, if I had known it was like this…I might have not have fucked Sherry in the ass so hard!” Kevin thought laughing to himself. He continued thinking of what had happened that afternoon and smiled when he thought about how the two women had cum so hard from fucking him…these thoughts excited him and he found he wanted some more. He finished buffing the floor and as he stood up to throw the soiled towels in the hamper and felt his cock pushing against the front of his shorts.

Afternoon turned to Evening and Kevin found himself carrying out the whims of the two women who directed him to accomplish task after task. From items out of Helen’s refrigerator and pantry, Kevin had cooked them a nice meal and was now serving his two female ‘superiors’ drinks by the pool under a starry night sky like a well-trained Cabana-boy at a Fancy Resort Hotel.
“Is there anything else Mistress?” He asked Helen.
“Why yes…yes there is in a matter of fact.” Helen said, “How would you like to fuck my ass?”
Kevin thinking that finally he was going to score immediately jumped at the chance and replied excitedly, “Yes Mistress! I’d Love to fuck your ass!”
“Good!” Helen said and while getting up, she hiked her loose sun dress up over her hips and knelt on the seat cushion. She then bent forward, resting with her elbows on the arm of the couch, and stuck her ass out invitingly towards Kevin.
Kevin quickly pulled down his shorts and stroked his fast growing erection as he moved into position behind Helen. He winked at Sherry sitting on the far sofa and took a deep breath in anticipation.
Helen spun and looked over her shoulder after hearing Sherry giggle, “Oh No! You think you’re going to stick that thing in MY ass!?! No, no, no! When I said fuck my ass I meant with your tongue, and only your tongue! Now get busy Bitch and stick that tongue in my ass before I get pissed off and punish you for your erroneous assumption!”
Discouraged but still sporting a hard cock, Kevin moved in behind Helen and started running his tongue between her hairless firm cheeks until he zeroed in on her hole.
“Come on Bitch! Hmmmm, Yes! Squeeze that tongue in my ass! Yeah Fuck It!” Helen directed.
Sherry watched as Kevin buried his face into Helen’s ass…much to her delight. She ran her hand down stomach, between her legs and started rubbing herself as she grew increasingly excited watching the show in front of her.
Helen soon started moaning and pushing back against Kevin’s face while she herself rubbed her clit with the tips of her fingers. Sherry and Helen both climaxed about the same time…Sherry watching and Helen getting her ass reamed by Kevin’s now tired tongue.
“Good Bitch…that was awesome!” Helen said. “Sherry you should have told me he was such a good ass-licker.”
“Yes Mistress.” Sherry said gasping, “He’s very good at that!”
Helen pushed Kevin back by the shoulder and stood up beside the couch.
“Come with me Sherry, I want you to do something for me…” Helen said, reaching for Sherry’s forearm to pull her along to the downstairs dungeon.
“Oh wait, we must do something with him…can’t leave him here like that.” Helen said pointing at his hard-on.
Helen instructed Sherry to put Kevin’s collar and cock and ball harness back on and they lead him back downstairs into the dungeon. Helen motioned for Kevin to knell on a padded mat on the floor and then securely tied his hands behind his back and ran a leather leash from the restraint, between his ass cheeks, and tied it tightly to his cock and ball harness.
“There that ought to keep you out of trouble for a while,” She laughed and pushed him over onto a floor mat.
Chapter 7
“Come on Sherry over here” Helen pulled Sherry over to a bed and roughly pushed her onto her back and forced her legs apart exposing her wet pussy. She immediately dove in and started licking her lips and clit, quickly bringing the younger girl to a frenzy. Whatever Sherry asked for, Helen did the opposite. If she begged for it ‘Just Like That’ Helen did something else, if she wanted it harder she did it lighter. To Helen, control no matter how it unveiled itself was intoxicating and she smiled as Sherry squirmed and begged for her to bring her to an orgasm.
“Oh Please! Please Mistress! Make me Cum!!!” Sherry begged.
Helen said nothing, but just continued to tease and frustrate her. Finally she stopped her tortuous denial of ultimate pleasure and withdrew leaving Sherry frustrated. Finding her strap-on harness near by, Helen quickly fastened it about her hips and attached one of her largest cocks to it. She returned to the bed and put the head of her cock against Sherry’s soaked pussy she pushed forward forcing it to slide in.
“Oh God!!! I’m Cumming!!!” Sherry screamed as Helen’s cock penetrated her.
