A Lesson From His Boss

Williams unzipped his fly and pulled his manhood out. Both Shawn and Kate gasped. His soft cock was already bigger than Shawn's when hard. He grabbed the Asian girl by the hair as she knelt.

"Suck on that dick, beautiful. Show your boyfriend what you'll do for a real man!"

Kate was turned on by how dominant her boyfriend's boss was and, without thinking, took his penis in her hand and sucked on the head, her eyes looking to his for approval.

"Oh yeah baby, that feels so good. Shawn needs to learn. Show him what a cocksucking slut you can be!"

She felt him get hard and bigger than she knew was possible in her mouth as she sucked on him. He used the hand holding her hair to fuck her face, but his size meant he could get only half of his dick in her mouth no matter how hard he pushed. Suddenly, he pulled out.

"Here's another lesson for you O'Neill."

Williams lifted Kate easily to her feet and immediately pulled her panties to her ankles. He roughly took her negligee over her head then raised her up in his powerful arms by the thighs, spreading her legs apart.

"You see how wet your dear girlfriend is after sucking on me? Look at that O'Neill, she's dripping!"

Shawn had been trying to look away but his boss' command raised his eyes. Sure enough his sweet girlfriend's juices were flowing down her thighs and it was clear from that and her breathing that she was incredibly turned on as Jim held her in the air in front of her boyfriend.

"She wants it O'Neill, do you see?"

"Yes sir, I can see."

"Well O'Neill, I'm going to give it to her. It's what she needs and you need to see how a man should treat a girl."

Shawn knew now that his boss intended to fuck his beautiful girlfriend right in front of him, and that no matter what her mind thought her body wanted him to do it. This was too much. He gathered as much courage as he could and raised himself up, no longer covering his flaccid penis, no longer afraid.

"Sir, I've had enough. Put my girlfriend down and get out of my apartment."

Williams was laughing as he lowered Kate to her feet. He strode up to his subordinate and pushed his soft chest, easily forcing him to the ground. He picked up Kate's panties and shoved them in Shawn's face.

"Smell your slut's panties boy! See how fucking wet she is for me!"

Shawn could feel the dampness from the cloth against his face, understanding now that he had no choice in the matter. The man who dominated his office was going to dominate his bedroom, and it's what the love of his life wanted. The thought made him cower and whimper a little.

Williams glanced down and noticed his small penis for the first time.

"Jesus O'Neill, you really are a shriveled dick! And look at you there, curled up like a little bitch! If you're going to act like a sissy you may as well look like one. Put these on!"

He threw the panties at Shawn's feet. Shawn was afraid of being hit again and reluctantly pulled the lace knickers on.

Williams threw the discarded negligee at him.

"This too, wimp."

Avoiding eye contact with anyone in the room, he pulled his girlfriend's lingerie over his head.

"Now sit the fuck down and don't say a word unless I speak to you."

Williams walked back to Kate and pushed her onto the bed.

"Get on your hands and knees slut, I want to fuck you from behind."

She never let Shawn make love to her in this position but somehow Jim's deep voice made her excited to do what he wanted.

"This tight fucking pussy has never seen a real cock before. I'm gonna enjoy this!"

Wet as she was, it was still difficult for Kate to take a man of Jim's size. He worked the head of his oversized dick between her cunt lips, then forced himself insider her.

"Jim, please be slow...it's much bigger than I'm used to!"

He ignored the young girl and continued forcing himself in, stretching her pussy on his thick penis. He was about half-way in now.

"Tell Shawn how it feels whore. He needs to hear this."

Kate moaned, then answered.

"Oh baby, even half his penis feels so much bigger than yours! It hurts but it feels amazing at the same time. I can't describe it!"

With that Williams withdrew and flipped Kate back over. He lifted her legs over his shoulder as he stood at the edge of the bed and thrust his enormous cock into her wet slit in one go. Kate cried out as he hit her cervix.

He immediately and remorselessly pounded into her.

"I love fucking virgins, and you may as well be from what this pathetic boy has been giving you!"

He huge balls slapped against her ass as he drilled her over and over.

Kate had never felt anything like it, her vagina filled completely and every nerve tingling as the tall, strong man took what he wanted.

