Enter Through The Backdoor

“Do you want the receipt, miss?” the cashier lady said.

“Oh, no! It’s fine! Thanks!” Cheryl replied, as she exited through the sliding glass door. Who keeps receipts nowadays…, her mind wandered briefly. She didn’t pay much attention to her surroundings on the way back to her gym. A familiar voice interrupted her. 

“What the…!” said a guy in a navy blue T-shirt and dark-green shorts. He stood in front of the closed entrance to an American pub. 

Cheryl knew him. Dylan was one of her few male clients at the gym.

“It’s under renovation!” she told him. 

“Oh, hi coach!” he acknowledged her presence. Standing at 1.8 m, he appeared much taller than Cheryl’s 1.6-m slender frame.

“You didn’t know?” she asked him. “This pub had been closed for almost 2 weeks!”

He shook his head.

“Looking for some late-night snack?” Cheryl politely asked him.

“Nah! Dinner to be exact! I have been craving their cheeseburger since the start of the endurance class!” he said. “Then, in the name of renovation, these jokers close!”

A tone of disappointment was obvious in his voice.

“Look!” She showed him her grocery. “I bought this soup in that supermarket! This is the last one, but they still have mushroom soup and broccoli soup. You can buy some and eat at home.”

“No… no… I eat neither mushroom nor broccoli. Sorry, but I’m not a cow!”

You’re hungry, but still picky…, Cheryl thought. She was a little annoyed at his arrogance even in such an unfortunate situation. Even so, looking at his muscular build, gave her a sense of pride. Dylan had always been a gym enthusiast, and out of so many gyms in this area, he chose hers.

“What soup is that?” Dylan asked her, looking at the plastic bag in her hand.

“Pumpkin!” Cheryl replied.

“Oh, I love pumpkin soup!”

“I thought you didn’t eat vegetables?” she asked him quizzically.

“Usually…,” he replied. “But, pumpkin is an exception.”

“Wanna join me then?”

“Well... if you don’t mind…,” he said while looking at his iPhone. “S$42 for a ride to Holland Village… Inflation sucks! I guess I don't have a choice, I’ll join you!”

Soon, they were making their way back to the gym. Cheryl didn’t really expect that he would accept her invitation. She only asked him to be polite. She was unsure if she wanted his company.

“Let's enter through the backdoor!” Cheryl said while leading the way. The main door had already been locked. They entered from the rear entrance located just behind the two-storey shophouse. After passing the door, they walked through a corridor to the exercise hall.

“Can you wait there?” she said while pointing to the exercise hall.

“Okay, coach!” Dylan showed a thumb-up gesture and gave her a forced smile.

Cheryl turned left to the small pantry where the microwave oven was. That guy… Not even offering to help…, she felt a little annoyance at his attitude which seemed to be full of entitlement.

She took two disposable bowls and divided the soup equally.

Probably two minutes…, she said to herself while pressing the on button. She looked at the ceiling while waiting for the microwave open to heat up the food. She suddenly recalled something.

“Oh, dear…!” Cheryl murmured to herself as a sense of panic started to engulf her.

She had purchased a sex toy and a bottle of lubricant this morning and they were delivered in the afternoon. In anticipation the whole day, just after her last client left, Cheryl tore open the discreet white wrapping paper and looked longingly at the packaging box of her newly purchased dildo. 

Opening her laptop, she started searching for something which could stimulate her play moment. One picture particularly caught her attention. It showed an Asian woman being doubly penetrated by a black man and a pan-Asian man. Her eyes were closed and it was obvious that she was in another world and not willing to come back. She didn’t want to rush, so she took a shower first and then planned to have dinner before she spending some quality time for herself. Everything went according to plan till she met Dylan on her way back to her gym. The brief encounter with him made her momentarily forget about her sex toy displayed on her counter desk.

Don’t look at my desk… don’t look at my desk… please…, she silently prayed.

Ting! The sound signalling her food was done. She took two disposable spoons and put one in each bowl and made her way back to the exercise hall.

The exercise hall was not big, but it was luxuriously designed with full-length mirrors on most of its walls. Exercise equipment was dimly lit by several spotlights making the whole place look somewhat cozy.

As Cheryl entered the exercise hall, Dylan showed up.

“Let me help, coach!” he said while taking two bowls of warm soup. “Woah! It smells super delicious!”

Cheryl found his sudden change of attitude to be suspicious. She scanned the counter desk where her newly purchased sex toy was and immediately knew the reason. Her dildo was now lying flat on the desk. She was sure that she had put it in an upright position before she left for the supermarket.

