Cherreads

Chapter 373 - The One Night Stand by RileysMind

Riley wakes up in the morning, his ass still sore from last night. He smiles as he gently rubs it, he couldn't see it but he knew it was as red as the devil's dick. He wiped away the cum that had overflowed overnight and sat up a little. Lifting the sheets, he took a few seconds to look at his slender legs covered in last nights cum that had hardened. He looked to his side to see the bed was empty, rubbing his hand over it, it was still warm.

"Guess she left recently".

He giggled to himself and picked up his phone to go through all the pictures he took last night with her. As he went through them, he sort of missed her. He was used to one-night stands where he was just grabbed and brought up to his room, or someone else's room, or just the pulled down under a park bench, but this was different. They had a nice meal, they watched a movie together and the whole time she wouldn't let him touch her massive bulging cock, even when he was watering at the mouth. It was all worth it though. He laid back into bed as he looked around the room, his panties thrown to the ground, his clothes torn into pieces as they were ripped off. He blushed a as he slumped back into bed and thought back to last night's events.

He had gotten home from work and quickly showered. He was ready for a date and it was the first time he was actually invited to a restaurant. 

"She looks even more beautiful than her profile" he whispered to himself. He walked in, he waved at her as he approached her. She wore a deep blue dress, some jewelry and was carrying a large purse. She was obviously taller than him but he had gotten used to all the futa being much better than him. She exuded a level of sophistication and power that he had never felt, making him get flustered. He stood next to the table and stuck out his hand.

"Hello there! I'm Riley! Its so nice to finally meet you" He smiled

"Oh! Hello Riley, its nice to meet in real life." She giggled

"Calm down and sit!" She giggled as she pointed to the seat. As he sat she leaned forward and whispered "I know exactly who you are"

Riley blushed bright red. He had never had someone play with him like this before. His cock got hard from the playful bullying and he could see her dress changing shape as well. He smiled as the waiter came over and took their order and as soon as he left, Riley dropped his fork under the clothed table. He looked at her and with a wink said "Oops! Let me get that". He quickly got under the table and was immediately hit with the invisible cloud of musk. He could feel his mind getting numb as he looked up from the floor to his date, only to see her legs spread, and her panties moved to the side by her hand as her massive cock hung out. At nearly one foot long, this was probably one of the largest he had ever seen.

"See something you like?" She giggled as she slumped back a little, still holding her panties to the side, teasing him, to make him stare at her massive cock. He grinned as he reached out to grab her cock, but his hand was immediately slapped away. "Not yet honey! You'll have to earn it" She teased as she stuck her foot out, right under his chin. "Go on then, prove you're worthy" She giggled. Riley quickly slipped of her shoe and kissed her feet through the stockings. He kept his eyes on her cock as she slowly brought up her other foot, forcing it into his mouth. "Well if anything you could be good pet" She giggled, making her cock bonce a little. "You can just rip them off, I want to feel your tongue on my soles" She purred as Riley quickly complied and soon both her big toes were in his mouth. He licked them and played with them with his tongue, his eyes still glued to her cock. She lifted her feet as he stuck out his tongue and began licking her soles. He reached out again to her cock but again his hand was quickly slapped away, but this time she pulled her dress over it and pulled her feet back and put on her shoes.

"Now! Now! Someone's greedy! Lets finish eating first" She giggled from above as Riley heard the sound of plates being put onto the table. He quickly grabbed the fork and got out from under the table. He took a deep breathe of the fresh air outside the table cloth. He was blushing as he got out from under the table as she grinned at him "We can get some desert later.... If you earn it!" She giggled playfully as she began eating, while also making some light conversation.

Riley blushed as he closed his eyes and was about to kiss her, but she suddenly backed away and laughed. "I think you should finish your food first, then maybe we can go and watch a movie" She took the last bite of her food as she signaled the waiter to get the cheque. "Maybe we can see if you're worthy" She giggled as she went through her purse and paid the bill as Riley quickly finished his food. They both left together. This was Riley's first ever date that was an actual date and not just a booty call. They walked in the street together, Riley holding her arm as he leaned over onto her, feeling a connection as her strong hands held his waist. They spent the next hour talking and discussing what was happening in their lives and shared stories of their past, although Riley didn't tell her everything, he became very open with her and enjoyed her company. Finally, they reached their destination. The Cinema. 

 ------X------ 

 They both entered together, Riley was in her arms as they looked over the movies to watch. Both of them almost instantly chose to watch the romantic movie about a boy who falls in love with his futa work colleague. They both grabbed the tickets and headed to the hall.

"Why don't you head inside? I'll grab the snacks!"

She said to Riley as she went t grab the popcorn, and Riley headed inside. Immediately, there was a heavy smell of cum and sweat as he entered. There were more than a few seats empty, but they had already gotten seats in the middle, and unfortunately, they were covered in dried cum. He blushed as he looked at both seats, not knowing what to do as some other couples around him just stared at him. Before he could ask for help, his date showed up with the popcorn and drinks.

"Oh! look at that! These seats are so dirty!" She frowned, a bit angry, "Riley, honey, please clean it up for me?"

"Umm sure, I think I saw a guy there, let me ju- " But he was cut off.

"No dear! Don't bother them, just use your tongue!" She giggled.

"Ma-my tongue? Like lick it clean?" He asked, confused.

"Well, only if you think you're worthy?"

She giggled, holding the snacks away and showing off her figure. Riley could clearly see her bulge despite the low lighting in the cinema, even the couples around them could see. Within a second, he was already on his knees and licking the seats clean of any and all cum. He could hear his date laughing as his head moved back and forth, even the people around him laughed and snickered. Pretty soon the seat was cleaned of all piss, Riley used the bottom of his dress to wipe it dry. His date sat down and looked at him still on the floor.