"Oh my god! Oh jesus it feels so good!"

He held her by the tits as he fucked into her.

"Tell Shawn what's happening. Look at him!"

She turned her head to her boyfriend, her tits bouncing obscenely as his boss hammered her pussy. She saw him still sitting against the wall, dressed in women's lingerie.

"Honey I....oh!...I'm going to orgasm. I'm going to cum on a man's cock for the first time! Jim is...oh my god!...Jim is such a good teacher for you!"

She couldn't continue, her eyes closed tightly as she felt the orgasm building. Her only previous orgasms had been from vibrators, and this felt so different. Everything about the situation and the incredible man fucking her made her senses heightened. An explosion of pleasure radiated from her vagina throughout her body.

"Ahhhhh...oh my god...YES!"

Both her pussy and the rest of her body convulsed as her orgasm subsided. Jim stopped his pounding but kept his big dick inside her.

"Thank you so much Jim, that was incredible! I can barely breathe!"

He smiled but didn't say anything. Pushing her more fully onto the bed, he climbed on top of her in the missionary position.

"Shawn needs to learn, so this time I want you to tell him everything as we go."

"Ok Jim. I want to help him."

He started his pounding again, one hand grabbing her by the ass, the other mauling her tits.

"I can feel his big cock inside me baby. It's still stretching me."

Heavy breathing.

"He's touching places I've never felt before. It feels so good!"

Moaning now.

"He's pushing against my cervix, I can feel him up in my womb. It's so deep!"

Screaming.

"Oh god baby, I'm gonna cum again. It just feels so big!"

Jim was thrusting as fast as he could into her, clearly close too. His pace reached a peak and he roared as the first jet of his load erupted inside her. It was the first time any man had cum inside her pussy.

"Oh fuck baby! I can feel him shooting inside me! I...ahhh!...I can feel each of his spurts hit me...I'm gonna cum....ohhhhh!"

The two lovers came together, Kate's hands clawing at Jim's muscular back as their orgasms overtook them.

Jim withdrew his penis and rolled onto his back in the spot that Shawn usually slept.

"Fucking hell Kate, you're an amazing woman. That was superb."

Kate was still catching her breath, stunned at what she had just experienced.

"You're an amazing man Jim! Thank you so much for this, I've never felt anything like it."

Jim reached for another cigar, lit it, and rested Kate's head on his broad chest.

Shawn was terrified that Kate would get pregnant from the powerful man's semen currently deep inside his girlfriend. He sheepishly spoke to her.

"Kate honey, don't you think you should wash up? You know, down there?"

"Baby I can't move...it feels sore and wonderful at the same time but I need to just lay here for a while."

Shawn knew he was defeated but also knew what he was about to do was necessary. He climbed onto the bed and went between his recently fucked girlfriend's legs. He extended his tongue and started lapping at the sperm dripping from her pussy.

"Mmm baby, that feels nice!"

He stuck tongue in, trying to get at the spunk inside her vagina. He could taste both her wetness and his boss' saltiness at the same time.

"Oh honey, don't stop. That's really good!"

Kate felt his tongue on her clit and in her pussy, as she and Jim looked down on her boyfriend still wearing women's lingerie.

Williams spoke.

"O'Neill! Don't make me ash on the bed. Put your hand out while you clean your girlfriend."

Lacking any option, Shawn extended his hand to be used as an ashtray while he sucked his boss' cum from his girlfriend's pussy.

She started to moan again.

"Oh baby, faster...right there...that feels good!"

Williams used his free hand to reach over and push Shawn's face onto Kate's snatch.

"Oh god YES! There baby...YES, YES!"

The third orgasm of the night overtook Kate as she lay on Jim's chest getting her clit licked while he held her boyfriend down.

As she recovered, Jim stroked her cheek.

"O'Neill, it's late. Time for us to get some sleep so give us some privacy."

Shawn left the room and took his place on the sofa bed. As he drifted off to sleep he thought about how he could learn from the lessons Mr. Williams was giving him.

The next morning, Shawn was woken by his boss shouting from his bedroom.

"O'Neill! Get in here boy!"

He quickly went into the bedroom, still wearing his girlfriend's panties and negligee. Kate was still dozing on Williams' chest, his muscular arm enveloping her.