Oh… dear god…, she thought. He saw it.

“Coach! Please sit down!” Dylan gestured to the bench.

She sat down on a rest bench slowly. She was nervous, but at the same time, a strange feeling of excitement started to build up inside her.

Cheryl could not help but steal glances at Dylan during the meal, looking for any sliver of a guilty expression.

Dylan was good looking. Having both European and Asian descents, he had the features of both cultures in his appearance. As such, some female gym members openly flirted with him, but he did not seem to be interested in any of their advances. In fact, it seemed that he preferred to maintain a cool attitude.

As she continued checking Dylan out, Cheryl could feel herself getting wet. Being alone with him in such a quiet and cozy environment opened the door to a lot of imaginations..

As Cheryl put the last scoop of pumpkin soup into her mouth, Dylan stood up and took her empty bowl.

“Let me clear the table! Water for you?”

“S… sure!”

“Warm or cold?”

“Warm, please!”

Dylan went to the pantry to throw away the empty bowls and get some water. His now gentlemanly attitude was a stark contrast to his previous arrogance. Cheryl first looked at his masculine figure as he turned away to walk to the pantry and then, she glanced at her reflection in the mirror. Her Lululemon dark grey tank top and purple yoga pants wrapped her body nicely. Would he like this? she wondered.

Cheryl was pretty in an innocent way. With long straight hair and smooth fair skin, she was the very definition of a typical Asian “girl-next-door”.

As Dylan disappeared into the pantry, Cheryl quietly and quickly walked to the counter desk. She swiftly closed her Macbook Pro and put the dildo and lubricant into the drawer. The dildo’s packaging box couldn’t fit into the small drawer and for a moment, she froze, thinking hard where to hide it. She was deep in thought when Dylan’s voice suddenly broke the silence.

“Your water!”

Surprised, Cheryl dropped the box. It hit the floor with a loud thud and she look at Dylan sheepishly. Dylan was standing with his right arm stretched to her, holding the glass of warm water. His eyes were glued to the box.

For a moment, an awkward silence filled up the hall.

“I saw them” Dylan finally spoke.

“I… I…,” Cheryl tried to say something, but she was too nervous.

“Have some water first, coach!” Dylan told her with a confident voice. His smile was full of hidden meaning.

Cheryl shakily reached for the glass of water. She took a big gulp to calm her nerves.

“Sex toy, lubricant and naughty picture!” Dylan said. “It’s normal! Nothing to be ashamed of….”

Cheryl kept quiet.

“Sorry if I have disturbed your private time...” Dylan told her.

“No… no… It’s not like that…,” Cheryl replied.

“Do you need any help?”

Dylan moved closer to her. She could smell his intoxicating musky perfume.

“H… help?”

“Yes, help to use the toy and lubricant!” His confident voice sounded so inviting.

“May… maybe not,” she replied, still trying to recover from her nervousness. Her heartbeat drumming loudly in her ears. 

“Sure! No worries! Actually…,” Dylan said, looking at her with a composed expression. “I've always wanted to tell you this...”

“I think you are beautiful, coach!”

The last sentence threw her over the edge. She knew that she often turned guys’ heads, but except her ex-boyfriend a few years ago, no other man ever called her “beautiful”. She smiled at him and looked down at the now empty glass.

“Thank you…,” she said softly.

“I guess I should leave now,” Dylan said. “Thank you very much for the supper, coach!”

As Dylan turned his back, Cheryl grabbed his left hand. He turned his head.

“Cheryl…,” she said softly. “Just call me Cheryl!”

“Thanks for the dinner, Cheryl!” He smiled at her.

“Dylan…,” she whispered, trying to gain some confidence. “Could… could you stay for a while?”

Dylan turned to face her. He held her right hand. As he moved closer to her, he caught a whiff of her scent. “Flower by Kenzo” was always her fragrance of choice.

Dylan looked into her eyes. She glanced back and forth at him and the mirror behind him.

“Did you… you really mean it?” she asked. 

“Mean what?”

“That I’m beautiful. You know… guys just tend to throw that word around like…”

Dylan interrupted her mid speech. He reached out his right hand and touched her left upper arm.

“What do you think?” he replied, looking deep into her eyes.

Seeing as Cheryl didn’t move away, Dylan rubbed his palm on her left shoulder and upper arm. She could sense his gentle hand on her skin. She tightened her grip on his left hand.

