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Penelope Featherington was a successful woman. She had a harder childhood than most – an absent father, an emotionally distant mother, and two older sisters who gained pleasure in tormenting her – but she had overcome all of that. Once she graduated uni, she made a name for herself and set boundaries with her family. She saw a therapist once a week. She travelled the world promoting her best selling romance novels. She wanted for nothing.
Except for affection.
She couldn’t even remember the last time she felt the touch of another person other than a handshake. Her last boyfriend, Alfred, was more interested in penguins than cuddling. He barely even held her when they had sex. And that was two years ago.
Penelope loved her life and wouldn’t trade it for anything, but as she approached the age of thirty, she felt like she was shrinking further and further into herself, her skin crawling with the need to feel another’s.
Which is how she ended up scrolling through various pictures of men on an app for touch-starved people – or rather, an app for male prostitutes.
She wasn’t even surprised such a thing existed – there was an app for everything these days. Her therapist recommended a few professionals in the psychology field who worked with people like her, but all of them were booked up for months. Penelope was feeling the creeping edges of a deep depression consuming her and she knew she wouldn’t last weeks , never mind months.
Out of desperation, she took to the internet. Her first results were ‘escorts’. She initially cringed, wondering if she’d really stoop so low as to hire someone to touch her and, after a few minutes of contemplating, decided she would. She chose the safest app, created a profile, and began narrowing down her search.
It took two days for Penelope to find him.
Six-feet tall, brown hair, dark blue eyes, athletic build. He had kind eyes, a handsome face with just a hint of boyish features beneath the chiselled jaw and stubble of a beard. Penelope was immediately drawn to him, her heart beating wildly with what she assumed was nerves mixed with excitement.
Before she could lose her nerve, she sent off a message to him, explaining exactly what she was looking for, and spent the next thirty minutes pacing in panic.
She had just about chewed off every single fingernail on her right hand when her phone buzzed with a notification. With her heart in her throat, she darted for the table, picked up the phone, and saw a reply from the man.
“Tonight. 8pm.” was all the text said, followed by a location pin. Penelope swallowed thickly, debating whether this was a good idea. She resumed her pacing, biting the nails on her other hand, weighing the pros and cons. She checked his profile again, seeing the high ratings he had from other users. He was clearly well sought-after, one of the higher paid prostitutes on the app. She checked the safety and security of the app one more time, reassuring herself that this was safe, and replied back to him with a thumbs-up emoji.
The hotel was fancy. Like, fancier than any hotel she’d ever been in before, and she was semi-famous .
Between the giant chandelier in the lobby, the stuck-up worker behind the desk, and the nice old man working the lift, Penelope already felt like a fish out of water. When she reached the hotel room, her hands were shaking with nerves, her breath coming out faster than normal. She knocked on the door softly, her eyes darting down the hallway she just came from, wondering if she should bolt.
The door opened and all the oxygen left her lungs. Her eyes widened as she stared at the devastatingly handsome man standing before her. His torso was covered by a dark blue Henley that showed off his wide shoulders and bulging biceps. A pair of loose fitting jeans hung low on his hips and his feet were bare, making him look comfortable and at ease.
His lips crooked into a smile, his eyes shining bright, and he held his hand out for her to shake. “Hello, you must be Penelope. I’m Colin.”
Penelope’s mouth opened and closed several times, completely at a loss for words. Her hand slowly slipped into his and she choked back a whimper when she realised how huge his hand was as it practically engulfed the entirety of her hand.
“N-nice to meet you,” she stuttered, her voice soft and higher in pitch than normal.
Colin dropped her hand and stepped back, gesturing into the room. “Come on in.”
Penelope stepped through the doorway, her hands clutching her purse. The room looked fairly normal, though it was much larger than any hotel room she’d been in. There was a couch, a coffee table, and a tv against the wall on one side of the room. A desk stood in front of the huge floor to ceiling windows, and a King-sized bed sat against the third wall. Next to the bed there was a door leading to the bathroom, and Penelope knew without looking that it would have a jacuzzi tub and a stand alone shower with multiple shower heads. This type of hotel would settle for nothing less than a luxury bathroom.
