Weekend at Anderson's, Part 2

“It’s All In!” Sherry exclaimed looking over to Mistress Helen. 
“Good…now start pumping it in and out slowly until he loosens up a bit!” Helen replied. 
“No! Please Ladies!” Kevin pleaded feeling the discomfort of his ass being violated and the humiliation of it all, “It hurts, Please let me go!” 

Mistress Helen laughed, “Yeah Right! You’re just getting what you deserve.” She picked up the paddle and gave his ass a hard smack. 
Sherry felt his resistance giving way and she started to pump harder and with an faster pace. Her thighs actually started slapping roughly into his ass when she thrust forward which pushed him forward as well pulling tight the leash on his cock and ball harness. She forgot about his balls being tied down, but Kevin could feel the stretching taking it’s toll and he had no choice but to push back against her thrust to keep his balls from being ripped off!

“Oh Yeah! Look he’s getting into it!” Sherry said excitedly. 
“Fuck her cock Bitch!” Mistress Helen commanded, “Fuck it and say how much you want it!” 
“No! I won’t” Kevin said, his restrained body beginning to break out in a light sweat. 
“Come on you little Sissy say it!” Mistress Helen demanded again readying the paddle. 
“I can’t! NO!” 
SMACK! “Say it!” 
“Please, No!”
The paddle fell once more, but Kevin wouldn’t relent and say he wanted it. Sherry was still fucking him with determination and was nearing her first orgasm from the giving end of a strap-on. Each time she banged her cock in, the base bounced off her clit and sent intense sensations through her…the harder the thrust, the greater the rush! 

Meanwhile Kevin was turning delirious and although he found he was beginning to like Sherry pounding his ass, he was ashamed and just couldn’t admit it out loud to the two dominant women. But his cock and his actions gave him away, he was fully erect with dripping pre-cum and he complained less and less.

Mistress Helen could see his reluctance to verbally submit and decided to let it go for now. Besides it was better that he hold out a little longer…she actually didn’t want Sherry to be the one to break him! She wanted him to surrender while she fucked him with her cock. 

The continuing action being too much, Sherry finally started to cum. She repeatedly thrust hard into Kevin, her cock making sloppy noises, which made Helen smile. 
“Oh Fuck I’m Cumming!” Sherry yelled, “FUCK MY COCK BITCH!” 
Sherry was hot with sweat from her exertions and her blonde hair clung to her young lustful face. Her muscled arms and buttocks flexed and tensed as she thrust one last trio of times into Kevin and then and collapsed shuddering onto his back.

“Oh My God! Fuck! I’ve never came like that!” She said laughing, “Shit! That was Great! Really Different…I LIKE IT!” 
“Yes My Dear…and you’ll have plenty of opportunities for more. But now it’s my turn.” Mistress Helen said almost impatiently and finished strapping on her own harness and cock. 

Chapter 5 

Behind Kevin, Helen knelt down to check if he was at the right height for her. Satisfied, she looked up and saw Sherry starting to take off her harness off and said, “Wait Sherry, not yet. Undo his collar leash and sit back in the chair and have him suck your cock.” 
Sherry gleamed, “Yes Mistress!”
“No, don’t wipe it off…that’s his job to clean up the mess!”
“Yes Mistress” Sherry said again…naughtily. 

Kevin couldn’t believe it. He had thought he was going to be doing all the fucking! How wrong he was! Now not only was he was ready to get fucked again, but he was going to have to suck a cock as well…his only redemption was that at least no one would know. 

Mistress Helen squirted lube into her palm and stroked it on her large 2 1/4” diameter cock...grinning as she noticed that she couldn’t fully encircle the thick cock with her hand. She reached down under Kevin and loosen his cock and ball harness a notch or two, just enough so he would be able to maneuver slightly to accommodate the huge strap-on. Reaching around the front of his thigh with her lube covered hand she found him still fully erect and began to stroke him…she always found a man was more receptive to a thick cock while he was being stimulated. Not that it matter much, he was going to take it one-way or the other.

While Helen prepared to penetrate, Sherry released the collar leash and sat in the chair waving her used cock an inch in front of Kevin’s mouth. 
“Open up…come on, you didn’t think it was so bad last week when you wanted me to suck yours after you fucked me!” Sherry said. Knowing he didn’t have a choice and fearing another paddling Kevin replied, “Yes Miss Sherry” and opened up. 

“That’s a good Bitch” Sherry said laughing while guiding the dirty shaft into his mouth “Suck my nasty cock!”
Mistress Helen continued stroking Kevin’s cock with one hand and steered her cock toward his ass with the other. Kevin winced as he felt it press against his already well lubed hole. 
“Ok, Bitch just relax and take it…you know you want it.” Helen pushed a little harder. 
“Humph!” Kevin mumbled around the cock in his mouth then pulling free said’ “No way! Please Stop!”
“Hold that cock in his mouth Sherry…I don’t want to hear his whiny shit anymore!”
“Yes Mistress” Sherry said grabbing Kevin’s head and slamming it down on her cock. 

Mistress Helen regrouped and grabbed him squarely by the hips and pressed forward. Kevin’s hole unwillingly gave way to the massive invader and its mushroom shaped head popped in. 
“Humph, Humph!” Kevin mumbled to no avail. 

“Oh Yeah! Come on Bitch!” Helen said watching as the head of her favorite cock disappeared between Kevin’s cheeks and into his ass. She licked her lips and proceeded to work another few inches in before slowly pulling it out. She grabbed its base and slapped it's head down against Kevin’s asshole a few times and pumped it between his lubed cheeks. 
“Here it comes now…the whole thing!” Helen said and pushed the head past his opening and continued until its whole length was inside. 