"Thank you so much! This seat feels so comfy, but yours is still dirty. Why don't you sit by my feet? I think it would suit you!" She teased again as she pets his head and was met with a meek "okay." He could just barely see the screen as the movie started.

He reached up to get some popcorn and his date leaned back to let him. He grabbed some of the top and stuffed it into his mouth. "Wow! This is pretty salty, and kind of wet." He thought to himself. However, it tasted so good he reached again, this time digging deeper only to feel the center was warmer, and throbbing. It took him a few seconds to realize he was eating cum covered popcorn. He looked up at his date who gave him a mischievous smile.

"So, you like the taste of the popcorn huh? Have some more!" Before he could even say a word, she grabbed a handful of popcorn and smushed it on his face, getting cum and salt all over his face. He leaned back, then closed his eyes as he enjoyed the taste of the addicting futacum. When he finished it, he reached up and grabbed her cock, only to be met with a slap and he immediately let it go.

"Not yet! Your reward is this extra special popcorn," she said fiercely. "I'll keep feeding you don't worry."

She ate some of the cleaner popcorn herself then would periodically grab some and rub them on her tip, making sure they were nice and wet and covered in her cum, then reach down to Riley and stuff them in his mouth. Riley, at this point, wasn't even watching the movie, even thought there was a sex scene everyone, including his date, was fixed on. He just stared up at her, sitting by her legs waiting for the next fix of her cum. She suddenly noticed his intense stare and moved her foot onto his crotch.

"Oh wow! Someone's hard as a rock!" She giggled as she teased him, playing around with his crotch, "undress now cutie."

Riley complied, showing her his underwear, covered in what is clearly precum stains from just that day.

"So cute!" She whispered as she grabbed her dress near the collar and pulled him towards her and giving him a kiss. Riley closed his eyes as her soft lips touched his. He was stunned, like never before, he couldn't move at all as her lips pushed against his, he could taste the popcorn on her lips, and the soda, and even the wine they had shared at dinner, he had never been kissed like this before. She let go and pushed him back.

"Wow! You're just perfect!" She smiled and whispered as she sat back up to watch the movie. "I guess, since you cleaned my seat, I should give you a reward. Now spread your legs and show me that dick." Riley quickly complied and pulled his panties aside. His rock-hard dick popped out.

He whispered "Like this?"

"Exactly like that!" She giggled as she saw his dick. She took of her shoe and leaned back, watching the movie as she rubbed her sole on his dick. Riley moaned softly as to not arouse too much attention and did his best to hold back from cumming onto her foot but it had been building up since the restaurant. With just a few rubs Riley had already cum all over her sole. She looked down at him annoyed at how soon he came, then at her foot, now covered in his boy jizz. She frowned and pulled her foot up to his face.

"If you're going to make it dirty then clean it up as well! Can't believe you came so early and so much!" Riley was huffing, barely able to move much less clean up after himself. She ripped of her dirty stocking and stuffed it into his mouth.

"Now since you can't clean my foot, you'll be keeping that in your mouth! Understand!" She commanded angrily. Riley nodded with the stocking still dripping of cum.

Pretty soon the movie was nearing the end where the boy leaves his entire life to be the futas toy. She leaned down and pulled the panties back over his now limp cock. "Let's not show everyone what a slut you are" she whispered as the lights began turning on. She reached her hand out to help him get up. He quickly grabbed it, still a bit groggy after cumming all over her foot and sucking on his own cum. He had never had a 'date' that was so nice to him. Most times he was just left on the floor with nothing but his dirty clothes and a pool of dried-up cum. He got up with her help and looked to the other cinema-goers and it was almost as if they knew what had conspired. They giggled as they saw the stocking in his mouth. He blushed and looked at his date for pity. It seemed like she felt bad as she pulled out the stocking and threw it under a chair.

"Now, I remember you mentioning you lived close by? How about I drop you back home?" She smiled and grabbed his waist. Riley looked back at her and nodded.

"Its actually really close, just across the street in fact." He blushed as he leaned over onto her arm. They slowly walked out and onto the street. Riley felt warm as he hugged her arm tighter and she pulled him in even closer.

"You know you're a very good bitch." She giggled.

"Haha yeah, I try my best to be as submissive as possible for futas." He blushed.

"Clearly!" She pointed to his clothes "But are you always this slutty?"

"Well, ummm" He was bright red "I don't norma-"

"Because it seems to me you like being used like this on a regular basis." She said as she cut him off "Like a good slut" She pointed at his crotch and flicked it, gently.

"m-maybe" He blushed not wanting her to think he was a total slut but also wanting to be honest "Just sometimes."

Before she could probe any further came over to Riley's building. "Well, this is my place, well the apartment on the 6th floor is," he giggled "Do you mind walking me up?"

She slapped him playfully and grinned "Of course! You've been such a good boy; did you think I wouldn't?!"

She pulled him along into the elevator and gave him another kiss, one that didn't end even when they reached Riley's floor and the elevator dinged. Riley had instinctively moved his hand over onto her crotch and was rubbing her bulge gently.

"Oh, you're a good bitch" She whispered as her lips finally let go, but she pulled him back and kissed him again as Riley continued to rub over her bulge. He moved his hand down to get under the dress, but had his hand immediately slapped. She stopped kissing him and pulled him out of the elevator with him.

"Lets see your apartment first," she giggled as she saw his stunned look. Riley took the keys out and quickly opened up the door. He reached to the side to turn on the lights but was instead picked up by his date who turned on the lights for him. They both entered and she threw him on the bed and commanded.

"Take of those dirty panties!" Riley giggled and quickly took them off, pulling his underwear to the side he looked at his rock-hard cock and smiled as he looked back at her. She gave him a grin and closed the door of Riley's Apartment slowly. 