“Can I get you something to drink?” Colin asked as he walked over to the wine fridge sitting beside the mini fridge on the floor.
“Um, no, thank you,” she replied with a small smile.
Colin nodded at her, returning the smile with one of his own. They stared at each other, an awkward silence filling the room. After a moment, Penelope realised she was still holding her purse, so she set it down on the coffee table, her hands immediately reaching for the hem of her shirt so she’d have something to fiddle with.
“I, uh, this is my first– I mean, I’ve never…”
Colin grinned, leaning back against the desk, crossing his ankles and his arms. “First time hiring a sex worker?”
Penelope squeaked, her cheeks flushing. “I– I mean, I didn’t hire you to… to have sex.”
“No, that’s right,” he nodded, tilting his head to the side as he gazed at her. There was an expression on his face that Penelope could not quite decipher. Was it curiosity? Amusement? Did he think she was weird? “You hired me to cuddle you.”
Amusement, then.
Her face felt like it was on fire with embarrassment. Who the fuck hires someone to cuddle them? She should have just gone to a bar and met someone there – used a fucking app for dating and try to build a relationship. But no, she hired someone. A professional. A sex worker.
“Maybe this was a mistake,” she whispered, reaching for her purse.
“Hey, hey, woah,” Colin called out when she spun to face the door. “Wait, I’m sorry. I didn’t mean to put you on the spot like that. Please, let’s just– let’s sit down and chat.”
Penelope swallowed, biting her bottom lip as she set her purse back down. They both moved to the couch at the same time, slowly settling onto it together. Her gaze was on the floor and she could feel Colin’s eyes boring into her skin. A decorative pillow placed between them kept them a foot apart. There was a stiff silence, a clock ticking loudly on the wall, the sound of horns honking and sirens blaring outside the window.
“You must think I’m crazy,” Penelope blurted out.
“Why would I think you’re crazy?”
Her eyes darted to him and she was surprised to see his face drawn with curiosity rather than amusement. “B-because I’m an adult woman who had to hire somebody to touch her.”
“Have people said they don’t want to touch you?”
Penelope felt a sudden lump form in her throat. Before she realised what she was doing, she answered him, her mouth unable to stop the words from spilling forth.
“Well, no, not in so many words. But between a shitty childhood with shitty parents and siblings, and my lack of love life in the last few years, a girl starts to wonder if she’s the problem.”
His face darkened into a scowl. “Well, that’s bullshit.”
Penelope blinked, her mouth open in shock. “Excuse me?”
“I said that’s bullshit,” he repeated. “You’re a beautiful woman, Penelope.”
She rolled her eyes. “I’m paying you to say that, you know.”
“No, you’re paying me to cuddle you.” His smile turned charming, his eyebrows raised. “The compliments come free.”
Penelope stared at him for only a moment before she let out a giggle. Colin’s grin widened, a hint of pink colouring his cheeks. “Colin, can I ask you something?”
He nodded, holding his hand out in a ‘go on’ gesture before he settled his arm on the back of the couch.
“Is this the weirdest request you’ve ever gotten from a client?”
Colin threw his head back and laughed, the sound warming Penelope’s chest and dripping like hot liquid down past her belly, settling right between her legs.
“Definitely not.”
“No?” She tilted her head to the side, the corner of her mouth quirked up into a smile. She twisted her body, lifting one knee up onto the couch so she was facing him.
“Nah,” he shook his head. “I once had a lady ask if I could dress up in a chicken costume.”
“What?!” she exclaimed before she clamped a hand over her cackling mouth.
