The Game part 4

Updated Authors Note: I had to change a bit of this chapter to make it align with an event that occurred previously in the story. It's not a significant change, just filling a plot hole I noticed.

Author's note: I skipped ahead in the game a bit. The reason is, I am having a hard time writing Zuri's character and making the accent look right. I never intended for Chun to stay with the family, and Ramona got cut as well. I already did a Hudog scene in this part of the story and didn't feel like doing another. Or rather, I couldn't think of anything good enough. This chapter was already one of my longest so I don't think it took away anything from the scene.

Caleb pulled his cock out of Chun and sprayed the rest of his load across her belly. Ramona and Zuri swooped in to lick it up before he finished coating her.

The bag with their names in it sat on the end table where he last drew from it. Ramona had her turn right before Chun and Zuri. Ramona’s long hudog tongue had done a number on him. Sonia had taken over the timer now that Kathy was busy with the girls that had already gone. That side of the room resembled a writhing mass of arms and legs, and pussies, tits, and asses.

He watched Zuri and Chun’s breasts swell for a bit. He knew Chun would be leaving now that she was pregnant. She had mentioned one morning that she wanted to return home to China. Zuri was another matter. Kathy really liked the huge titted black cook, but he hadn't interacted with her enough to know if she wanted to stay. She had a nice snug pussy though.

He grabbed the bag and pulled the next name. It was Marilyn. He looked around until he spotted her. She was openly masturbating as she watched Cora eating Hazel. Behind her Tina fucked her with a strap-on. Melissa lay under her drinking the milk from her newly enlarged breasts. It seemed that Cora had become wildly popular now that she was one of them.

He stood in front of Marilyn and she jumped when she noticed his cum and pussy juice covered cock. She reached for it and began to jack him off as he said. “It’s your turn Marilyn. How do you want me?”

A fire blazed in her eyes as she said, “I want you to fuck me. I wanna feel you in my guts. I want you to unload inside of me like the stallion you are.”

“Let me get my cock clean and I’ll give you exactly that. Except for cumming in you. I don’t want anymore of the girls still in school to get pregnant.”

He began to step away but she gripped his cock tight and pleaded, “No! Please, fuck me now. I won’t get pregnant, I promise. I don’t want a baby yet.”

“Are you sure?” Caleb wasn't sure if he cared whether or not she wanted to get pregnant. She was going to be his secretary now and he got a thrill out of the idea of knocking her up. Then again, he still didn’t know who to match her with, especially since Amelia had Heather and Lu to take care of, and his mom would be her wife soon too.

She stood and kicked a leg up in the air, catching it in her arm, doing a standing split. His eyes widened and she smirked at him. “Surprised? I’m not just a bookworm you know, I’m also a gymnast. Now put your cock in me Caleb. Fuck me. You can even claim me if you want. I’ve met the requirements and I am ready and willing to join your harem.”

She pulled his cock to her pussy. She was going to get it in her if she had to do it herself. He eased a few inches inside and was surprised at how wet she was. His slick cock easily slid all the way in to her cervix. It was snug but he expected her to be much tighter. She laughed at his expression. "I've been stretching my kitty out for you. I know it isn't permanent without a real cock, but I wanted to be ready for you. You get to finish stretching me though. I'm going to love feeling you rearrange my guts."

He said, "I wish you had let me do the whole thing. I get a kick out of fucking tight unstretched cunts."

She had a smug look as she said, "Oh, Caleb. I thought when you asked if you could fix my eyesight that the fake glasses would have given you a hint. I only play at being cute and innocent at school. You have no idea how big of a whore I am. But you'll learn. I fucked my way to becoming Student Council Vice President. Half the girls at school have had my head between their legs, and I've sucked more dicks than the entire cheerleading squad. Now take me to pound town. Reshape my cunt to fit your cock. Own my pussy."

He grabbed her around the waist and yanked her towards him, nearly throwing her off balance. He felt the stretching and elongating of her love canal, but wistfully thought it could have felt better. This was too easy. He lived for the struggle of getting all they way inside of a woman.

She had her eyes closed as she enjoyed the feel of his cock deep inside her. She grinned and said, “Hold my leg in the crook of your arm. Good, now get ready to catch my other leg cuz I want you to fuck me in the air.”

