Tommy and Emme

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Yes ma'am'

"Thirdly, no porn, no Literotica, no chatting with anyone. I am your sole focus for now. I won't let you have the wifi password for a while, until I can trust you. Kate has my contact info, I will let you talk to her if she calls me.

"Fourth, you need to trust me completely. I will take care of you, I won't punish you unnecessarily. However, you might hate parts of the process especially as I break your bad habits. I eat low carb and Bob eats keto. You will start on a keto diet, for now. You may drink coffee at breakfast, but otherwise you will drink only water. I might allow a few special exceptions later, but now all beer and sodas are off the menu. You will exercise daily, starting today. Bob will help you get that routine.

"Lastly, I don't consider you slave labor. There are some things that are just part of the household chores. Extra things will earn you extra money, for later. You will also start working to earn your keep.

"Tomorrow I will take you shopping to get some basic essentials for you. The more you do to please me, the more I will upgrade those to nicer things. I will spend time over the next few weeks letting you know how I expect things to run. Soon Bob will take you driving, make sure you can be trusted to drive my cars, then you can run errands and have more freedom. Any questions?"

"Where does Bob fit into this?"

"He has no sexual interest in you. He doesn't want to see you naked. He definitely doesn't want to play with you. He would be ok if you were to give me orgasms, but he probably won't watch.

He wants me to be happy, so he will help you adjust. He is also looking forward to passing many of the chores off to you."

"What is his job?"

"He is a teacher, but he only does tutoring now. That is why we must be very discrete. You are a friend that needed a place to stay for a bit."

"What happens on holidays, when the kids are home?"

"You won't be here. We will work that out later."

Emme stood up and gave Tom the hair brush.

"Brush my hair out. Start gently with just the ends. Hold it about half way up so it doesn't pull my scalp. Good boy"

Tom brushed Emme's hair gently, losing himself in the soft tresses. He allowed himself to be almost hypnotized by the light brown waves. He just wanted to bury face in it. And the thought of stroking his cock with the soft silk made his cock harden and swell.

Emme enjoyed having her hair brushed, and even more so she enjoyed watching slip into submission.

Bob's footsteps in the upstairs hallway brought her back to reality. She took the hair brush back from Tom and walked over to the dresser.

"I went ahead to get a few things for you, since I know you didn't even bring clothes." She informed him as she pulled out some gym shorts and a plain white t-shirt.

"Thank you, ma'am."

"Get changed and then upstairs, oh and bring my dishes with you also." And Emme walked out of the room leaving Tom staring in awe at the clothes she left on the dresser.

****

Watching Emme complete her workout and lift weights was like a dream for him. She glistened with sweat. Her scent was intoxicating. More than once, Bob has to nudge Tom, because he was staring at Emme's ass as she completed set after set of crunches, leg lifts, and reverse crunches, and imagining his face buried between her thighs.

The workout that Bob made him do was a nightmare. Jogging a mile was nearly impossible for him, but he refused to admit defeat with Emme watching him. His legs were like jello even before he started lifting. Then Bob was encouraging him to max out on many of the muscle groups. He hated Bob during the workout and he knew he was going to hate Bob even more later when the soreness hit.

In the shower Tom admired his hairless balls. They were so sensitive without the hair. And his penis even looked bigger. He couldn't control himself and spent several minutes stroking his cock and running his fingers over his balls. Only the thought of Emme's disappointment gave him the willpower to stop before cumming.

After Tom was finished showering and edging, he found Emme waiting in his bedroom. She was still wearing the little sports bra and booty shorts from working out. And she was still glistening with sweat. She smelled a bit sweaty, but in a very good way. Set up next to her was a collection of lubes, cock rings, a cage, and a couple of ice packs. Tom's engorged cock grew even bigger and his body shivered, as he looked at all the toys Emme set out. He knew to expect to be locked up. He had confessed the fantasy to her early on and she obviously enjoyed teasing him about it.

"Are you ready to be a good house boy for me?" She teased Tom.

"Yes ma'am" Tom said nervously, his cock was pulsing and twitching for attention.

"I don't think you can be a good house boy with this hard cock distracting you." Emme ran a finger up the length of the cock, bringing Tom closer to orgasm. "Good thing I know a trick to control it."

"Yes ma'am, please. I need this."