“Need my help?” Dylan whispered into her right ear.

Cheryl nodded slowly. “I… think so….”

As the last word left Cheryl’s lips, Dylan kissed her bare right shoulder. She closed her eyes, enjoying the sensation. His hands sliding down her arms, and slowly, moving to her waist.

Cheryl raised her arms. Dylan slowly took off her tank top and let it drop onto the counter desk. His face inching closer to hers. She held her breath in anticipation of what's coming next.

Their lips met. Softly at first, slowly increasing their intensity, their tongues intertwined each other. Cheryl’s hands wrapped around Dylan’s head. She could feel his steady hands unbuckle her sports bra with ease. He kissed her left shoulder and occasionally licked her left ear.

Cheryl could feel her heartbeat increase. Dylan’s hands fondled her boobs gently through the fabric of her sports bra.

“May I?” She heard him whisper. She nodded.

In one motion, Dylan pulled up her sports bra. Her B-cup firm breasts were hot and inviting. Her pink nipples were hard.

Dylan took his time. He put one nipple in his mouth. He licked and sucked it. Her body twitched in delight. Glistening beads of sweat started to form on their bodies.

Cheryl’s hands roamed near Dylan’s waist. She lifted his T-shirt a bit and could feel his strong physique as she ran her fingers along his silhouette.

“Wanna try it?” He said with a cheeky smile. “The toy…”

Without hesitation, Cheryl nodded and opened the drawer. He took the black phallic object out of its pristine box, while Cheryl carefully took the seal off the bottle of lubricant. She gave the bottle a few pumps just to make sure it was working well. After the 3rd pump, a thick white fluid oozed out of the nozzle, causing it to drip a little onto her purple yoga pants near her crotch. Dylan caught on and with his right index finger, he glided it along the dripped fluid. In one smooth action, he swooshed his finger upwards, catching the fluid and with it bringing it close enough to her sweet spot but not nearly enough to touch it. That sensation caused Cheryl’s body to tremble from excitement.

“You tease!” She exclaimed. They set aside the intimate products on the side of a workout bench next to the front desk for now, then continued where they left off. They kissed again, more passionately this time. Dylan slowly guided her to sit on the other end of the same workout bench. He knelt down and took his time pulling down her yoga pants and panty. Giving small pecks of kisses in between her inner thighs as he removed her clothing to reveal a strip of neatly shaven pubic hair followed by a pink beautiful pussy. It emanated a pleasant feminine aroma that made Dylan moan softly with satisfaction.

Intuitively Cheryl moved to the edge of the bench and proceeded to spread her legs one at a time. She leaned back with her eyes closed, giving him the green light to proceed further. He sensually kissed the top of her sweet spot and gave it a slight suckle in between kisses which caused her breath to increase each time. Using the tip of his tongue, he played with the pressure well, tracing it along her labia and into its inner lips every so often. Damn he’s good, she thought to herself. His tongue licked the bottom of her pussy opening up to her clitoris, inviting a long soft moan from her. He could taste her womanhood. Her pussy was very wet from arousal and he could sense that she was close. 

In that moment, Cheryl held onto Dylan’s head as he lapped up her sweet nectar. Her moan began to grow louder and louder. She couldn’t help herself, her body moving in rhythmic flow to her breaths. His tongue was sending what felt like electricity throughout her body and just as she was about to cum, he stopped licking. 

“Not quite yet, coach…” Dylan stood up and a big bulge was visible on his crotch. Cheryl feverishly pulled down his pants and underwear. His cock sprang into life.

“Mmmm…,” she said pleasantly surprised. “Someone’s really excited…”

Dylan’s shaft was rock hard. Glistening with a little pre-cum at its tip, Cheryl wrapped her right hand around its girth and gave it a lick. Mmm, he tasted good, thank god! She opened her mouth wider and inch by inch she brought his shaft into her mouth and gave it a good suck. She never understood why women were so averse to giving blow jobs, to her, having the sensation of a soft phallic object brushing up against the top part and inner walls of her mouth brought waves of pleasure that ripple throughout her body that she cannot contain. It made her more aroused with each thrusting motion and now she was hungry, hungrier for more! 

“Oh, yesss!” Dylan moaned. “A… amazing!”

Cheryl was pleased with what she heard, but she didn’t want Dylan to cum too soon. She stopped sucking and looked up. The hunger in her eyes evident, he knew what she wanted.