“Oh yeah,” he laughed, shaking his head. “Wasn’t even the weirdest part. You’d think she’d call me something with, like, wordplay, using the word ‘cock’ or whatever, but no. She called me ‘Mr Cluck’ and kept rhyming the words ‘cluck’ and ‘fuck’ all night in a series of horrible puns. It was bloody awful.”
“Oh my god!”
They both were laughing loudly, the tension easing between them. When their laughter died down, Colin gazed at her warmly, causing Penelope to resist the urge to squirm.
“Now can I ask you something?”
She bit her bottom lip and nodded once.
“Can I hold your hand?”
Penelope blinked, her cheeks warming. She looked down at the couch cushion where his hand was resting, his arm stretched slightly towards her, palm facing up. She lifted her hand from her lap and slowly placed it in his, their fingers twining together. Her eyes flicked back to his face to see him smiling at her, nothing but warmth and patience in his beautiful eyes.
“Do you want to watch telly?”
Penelope felt her eyes fill with unexpected tears. He was offering her so little, yet it felt like everything. She pushed back her emotions and nodded, and Colin squeezed her hand before reaching his other one out for the remote on the coffee table.
They settled for a Christmas movie marathon that was going on since it was so close to the festive holiday. As the first movie played, their bodies relaxed further and further into the couch. At first, Colin pulled her hand into his lap, holding it with both of his hands, his thumb brushing back and forth on the inside of her wrist. When Penelope felt comfortable enough, she scooted closer to him, pressing their shoulders together. They chatted idly throughout the film, commenting on the characters and cheesy one-liners. Colin let go of her hand and Penelope felt her heart plummet into her stomach, but then it was suddenly back in her throat a moment later when he wrapped his arm around her shoulders, pulling her against him.
Penelope melted into him, turning her body so she could press herself fully against his side. She nuzzled her nose into his chest, breathed in his intoxicating scent, and draped her arm over his stomach.
Colin dipped his head down to look at her. “This okay?” he asked, his voice deep and soft.
She looked up at him, tears misting her eyes. “Yeah,” she breathed out, blinking rapidly.
“Hey,” he cooed, pulling her even closer, one hand rubbing up and down her back, fingers grazing the top of her arse over her tight leggings. “What’s wrong?”
Penelope swallowed around the lump in her throat, trying to get her emotions under control. “I– I haven’t been held in so long,” she confessed, a single tear dripping down her cheek. She smiled when Colin swiped it away with his thumb, his hand cradling her jaw. “It feels… It feels so good to feel the touch of someone. I’m overwhelmed.”
She studied the look on his face, afraid to see pity there, but was happy to see nothing but compassion and care. He squeezed her tighter to his body, the hand on her back sweeping over her arse tentatively before he tugged on the back of her thigh, draping her leg over his thighs.
“I’m surprised you’re single,” he commented, his eyes shining with sincerity. “You’re stunning, sweet, and have a body perfect for cuddling. Your curves…” He let out a low whistle, his hand slipping over her arse again, this time resting there. “You deserve to be touched every day. Worshiped.”
Penelope blinked up at him in awe. He had the most remarkable eyes, mesmerising in their colour and the kindness that poured forth. “Can we… move to the bed?”
Colin’s eyebrows raised up. “Yeah, are you sure?”
“Yes. I want to be closer to you.”
She watched him hesitate for only a moment before he leaned in and pressed a gentle kiss to her forehead. To her surprise, instead of untangling himself from her so they could move to the bed separately, Colin pulled her fully onto his lap, wrapping his arms around her tightly, and then he stood up. Penelope squeaked, her arms holding tight around his shoulders, her thighs gripping his hips as she locked her ankles behind his back.
“I got you,” he whispered in her ear, and Penelope could do nothing but relax, letting him carry her across the room.
She buried her nose into the space between his neck and shoulder, her skin tingling, her heart pounding. She had never felt so secure in her life, so cared for, and all he was doing was holding her. He sat at the edge of the bed, his hands caressing up and down her back in soothing motions. They stayed there for some time, breathing together, the sound of the telly still playing quietly in the background.