------X------ 

 Riley leaned back, biting his lip, closed his eyes and remembered how it all went down. How she had touched, how she held him, how she used him. It all rushed into his head as he felt his cock getting hard. He reached under the blanket and started touching himself, rubbing his dick and fingering his hole as he lifted up his leg. He was huffing, but it just wasn't enough after last night. He quickly opened his drawer and pulled out his trusty Dildo and began licking it, quickly getting it wet as he slowly moved it down under the blanket. He rubbed it against his nipples and let out a moan, imagining it was her cock. He rubbed it against his ass pussy, gently rubbing it and soon began probing it. He closed his eyes, getting flashes of last night as he let out yelps. He spread his hands pulling the bed sheet, gripping it tightly, as if to recreate last nights actions. His hand suddenly felt something wet touch his hand. He stopped and pulled out what it was.

"Her panties? She must have forgotten them." He thought to himself as he examined them more closely.

He noticed that the inside was coated n precum. He brought it even closer and the just the smell of her somewhat dried up precum filled up his nose and sent a whole wave down his body, giving him goose bumps. The obvious next step was to begin licking. He turned it inside out and stuck it onto his head. He closed his eyes and began stabbing his hole with the dildo again. This time, with the smell and taste of her musky cum and ass he could recreate the whole night.

From the first time he met her, the time he was under the table, the popcorn at the cinema, the elevator, the way she held his hips, how she carried him around different parts of his apartment, the way she flicked and played with his dick, the way she bounced him on her hips, all of it rushed to his mind. The dildo vibrated at full strength as his hole gripped onto it tightly. He started moaning loudly as his cock twitched before finally squirting out what cum he had since last night.

He panted heavily as he couldn't stop thinking about her, but suddenly came to a realization, he did not remember her name. He grabbed the panties as pulled them off his head as he held and looked at them, as if they would have her name on them. He blushed and was angry at himself for not remembering. He sat up, and started going through his phone, hoping her name was mentioned at some point in the hookup app. His battery was dying and he was doing his best to find her name somehow, her panties still in his hand.

His focused search was suddenly interrupted by the sound of his bathroom door unlocking. He suddenly realized; she hadn't left. The door open and he looked at her, both shocked and elated that she was still here. She rubbed her eyes and yawned, stretching her arms above her head. Her blonde hair was untamed as she was. She wore one of Riley's larger baggy shirts from one of his previous 'dates'. She had kept it unbuttoned and it perfectly exhibited her soft breasts, and further accentuated her large cock that hung flaccid between her legs and was propped up by her milky thighs.

"Hey there handsome!" She giggled as she took a moment to look at the room now bathed in sunlight. "I hope you don't mind me borrowing this shirt?"

"Of course not! You can keep it if you want." Riley eagerly replied as he sat a bit straighter, her panties still in his hands.

She looked out at the room and flashes of last night hit her. She smiled "Last night was pretty crazy huh?"

"Yes, it was!" Riley giggled. "I don't think I've ever had such an amazing time!"

"Are you sure about that?" She suddenly retorted. "This shirt is definitely not your size, as are some of the other clothes in there." She had a bit of a grin as she sat on the edge of the bed.

"Oh well, that was, that was from this one time, you see" Riley babbled as he tried to think of something to say while blushing.

She suddenly leaned forward and cupped his cheeks making him quiet as he stared into her eyes. "It's okay, calm down!" She giggled as she held his face tightly. "I just wanted to know how slutty you are?"

"Ha-how slutty I am?"

"Yes you!" Her eyes lowered to his hand, and the wet sheets. "I mean I was gone for all of 10 minutes and look at you! Sniffing my dirty panties while feeling yourself." She gestured all over him.

"Yeah but."

"But nothing! I went through your closet as well! So many slutty clothes! And a lot of clothes are clearly not yours, so I can only assume someone else left them here. Am I right?"

"You're not wrong."

"I thought so!" She smiled as she pinched his cheek. "You're a slut!"

She pulled the covers over her and lay next to him. She snuggled up to him, letting her enormous flaccid cock rest on his hip. Riley's cock was snuggled up between her balls and his face was smooshed up against her breasts. She took a big sigh as she got more comfortable and hugged him tightly.

"So, I have to ask. What's your body count? And be honest!"

"I think it's around maybe 200." Riley blushed.

"Wow! To be honest I was expecting more."

"Really? I think 200 is a lot!"

"Yeah, but." She spanked his ass as they lay together and laughed. "You have such a plump, fuckable tushy!"

Riley blushed as he could still feel her hand gently rubbing and playing with his cheeks. "Thank you! I try to workout and get it nice and round." He giggled, becoming more open.

"And it shows!" She got lost in thought for a few seconds as she began twiddling his cock with her finger. "So, since you have been with so many people, I have to ask. Do you prefer blowjobs, or handjobs?"

Riley thought for a few seconds. "Definitely blowjobs are more fun, but when we're in public or just new to each other, hand jobs are better to get more... acquainted with each other. I love to be fingered more than anything though."

"Acquainted? That's so cute! Just what a slut would say!" She giggled and pinched his cheeks. "What's your favorite position?"

"Oh, I like a bunch! But probably something like the mating press we did last night." Riley blushed a as he had flash backs of last night.

"Oooooh, this slut likes to be bred huh?"

"Yeah, its fun, but a lot of times there have been some unconventional stuff that makes things more fun!"

"Like? What do you mean?"

"So, this one time, I was taking a trip on the train, and I had to take my friends niece with me. She was flying back after her 20th birthday. The main reason she came to visit was because she was new to being a futa. Since she didn't really know how to manage her erection, she made me sit in her lap the whole trip. It was uncomfortable at first, since it was so obvious to everyone around us, but she didn't care. I must have emptied a barrel worth of cum that night."

Riley leaned back, feeling embarrassed as he had never told anyone that story. She smiled and reached down, feeling his cock. "Wow, just thinking about it made you hard huh?"

"Ya-yeah, it was pretty embarrassing, but that kind of made it hotter, ya know?"