Kevin bucked wildly against the invasion, but stretching his balls on their leash caused him to stop. He couldn’t believe how big the cock felt inside his ass and he wanted to push it out, but couldn’t, Mistress Helen keep pumping it in and out no matter what he did. He tried to protest, but Sherry held his head firmly pumping her own cock down his throat and all that escaped were muffled pleas. 
Mistress Helen was thoroughly enjoying herself. She loved her ‘Bitch’ squirming to get away from her cock even more than when they finally started to beg to be fucked harder. She could feel her pussy becoming extremely wet as the strap from the harness that ran between her legs slipped back and forth over her lips. She continued slowly fucking Kevin for another 5 minutes until she felt that he had adjusted to her cock’s size. At that point she pulled most of the way out, leaving just the head in, then she slammed it back deep. She repeated this several times and she swore he was starting to push back against her. She tried it again and yes…he definitely was! She motioned to Sherry to let his head go and to take her cock out of his mouth. When he was free, she pumped him two more times and judged his reaction…he was definitely responding like and whore enjoying a good romp in the hay! 

“Tell me you want it Bitch!” Helen said again slamming the cock in his ass. 
No response.
“Come on Bitch, Tell me how much you want it or I’ll stop!” 

Kevin fought with himself because he knew he wanted it...in fact he was thinking he loved it and needed her to Fuck him until he came! Finally he relented and pleaded, “No! Please Mistress! Don’t! Don’t stop! Fuck Me! Please!” 

Helen grinned widely...finally having broken his male ego and pride. 
“Oh so you like it now? Tell me you love being fucked like a little Sissy Bitch!” 
“Yes Mistress! I love your cock! Please fuck me and make me cum!” Kevin responded. 

Helen pumped him several more times and smiled at Sherry who was still sitting in her chair trying not to giggle at the site of her boyfriend becoming a cock hungry slut. 
“You can cum Bitch, but not before I do once more!” She quicken the pace as the huge cock now slid easily in and out of Kevin’s ass. 

“Oh Yeah! That’s it! Come-on Fuck Me Back! Hmmm, Oh Yes!” Helen’s hips slammed against Kevin’s ass as she buried the whole 10 inches deep inside. She started to cum hard and reached around his waist and milked his swollen cock in time with her orgasmic spasms. Sherry quickly rose from her chair and slid underneath Kevin as Helen had told her to do earlier when they reached this point. Helen still cumming, kept pumping Kevin's ass as Sherry’s mouth replaced her hand around his cock and after just a pump or two, Sherry felt his cock tense ready to explode. 

Kevin was in ecstasy. He could feel his asshole clinch around the huge cock as Mistress Helen shuddered in her orgasm and Sherry pumped his engorged cock in and out of her soft mouth. His whole body tensed as he exploded and he wasn’t sure if it was possible, but he could have sworn that he had a multiple orgasm with that cock in his ass. It was the most intense climax he had ever experienced! 

Sherry caught most of Kevin's cum in her mouth and as instructed...didn't swallow. Instead she retreated out from under him and looked to Mistress Helen who motioned to her, “Spit that cum out onto his ass...I’m going fuck it deep into him!”

Sherry carefully spit out his cum onto Helen's already glistening cock and Kevin’s well fucked asshole and Helen pushed the her cock back in making loud gushing noises. 
“Oh Yeah Fuck that cum deep Mistress!” Sherry laughed, “Fuck it all in his Ass!” 
Mistress Helen did so a few more minutes and asked into Kevin’s ear as she pumped steady and hard, "Do you like cum in your ass Bitch?" 
"Yes Mistress" Kevin replied feeling ashamed. 

The dominance she felt at this point overtook her and although she had planned on stopping...She Didn't! Her cock was just sliding in and out too easily with all that cum on it and besides, she really wanted Kevin to remember his first Fuck! In no time she was surprised that she was building to another orgasm and grabbing a handful of Kevin's hair, she jerked his head back and forcefully asked, 

"Who's Bitch are you!?" 
"Yours Mistress!" Kevin eeked out. 

"Damn Right, Fucking Little Slut!" Helen agreed and let go of his hair and placed both hands on his shoulders and pulled herself into him. 
Kevin cock started to spring back to life again and he was shocked to feel it grow hard again so soon and he wondered if he was really just a Slut for Her Cock!? 
His ass took her thick 10" strap-on as she pounded away to another climax, but he had a feeling he wasn't going to be allowed to cum this time and he was right! Suddenly Kevin heard her moan loudly and push deep and hard into him. Leaving it buried, her body shook in a powerful climax as her hands clasped and dug into Kevin's flesh. After several minutes, she withdrew and laid back exhausted, her sweat covered tanned body glistening in the candle light. 

“Mistress, shall I untie him?” Sherry asked feeling a little sorry for her Boyfriend. 
“Yeah go ahead…we have what we need" She said with a smirk, "You see Kevin...we have you on video begging for me to fuck your ass! From now on you are going to be our little Bitch whenever we want or I'll let our little secret out…do you understand?” 

Kevin was horror-struck! His only redemption had been that no one would know he had begged for his sissy ass to be fucked and now this news was going to change his whole life! “Yes Mistress, I understand…I’m screwed.” 

“Yes you are!” Helen said cheerfully and hugged Sherry laughing, “And we're just getting started." Helen looked thoughtfully at Sherry and said, "So, what shall we do the rest of the weekend...Hmmm, Do you suppose some more training is in order?"

"Yes Mistress, I think he needs a lot more!" Sherry responded and with a giggle, she bent towards Helen and started whispering a devious plan in her ear.