When Penelope eventually lifted her head, she cupped Colin’s chiselled jaw, staring deep into his eyes. “I can’t thank you enough… for doing this for me,” she whispered.
Colin’s eyebrows furrowed. “I want you to believe me when I say this, Penelope,” he said gently, and Penelope steeled herself silently. “You may have hired me to do this, but right now, there’s nowhere else I’d rather be.”
She tilted her head to the side, curious as to what he meant.
He smiled, his tongue darting out to lick his lips. “I’ve been hired by many people, men and women, to have sex. My job has been about one thing – getting someone off. There’s never emotion behind it, no comfort or care. It’s been fine, it really has. I chose this line of work. But I didn’t realise until I held you in my arms just how much I’ve missed having a human connection.”
“And you feel a connection between us?” she asked.
Colin’s eyes darted back and forth between hers, a small grin tugging at his lips, and he nodded slowly. “Is that okay?”
Penelope let the smile threatening to break free grace her face, her eyes sparkling as she stared at him. “Yeah that’s… that’s okay.”
She felt Colin relax completely beneath her, a tension she didn’t realise he had been holding finally releasing. Penelope’s hand slid up the back of his neck, her fingers tangling in the soft hair at the base of his skull. Their foreheads were resting together, their noses brushing, and they simply breathed.
Eventually Penelope complained her legs were going numb, to which Colin replied “oh thank god,” confessing his legs had gone numb many minutes ago. They giggled together as they readjusted themselves to lie back onto the bed. She faced him, her arm around his back, her leg draped over his hip, and Colin held her close, his hand returning to its place on the swell of her bum.
“Will you… talk to me?”
His breath was warm against her face as he replied. “About what?”
“Anything.” Her fingers gripped his shirt at his back, itching to touch his skin but refraining. “About you, or your career, or… just anything. I– I like the sound of your voice.”
Colin pulled her impossibly closer, her body flush against his. She could feel the ridge of his member beneath his jeans pressing into the heated core between her leggings. Penelope rested her face against his chest, wanting to feel the vibrations there as he spoke to her.
He told her about his childhood, about growing up with seven siblings, about his father dying when he was young. Then he told her about his dream of travelling because he never felt like he fit in with his siblings.
“How did you–” she interrupted, tilting her head back to look into his eyes, “become a…”
“A prostitute?” he asked with a smirk. Penelope blushed and nodded. “I got cut off from my trust fund by my brother. We got into a huge fight after I blew most of my money, and… I did the thing I do best – I ran.” He paused, sighing, and she caressed his back, wanting to soothe the tense muscles she could feel there. “I ran out of money in Paris. I knew a woman there, Genevieve. She used to… well, I wouldn’t say ‘date’ my brother. I got in contact with her, explained I needed money, and she set me up with a few clients. From there, I started my own business, created an app.”
“Wait.” She shifted back slightly, wanting to look at him fully. “You own the app you’re on?”
Colin smiled, nodding. “Can… can I tell you a secret, Penelope?” A blush coloured his cheeks, his eyes suddenly shy.
“Of course,” she replied easily.
He took a moment, his expression a bit embarrassed. “You’re the first client I’ve taken on in over six months.”
Penelope’s eyebrows rose high on her face in disbelief. Her heartbeat sped up, her pussy suddenly throbbing. “What?”
Colin shrugged, swallowing. “Once I got the app up and running, I hired a ‘staff’ of sorts. After a while, I was able to retire from offering my services. The money coming in was enough for me to buy a flat and pay off the debt I owed my brother.”
“So…” She swallowed, taking the information in, processing it slowly. “Why did you answer my message? Why was your profile even listed if you no longer take clients?”