"I get it, I remember this one time, I was at the beach and I met a slutty boy. He was wearing such a tight bikini, and his ass was just hanging out of it. So, I just went over and began fingering him. At first, he didn't like it, he looked at me funny and pushed me away, but the longer my finger was in there, the more he liked it. Pretty soon, he was on the ground, gripping at sand and moaning. We were quickly surrounded by others, some were just laughing, other were taking pictures and selfies, some made videos, some were jerking of their own cocks. It didn't take long for some of the other futas to join and cum all over him. Even though I didn't get to use my cock on him, it was still so much fun. I wish I could meet him again, just to fuck him. Got a lot of high fives that day!"

Riley smiled, "maybe you already have?"

"Huh? What do you mean?"

"I mean, maybe you did meet him again, and fucked him." Riley's smile now bigger, He remembered her name, it was Naomi. He had met her years ago, at the beach, when he was still new to being a bitchboy. He remembered laying on the sand, covered in cum as many of the futas were high fiving her and talking to her. He had memorized that name, but barely remembered her face.

"You mean." She blushed as she was beginning to realize who Riley was. Her cock was getting harder as she thought about his tight ass.

"Yes!" Riley smiled as he kissed her on the lips. "You are actually the one to take my fingering virginity."

She kissed him back. Rubbing his hair as her cock slid between his leg. Riley's cock rubbed against her shaft as she reached back and grabbed his ass and squeezed it tightly.

"I thought I had seen that bikini somewhere before." She giggled as her finger slowly made its way to Riley's hole. "Its actually tighter than I remember!"

Riley chuckles, "I take a lot of care of it, making sure its always nice and tight"

"Good job!" Naomi smiles as she spanks him before inserting her finger. "Feeling good?"

Riley's whole body quivered as she slid in, almost like his body had welcomed her to enter. He nodded, unable to speak. He could feel his precum leaking onto her shaft as his thighs squeezed her cock. She giggled as she kissed him once more before sliding her finger in deeper, finding his prostate, she pressed and played with it. She stuck in a second finger, pulling him closer. He couldn't control it any longer and came on her belly as he moaned, thinking back to the first time he was fingered by her.

"You came already?"

Riley blushed, "uhuh"

"Well, I think this slut needs better training." She smiled as she turned onto her back, her cock pitching a tent big enough for both of them to get under.

Riley smiled, he had always wanted a trainer, but he was always to shy to do anything about it, and instead just learned from the videos he watched and from every new hookup. Naomi grinned, seeing the excitement on his face. She pointed down to her cock. Riley quickly got under the sheets beaming. He gently rubbed her cock as he got low enough to kiss it. Naomi smiled and stretched her arms, then wrapped them behind her head. She closed her eyes and enjoyed his soft lips kissing her cock and soon he began licking her balls. Riley was lost in ecstasy as felt each wrinkle and vein of hers. His tongue caressed her whole cock along the length, getting it nice and wet. He didn't stop until he had completely washed her whole cock, then he stood up, spreading his legs.

With her cock pointing up, Naomi smiled and nodded as Riley slowly lowered himself onto her cock. He let out a whimper as the tip entered his hole. As he lowered down further, he felt her cock pushing his insides. It almost felt as f her cock was larger since last night. His cock was leaking precum over her belly as she began stabbing his backside with her thrusts. Riley stayed in position as long as he could, but his knees finally caved as he finally just fell onto her cock. Naomi smiled, and it her lip as she saw her cock bulging through his stomach. She was ready to cum but held back as much as she could, Rileys cock flopped up and down as she kept fucking him until she just couldn't bare his tight ass swallowing her cock and came. She quickly filled him up as they both moaned in unison. Riley fell on top of her and hugged her, as she hugged him back. Her cock was still inside him and both of their legs were covered in cum. Soon they fell asleep. 

 ------X------ 

 It had been two years since Riley was under the tutelage of Naomi. He had undergone many different changes, not just mentally but physically as well. He had always been a slut while maintaining a shy demeanor. He was now not only more depraved, but also more subservient and uninhibited. He still had a softer more loving side when he was alone with Naomi.

The sun rose and shined a beam of light through the chink in the curtains of Riley's curtains. His eyes fluttered open as he held Naomi in his arms. Her bare breasts in his face, her taut nipple in his mouth as his lips slowly closed around her rather large areolas. He smirked a as his eyes fully opened and he looked up to Naomi's gorgeous face as she still slept. Her lips full red lips slightly ajar, her rosy red cheeks, her wild lustrous blonde hair and elegant nose all glowed like that of a radiant goddess as the rays from the sun slowly draped her in light. Riley stared up at her with her nipple still in his mouth as his embrace tightened. She slowly lifted her eye lids and looked up at the roof before looking down at her pet.

"I see someone is already awake?" She seemed a bit annoyed.

"Mhmm" Riley nodded as he kept her tit in his mouth.

"Why are you in the bed? And that too... so close?"

"I- I was feeling lonely." He murmured, finally letting go of her chest.

"Awww, well you're still in training so its okay!" She grinned as she pet his head and then moved her hand down as she hugged him back.

Riley had her nipple back in his mouth as he lifted his leg and put it over her. His cock tapping against her hard cock between both of them.

"Someone's hard already?" Riley giggled as he lowered his hand, running his finger over her shaft, feeling her morning wood throbbing against his hand.

"And whose fault is that!" Naomi chuckled loudly as she leaned back, letting her cock slink between both of them.

"I can take care of it!"

"Good boy!"