She put her hands around the back of his neck and suddenly he took her full weight. He caught her leg and put his hands on her ass.

“You just hold me Caleb. I’ll do the rest. If you need to set me down, bite one of my nipples. I only want to hear you moaning as my pussy works your cum out of you.”

She didn’t even give him a chance to respond before she began rising up and down on him. Her chest was pressed against his face and he understood what she meant. She was using her legs to leverage herself up and down his cock. It was an interesting and incredible experience. When she rose up her fuck canal tightened immeasurably, but loosened as she dropped back down. She wasn’t moving very far, only about a third the length of his cock, but it felt like she was milking him.

“Holy shit guys! Look at Caleb and Marilyn! Fuck yeah big bro. Now that’s the way to fuck!”

Caleb heard Kathy shout, “Damnit! That’s another position I can never try.”

Angie said, “Oh, quit your bitchin’. Most of us will never get fucked like that. At least you finally get a belly bulge.”

Caleb tried not to laugh. He was straining to hold Marilyn up. It felt freaking great, but he was quickly tiring. He shifted his head and captured a nipple. He sucked for a few seconds before he bit her. Unfortunately she was already on the verge of orgasm and that made her cum.

Her body began to convulse and he knew they were going to topple. He spun around hoping to land on the couch as he fell. He almost made it. His back hit the cushions, causing his cock to fully imbed inside her. She screamed as she fell forward. Her face planted into the back of the couch.

Several hands helped them up and there was a barrage of questions asking if they were ok. Caleb looked at Marilyn and she looked back. They both began to laugh at the same time. She pushed him back onto the couch and made to remount him, but Sonia held up the bag and timer and said, “Times up you two. Pick your next dance partner Caleb hon.”

Marilyn whined, “But he was about to claim me!”

Kathy said, “Caleb my love, I know you. You were planning on claiming all the candidates tonight weren't you?"

He got a sheepish look and said, "Um... And Chloe too..."

"Well, two in one night is enough. It feels weird falling in love with two different women in such a short amount of time. Let the harem effect settle before you claim any more. Marilyn, I promise Caleb will claim you tomorrow in front of everyone at the housewarming party.”

Marilyn squeaked and Kathy laughed. “Your going to love it. Half the school will be watching you get royally fucked.”

Mary said, “That’s not funny baby. Don’t be mean.”

Kathy gave her a funny look and said, “Who is being mean? Look at her. She’s about to cream herself. Marilyn is a total exhibitionist. Getting fucked in front of the whole school is her biggest fantasy.”

Marilyn collided with Kathy and hugged her tight squealing, "OhMyGodKathyYou'reSoAwesome."

Kathy laughed and said, ”See what I mean?”

Caleb laughed uproariously and was joined in by the women. Sonia handed him the bag and he fished around in it. He called out, "Angie and Megumi!"

Angie apologized, "Um. Sorry Caleb, but Mom and I are taking Melissa to bed. We wanna have fun with the bun."

Caleb grabbed his chest and playacted getting shot in the heart, "Ouch! I'm hurt. You wound me. I am unloved."

Megumi said through her laughter, "It's not like that Caleb. Angie and I want to try some rope bondage for our porn profiles. We've been meaning to before now but it takes time to set up and things kept getting in the way. How about the three of us get together with you sometime tomorrow and drain your balls then."

Caleb pretended to mope and said, "Well alright. As long as you promise to drain them completely."

Kathy called out indignantly, "Hey! They better not. We get some of that cum too."

That caused more laughter. Finally Amanda asked, "Who all is still left in the bag? I've lost track. It's me and Sonia and Lottie and who else?"

Chris stuck up her hand and said, "Me and Gabbie are still in there. And don't forget Brandy."

Gabbie said, "Um, I'm going to go with Angie and them. I need to create my porn profile."

Chris looked at her in shock, "You're gonna be making porn?"

Gabbie blushed and said, "Well, a little bit. Just some nude stuff. I'm not ready for sex on camera yet. My mom is going to kill me when she finds out so I'm kinda gonna take it slow till after graduation."

June put her arms around Gabbie and said, "I'll talk to your mom if you'd like. You're my daughter now too, don't forget."