The blush on his cheeks deepened into a rouge, his eyes downcast. “I saw your profile come through. I vet all new people who join. Well, a team I hired does, but I approve them. And when I saw you, I– I don’t know. I was drawn to you immediately. So, I opened up my profile for you to access.” Quickly, he added, “But I didn’t like, put myself in your path. The options are at random, so there was a chance you could have swiped past me and that would have been it.”
“But I didn’t,” she whispered, her voice light with wonderment.
“You didn’t.” His hand moved up her back to her face, pushing her hair over her shoulder delicately.
Another silence consumed them, this one filled with an entirely different kind of tension. The bulge in Colin’s jeans was growing, making her pussy pulse with need in every passing second. Her knickers were so wet she was sure her arousal had seeped through to her leggings. She could see the want in Colin’s eyes, but she knew he’d never make the first move. She had hired him to cuddle her, not to fuck her. Somehow she knew he was a gentleman, no matter his line of work, no matter how much he wanted her, he’d let her walk out of this room if she wanted to, no questions asked.
And while Penelope initially did just want to cuddle for a while and go home, she couldn’t deny the fact that her body craved more than this fully clothed hug. She craved his hands on her skin, his mouth on her lips, his cock deep inside of her. She didn’t know if it was something she’d inevitably feel if it were anyone cuddling her in that moment, or if it was simply because of Colin. The answer scared her, so she pushed the question to the back of her mind, and instead leaned her face even closer to his. With her leg already hiked over his hip, she dragged the heel of her foot down over his arse, pulling him in closer.
Colin’s breath caught, his pupils dilating right before her eyes, and Penelope swallowed down a whimpering moan. Her palm slipped down his back to the hem of his shirt, and she paused there for a moment, gauging his reaction. His head tipped forward in a small nod, and Penelope’s fingers delved under his shirt so she could touch the hot skin of his back. In turn, Colin pushed past the waistband of her leggings, his fingers tugging at the thong he found nestled between her cheeks.
Penelope’s hips rocked forward, her pussy dragging over his hardness. Her eyes fluttered at the delicious friction, her tongue darting out to lick at her bottom lip as her breathing deepened. Colin’s large hand grabbed the soft flesh of her arsecheek, tugging her closer so she could rub herself at a better angle.
Their bodies flushed with desire; Penelope’s skin turning a light pink, Colin’s breaths coming out faster against her face. They rocked together slowly for a few minutes, soft sighs and low moans shared back and forth. When she began to whine, her nose scrunching up in frustration, Colin pulled at her leggings and they spent a few moments peeling them off her legs, leaving her in her thong and shirt.
Penelope resumed her position, wrapping her leg tight around him so she could grind her pussy into his erection. Colin held the back of her thigh and tugged her as he rolled onto his back, Penelope’s legs on either side of his hips. She buried her face into his chest, her hips never ceasing their rocking motion. He lifted his hips to help her as she dry humped him, his hands sliding under her shirt to feel the damp skin on her back, his thumbs occasionally fiddling with the band of her bra.
She rutted back and forth, her wetness coating the seam of his jeans, the barrier of her thong slipping to the side. Her nails dug into his ribs, her fingers fisting his shirt tight. Moans fell from her lips, drool pooling in her mouth as she became mindless, her mind filled only with thoughts of Colin, his cock, and the burning throb between her legs.
Her orgasm hit her unexpectedly. There was barely a build to it before she was crashing over the edge, her hips stuttering faster against him without rhythm. She cried out into his chest, her teeth biting down and tugging his shirt. Colin’s hands grabbed at her bare arsecheeks, squeezing them hard enough to leave imprints behind, guiding her through her orgasm and helping her drag it out as long as she could stand.
Penelope’s thighs gripped his hips, her body shaking. She had made a complete mess of his shirt and jeans, and her cheeks flushed a darker crimson, this time in embarrassment. She couldn’t bear to look at him, her body slumping heavily on top of his, her nose pressing into the side of his neck.
“Sorry,” she gasped out, still trying to catch her breath, her pussy fluttering in the aftermath of her release.