Helen laughed and started aggressively pumping Sherry’s pussy bringing her to one orgasm after another until it seemed like she was having a long continuous climax. By the time Helen reached an orgasm of her own, Sherry’s pussy was emitting loud sloppy noises and she was reduced to whimpering and moaning.
“Oh Yeah! Take My Cock!” Helen moaned pounding herself against Sherry’s spread thighs. “FUUUUCCCCK!” She finally yelled, her muscles contracting and shivering as she collapsed on top of her spent partner.
Kevin had managed to move around and had been watching the whole scene and was very excited, but he couldn’t do anything with his hands tied and he ached to stroke his cock. He found out that if he pulled his hands back he could tighten the leash and pull on his balls, but even though that felt good, it only resulted in driving him even crazier! He watched the two women on the bed hold and caress each other for a bout a half hour until faintly he heard a chime of a doorbell from upstairs.
“Oh that must be our guest…you did make that call didn’t you Sherry?” Helen asked.
“Yes Mistress…I did!” Sherry responded excitedly.
“G
ood, go answer the door and come back down…Quickly, get going!” She said giving her
ass a smack to set her in motion.

Helen went over to Kevin and released his cock and ball harness from his hands and helped him up. She then led him over to a contraption that resembled an old fashioned set of headstocks, except it was more modern and sleek looking. She directed him to knell on the kneepads and lean forward on the upper body platform. She fastened straps around his lower thighs to hold his legs in place and secured his wrist and finally tightened a collar-like device around his neck making him practically immobile with his face looking out straight in front of him. To complete his bondage, Helen reattached a leash to his cock and ball harness and let it lay on the floor, ready for usage by whoever needed to get his attention. Kevin was a little uneasy about being this helpless and at the mercy of the two women, but ‘What the Hell’ he finally concluded…it wasn’t that bad earlier!
Helen next pulled a chair up directly in front of Kevin and placed a black booted leg up to his mouth, resting her heel on the edge of the table beneath his chin and said, “While we’re waiting, how about giving this a good licking, Bitch.”
Kevin looked at Helen and admired her beautiful sexy figure and erotic dark hair that fell across her shoulders. He obediently followed her orders and began running his tongue over the soft leather of her small thin boot. Busy in his chore, he tried to imagine her at work in her immaculate professional outfits, but couldn’t. In just a few hours she had be totally transformed from a uptight boring business woman into an exciting devilishly vixen.
Chapter 8
Suddenly the door to the room behind Kevin opened.
“So this is our guest?” Helen asked.
“Yes Mistress.” Sherry answered smiling, “This is Jake…my ex-boyfriend I told you about.”
“Does he understand what his role is to be…you’ve told him everything right?”
“Yes Mistress…he has been told.” Sherry said.
Helen looked at Kevin’s reaction to this latest development and grinned widely. She stood up and walked around over to her new “guest’.
“Well you will certainly do!” Helen cheerfully said touching Jake’s broad shoulder and letting her hand drift down his thick tricep. “If all goes well…I will be your reward!”
For just a brief moment their eyes locked in an exchange mutual approval and then Helen continued, “Go ahead and get out of those clothes, don’t be shy.”
Jake removed his clothing while the women watched. Their lustful expressions caused him to become aroused and his now freed cock started to grow to it’s full 9 inch potential.
“So this is our new Bitch here.” Sherry said of Kevin who was straining to see what was gong on behind him, but couldn’t move.
Jake walked around in front of Kevin and simply said with a smirk, “Nice to meet you…Please…Don’t Get Up!”
Kevin was worried, but still held on to the hope that the new comer was there just for the women.
He looked at Jake and was impressed with the man’s physical presence. He was trim and muscularly cut, just a bit bigger than Kevin himself. Jake was also deeply tanned, apparently from a tanning bed due the lack of tan lines, and had medium length sand colored hair, but what really caught Kevin’s eye was Jake’s thickening 9 Iron that was starting to make him a little self conscience of his own cock.
Sherry was standing next to Jake rubbing up against him and she finally reached out and grabbed a hold of his cock.
“Now watch closely Bitch, I’ll show how to suck a real cock!” Sherry said turning Jake sideways to Kevin and moving down to take his cock into her mouth. Totally absorbed in what was happening in front of him, he had forgotten about Helen who had taken the opportunity to sneak off and once again to start the cameras.
“Hmmmm, this cock tastes great! Want to try it?” Sherry kidded licking her lips and pointing Jake’s cock towards Kevin.