Mary joined in the hug and said, "All the moms will talk to her. You've got four mom's in your corner. Five, once Lori gets back." She looked around the room and said, "Don't forget that girls. You have plenty of moms to help you with any problems. You can come to us with anything."

Chris rolled her eyes as she said, "Okay Moms. Back to the matter at hand. There's me, Amanda, Sonia, Lottie, and Brandy and who else?"

Chloe said, "I haven't been drawn yet either."

Caleb said, "Sorry Chloe, but the next time I'm inside you, I'm claiming you. I spoke with the Mother Superior about it. You are staying. They will send you an assistant butler to take over any time you're on maternity leave. I would like you to have at least one of my children, but I'll breed you as much as you like."

Kathy jumped up and down, her huge tits flying and crashing into each other as she squealed. She ran to Chloe and hugged her, "Oh I'm so happy for you. I knew he would claim you. I told you! I told you!"

Chloe had tears in her eyes as she hugged Kathy and said, "Your Holiness, I... Thank you. I... I hoped..."

Caleb moved to hug her as well and said, "Of course I was going to add you to the harem. Even if Kathy hadn't practically begged me, I would have wanted you anyway. And stop with the Holiness crap. I'd prefer you call me Caleb, but I'll allow Master when you are on duty, which is not right now."

Lottie spoke up and said, "Count me out too for the night, I need to speak with my daughter before bedtime and let her know I'm moving out. You can claim me tomorrow too."

"So, tomorrow I'm claiming Marilyn, Chloe, and Lottie. That leaves Chris, Amanda, Brandy, and Sonia. Anyone else? Hey! Wait a minute! I didn't actually get to do anything with Mary and Kat! They just cuddled Cora when I claimed her. And Amelia just sat on my lap and rubbed my chest. At least Linda got an orgasm."

Kathy laughed and said, "Oh babe, I can have you anytime. Me and Mom are spending the night with Cora. Hopefully one night soon Brandy will join us. Then the four of us are really going to drain your balls."

Brandy blushed while Amelia said, "Don't worry about me either. Your Mom and I are going to take Lu and Heather to bed. We need to get to know her."

Kathy said, "Come on girls. Lets leave these guys alone. Caleb, the four of them are sleeping with you tonight. That's an order from the Queen. Chris take good care of my sister and my pet. You too Sonia. Chloe, why don't you sleep with April tonight since Melissa won't be joining her?"

Holly was nuzzling Katie's neck when she said, "Ramona? Linda? Either of you like to join Holly and me?"

Linda answered for them, "Can't. Ramona is due to relieve Yolanda in an hour and I'm on duty tomorrow morning."

A few minutes later the entertainment room seemed quite empty now that most of the women had left. Sonia held up the bag and said, "I'll go last if you ladies don't mind. Caleb is going to need a shower when I'm done."

Chris said, "Why bother drawing names? Why don't we just doggy pile on top of him?"

Amanda laughed at the suggestion and said, "Because that won't decide who gets his cock next. Go on Caleb. Draw."

He once again drew a name. He read it and looked over at her. He saw how nervous she was. Then he said, "Brandy, you're up."

She clutched her robe tighter and Caleb said, "You don't have to play if you don't want to. We can skip you and you can watch, or you can go to bed."

Sonia moved to sit next to Brandy and said, "It's your choice dear. No one will force you or think poorly of you if you get up now and leave. Caleb certainly won't and neither will your mother or sisters."

Brandy blushed and said, "I... I've never... umm... Can I give him a blowjob?"

Chris said, "Are you sure you want to do that? You can say no."

She got up and walked over to Caleb. She got down on her knees and said, "Thank you for asking. I'm sure. I'm just a little afraid. I lost control the first night we had sex. Caleb's the only guy I've ever been with. And I've never sucked a cock before. I'm... a lesbian. Even my sisters don't know."

Chris laughed hard and loud. Brandy got upset and started to tear up when Sonia hugged her from behind and said, "Chris isn't laughing at you. She's a lesbian too. Just like you, Caleb is the only guy she's ever been with."