Riley smiled as he let go of her and sat up. Naomi moved so her hard cock was pointing directly at the roof, fully erect. Riley pulled back his hair as he sat on her thighs and leaned down with his mouth open. Naomi let out a soft moan as she felt his warm wet tongue lick her glans. Riley smiled as he gave her another lick, and then another, teasing her with his tongue. She let out another moan before spreading her legs a bit more to free up her heavy balls. Riley slowly placed her tip in his mouth, then letting go to lick her shaft. His tongue followed the shaft from tip to base without breaking contact. His hands gently playing with her balls until he began to lick them. He laid down on the bed as she spread her legs further. He sucked in her left ball as one hand gripped her thick shaft and the other hand gripped onto her pillowy thighs. She could feel his tongue licking her ball in his mouth, going through each nook and cranny. She placed both her hands on his head as she pulled him further. He let go of the now sloppy wet ball and sucked in the other, giving it the same treatment. His lips rubbed against her balls as his hand continued to rub and massage her cock. She grabbed his face and pulled him up with ease as she let her cock slide directly into his mouth. Riley smiled knowing he was doing a good job. He sucked her cock into his mouth and grabbed her thighs with each hand. He started bobbing his head up and down, letting her cock go deeper each time until it entered his throat. Naomi let go of his head as she grabbed the sheets, almost ready to cum. Riley was drooling on her cock as he choked on it, barely able to breathe. Before he could go any further Naomi let out a yelp and began huffing as she began to pump her full of her cum. She began to hump his mouth as her fingers dug into the bed. She panted heavily as she completely unloaded her seed. The pressure from it was too much for Riley who got pushed off and got a face full of her cum.

"Was I good?" Riley murmured as he wiped the cum away.

"Well, you were better than before." She huffed and caught her breathe, "would be better if you could keep it down."

"I'm sorry, I was hoping I could too." Riley blushed as he felt embarrassed.

"Awww, don't worry baby! You'll get better!" She smiled as she pet his head and laughed. "After all, today is a special day." She giggled as she sat up, shoving her foot in his face.

Riley was a bit con fused as he began to give her a foot rub. He noticed her new anklet which had a key attached to it. "What's so special about today?"

"You really don't know?" Naomi said a bit disappointed.

"N-no, should I?"

"Hmmm, maybe that's a good thing."

"Come on now! You have to tell me now; you can't just half tell me!"

"Wow! You really don't know!?"

Riley thought for a few seconds, "it's definitely not your birthday, or mine. It's also not Valentine's day or Goddess day." Riley was stumped and embarrassed.

"Oh, this is great!" Naomi gleefully smiled. "It means the training is working well!"

"What is it! Tell me!" Riley was growing impatient and more embarrassed by the second.

"Silly! It's the one-year anniversary slave contract!" Naomi smiled, "I was thinking we could even let you free for a while, amongst other activities."

"Really?" Riley was a bit astonished and a unsure if he even wanted that now.

"Would you like that?" Naomi inquired, waiting eagerly for his reaction.

"I- I don't know, I guess, maybe?" Riley thought about it a bit confused as he continued to massage her foot.

"Hmmm, lets see how you feel later." She seemed a bit disappointed as she freed her foot from her grasp. "But first, I need to test you."

"Yes! Yes of course!" Riley's demeanor suddenly changed as he quickly laid on the bed and spread his legs.

"Good good! Now what is this?" She said as she next to him, poking his dick.

"This is my cock!"

"Good, and what is its purpose?"

"It is useless! It's only function is to show everyone that I have prostate orgasmed!"

"Very nice! And what is this?" She grinned as she poked his belly.

"This is my womb, it is storage for all the cum I eat."

"Correct! Now lift up your legs!"

Riley obediently lifted his legs showing of his hole by pulling his cheeks apart.

"And what are these two?" she said as she spanked both his ass cheeks simultaneously.

"These are my clappers!"

"And their purpose...?"

"Too cushion whoever uses me and make massage them at the same time."

"Very good! Someone's been doing their homework!" Naomi grinned as she pushed his legs further back and stuck a finger in his ass, "What is this?"

"This is my assho-" He realized instantly that he had made a mistake.

"No! Wrong! This is your asspussy! I guess training still isn't there yet. You need some punishment!"

"I'm sorry! I didn't mean to!" Riley protested but they fell on deaf ears.

"I know I know, but we have to make sure you learn your lesson!" Naomi said in cold-blooded tone as she grabbed his hands and tied them to the bed. "Now, what do we say?"

"Please mistress Naomi, please fuck me for my stupid mistake!" Riley almost yelled as he looked down at her rubbing her cock with lube.

"Good, and what do you want from me?"

"I want your glorious futa cum inside me, I want it to fill me up and make me pregnant!"

"Very good!" She gently lifted one of his legs as she rubbed her tip against his hole, slowly letting just her tip go inside his hole. "And why do you want it?"

"Because I'm a slut and all I want is cum!" Riley moaned as he felt it enter, his cock already leaking precum.

"Well, you did a good enough job, so I'll be gentler." Naomi grinned as she began to slowly move her cock inside.

Riley moaned as he felt it going deeper. He tried to pull his hands to his chest but they were kept tightly in place as Naomi watched him and roared with laughter. She began humping him, making small jerks back and forth, but making sure her cock would go deeper with each thrust. Riley struggled as his moans became louder and he could feel his hole becoming numb as she became faster. Her cock slid deeper, pushing against his inner walls and prostate. She grinned as she grabbed his cock.

"Is the useless whore feeling good?" She pulled the cock while grinning and looking into his eye.

"Yes, I love your cock! Please fuck me harder and fill me with your seed!"

"Good slut!" She moaned as she became faster.

The whole bed shook as Riley's began huffing and leaking cum from his cock, spilling some onto her hand as his toes curled. Naomi grabbed his legs, digging her nails into them to make sure he didn't try and close them. Riley's eyes closed tightly as her cock was now fully inside her. He could feel her hips slamming his cheeks as she lifted him up a bit. Riley began drooling as he could feel like he was losing control of his mind, lost in the ecstasy of her movements. She grinned as she began to pant as well, her cock throbbing inside the tight hole, ready explode. She leaned forward, and kissed his lips before biting his lower lip.

"What are you?" Naomi moaned as her thrusts reached her peak.