"Put this ring on, we will see how it fits." Emme handed him a medium ring.

"Miss Emme, that is not going to fit on, I'm too engorged."

"Tom, that's why I have an ice pack for you to use." Replied Emme as she held the ice pack against his penis.

"Fuck, Em, that's so fucking cold." Tommy hissed as he tried to pull away from the ice.

"Yes Tommy, it is cold." She giggled, watching him squirm and holding the ice pack against his penis a minute or two longer, causing Tom to shrink. And still laughing she teased, "any more shrinkage and you might be too small to lock up."

She slid the ring easily over his balls, pulling each one through. Then positioning all the pins, she slid the cage over the penis and closed the lock shut with a click.

"See Tommy, this tiny cage is a perfect fit for you. How does that feel?"

"Good, Miss Emme. I feel secure and protected. It's getting a little bit tight at the moment. I really think I might need a bigger cage. This one is so tiny"

"I think this tiny cage is a perfect size for you, but let me take a closer look." Emme leaned over, tracing her tongue along the pee hole of the cage, and tugged on his scrotum. Then she applied a little more lube.

"Better?" She teased.

"Oh God, Emme, you know what you are doing to me." Tommy moaned. "How long will you keep me locked up?"

"Only until tomorrow." She informed him, with a smile, pausing before adding, "I am going to be at work till mid afternoon. Bob will let you have the key so you can remove the cage prior to your morning workout session. Then afterwards, once you have showered, I expect you to lock yourself back up."

"Yes ma'am"

"I'm going to get cleaned up, by then Bob will have dinner ready. We will do the dishes together tonight, and I will show you where everything goes." Emme gathered all of her toys into a little box.

Turning to leave she added, "I also stocked your dresser with underwear, socks, khakis shorts and a few shirts, in addition to the gym clothes."

"Yes ma'am and thank you."

*************

That night Tommy slept terribly. It was his first night as Emme's house boy. The cage woke him every time he started to get hard. Which was constantly, since Emme was sleeping in the room just above him. His dreams were centered around her on top of him.

He couldn't help but stroke his balls, thinking about the way she was licking him and teasing him as she fit him into the cage. The cage was so very tight and painful on his cock as it tried to swell. He knew he was only torturing himself, but he was helpless to stop touching.

Somehow he managed to fall asleep and stay asleep until morning. Then he woke up with the sound of an alarm upstairs. He decided to get up and to see Emme over coffee, But before he's even out of bed, he could hear the sounds of a spanking from the room above.

"Ouch, please not so hard, and you're going to wake up Tommy." Emme begged

"Emme, I'm not going to wake him, but you are, if you keep making so much noise.". Bob continued to spank her.

"I can't be quiet with you spanking me so hard. Fuck that hurts. I've got to go to work today."

"I know you have work today. More importantly, I know you need this. I know how much you crave this. I know how wet your pussy gets with a good spanking. And I want you thinking of me all day, every time you sit on this beautiful ass."

"Damn, Bob. I won't be able to sit at all today.". Emme knew he was right; she does love and need a good spanking.

"Get some lube, I want your ass. I want you to spend your day at work with that beautiful red ass full of my cum."

"Yes sir" Emmes voice was quivering with excitement.

"Kneel on the edge of bed, bend over, give me your hands, I want to go hard and deep. I don't want you squirming and pushing away."

"Owwwahhhhhh.ohhhh." Emme moaned into the pillow as Bob pushed his cock into her, balls deep on the first thrust.

"What kind of sound is that? I was slowing down thinking I was hurting you, then it sounded as if you are enjoying having your ass fucked so hard?"

"This is good, or it will be in a second," she took a couple deep breaths and then pushed her ass farther onto his huge cock. "I'm good, now. You know I love this. I love to be your horny slut, with all my holes available for you. I'm going to cum soon, please Bob let me cum."

"No baby, not now, maybe I will fuck you again after work."

"Bob, please, now please. Let me cum before work."

"No" he slapped her ass again hard and made her squeal. "Be quiet, stay still. Hold back, you are not allowed to cum now. You are my slut, you will do what I want and cum only when I allow."

Bob pulled back on her wrists holding her face off the bed and her body firmly against his, as he continued to fuck her hard. She could feel his balls bouncing off her clit keeping her on the edge of orgasm. It took all of her willpower to hold back her orgasm.