Chris had tears in her eyes from laughing and said, "Oh man is my gay radar busted or what. I never even suspected. I’m sorry I laughed. That’s just… Wow. Actually this works out great. The three of us are perfect to teach you.”

Brandy wiped her eyes and asked, “What do you mean?”

“Duh, I’m a lesbian, I learned on Caleb's cock. All three of us are members of the Sisterhood of the Heavenly Cock, though I've only converted recently. Sonia is a Sisterhood Priestess and Kathy’s second in command of the harem. It’s one of her duties to teach us about sex. Of all the girls in the harem, we are the best to have your first time blowing a guy with. Heck, Sonia knows more about sex than the entire harem combined.”

Caleb raised an eyebrow at the news that Chris had converted. He wondered who else had. At the same time Amanda pointed out, “Um, I’m not in the harem.”

Chris looked Caleb dead in the eye and said, “Yet. If Caleb knows what’s good for him, that won’t last very long.”

Caleb grinned, “Noted.”

Chris took charge and arranged the girls around Caleb. Since Sonia was going last she sat next to him. In front of him, in the coveted position between his legs knelt Brandy, with Chris and Amanda on either side.

They had all disrobed and seeing that Brandy was nude, took off their lingerie as well. Caleb was a little disappointed by that. Chris had wore a cute negligee and Amanda a fishnet body suit. He didn’t complain though. Seeing all the women nude was quite appealing.

Their tits looked fantastic pressed together as they leaned forward. Chris’s breasts were the smallest, though still extra large by any other standard. Brandy was next largest but not by a great deal. Amanda was down right huge, though she was still several cup sizes behind Kathy and Cora, the two largest in the harem. He looked to his side, even though she still wore her robe, anyone could tell Sonia’s were on the small side compared to most of his women.

“Okay Brandy, have you ever held a cock before?” Chris asked.

Brandy shook her head so Chris reached out and held his shaft steady and continued, “Ok, he’s big, a lot bigger than most guys. Put your hand above mine and just feel it.”

Brandy gently held his shaft and said, “It’s so warm, almost hot. And the skin is soft but hard at the same time. It's nothing like the dildos I've held. Are they all like this?”

Chris shrugged and said, “Beats the hell out of me. Caleb’s is the only one I’ve ever touched. Amanda join in, there’s room for your hand too. And Sonia feel free to answer the question.”

Sonia chuckled and said, “I’ve been with several men and Caleb’s feels pretty typical though much bigger than most. He's both longer and thicker. Some are smoother and some have huge veins on them. Why don’t you jack him off a bit and see how you like it? Chris cup his balls so that Brandy has more room to stroke. Amanda stay near the bottom of the shaft and we can see if Brandy can entice some pre-cum out of the tip.”

Brandy ran her hand up down his shaft but with a grip so weak he barely felt it. “Like this?”

Caleb said, “That’s a good speed but grip a little bit tighter.”

Sonia added, “His cock is pretty dry so you can’t grip really tight or you’ll rub him raw. Lubes, spit, pre-cum, pussy juice, and even breast milk allow your hand to slid easier so you can grip him tighter. Up to a point it feels better the tighter you squeeze it. And see, he’s got a dollop of pre-cum already.”

Amanda chimed in with, “You can use your hand to spread it around, or if you are ready, you can taste it. It’s almost as good as cum.”

Brandy used a finger from the hand not jacking him to swipe it up and lick it off. She closed her eyes and let out a ‘Mmmm’ as she savored the flavor.

Chris said, “Next time lick it straight from the tip. It’s sexier that way. Most of us girl kiss the head to get that first taste. That's what the Sisterhood calls the gesture of supplication. It's the first prayer position in their 'Eight Forms of Prayer'. Why don’t you try it? Squeeze the shaft when you stroke up to get more to come out.”

Brandy did and said, “Oh wow. That’s a lot. What do I do? It’s spilling down the shaft.”

Amanda urged, “Quick, lick the head and rub the rest on his shaft with your hand.”

Amanda stroked the bottom half faster in the hopes of enticing more up and out. Brandy bent her head down to lick up what was spilling but Amanda shifted his cock so that the head pressed against her mouth instead.

Chris said, “Great. Don’t pull away. Make sure you kiss it before and after you lick his pre-cum. That will help spread it around. Twist your wrist as you jack him to get his whole shaft coated.”