"I'm a whore! A good whore! I love Mistress Naomi's cum! I love it when it fills me up and makes me look pregnant!" He moaned

"Good. Little. Slut!" Naomi groaned as she unloaded inside him for the second time this morning.

Riley panted as he felt the warm familiar sensation of Naomi's cum flooding his insides. He pulled his hands with all his might as his body slowly absorbed as much as it could. He could still feel her cock inside him, even though his entire lower body felt numb. He felt it get softer as looked down at her huffing. She finally pulled out with a satisfying pop sound.

"Wow! Always a bit too tight. I think we should move to the next step of your training!"

"Really? You think I'm ready?"

"Well, I did get you this as a gift for this special day anyway! Hahaha!" She laughed as she got up, her flaccid cock swaying beneath her. She pulled out a bag from behind his dresser and pulled out the Jewel® butt plug. "This should be a good starter!"

Riley smiled as he spread his legs, still tied up. Naomi gripped his thigh as she easily slid it into his still gaping hole.

"I think your ass is still sore, I'll let you heal. I'm just going to shower." She smiled as she stared at his new plug loosely stuck in his ass. She leaned forward, hovering her hand above his mouth. Riley eagerly licked up his own cum from her hand. "Good slut!"

She smiled as she left him there, tied up and covered in cum with a buttplug in his ass. She went into the bathroom to shower. Riley regained his breathe and looked to the bathroom door. He could hear the water hitting the floor as it poured off of her body. Just the thought was enough to arouse him. He wanted more than anything to just rush into the bathroom and help her in bathing like a good slave. He tugged his arms to get free but there was no chance, Naomi made sure of it. He continued to struggle for a few more minutes before giving up and excepting his position. Eventually he heard the sound of the tap being turned and then jus the sound of water draining. He could hear the gentle sound of her nimble feet gently moving across the room, putting on clothes and getting ready. Riley looked up as he waited for her to come out and free him, or really do whatever she wanted, he was completely a slave to her. He closed his eyes and focused on trying to hear her movements, meanwhile his asshole was returning to its original form as it tightened around his new butt plug. He suddenly opened his eyes and turned his head as he heard the sound of the door knob turning.

"Since you've been such a good boy, lets go for a walk!" She smiled as she stood in the door, wearing a pair of sweatpants, a tight shirt and a jacket over it, while holding a collar and leash.

"Yes! I'd love too!" Riley smiled eagerly as his cock got hard.

"Oh wow! Your cock is already leaking! So cute!" She tugged his leash as she headed out the door. "Come on now! Let's go to the park!"

Riley followed behind her, he was allowed to stay on two feet since this would be the best way to show off his clitty. Naomi stopped at a café first to grab herself an ice tea to go. As they wait, she makes sure she pulls Riley down onto the floor to make sure everyone could see what a good obedient bitch he was. Plenty of people got a good view and laugh out of seeing the bitch following behind the clearly much larger futa. Naomi and Riley even took selfies with some people as she made Riley spread his legs and show everyone his erect but untouched cock. She walked out proud of how well training was going, meanwhile Riley was still blushing bright red as he walked behind her all the way to the park. Naomi walked past plenty of people who enjoyed the view. They walked to the middle of the park which had some benches and plenty of greenery. Naomi sat on the edge of one and sighed as she looked up at the sun.

"Its so sunny today! What do you think?" She grinned as she looked at Riley.

"Woof! Woof!" Riley gleefully barked as he sat next to her on the bench.

"Hey! No! Bad bitch!" Naomi quickly smacked his ass just as he was about to sit down. "Good bitches sit by their owners' feet!"

"Woof!" Riley responded quickly and got on his knees and sat close enough to rest his head on her lap.

Naomi smiled and ran her fingers through his hair, gently playing and tussling it as she sipped her drink. As they enjoyed their time together, they were approached by a jogger. She had clearly worked up quite a sweat as her clothes were soaked. Her cock bulge was also poking out and was more than visible.

"Hi there! I'm Gwen!" She greeted Naomi as she stuck out her hand, still a bit out of breath.

"Nice to meet you! I'm Naomi." She grabbed her hand and shook it as she took another sip.

"And who's this guy!?" She leaned over and pet Riley's head.

"Woof! Woof!" Riley stuck out his tongue and smiled as he was pet.

"I'm guessing you're here to train this guy?"

"Hahaha! Is it that obvious?"

"Yeah, hahaha, it happens here fairly often."

"Well, he is pretty well trained, but we're still working out some kinks."

"Oh? Could I be of any assistance?"

"Hmmm" Naomi's gaze went down to the obvious bulge, "I'm guessing you have a bit of a problem that needs to be taken care of?" Naomi smirks as she turns to look to Riley who has also sensed the situation.

"You got me! I figured he could learn more about musk and I could get some... relief." She blushed a bit, not knowing what to expect.

"Woof!"

Naomi suddenly looked at Riley, who was eagerly awaiting her response. "Well, I guess he likes you, so why not!" She smiled as she handed her the leash.

Gwen smiled as she on the same bench at the other end, pulling Riley forward between her legs. The potent scent of her cock made Riley instantly horny as he began kissing her bulge through her clothes.

"Oh wow! You've trained him so well!"

"Hahaha! Thanks! Getting the worship part was a bit difficult."

"Well, whatever you're doing, its working!" Gwen smiled as she lifted herself up a bit and pulled down her sweatpants, her balls were clearly full and her big cock was hanging just above them.

The musky smell quickly went through Riley's nose and penetrated his brain. He closed his eyes as he leaned down and began licking her balls. The instant his tongue touched her sack he could feel the sensational mixture of precum and sweat. He smiled as he grabbed her knees for support and began licking them up and down, sucking them but they were too big for him to suck into his mouth. Her sweaty moist cock rubbed his forehead as he looked up at the futa playing with her tits and huffing gently. Riley smiled as his tongue slowly made its way from her balls to the base of her cock. Naomi bit her lip as she watched the stranger and her pet going at it. Riley started moving his head back and forth as his tongue licked the whole cock from base to tip. He made sure it was nice and wet before he grabbed her cock and stuffed it into his mouth. Gwen let out a yelp as she pulled her rather heavy breasts out and began playing with the nipples.

