Spanked: Spanking Romance - Adult Bedtime Story Anthology of Punishment, Discipline & Submission Romance

by Lady Aingealicia

  “Yes. He is a close friend of mine and we often meet up hereabouts for a break together. Maybe once every three months we see each other. Do anything to offend him and this whole deal is off.”

  She nodded. “I understand.”

  He grinned. “You will.”

  Those words lingered in her mind as he called for staff, ordered a drink and whispered something to the waiter. Shortly afterwards the waiter returned with four cocktails, a man about ten years older than Adam and another young woman.

  Angie nodded to greet them and smiled.

  “Dean, this is Angela. Angela, Dean.”

  “Pleased to meet you.” She smiled.

  Dean ignored her and addressed Adam. “She is lovely, isn't she?”

  Adam grinned. “And your lovely lady?”

  “Monique, meet Adam. Adam, Monique is half latina and a lovely little minx when you get to know her.”

  Angie blushed, but Monique just smiled and shook Adam's hand. This was starting to go places she wasn't certain of. But she would wait and see.

  Dean and Monique sat down and sipped their drinks as some appetizers arrived. Dean and Adam were discussing their companies, money and China. Angie couldn't follow half the conversation, so instead she turned to Monique.

  “Are you enjoying Hawaii?” She asked.

  Monique smiled in a plastic-perfect sort of a way. “I have been here far too often. I prefer Marrakesh.”

  “Oh. Is it nice there?”

  “It's lovely.” She replied as she sipped her drink. “I sometimes go with Dean, sometimes with another patron, but we always see the best sights and eat the best food there.”

  “Patron?” Angie inquired.

  “Ah, you're new. It's what you call the men. We are the artists, celebrities, in a way, and they are the patrons.”

  Angie nodded. “So is it always so open?”

  “It has to be.” Monique laughed lightly. “Otherwise we'd be deceiving them.”

  It sounded to Angie almost as though Monique felt like she was the powerful one. Could that be right? Angie definitely didn't feel very powerful in the booth with another stunning woman and two incredibly wealthy men. She felt out of place. Maybe with time...

  “And you have more than one patron?”

  “We can talk about that later, dear. We're here to entertain.” She glanced towards Dean and Adam, whose eyes kept darting towards the girls' corner of the booth and back. “Let's give them a show.”

  It took a second, but it clicked. Adam was her patron. Adam and Dean were Monique's patrons. And if they wanted to have a good time in Hawaii, it was their job to make sure their patrons had a good time first and foremost. Angie nodded. “Sure.”

  Monique leaned in and pressed her lips to Angie's. It was a bit of a shock, but she had experimented with girls before at university, so it wasn't exactly new. Glancing towards the men, she could see how approvingly they looked at their “performers”, how glad they were to be watching. Tentatively, she slipped her hand under Monique's skirt and rubbed her thigh.

  Monique broke the kiss. “That's the idea.” She whispered into Angie's ear as she nibbled at it. “Now lower the top of your dress.” Angie realized that Monique had undone the strap behind her neck, so she gently folded down the top of the dress, revealing her breasts. Monique instantly started massaging them and squeezing them, much to the men's delight. Monique lowered the top of her own dress, revealing ample syrup coloured bosoms topped with chocolate-chip-brown nipples. Angie obligingly started massaging Monique's breasts too.

  Adam laughed out loud. They stopped and glanced at him, Monique with a grin, Angie hiding her concern. “Well, ladies, don't get too excited yet. We're glad you like each other, but let's finish dinner and head back to the hotel first.”

  Monique winked and smiled. “Aww, but we were having so much fun. Can't we just keep playing while you eat?”

  Angie started to feel butterflies in her stomach. Was she ready for this yet?

  Anal Training

  Thight Ass Wife

  By Lady Aingealicia

  The Proposal

  Janet rushed home. She had picked up dinner from Wong’s as agreed upon. Greg told her that he had come up with a new game for them to play to spice up their sex life. As of late they could write out what was going to happen in the bedroom and both were tired of the humdrum existence they had created on the way to the top of their careers. She had not been this excited in a long time to see Greg and had no idea what was up his sleeve, however she was sure it was good.