Brandy was alternating between kissing and licking when Sonia said, “Whenever you are ready, put the head in your mouth and swirl your tongue around it. Good girl. You just started sucking your first dick.”

Brandy went to pull her lips off but both Chris held her head and said, “Don’t stop yet. Keep it in there. Swirl your tongue. Your gonna love it.”

Brandy did as she was told and felt a tingle in her nipples and clit. Her eyes shot wide open and the three women laughed. Sonia told her, “One of the special things about Caleb is that when he is getting a blowjob the women giving it to him will feel it on their nipples and clits. If you do it long enough you’ll have an orgasm without him doing anything to you.”

Chris moved her hand away from Brandy’s head and said, “You can keep going or you can take him a little deeper, or you can trade off with someone else. As long as you are participating in the blowjob, you’ll keep feeling that tingle, and it will get stronger the longer we go and the better a job we do.”

Caleb kept quiet as they instructed Brandy on the finer points of giving head. She wasn’t doing a very good job, but he reminded himself that this wasn’t like the morning blowjob competitions where everyone put forth their best effort. She was a student and Sonia was easily the champion of this little group and one of the top contenders in the harem as a whole. It was too bad she wasn’t participating.

As he was thinking Brandy had been talked into taking him deeper into her mouth. Chris was saying, “Okay, now that you’ve taken him a little more, suck on it like it’s a thick milkshake. Breathe in through your mouth and out through your nose when he’s only this deep. The cool air will feel really good to him. Make slurping noises if you can. Caleb loves that.”

As Brandy slurped Amanda said, “Bob your head a little bit and never let your tongue stop licking. This is the most basic blowjob you can do. Remember not to touch him with your teeth, and keep your lips pressed on his shaft. You’re doing great.”

Sonia was proud of her students. They were doing an excellent job teaching Brandy the basics. She lay her head on Caleb’s shoulder and said, “Okay, Brandy. I want you to do one more thing before you let one of the other girls have a turn. Look up at Caleb and show him your love. That is one of the most important parts of a good blowjob. Showing him you appreciate him for letting you suck his cock. He deserves to know you are thankful for the joy sucking his cock brings you, and for the tasty snack he is going to gift to you.”

Brandy tried to look at Caleb, but couldn’t. She blushed brightly and pulled away. With a light pop she freed his cock from her mouth.

Chris exclaimed, “Don’t stop jacking him!”

Amanda simply shifted her hand up over Brandy's and together they stroked his full length. Brandy said, “I’m sorry. I couldn’t look at him. It’s too embarrassing.”

Caleb smiled at her as he said in a soothing tone, “You did great for a beginner Brandy. Don’t feel bad and never apologize for making a guy feel good. I am enjoying you immensely. Honestly, your inexperience is a nice change of pace from the experts that are usually doing this. I'm honored that you are doing this.”

Sonia took charge and said, “You'll do better next time dear. It takes lots of practice to be good at it. There is a lot to remember, especially when you’re just doing a basic blowjob. Chris, why don’t you show her how to gag properly and then Amanda can demonstrate a deep throat.”

Chris’s hand joined Amanda’s and she explained, “The first thing you need to know about gagging is not to go too deep that your stomach gets upset.”

Sonia giggled and said, “Don’t tell her dear, show her. I’ll do the commentary.”

Chris put her lips around Caleb’s cock head and gave it a good swirling lick. Slowly she took him further as Sonia explained, “You see Brandy. Chris is going to take him nice and slow till she starts to feel a tickle in her throat. Now there are methods to prevent gagging but Caleb, like most men, love to hear it. Once Chris has found the depth she is comfortable at, she will start bobbing her head as she sucks and licks his shaft."

Chris was doing a much better job than Brandy had. Caleb lay his head back and enjoyed her efforts. She didn't just bob her head, she twisted side to side as well. Amanda had pulled her and Brandy's hands down to the base of his shaft and were only jacking a few inches so as not to collide with Chris's lips.

"Now Brandy, this next part is important. You don't want to gag too much your first time, but Chris has gotten pretty good so don't feel bad if you can't do it like her the first time you try. Go ahead Chris," said Sonia.