“No, Miss…I’d rather not!” Kevin said trying not to sound too defiant.
“Too bad Bitch, Suck it!” Helen ordered as she returned behind him.
Jake moved forward and started rubbing the tip if his think dick against Kevin’s closed lips.
“Come-on Bitch, suck a real man’s cock!” Jake said.
Helen seeing Kevin’s resistance leaned over and grabbed the leash from the floor. She gave it a hard tug and Kevin opened his mouth wide to scream resulting in Jake’s cock gaining easy access.
Revolted, Kevin wanted to spit it or even just bite it hard, but remembered that he was in a very vulnerable position and doing so would certainly result in grave consequences. So he begrudgingly started sucking it.
“Look at the Bitch sucking cock” Sherry said excitedly looking down at the action from around Jake’s shoulder and arm, “Oh yeah, Suck it good you Slut!” Sherry’s excited surprised even herself as she watched her boyfriend being force-feed Jake’s huge cock. She was so into it that she soon changed from cheerleader to participant when she grabbed Jake by the hips and pushed him back and forth when she felt he wasn’t pumping hard enough.
“You’d better behave Bitch!” Helen told Kevin watching the events from behind Kevin…”Remember the tape.”
Of course he couldn’t answer anything more than slurps and mumbles.
Kevin got used to Jake’s cock as it slid back and forth in his mouth and he started to notice its texture and warmth. He felt one of Jake’s big hands on the back of his neck as the he started pumping more and more of his huge member into his mouth. Kevin opened his eyes for a moment and although the other man’s flat stomach blocked his most of his view…he caught a glimpse of Sherry grinning and rubbing herself.
Helen continued tugging on Kevin’s cock and balls with the leash and unsurprisingly to her…he started to grow hard again.
“Look Sherry, I think he likes it!” Helen said, “I knew he would after seeing him beg for my cock!”
Sherry laughed and said lustfully “Cum in his fucking mouth! Cum hard down his throat like he does to me!”
Kevin could feel the Jake’s cock beginning to pulsate and convulse and knew his orgasm was inevitable. Suddenly he felt a hot gush of cum squirt into his mouth and to the back of his throat. Jake continued to pump his cock in and out as stream after stream filled Kevin’s mouth and spilled out over his chin and face.
“Holy Shit that’s HOT!!!” Sherry said still furiously rubbing her clit as Jake finished cumming and pulled his cock out and slapped it repeatedly against Kevin’s lips.
Helen who had been watching intently…agreed. Then she told Sherry to take Jake over to the bed and let him rest, so he would be ready to go again as soon as possible.
Helen was extremely ‘Hot’ after watching Kevin swallow all that cum from giving his first real blowjob and joined the other two on the bed, leaving Kevin alone to think about what had just happened.

After about a half hour the two women had Jake hard and ready for more action.
Helen was stroking Jake’s cock hard with her hand as Sherry kissed him passionately.
“I think it time to fuck the Bitch now!” Helen said getting up and moving towards to bound and helpless Kevin. Jake followed and moved behind Kevin and lined up his stiff erection. Sherry rubbed some lube on Kevin’s asshole and grabbed her ex-boyfriend’s cock and guided it towards Kevin’s ass.
“OH YEAH, That’s Great! Look at that Big Cock Go In!” Fuck His Ass! Oh Yeah Fuck Him!” Sherry yelled as Jake pushed forward and his cock began to disappear between Kevin’s cheeks.
In a few minutes, Jake was pumping Kevin with long steady strokes as Sherry urged him on. She stood beside them watching closely, rubbing her clit fast and hard in tiny circles nearing an orgasm as she watched the two men.
Helen also watched intently from the bed. She loosened her large strap-on and pulled the harness slightly to the side to allow her access to her pussy.
Kevin started wanting the man’s cock. He had totally given up trying to find a way out of his predicament after the man had fill
ed his mouth and throat with cum and now found he wanted his ass filled with cum too! He pushe
d shamelessly back against Jake and moaned loudly as he felt Jake’s balls slapping up against the back of his own. He heard Helen say something and managed to look over towards the bed.
“You’re such a cock hungry Bitch!” Helen said laughing when she saw Kevin looking at her. She pumped her fake cock with one hand as she frantically masturbated with the other.
“Oh Yeah!!! Fuck that Little Cunt’s Ass!!! I’m Next! Then you can finish him off Sherry!” Helen said, “We’ll all fuck him till he cums all over himself!”