  Changing into a red silk and lace outfit that left nothing to the imagination, Janet looked in the mirror. Sure she did not need the heels since she already stood 5’8”, they added to her sexy look though. Her body was still in good shape after 10 years of marriage. A very curvy size 8, with a bust to enhance any wet dream. Her dishwater blond hair fell down her back in wisp. She had pulled up most of it to expose her neck. She always liked it when Greg would kiss and tease her neck, it still sent shivers down her spine.

  When Greg suggested this night, she had started to go out and shop for the outfit for the night. She knew that it would be off fairly quickly after dinner was served, if anything she wanted it to come off during dinner. The last time that they had enjoyed any playtime was when they took a trip to some island that Greg had rented for the week and they got lost on a trail. They had gotten caught in a rainstorm and took advantage of an abandoned cabin along the way. They were not sure it was abandoned, it just was empty at the time.

  Janet smiled as she set the table remembering that day and how much fun they had had. That was the first time that Greg had ever placed a finger anywhere besides her mouth or her pussy. He got a bit adventurous and placed a finger inside her ass and she came harder than she had ever cum before. Since Janet did not usually tell Greg what she liked and didn’t like, more she just responded to him, it was not something they had discussed since that day. Though lately, Janet had been wondering what it would be like to have Greg’s cock in there. She shuddered at the thought because of his size though. He was not as small as most people would think, he was at least 9 ½ inches long and 5 inches in girth. It was not something she thought she could handle to well.

  Janet put on the matching robe and went out to set up the table. Her heels clicked on the floor as she walked. Everything was in place as she began to pace back and forth. She was very excited about what was going to happen that night. Both Greg and Janet had agreed to put their fantasies in a glass jar for a month and then would pull out the ideas one day a week to act those ideas out. They had been pulling from the jar for the last month and gone all around town acting out certain ideas that were dropped in the jar. Tonight they would pull another piece of paper to act out something new. They had both agreed that they wanted to stay in. Janet grabbed the jar and put it in the middle of the table for them to pull out tonight’s fun game.

  Soon Janet heard the keys in the door and Greg walked in. As he looked Janet up and down, he was impressed how she looked. He liked the red and sauntered over to her, leaving his briefcase at the door. He took Janet in his arms and kissed her deeply. He was not sure what they would pull out of the jar tonight, however he had picked up a few extra things on the way home from work. He had plans tonight to start stretching out Janet’s holes, no matter what the paper said.

  Janet kissed Greg back and ran her hands across his pants in front. He started to get hard with her touch. Since they had been putting things in jar, their sex life had increased a great deal even when it was not date night.

  “I got dinner.” Janet mentioned as Greg started to remove her robe.

  “So I see.” Greg responded as he felt his belt being undone. “I am not quite hungry for food as you can tell.” His hands ran across Janet’s breast, making the nipples hard under his touch. Janet chuckled as her robe fell off her shoulders. Taking the strap in his hands, Greg lowered it and kissed Janet’s neck. She sighed as Greg’s hands went down to her ass
and cupped her cheeks.

  Responding to Greg’s touch, Janet turned around and let him rub her cheeks and slowly open them with his hands. Leaning forward, she felt Greg slowly move his hand up and down the inner thigh area as his fingers dabbled across her tan skin. Slowly he placed a finger inside her pussy and felt how wet she was. Moving his finger in and out of her, she moaned. Greg traced his finger up to her ass and slowly inserted it. Janet opened her legs more as she braced herself against a chair.

  Greg pushed his finger in deeper and Janet did not resist as he began to move in and out of her extra tight hole. As she relaxed, Greg dipped another finger inside her. He had been working on getting Janet stretched out to take his cock inside her. Since they had been playing around a lot and Greg found out that Janet liked him teasing her like he did. Suddenly Greg removed his fingers and walked over to the briefcase he had sat down. He disappeared into the bedroom while Janet leaned over the chair.