“Hey,” Colin said softly as he turned his head. She felt his lips against her forehead and her heart skipped. “Do not apologise, Penelope. That was amazing.”
His arms wrapped tight around her back and Penelope swallowed the lump in her throat. She felt vulnerable, flayed open, but also safe and warm. Colin was safe .
Penelope had never felt safe before.
One of Colin’s hands dropped from around her and Penelope shifted her body slightly so she was pressed against his side, looking down to see him press his palm hard against his bulge. Her cunt ached, her teeth biting hard on her bottom lip. Her hand caressed his chest, sliding lower and lower with each swipe until it was resting low on his belly, fingers grazing the waistband of his jeans. Boldly, she popped the button through the hole and unzipped his pants.
“Penelope,” he began to say, but was cut off by his own moan when her hand slipped inside to grip his hard cock through his briefs.
“Take them off,” she whispered, and Colin removed his arms from around her so he could push his jeans down and off his body. Her hands pushed at his shirt and together they pulled it over his head, her own shirt following suit.
Penelope laid back in just her bra and thong, her head resting on Colin’s arm. He leaned over his hand cupping her jaw, his thumb brushing back and forth against her cheek.
“How do you feel?” he asked, his fingers tracing down her neck to her collarbone.
“Wonderful,” she whispered. “Please, don’t stop touching me.”
Colin leaned down and kissed her cheek. They both watched his hand slowly move down her body, fingertips grazing the slopes of her breasts, his palm rubbing the softness of her belly, until his hand was pressed against her mound over her thong. He pet her through the soaked cotton, Penelope mewling in pleasure, her eyes half-lidded and focused on his face.
“You were made to be touched,” he told her, his voice deep. “If it were up to me, you’d be touched every day. Worshipped every day.”
“Please don’t lie to me,” she whimpered, tears gathering in her eyes. “I’m paying you–”
“I told you, Penelope,” he interrupted her, pinching her clit hard enough to make her squeal. “The compliments come free of charge. I wouldn’t be saying it if I didn’t think it was true.”
“Colin,” she breathed out, her hand reaching up so she could cup his jaw, a lone tear dripping down her cheek. “Kiss me.”
Colin’s lips captured hers and Penelope felt like the world shifted around her. This was the first time she had been kissed in over two years. Her skin erupted into goosebumps, a choked cry of relief swallowed by Colin’s tongue. Tears flowed down her face, her breath raspy as she kissed him back. Her hips rolled up and Colin slipped his fingers through her wet slit before dipping into her shallowly.
“Colin,” she moaned gutturally, her thighs parting more for him.
“You’re so wet, Pen.” His fingers hooked in the drenched fabric and they both shifted so he could pull the thong completely off her.
Penelope’s eyes opened to see Colin taking in the sight of her waxed pussy, his wet fingertips brushing over her mound and lips, making her body shudder. He sat up and Penelope felt the grip of panic wrap around her chest. She grabbed his arm, her eyes wide when he looked at her.
“Please, don’t leave me.”
“I was going to kiss your pretty pussy,” he told her gently.
Penelope shook her head. “Later. Please. Just… I want to feel you all around me. I want to feel you in me.”
He stared at her for a moment, his eyes soft, and he slowly nodded, laying himself back down beside her. “Turn over,” he whispered, guiding her onto her side so her back was against his chest. He pushed down his briefs, his cock springing free and resting against her arse. Then he lifted her knee, opening her up.
“I need to get a condom–”
“No,” she said sharply, twisting her upper body so she could look at him. “Please, no. I don’t want anything between us. I need… I need to feel…”
Colin kissed her sweetly, nodding. “I promise I’m clean.”
“Me too. And I’m on birth control,” she replied.
“Okay,” he whispered, nudging himself closer to her. “Grab my cock and put me in, baby.”