Finally, Bob pumped his cum into Emme's tight ass.

"Good girl, now go fetch some coffee for me, my horny slut."

"I'm needing to clean up before work."

"No, baby, go to work with the cum dripping from your ass. I want to think about my dirty little whore all messy. Then I want you wondering if you smell like sex. One day, I'm going to send you to work with a plug holding all my cum in your ass."

Emme pulled on some clean scrubs and rushed to the kitchen to make the coffee.

"Here's some coffee, Miss Emme." Tommy handed her a cup. "I wasn't sure how you like your eggs, so I guessed this morning. Please show me and I'll make it correctly from now on."

"Thank you darling."

"Miss Emme. Are you ok? I couldn't help but hear what just happened. Are you sure you are okay?" Tommy asked really quietly.

"Tommy, I am very much okay. Bob is sometimes a bit rough with me. It's only because he knows what I need."

"Yes ma'am."

"Will you brew a cup to bring to Bob? He will be down in a bit. I need to rush out to work."

"Of course Miss Emme, anything else?"

Emme stopped at the door and looked back at Tommy. "You are going to be sore from yesterday's workout. Drink tons of water and ask Bob if you need something for pain. Have a great day. I'll text Bob a to-do list for you." And she blew him a kiss.

***************************

Later when they were working out, Bob asked Tommy how he was doing.

"I'm happy to be here and all, but my muscles are killing me, I didn't sleep at all last night, and I could almost kill for a soda."

"I'll get you something for the muscles and they will feel better after a light workout. The sugar cravings will subside in another day or two. You will probably feel worse before it gets better though, but you will feel better on a healthy diet." Bob responded. Then he paused with the barbell mid curl, "Umm, Is this your first time locked up?"

Tommy blushed and admitted it was his first entire night.

"Emme used to travel for work. She used to lock me up before her trips. Damn, she would call me from the hotel to tease me and let me listen to her make herself cum. I would lay awake all night thinking about her. It was an experience." Bob admitted with a dreamy smile.

"Bob, I don't think she is ever going to allow me to cum. I might as well get used to the sleepless nights and swollen achy balls."

"Tommy, Emme loves to tease and play with cock, she will ruin orgasms for you, occasionally. I know her too well."

"Oh God, you really think so. Oh, I hope so... Umm, Bob, were you mad at Emme, this morning?" Tommy asked hesitantly. "I don't want to ever cause problems between you."

"Oh, the spanking. Yeah, no worries. She has a thing for it. I can make her beg for a punishment, that's incredibly hot. And I have to deny her orgasms in the mornings if I want morning sex. If she comes in the morning, she will stay in bed basking in the afterglow half the day and doesn't accomplish much."

"Bob, Speaking of accomplishing stuff. What is on today's to-do list?"

"Well, I have tutoring appointments till midnight. It's finals next week at the college. Em should be home by mid afternoon. You can go to the store together. Dinner is on the two of you tonight, also, but it would be perfect if you will fix a salad or something quick for me to eat around 7."

Bob stretched and began to put away the weights. "And Tommy, please mow the lawn and clean up the yard. Let me show you where I keep the tools."

**************************

Tommy had just finished putting the tools away after mowing the lawn when Emme came home.

"Hello beautiful," He greeted her with a huge smile as he was untying his dirty sneakers.

"Hi house boy." She leaned in for a kiss and slid her hand to grab his crotch. "Something is missing, why?"

"After I finished the work out, Bob asked for me to do yard work. I intended to finish the yard work, then shower and lock up."

"And now I am home and you are not locked up. The yard looks nice, but you will need to be punished. Think of what punishment will be appropriate. You can tell me what you think when we are driving later. Also you are filthy, gross, and sweaty. Go get cleaned up.,"

"Yes ma'am, I'm going for the shower now."

"Go quick. I will start something for dinner. Then we can go shopping. I am assuming there are a few things you need." Then she stepped closer and taunted "let me know if you will need me to hold the icepack on you to lock up."

***

That night while Bob was working. Emme took Tommy shopping. They started at Target for more common stuff, things like a dog collar and a matching leash, clothes pins, coconut oil for lube, enemas, and gloves. They stopped at the hardware store for zip ties, rope, and clips. Then they went downtown to an adult toy store.