"I gave Kate quite a seeing to last night O'Neill, she'll be as hungry as I am when she wakes up. Go and make us some breakfast."

"Yes, you're right sir. She's not used to being handled that roughly."

Shawn went to the kitchen to prepare their food. He cooked the lovers some eggs and poured them juice. When he returned to the bedroom, what he saw almost made him drop the tray.

Both Williams and Kate were awake now, and both were completely naked. Williams was standing on the bed, with Kate kneeling in front of him. He was holding her wrists together with one of his big hands over her head, and she was sucking hungrily on the big cock that had given her such pleasure the previous night.

"Put those things down O'Neill. Come over here and give your cocksucking slut of a girlfriend a kiss good morning."

Shawn bent down to kiss Kate but Williams didn't stop fucking her hot mouth. He kissed her cheek, and could feel his boss' big tool press against it as he thrust into her throat.

"Get down there and eat her pussy while she sucks me O'Neill!"

He positioned himself between her legs as she knelt on the bed. Her cunt was still gaping from the night before, and her hot dampness was clearly visible. He lapped hungrily at her vagina, and sucked and nibbled on her clit.

"Mmmmm"

Kate moaned around the big dick in her mouth.

He continued licking her clit and the Asian girl spread her legs wider to lower herself onto her boyfriend's face. Williams picked up the pace, trying to force as much of his penis into her willing mouth as he could.

Shawn couldn't help himself. Seeing Kate enjoy his tongue on her clit turned him on, and his modest erection made a tent in the lace panties he was wearing. Williams noticed the pathetic bulge and laughed. He released Kate's wrists and withdrew from her mouth.

"Oh you like that, do you O'Neill? Well get up here for a closer look!"

He leaned over and grabbed Shawn by the hair from under Kate, dragging his subordinate to his knees directly in front of him. He pushed Kate's face back to his crotch.

"Suck on my balls, you hot little whore. It's time for your sissy boyfriend's next lesson."

Kate licked his scrotum before taking each large ball into her mouth, one at a time. Her pussy was still tingling and she found herself hoping that this lesson might end with Jim taking her again.

William's fist stroked his cock and Kate felt his balls tighten in her mouth. He still held Shawn in front of him by the hair and pointed his penis directly at him. Despite realizing what he was going to do, Kate was nevertheless shocked to see rope after rope of thick, white cum spurt from Jim's penis and coat her boyfriend's face. Jim grunted as he came.

"Nnnnghhh...let's see how you like that boy!"

When the last of his cum had been deposited on the smaller man Kate took his penis and loving sucked the end. Jim stroked her head and spoke.

"Look Kate, his needle dick has shriveled again!"

Kate turned to look at Shawn. Sure enough the front of the panties were almost flat, with only the smallest of bulges visible. She couldn't help but wonder if dominance came so easily to Jim because of his much larger penis, and whether that made it more natural for the couple to bring a man like him in to satisfy her sexually rather than try to change Shawn. As much as she loved him, and as sensitive and caring as he is, could a guy with a small penis ever really provide that excitement and masculinity in the bedroom? He's so supportive, she was sure he'd understand. And if Jim was the person to provide it, he could continue helping Shawn with work. It really could work out for everyone.

"I think your girlfriend needs another seeing to. Why don't you see what you've learned and give it to her."

"Thank you sir, I'd really like the chance to prove myself."

Shawn pulled his panties to the side and released his penis. He stroked himself to his full 5 ½ inches and then climbed on top of Kate. He slipped into her easily and then leaned down to kiss her but she turned her head to the side.

"Baby you still have Jim's cum on your face. He came so much! I don't want to get in my hair."

"Sure honey, I understand."

He slowly moved his penis in and out, wanting to show how making love could be just as much a turn on for her as the big-dicked fucking she got last night.

"I love you so much Kate."

"I love you too Shawn...that feels...nice."

It was true, the familiar feeling of her boyfriend's small penis slowly moving in and out of her, and his soft torso on top of her's was...pleasant...and reassuring. But she knew now this wasn't sex. There was none of the hot lust and intensity that Jim had showed her.

Shawn increased his pace, his panty-covered ass moving up and down faster now while Kate looked at the ceiling. Williams had had enough of this pathetic display.