Dylan sat behind her and guided her to sit in between his thighs with her back towards him. Cheryl could feel his hard-on pressing on her butt cheeks. As she made herself comfortable leaning back on him, she felt him reach out for something else. She turned over and saw Dylan reach over for the lubricant with another hand already holding onto the bulbous looking black dildo. 

She hadn’t used sex toys since well, too long to remember. But one day, she overheard the ladies in the locker room exchanging notes about all kind of explosive orgasms they were getting from their sex toys and she thought to herself, why the hell did I stop! She finally freed up schedule and began browsing online for new toys, She stumbled upon this elegant looking dildo that was curved at the tip but what caught her attention more was the part where it said, “three weighted balls bounce and roll inside the shaft as you move organically”. And wondered, well, this sounds exciting.

“So, are you ready?” he checked on her.

“Ye…s,” she replied sheepishly.

As Dylan gripped the end of the dildo, he felt a rattling sensation come from within the toy as he moved his broad arms across her chest. “Interesting…” he groaned at the side of her right ear. Cheryl felt her cheeks flush red. 

With his head over her neck, he used his left hand to rub the top of her vulva while also gently pulling it upwards to allow more give for the dildo to enter her. As his right arm inched closer to her opening, he used the tip of the toy to softly rub against her opening causing Cheryl to let out a breathy sigh. Then with a gentle push, the toy entered her slowly, one bulb at a time and disappeared into her pussy. Her hips rose up and down from anticipation. Dylan continued to pull the toy in and out of her, pushing it deeper each time while he allowed his right hand to now roam freely onto her chest, squeezing at her bosom. “Ohh my gos..h, ohh my gos..h, ” she blurted out loud. “This is amazing!”

Perhaps it was the fact that Cheryl hadn’t been getting some action for a while due to her busy work schedule, but the stimulation was so intense! From the toy penetrating her, the “vibrating” sensation that seemed to synchronise each thrusting motion from Dylan, his hands moving freely around her chest, she could feel everything as all her senses heightened. 

“Right there, yesss! Please don’t stop!” Cheryl was really close and he knew it, her thighs were trembling. “Fuck! I’m coming!” She couldn’t filter her words. She didn’t care any more. This was too good. Her pussy wrapped tightly on the black dildo and with another thrust, she gripped Dylan’s arm tightly and released.

Cheryl stayed in Dylan’s embrace for a while. As she slowly recovered from her orgasm. She stood up and walked over to the nearest treadmill. Her left hand held onto the sidebar of the treadmill while she used her right hand to keep the toy inside her. Bent over, she turned her head over her shoulder and looked at him.   

“We’re not done yet,” grinned Cheryl.  

Knowing what she wanted, Dylan walked over to her side. Leaning over her back, his hands touched and cupped her boobs. He twisted her pink nipples and her body jerked with every stimulation he gave her.

Dylan’s cock was very close to Cheryl’s anal opening, in this position, it came in contact, rubbing onto it’s surface each time. He wasn’t quite sure if this was what she was alluding to, considering she still had the dildo inside of her front entrance while still playing with it.

“Ever done something like this?” he asked her while teasing her backdoor using his cock.

“No… not really,” she replied. “I’ve tried with toys before but, if you wanted to… I don’t mind trying the real thing”

“Oh, aren’t you a naughty one…” Dylan replied. “Let’s get you nice and wet then.” With a soft kiss on her back, she felt Dylan walk away for a split second and return, armed with lubrication. Generously, he applied it on his thick long shaft, still hard and throbbing. Then took the bottle of lube and angled it over Cheryl’s anal entrance, gave it a few pumps and let the fluid drip down the nozzle and onto her backdoor. The cold sensation made her quiver a little but Dylan then took his middle finger and spread the thick milky fluid on her anal opening. Cheryl could feel the tingling sensation as his fingers touched her ass then slowly replaced it with his shaft, all lathered up with lubrication.

“Relax, I promise to be gentle.” Dylan said.

Cheryl nodded. She had a sense that Dylan knew what he was doing and that made her feel safe. 

“Keep playing with your toy babe…you look so hot,” Dylan's assuring voice guided her as she closed her eyes and allowed her body to fully relax. With that, she could feel him gently enter her from behind starting from the tip of his penis and slowly slither in. As their bodies rock back and forth, they venture deeper and deeper with each thrust. It was tight and her inner tunnel gripped his cock firmly every time he pulled out as if it was reluctant to let it go. When he was fully inside her, he stopped moving for a while. He was deep inside her. His length and girth were more than enough to make her feel full.