Chris suddenly went several inches deeper. Her coughs and gags were music to Caleb's ears. The sensation was incredible. It was like the opening to her throat was kissing his cockhead.

"Notice the tears in her eyes. This is the another of our religions prayer positions. It is known as 'The Struggle'. We believe that a man's cock should find a home in our pussies and our mouths. 'As we feed his children, he feeds us.' That means not only does he fill our wombs, but also our bellies with the cum we need to live long healthy lives. That's enough now Chris. We don't want Caleb cumming too soon. Amanda needs to get her turn and we might even be able to teach Brandy the 'Loving Embrace' prayer position before he cums."

Chris lifted her head off Caleb's cock and joined her hands with Amanda and Brandy's as they resumed jacking him. Brandy said, "I'm not really religious you guys. I don't need to learn your prayer positions."

Chris coughed and laughed at the same time. Sonia smiled at Brandy and said, "Ah, but you should learn them though. Each of the prayer positions is a sexual act that feels particularly good for a man, and often for the woman as well. In fact, two of them are intended for praying with another woman and having a man present is optional."

Caleb was fascinated. He knew very little about the Sisterhood religion so this was a learning experience for him as well. Amanda got up on the couch on her hands and knees opposite Sonia. He grabbed one of her cute horns as she sucked the tip of his cock into her mouth.

"Okay Brandy. This next prayer position is best done in a sixty nine with a man on a bed or the floor, but Amanda's hucow throat is wider than a normal humans. She will have an easier time deep throating him than even I could. It's called, 'Giving and Receiving' when done properly. Caleb should be eating her pussy while she takes his cock into her throat. No doubt you will do that with him eventually. Show her Amanda."

Amanda dove her head down, swallowing Caleb's cock in one go. He had to grip one of her horns tight as his toes curled. He had forgotten how good it felt the first time she did this. Her throat seemed to be stroking his shaft as she gulped. The first time she did this he blasted half his load straight into her belly before she eased him out of her mouth. This time he fought her tooth and nail. He actually grabbed her tail as he fought not to cum.

"Too much Amanda, don't let him cum yet!" Sonia warned.

Caleb screamed, "TOO LATE!" as his cock surrendered. He pulled Amanda's horn to get her off him, but the damage was done. He had just cleared her throat when he unleashed into her sucking mouth. He filled her maw before she could pull her head clear. He painted her nose and left eye before Chris got a hold of his cock. She aimed it right at Brandy as he continued to unleash a torrent of white ropey rain on her.

Chris hollered, "Open your mouth Brandy, and stick out your tongue," as she hammered her hand up and down his spitting snake.

As soon as Brandy's mouth was open Chris pulled her close. His cockhead lay on her tongue as he shot into her mouth. The blasts were so powerful they hit the back of her throat causing her to cough. This caused his next shot to go wide and streaked into her hair.

Caleb grabbed Chris's arm and yanked her into the line of fire. He wanted her painted too. Once again he managed to shoot another of his girls in the eye, before he got his cock in her mouth. Chris yanked his cock around and aimed it back at Brandy. Brandy had a blissed out expression as Chris stroked the last of his cum onto Brandy's breasts.

Caleb looked at Sonia and said, "Go on. Share my cum with them. You earned part of that load too."

Caleb lay his head back and was nearly asleep by the time the girls had consumed his cum. Sonia shook him awake and said, "Come on Caleb. Let's get you to bed. You'll have to take my anal virginity another night."

Kathy rushed back to her mothers room and quietly closed the door. Mary looked up at her and said, "Baby girl, you shouldn't spy on them."

Cora let Mary's nipple slip from her mouth and swallowed her milk. She said, "Yea Kat, it's not nice to peek."

Kathy dropped her robe before joining them in bed and said, "I know, but I had to make sure Brandy ate some of Caleb's cum. We don't want her to leave before the harem effect grabs her. I'll see if Caleb will claim her tomorrow. If not I'll push for him to do it before we leave for the wedding Sunday."

Mary looked mischievous as she said, "Oh, you thought she hadn't eaten his cum yet? You should have said so. She had some with dinner. I tried to warn her but she tasted the harem's salad before I could. You would have known if you had eaten with us."

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