  Greg grabbed a few things out of the briefcase and went back behind Janet. Pulling on her long blonde hair and pulled her to him as Greg wrapped his arm around her waist and walked her over to the back of the couch. He leaned her forward and spread her legs pulling up her outfit to expose her heart shaped ass. Janet felt something go into her bottom and bit her lip. It was not Greg’s finger this time. It was a little larger than one finger. She felt herself being stretched out as her breathing became faster. This was very exciting to her, since she had been pushing Greg for the last month to stretch her out. It was something they would talk often since that day in the cabin on the island.

  Training begins

  Greg slowly pushed on the anal plug he had bought on the way home. It was not as big as two of his fingers, it was however larger than one. The anal plug had come in a set of three and was perfect for anal training he leaned by talking to the sales girl. She recommended the set highly. Greg was sure it was because she worked on commission, however after she explained to Greg how to use the plugs, he figured that it was more than commission. As the girl turned around, he gathered it was more that she had used it herself so she was speaking from experience. She also suggested some lubrication and the store carried a numbing lubrication to help ease the pain of his cock.

  Slowly Greg moved the plug in and out as Janet began to moan. She was enjoying everything he was doing. As he played with her ass, he slipped two fingers in her wet hole and got an idea. Standing behind her, he placed the head of his cock inside her wetness and slipped right in. Janet began to claw at the couch as he pumped slowly.

  “Play with your tits.” He ordered. Janet began to pull on her nipples, making them hard as Greg moved in and out of her. He pushed his cock all the way inside her as Janet began to whimper under him.

  “More,” she cried out, “give me more.” Greg pulled himself out and grabbed the next size of the anal training plugs and put on a little lubrication. None of the anal plugs were as big as he was, they were a good start though. He moved the inserted plug in and out of her ass as Janet wiggled her bottom. Finally he pulled it out and set it aside. He started to push in the second anal plug and Janet groaned.

  “Yes, Greg, yes.” She encouraged him spreading her legs as wide as they would go without her falling down. Greg pushed the plug all the way inside her and then entered her quickly so that he could push up against the plug to stretch her out for him. He pushed faster and faster until he felt himself explode. As he pulled out, she was still wanting more. So Greg looked at the third anal plug and smiled.

  He played with the one that was inside Janet’s tight ass, moving it in and out while taking his thumb and play with her clit. She was dripping wet and there was no need for lubrication as he made her clit larger than it had ever been. Circling her clit faster and faster, he moved the anal plug in and out with the speed of his thumb. He knew she was close to cumming because of how she was holding onto the couch. The fact that she was screaming out for more helped in that assessment. Giving her clit one final flick and then plunging the anal plug in her ass as far as it would go he ordered her to cum. She exploded more than she ever had before. Greg kept the anal plug in her ass and stood her up, kissing her deeply.

  “Let’s eat my love.” Was all Greg said.

  “I still have this thing in my ass.” Janet responded and looked at him.

  “Yes, it will stretch you out.” He smiled at her and winked.

  As they sat eating dinner, Janet squirmed in her seat. She liked how the plug felt inside and as she moved it made her more excited with every shift of her body. Suddenly Greg reached his hand down and tweeked her clit. Janet moved back and forth on his hand as he moved her clit around on his fingers. Leaning forward and kissing her, Janet rode his hand harder, pushing down on the anal plug in her ass. Spreading her legs so she was straddling the chair, she moved back and forth on Greg’s hand faster and faster.

  With his other hand, he played with Janet’s nipples. Her nipples were always sensitive when she was getting ready to cum. He pinched her clit and her nipple at the same time and kissed her deeply as she exploded all over the chair. Slowly she began to move again on Greg’s hand. Greg pulled her forward so she was on her knees before him and put her mouth on his cock.