“Oh Cheryl, you feel sooo good!” Dylan moaned.

Cheryl felt herself flushing hearing that. The realisation struck her that both her holes were filled and that made her even more excited from the erotic thought of it. 

Dylan then leaned over to kiss her shoulders using his right hand he held onto Cheryl’s hand that was holding the dildo and applied a little more pressure, lifting it upwards to the clitoris. 

“Ooohh..yes…yes,” She moaned as she backed up against him and started grinding her hips. The both of them moaned louder and louder as Dylan’s hips started to move again. He stood up and thrusted his cock into her with slow rhythmic motion, increasing his tempo with each passing second. 

“I’m coming, I’m coming!” Dylan exclaimed. Their sweaty bodies writhing in pleasure, a sign that they were both close.

“Stay inside me!” she cried. “Yes… Together!” she said. “Keep going, don't stop! Please, don't stop! I’m close!” Now, she didn’t have any reservation whatsoever.

“Yes! I’m coming!” He announced and with one final thrust, he pushed his cock as deep as he could go and climaxed. Cheryl could feel it. The sudden pressure and warmth that filled her up excited her even more. They held each other tightly while gasping for air. Their breaths were fast and their bodies were completely drenched in sweat. 

Dylan slowly pulled out of her, leaving a trail of thick white cum flowing out and dripping to the ground. Cheryl proceeded to pull out the dildo from her as well and walked over to the workbench to have a sit. Her legs had turned to jelly from the second orgasm and as she was catching her breath, Dylan returned with a small gym towel and reached over to clean her up.

“You were amazing!” he said, complimenting her.

“Right back at ya!” she replied in a low, but confident voice, kissing him one more time.

“You taught me well…,” she told him.

“And you learnt fast…,” he responded.

They went to the bathroom at the back of the gym and took a warm shower together. At 1.15 am, he booked a ride and dropped Cheryl home first before heading back to his house. A good-night kiss on the cheek ended the wild  night. It was done. Something had happened and there was no way that their coach-student relationship would be the same again.

On the following Friday, Dylan just finished working out at 9.45 pm. He hadn’t heard from her for the whole week and the two messages sent to her didn’t get answered. He tried to push it to the back of his mind and shift his attention on his work instead. But secretly, he was hoping that what had happened in the previous week would happen again. He let his eyes linger on Cheryl in anticipation while two middle-aged women kept talking to her non-stop.

“Next month, Lululemon will release a new model of pants!” one woman said.

“Oh, yes! Yes! I’ve seen the advertisement! I’ll definitely buy the blue and yellow ones. I like the design so much!” the other woman replied.

Cheryl stood there looking somewhat engaged in the conversation. Whether interesting or not, she had to look friendly. This was her business and entertaining clients was one of her responsibilities.

His hopes dashed, Dylan made his way out of the gym. Cheryl was facing the counter desk, so it would have been rude to disturb their conversation.

“No luck!” he muttered.

He passed by the supermarket where Cheryl bought the pumpkin soup one week earlier and decided that he would head in to see if they still had the same soup. What happened in the previous week was purely sexual, an accidental casual one, but for some reason, he felt a deeper connection with her. The thought of the food that started their serendipitous meeting ignited a nostalgic feeling in him. After a few minutes of searching, he found it. It was in the cold display cabinet. There was only 1 pack left and he took it. There was a queue of 8 customers at the cashier and he joined them, undeterred by the fact that he would need to wait for a while just to buy 1 item. Suddenly, a message popped up on his phone. It was Cheryl.

“I know you’re here!” her message read. “Sorry, I've been very busy the whole week!”

He looked at the entrance and there she was, standing behind the glass door waving joyfully at him. Another message came in.

“The two ladies have just left. Are you too tired for another workout?” she wrote in her message. “I’ll see you in the gym?”

He nodded at her and saw her smile brightly. She typed something and another message popped up on his phone.

“I’ll go first and prepare myself!” the message read.

She left, but not before winking at him, leaving him with a raging hard-on. When it was his turn to pay, he passed two S$10 bills and asked the cashier to keep the change, much to her delight.

He was walking quickly to the gym when another message from her arrived.

“Enter through the backdoor, honey!”

FEATURED WRITER:

PLAYfully INNocent 

PLAYfully INNocent is based in Singapore. He coaches futuristic technology and manages a hyggeligt corner full of cool gadgets. When not fighting everyday’s fire, he enjoys racquet sport, cooking and of course, writing beautiful sensual poems and erotica.