Emme enjoyed watching Tommy explore the toy store. She made sure to show and comment about the butt plugs and dildos of every size. Especially the largest ones. She allowed Tommy to pick out a small butt plug as a present. Then she also picked one that was a bit larger.

She knew from previous conversations he was afraid of anal stimulation. However she wanted him to feel owned. A plug deep inside would constantly remind him of her control. And she knew if she went slowly and gently, he would overcome his fear and learn to crave the stimulation.

She even stopped by the glass case holding the sounding kits. She wanted to watch his reaction as she teased him about penetrating his pee hole. "Hmm, what do you think about further penile stimulation? Look at the size of this one. Can you just imagine me sliding that into your tiny dick, stretching it larger?" She teased pointing to the largest sound in the case. He turned pale and couldn't suppress a shudder at the thought.

She showed him the various floggers, whips, and paddles. She picked up a riding crop and flicked it against his back side. He jumped and tried to dodge the blow.

"I'm not going to buy any toys to spank you tonight, unless you see anything you really are interested in."

"No ma'am, I'd prefer to avoid punishment. Displeasing you would be punishment enough."

"You say that, but Kate had to send you here for me to train you. If our displeasure was sufficient motivation, you wouldn't be here at all. Besides, I think you are wanting to be spanked, that is why you were so disobedient."

"Yes Ma'am." Tommy mumbles. "You are probably right that I need punishment. But I don't want to be spanked."

"Of course I am right, Tommy Boy." She whispered in his ear, then bit his earlobe. Emme stepped away and browsed a different rack of the store.

"Hmmm, there's some different cages on the rack over there, want to take a look? There's a few that really are much smaller than even yours." Emme led the way to show Tommy the other caging options. The various silicone or plastic and the much more extreme. "Tommy boy, did you notice this one with the adjustable screws that would tighten into your penis to inflict additional pain. Imagine a night spent wearing that."

"Please no, Ma'am, I just want to give you pleasure and serve you."

"Ok, my boy. What if I enjoy giving you spankings?" Emme teased sweetly, as she gently kissed lips and licked his tongue. She was toying with his nipple during the kiss, as she ended the sweet kiss she pinched and twisted his nipple hard.

"Fuck baby." Tommy cried out, drawing the attention of another couple browsing and making Emme laugh.

Then she led him over to the fetish clothing. "Tommy, which fantasy do you like more, police officers or doctors?"

"Neither of those costumes do it for me. But if I had to choose, I'd say a doctor. Police officers always write me tickets.

"What if you met one that would be willing to let you work off your crimes? And a doctor, maybe one who had some nursing students with her? Maybe she would let them examine and laugh at your tiny dick."

"Ummm, after reading the Odyssey in college, I used to fantasize I was caught by the beautiful enchantress, Circe." Tommy was blushing bright red to admit his old fantasy. "I had to serve her, please her, and occasionally she would collect my semen to be used in her potions. Of course if I angered her she would turn me into a swine."

"Really, I like that. I could be a sorceress. What else did you like to think about?"

"I always thought a king with a huge harem would need a slave to take care of his wives and concubines. Someone to make sure the women were always kept highly aroused and ready to serve."

"Oh, I like those ideas."

She held up a few tiny outfits in front of her body to give him a chance to confess more fantasies.

"I want you to be my Queen. I want to be your slave. I will serve you in any way you desire. Hopefully with lots of oral service to your pussy. Or maybe a little bit of puppy play. But mostly I want to bathe you, brush your gorgeous long hair, give massages, maybe shave your legs and paint toenails. I want to lick your pussy. I want to lick you after Bob has finished fucking you, when you are dripping, both your juices and Bob's cum."

She even held up a tiny French Maid costume up to him, just so she could laugh.

"I think a sissy boy would love to serve his mistress in this. I could get you little stockings, and a little hat to match. Just imagine wearing this with your tiny little cock all locked up." She teased, "Do you think you would enjoy wearing something like this to clean my house?"

"No ma'am. I don't want that at all, I don't want to be a sissy. Please don't make me wear anything like this."

"Ok Tommy, but hold it up and smile for a picture, I just want to show Kate." She snapped a picture with her phone. And laughed as she hung it back on the rack.

"I won't get you anything like this." She reassured him as she guided him towards the register to pay, "at least, for now. I think I have enough to train you with."