Jake’s tight ass and strong thick thighs flexed as he continued to forcefully pound Kevin’s ass. Kevin tried not to show it how much it was exciting him, but the hard cock filling his ass felt so good! Kevin then felt Sherry reach under him and grab is hard-on and cringed from embarrassment.
“Oh My God! Look at this Fucker! He’s as hard as I’ve ever seen him!” Sherry laughed, “What a little cum-sucking Bitch! I think he likes cock more than pussy now!”
“No!” Kevin managed to say, but it only bought forth laughs from all three of the others.
Sherry watched with excitement as her ex fucked her current boyfriend’s ass with abandon. He was pulling his stiff 9 incher all the way out, pausing, and then shoving it all the way back in to the hilt making a tremendous sloppy noises. She sensed her Jake was about to cum and quit playing with Kevin’s cock and took a step back and watched.
“Fuck Him!!! Fuck Him Hard!!!Cum in his Slutty Ass!” Sherry yelled as Jake moaned and slammed his thick throbbing cock between Kevin’s cheeks. Suddenly he thrust forward and jerked…shooting a huge stream of hot cum deep into Kevin. Then he pumped a couple of more strokes and paused again…squirting load after load in his ass.
Kevin wanted to cum with him, but no one would let him. The feeling of the Jake cumming in his ass was fantastic and he shamelessly admitted to himself he might want it again one day.
Helen had got up from the bed and like a gun slinger tightening his holster before a shoot-out, pulled her harness buckle tight again apparently extremely excited and ready for yet another orgasm. She pushed Jake away from Kevin and took his place and before cum could ooze out of Kevin’s well-fucked hole, she put the head of her fat heavy cock against him and pushed forward. Kevin’s ass was so sloppy and well-fucked that cum squished out around her cock as she started pumping away.
“Go shove your cock in his mouth and have him clean you up” Helen told Jake as she continued her assault.
Kevin hesitated, but opened up and sucked the man’s cock clean as Mistress Helen pounded him from behind with her huge strap-on. Didn’t she ever get enough!? Kevin thought, wanting so bad to cum.
It only took a few minutes and Helen convulsed in another orgasm. She recovered fairly quickly and with Sherry’s help, untied Kevin and had him turn over on his back.
“If you want to cum” Helen told him, “You’d better finish off with Sherry, she’s been very patient.”
Sherry had slipped into her own strap-on harness again and was moving between Kevin’s legs…holding his ankles high in the air.
“Hold your legs up Bitch!” Sherry told him letting go of his ankles and grabbing her cock, she rammed it in Kevin’s sloppy hole. She then grabbed his swollen cock and started pumping it in time with her thrusts as she looked into Kevin’s eyes.
“Do you want to Cum Bitch?” Sherry asked.
“Yes Miss, Please make me!”
Kevin’s ass was hurting, but luckily there was enough cum and lube to make his fucking bearable. He watched as Sherry pumped her large strap-on into him with a look of determination. Her tits bounced with every thrust and she gave out a small girl-grunt every time she slammed into him. She was working up quite a sweat and her damp blonde hair clung to sides of her face and shoulders.
“Come-on Bitch! Hmmmph! Cum with me Fucking your Ass! Hmmmph!” Sherry encouraged as she milked his swollen cock waiting for it to squirt all over his stomach and chest.
Quickly Kevin’s legs tensed and his asshole clinched around the invading cock in his ass and he exploded, cum shooting high into the air and all over his upper body.
“Yeaaa-Hoooo!!!” Sherry screamed excited as a teenager on their first roller coaster. She continued stroking his cock as it squirted again and again and didn’t stop pumping his ass until finally his orgasm declined and hers started. She powerfully twitched her hips forward…smacking her thighs against Kevin’s ass as her climaxed peaked. Eventually her orgasm declined as well and let out a big sigh of satisfaction.
“Damn…Now that was a lot of Great Sex!!!” Sherry said apparently exhausted and spent.
“Yes indeed it was.” Helen agreed. Jake and her had watched the final bout with Kevin and now were looking like they were going to leave the downstairs room.
“Sherry, once you’re done…I want the two of you to clean up. You can either stay till morning or sleep here, either way let yourselves out….I’ll be busy with Jake for a while and don’t want to be disturbed. I expect to see you bright and early Monday morning ready for another work week” Helen said.
“Yes Mistress” Sherry answered and continued pointing her thumb towards a spent and sore Kevin, “I’ll make sure everything is taken care of.”