"Mhhmm! Good boy." Gwen moaned out as she pet his head.

Naomi had had enough of just watching and leaned forward, grabbing the jogger's breast and licking it, flicking the nipple with her tongue playfully as she grabbed her cock and started rubbing it. Riley was still on the ground, letting his throat open up as he pushed her cock down her throat. Naomi let go as Gwen moaned louder and louder with each one thrust of Riley on her cock. Naomi got up and took out her cock, and grabbing Riley by the waist, she pulled him up and gave his ass a good smack before pulling out the plug. And gently placed the tip of her cock on his hole. She looked up at the scene of Riley sucking Gwen's cock who was moaning and playing with her breasts. Naomi smiled as she slowly shoved her cock into Riley. His ass opened up and eagerly welcomed her cock. Naomi leaned forward as her cock was fully inside her and grabbed Riley by the chest as she started humping like a dog. Riley was leaking precum and moaning as he could feel Gwen's cock and Naomi's cock throbbing inside him. Naomi slowed down as she got closer and started thrusting slower, stronger and more deliberately. The thrusts made Gwen's full cock go down Riley's throat. He could feel her cock throbbing and the flow of cum move from her balls, which were rubbing against his lips, to her throbbing cock in his tight throat and explode inside him. Gwen moaned loudly and lewdly as Naomi grabbed him tightly as her cock slowly pumped cum into him. Gwen smiled and huffed as she pulled out her now flaccid cock and wiped the sweat from her forehead.

"Wow! He's such a good slut!" She smiled, trying to catch her breathe.

"Th- thanks, Its nice to see how well he can handle two cocks." Naomi panted a bit as she slowly and carefully pulled out her cock, sliding the plug back in to make sure he kept her cum inside him.

"Woo. Oof." Riley moaned as he lay on the soft grass. 

 Both futas laughed as the watched the bitch trying to say a word after having his body defiled from both ends. Naomi grabbed him ang pulled him into his lap as he regained his energy. Naomi and Gwen talked for a while as Riley was half asleep. They spent nearly an hour discussing makeup, food, clothes, toys, positions, and other futa stuff. By the time Riley finally regained his energy Gwen was leaving, she handed Naomi a piece of paper with her number on it.

"Let me know if you guys ever want to hang out!" She smiled and pet Riley's head before waving both of them goodbye.

"Well that was fun! Wouldn't you say so?" Naomi smiled as she ran her hand through his hair and kissed his cheek.

"Ruff! Ruff!" Riley barked with his tongue out.

"Hahahaha! Good boy! But I give you permission to talk for now, since you've been such a good slut!"

"Thank you! And yes, it was so much fun! What are we doing next?"

"I see someone is already eager for some more." Naomi smiled as she give his ass a spank.

Riley blushed as his head rested in her lap. He could feel his purpose of living- her warm cock just under her clothes.

"Well, for now we are going to go shopping! I have some plans for us tonight." Naomi smiled looking at her bitch blushing.

Riley smiled and screamed "Yayyyy!"

Naomi grabbed his leash as her eager puppy was now in front of her, a complete contrast from earlier when he was behind her. They took a cab to the mall as it was a bit too far to walk to, so Naomi made sure that Riley showed everyone his new buttplug at every traffic stop. When they finally reached the mall Riley was eager to get to shopping and pulled Naomi all the way to the bitch R Us store in the mall.

"Hahahaha! No, we're not going here today, at least not now." Naomi giggled at how eager he was to get new toys.

"B-but you said we we're going shopping." Riley protested.

"Maybe we can get you a reward, but first we have to go to another store." Naomi walked past the entrance, pulling him along.

They walked for a while until they reached nearly the end of the mall. There was a small storefront with no sign or name on it and she pulled him into it. Inside was a much larger space with a lot of dresses, suits and accessories. This was not something Riley was used to. Most of the dresses he wore had special tear away holes, or so short his cock would show. These dresses weren't slutty, they were classy and stylish. Riley looked at them in awe as an attendant, smiling, quickly greeted them.

"Hello Ms. Cardwell. Always nice to have you visit." The well-dressed man said.

"Always great to visit! Is my dress ready?"

"Of course, ma'am." He signals to the back and a young well-dress girl comes out with a dress in a garment bag. "Will that be all?"

"Actually, as you can see, I have a guest with me." She yanked the chain forward, pulling Riley to the front who stood there, silent, with his hands behind his back. "I need a tailored dress for him."

"Yes ma'am, may we?"

"Please." She hands him the leash and turns to Riley, "Do as they say."

The man takes him by the leash and walks to the back where he has to stand on a podium surrounded by mirrors. The man gets a measuring tape and makes sure he measure everything. Every inch of Riley is measure, even his cock and how much his belly bulges when filled with cum. After nearly half an hour of measurements he grabs the leash and brings him back to Naomi.

"It should be ready in an hour or so."

"Great! We'll be back soon." Naomi pulls Riley out of the store behind her as he holds her dress. "Right, instead of waiting, why don't we get you something from your favorite store."

Riley's face lit up and he nearly yelled "Okay!" as he quickly followed behind her and into the store.

"Now, I need to get something, you can have one thing, any one thing from the store, find it and I'll be waiting at the counter."

Riley nodded and got to work, combing through isle upon isle, picking up things he thought he might like, from dildos, cocks, outfits and accessories. There was so much to choose from he just couldn't make up his mind. It took him an hour but he finally decided on getting a dildo(one could never have too many of those). He grabbed it and rushed to the counter where Naomi was already waiting with a big gift wrapped box.