"Enough!"

He lifted Shawn by the shoulders and threw him off Kate.

"For fuck's sake Shawn, you can't take a woman like that! What kind of man are you?"

He cupped Kate's pussy in his shovel-like hand.

"Kate, beautiful. Do you think he needs another lesson?"

"I think that would be great, Jim! But I'm still pretty sore down there from last night. It was ok with Shawn but I'm not sure I can handle you right now. Your penis is just so much bigger than I'm used to."

"That happens quite often. It's not a problem – I'd love to take your sweet ass in any case."

Kate's eyes widened. She was an anal virgin. Shawn had begged her to let him have her ass many times but she'd never acquiesced. Could she really give her anal virginity to his boss? It was still scary but he was so dominant she didn't want to say no. And he was so confident in what he was doing, he must know how to handle her. She would give in to him, and she was nervous and excited to finally try anal.

"Get her ready fag, and plenty of saliva. I don't want to hurt her."

Williams lifted Kate's legs up at a 90 degree angle and pushed Shawn's face to her ass. He licked and probed for all he was worth, using a mixture of his own spit, Kate's wetness and William's semen to prepare her ass for it's very first cock. In short-order she was well-lubricated.

"I think she's ready for you sir."

Williams pushed Shawn off the bed. He placed Kate's legs on his shoulder and pressed his cock at her tight hole. With difficulty, the first half-inch disappeared inside and Kate felt a man in her ass for the first time.

"Oh god, it's too big Jim! I don't think I can take it!"

"Just relax, my beautiful. It will hurt at first but I promise you'll like it. When I'm done your ass will be as slutty as your tight little pussy."

He painfully forced inch after inch of his monster inside the slight Asian girl. At last, the entire thing had disappeared into her. Kate had never felt so filled, and the intense pressure erased the pain of her anal deflowering, replacing it with pleasure.

"Oh that's amazing! Thank you Jim!"

"I'm going to fuck your ass now Kate. Do you want it?"

"I do! Please fuck my ass!"

He started pistoning in and out of her, using a hand to manipulate her clit and slap her pussy as he did so.

"You want me to take your anal virginity while your boyfriend watches, wearing your panties and with my cum on his face?"

"Yes! I don't care...I just want you to fuck me...mmm...oh god yes!"

He increase his tempo and he could see she was nearing her first anal orgasm.

"Would you have let Shawn put his limp little worm in your ass?"

"Nnng....no...I need a big dominant cock...oh fuck...I need a big dominant man!"

"Who owns your ass baby?"

"Arrrghhh....you do Jim! You own my ass!"

She was screaming in between his questions, his dirty talk and fucking driving her wild.

"Tell your boyfriend what you think of his cock!"

"Mmmm....oh god....I think it's a....oh fuck yes...it's a small...shriveled...DICK!"

She came as she finished the sentence, her body bucking and feet straightening with toes curled. Her back arched and she screamed. Williams pounded her ass for all he was worth and her orgasm dragged out. It lasted a full two minutes under his relentless assault before finally he too reached the threshold.

"OH FUCK YES! TAKE IT YOU SWEET ASIAN WHORE!"

Kate looked in his eyes as he filled her ass with his cum, just as he had earlier claimed her pussy and marked his dominance over her boyfriend. His large frame collapsed on top of her as they both panted from the exertion of their powerful orgasms.

"Thank you so much Jim, it was better than I ever could have imagined."

"You're welcome Kate. I've been with a lot of women but I've never met one who's been so neglected in the bedroom who's so responsive, so sexual. I'd very much like to keep visiting you...and keep helping Shawn of course."

"I'd love that Jim!"

She beamed and turned to look at Shawn.

"We both would, isn't that right baby?"

"Umm...yes, thank you sir."

She wrapped her arms tighter around Jim's broad back.

"God, I don't know about you guys but I'm SO hungry!"

"O'Neill, the breakfasts are cold. Go and make some fresh ones."

Shawn slipped back to the kitchen and started cooking. Kate seemed so happy and he was glad. He admired Jim for how he knew what Kate wanted without having to have it explained to him. As he cracked some eggs into a pan, he wondered what the future would hold with this remarkable man in their lives.