  “Get me hard and keep the plug in.” He pulled on her long hair and guided her on his cock. Janet always knew how to make him cum as she worked on the head of his cock making it harder and harder. She traced each of the veins with her tongue as she looked up at him with her hazel eyes, her hand cupping his balls, squeezing them. She kept the plug in as she moved back and forth on her heels making sure to have it go in and out so she could enjoy every sensation. Greg grabbed both of her nipples pulling her up to him and turning her around so that her ass was facing him. He placed her on his cock and she rode him as he pushed on the plug to make sure that it stayed inside her.

  Janet leaned forward and held on to the table as she whimpered. Greg held onto her breast as he forced her down on him harder and harder until he felt himself cumming and then he stopped and pulled her off him.

  “Go to the bedroom and I will be there in a minute. Lay on your back and close your eyes.” Janet got up and went to the room, keeping the plug inside her as she laid on her back with her legs open waiting for Greg. She had no idea what was in store.

  Greg grabbed the last large plug, the anal lube and some nipple clamps. The sales girl said that if he put the clamps on Janet’s nipples while he entered her, that her mind would not be so focused on his size. Greg was not sure how the sales girl knew his size, he chuckled uncomfortably when she mentioned this and proceeded to buy what she suggested.

  Cumming to the End

  As Greg entered the room, he saw Janet followed his exact instruction. He smiled and walked quietly over to the edge of the bed. As he got to her legs, he traced his fingertips up her leg to her thigh and then to the inner thigh. He stopped and slowly dipped a finger inside her as her body arched and responded to his touch. He was beginning to get hard again as he took his finger out and traced it up her flat belly. As he got to her breast he teased the nipples making them hard with the tips of his fingers. Janet gasped.

  Leaning forward, Greg sucked on each nipple. Swirling them in his mouth with his tongue. Janet threw her head back and exposed her neck more for Greg. He kissed his way up to her neck then slowly traced his tongue up along the sensitive areas. Moving his free hand back down her belly, he placed two fingers inside her and started to move them in and out as he found her mouth and kissed her deeply. His tongue swirling hers. His fingers match his tongue as Janet pushed her pussy down on Greg’s hand. Taking his fingers out, he brought them to Janet’s lips and placed his fingers in her mouth. As she sucked on them, her hips moved up and down on the bed as she wanted to feel Greg inside her again.

  “Lay still and let me surprise you.” Greg whispered in her ear. Tracing his hand down her body, he placed his fingers inside her again and quickly pumped in and out as Janet got wetter by his touch. Janet pushed back into
the bed as her hands clawed at the bed sheets. Greg traced his mouth down Janet’s body as he kissed every inch. Taking her legs he spread them wide. Using both hands Greg spread open Janet’s pussy lips and placed her clit in his mouth as he sucked on it making it harder. Flicking his tongue against the hardness, he moved the anal plug in and out of Janet’s ass. Janet laid still as she could while he did this. Swirling his tongue faster and faster, he could feel her tighten as he knew she was ready to cum. Taking his mouth off her clit, he flicked his tongue against her clit and she let out a cry as her body tensed and she exploded.

  Greg let her juices run down her crack as he moved the plug in and out faster and faster. Then he suddenly pulled it out and put it to the side. He still had the larger anal plug in his hand and the clamps. He put the tip of the larger plug near her asshole, slowly moving it in and then moved so that he could play with Janet’s nipples while he slowly inserted the fullness of the plug inside her. Janet bit her lip as he pushed in steadily and bit down on her nipples to distract her from what he sure could be rather painful.

  “Yes,” Janet moaned, “yes, put it in me. I want to feel your cock in there tonight.”

  Greg pushed the plug in halfway as he sucked on each nipple and then kissed Janet all the way down between her legs again. Finding her clit, he placed his mouth on the nub and started to suck on it as he pushed the plug all the way in. There was no need for lube because of how wet Janet already was. He pulled and pushed in and out of her ass as he twirled his tongue around her clit. She was ready to explode again. He took his free hand and placed his fingers inside Janet as she bucked back and forth. Pulling the anal plug out, he got up and moved to the end of the bed. Setting the anal plug to the side, he pulled Janet to him and pushed her legs above her head as his cock was ready to slide in.