"I-is that for me?"

"What? No! Its for someone else. But you will be carrying it." She giggled as she paid for everything. She blushed a as she saw the dildo.

They grabbed everything and headed out, back to get the dress. As they entered the store, the same man was already standing there with the suit in hand. "Ready for you ma'am!"

"Good! And it is according to my specifications?"

"Yes ma'am, the front has some elasticity, and the back is tailored exactly to your specifications.

"Perfect! I believe we will be leaving with it on then." Naomi grinned

"Great ma'am, will there be anything else?"

"Yes, one last thing, please have this package delivered to my home, along with the other clothes."

"Of course ma'am, this way to the changing rooms."

Naomi pulled Riley along and went in to the changing room, pointing Riley out to a female attendant. The attendant took him to another room and helped him change. Naomi stepped out in a beautiful gown, fit for a superstar. It was black with one side longer than the other as to show off her legs. It was so well tailored that her bulge was almost invisible. She looked to her side where the female attendant returned with Riley behind her. His attire was a subdued piece. As opposed to Naomi's long down, his attire was much shorter, with small triangular holes of different sizes on each side, it was also a bit tighter and accentuated his breedable frame. His cock, was holstered inside and hidden, even when he had a bulge.

"Do you like your new clothes?"

"I love it!"

"Good! Because you will be showing it off at dinner at the Rustica Kitchen."

"Wow! Really!? I've always wanted to go there! But its so expensive!"

"Nothing's too good for my cum slut." Naomi giggled as she leaned down, held his chin, and gave him a sweet kiss, making him blush bright red and get awkward.

She took off the leash and gave it to the attendant and had the things sent home. They both left the mall in a limo this time to celebrate their anniversary. Popping champagne on the way and getting drunk before even reaching the restaurant. They stepped out as the limo driver opened their door. Naomi was still a bit more composed and helped Riley get out who stumbled on his new shoes. They went inside to a seat at the corner just for them. Riley being the slut he was winked at her and dropped his fork under the table, pretending he was going down to get it.

"No! Not today, today I just want to talk." Naomi smiled as a waiter poured them a drink each.

They spent the next few hours talking about themselves and each other, their first impressions of each other, what they expected would happen, what life was like before moving here, their family, friends. They didn't even notice how late it was getting as they continued to talk and get lost in each other's company.

"Oh my, it's getting late. I don't think we'll be able to catch a cab." Riley panicked as he looked at the clock on the wall.

"Don't worry, We already have a suite booked for tonight, the Bellvard Suite, on the top floor."

"Wow, you really pulled out all stops." Riley blushed as he thought about how extravagant it would be.

"Like I said, nothings too good for my slut." Naomi grinned as she stood up, "let's go?"

Riley quickly stood up and followed behind her towards the elevator.

"Doesn't this remind you of the first time we went on a date?"

"You mean, you looking amazing and us standing and waiting for the elevator?" Riley giggled.

"Hahaha yes!" She blushed at the compliment, "of course, you have had some upgrades as well."

Riley smiled as the elevator dinged and they entered. The side of it was glass and they looked out, watching the world shrink beneath them as they reached the top floor. There were only 5 rooms, Naomi walked over to one at the corner and opened the door and Riley walked in, completely awestruck as he looked inside. There was a massive bed, enough to fit 6 people on. There was a massive window that took up nearly the entire wall, a big fireplace to keep everything warm. Before he could see the rest, Naomi grabbed his hand and pulled him back into his arms and kissed him deeply. They both closed their eyes as they locked lips for a full minute before letting go.

"I love you." They both said softly and simultaneously. Giggling as they realized what they both had done at the same time.

Naomi kissed him again as he wrapped his arms around her. Naomi gently slid her dress off one shoulder as she continued to kiss him, Riley followed suit, pulling off his clothes slowly. They continued to slowly undress and walk across the room, to the window. Riley was completely naked as he reached the end, Naomi had her dress just barely hanging off of her cock. She smiled as she let go and Riley slipped her dress off of her. He gently rubbed her cock which was already leaking precum to help get her wetter, while he continued to kiss her. Naomi smiled as she turned him around to face the window. Riley bent over slightly as his cheek rubbed against the glass. Naomi got on her knees and pulled his cheeks apart; she pulled out the buttplug and began licking his hole. Her tongue went deep into his ass and made him moan as it flicked and played with his prostate. All the while she rubbed his cock with one hand, letting it fill with his precum. Riley moaned as her wet tongue explored his hole. She smiled and stood up, and wiped her mouth with her forearm before grabbing his waist. She rubbed his precum back on his face before gently sliding her cock into him. His hole was already gaping after their visit to the park and she slid inside easily. Riley fogged up the glass with his moans as her cock made its way into his center. She moaned as she felt his walls squeeze her cock inside. She began humping, letting her cock slide deeper with every thrust. Riley stood on his tip toes as he drooled and moaned, each thrust making him yelp. His eyes rolled back as he felt her cock bottom out and her hips slapping his cheeks. Naomi moaned out loud, in unison with him as if in a symphony and both came simultaneously, Naomi filling up Riley, while Riley made a mess on the window. They both huffed and panted as Naomi still held him, keeping her cock inside.

"Since today is so special, I want you to sleep with my cock inside you!" She giggled as she leaned forward and kissed his neck.

Riley blushed, " I love that idea."

Naomi grinned as she squeezed his ass cheeks before grabbing his legs and lifting him up. Riley blushed as he was raised up in the air, his legs spread, his cock flaccid between them, and his asshole stuffed with Naomi's thick cock and leaking precum. She carried him over to the bed, placing him down face first and rested on top of him before laying on top of him to make sure her cock stays stuffed in, before moving to the side. She leaned forward as Riley tuned his head and kissed her with a smile, and again they both simultaneously spoke,

"I love you!"

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