Penelope reached down between her legs, grabbing Colin’s long, thick cock. She lined him up to herself, gripping his shaft, and sunk down onto him slowly. Colin grunted, squeezing his eyes shut, and his hand moved to her clit, rubbing her in circles.
“So tight,” he gasped. “Fuck. I’ll go slow.”
Penelope whimpered, the burn between her legs feeling like heaven. He pushed himself all the way in, and dropped her leg gently, the position squeezing his cock even more. Penelope grabbed his forearm, bringing it around her so she could kiss his wrist and hand.
“Thank you,” she whispered, more tears spilling down her cheeks. “Thankyouthankyou thankyou .”
Colin groaned into her neck, curling himself around her. He laid kisses upon her neck, nuzzled into her hair, and simply held her for a little while. Penelope tugged on the cups of her bra, wanting his hands on her breasts.
“I got you, hold on, baby,” he cooed as he unhooked the back of her bra. They pulled the garment off and his hands immediately went to her breasts, cupping and squeezing them.
Penelope moaned and arched her back, tilting her head back in bliss as he played with her nipples. Colin returned his face to her neck, breathing her in, and she sighed contentedly, feeling the sweet warmth of comfort enveloping her body.
“You’re so big,” she breathed out. “I feel so full.”
Colin groaned, one of his hands sliding down to her belly so he could press into her softness, trying to feel himself inside her. He rocked his hips slowly and they both gasped when there was the faint sensation beneath his palm of his cock moving.
“Oh god,” Penelope moaned out, her voice deep and raspy.
“Fucking incredible,” he breathed out mindlessly.
He removed his hand from her belly and brought it around her bum, down to the back of her thigh so he could lift it again, hooking it in the crease of his elbow. Then his fingers were on her clit, rubbing in slow circles, and Penelope’s eyes rolled back, her mouth dropping as a breathy moan sounded from her throat.
“I want you to come on my cock,” he whispered. “Can you do that for me, baby?”
Penelope nodded, already feeling the tingling sensation of her impending orgasm. Colin’s fingers expertly played with her clit. He moved in a way that didn’t overstimulate her, the pads of his digits just rough enough to scratch that itch, the rhythm perfectly smooth and confident.
“Colin,” she gasped, her body trembling. She reached back to grip his bicep– not to stop him, but just to feel him as he brought her to release.
“Let go, Pen,” he told her gently, kissing her ear.
Penelope’s mouth opened in a soundless scream, her eyes squeezing shut as waves of pleasure began to consume her. Her body stiffened and then let out a loud cry, shattering completely. Her limbs shook uncontrollably, her hips twitching back and forth as she rode out her orgasm. The walls of her cunt gripped the thickness of his cock rhythmically, the sensation heightening her pleasure.
When it became too much, she bucked away from him, and Colin rolled her swollen clit twice more before he patted it sharply. Penelope whined, her cunt throbbing when she could hear the wet slap of his fingers against her clit. She was so wet, her body feeling loose and languid, and her lips pulled back into a dreamy smile.
“Can you squirt?” she heard Colin’s voice ask through the blood rushing through her ears as she slowly came down.
Penelope’s eyebrows furrowed and she fluttered her eyes open, twisting her neck so she could look up at him. “Huh?”
Colin smiled, apparently unable to stop himself from leaning down to kiss her nose. “I was asking if you can squirt. You came so much around my cock and fingers, and it felt like you squirted a little.”
“Oh.” A rush of air escaped her, her cheeks heating up. “I– I’m not sure…?”
Colin’s eyebrows raised. “You’ve never done it before?”
“N-no.”
The small surprise on his face turned into a smug expression and Penelope felt her heart pound in her chest even harder.
“Would you like to find out if you can?”
She couldn’t deny how her curiosity was piqued. She’d heard of squirting, even seen it in porn, but she never once thought if she could do it herself. She’d also never tried.
Licking her lips, she nodded her head slowly, feeling slightly apprehensive, but overall excited. Her pussy was already aching with the need to come again.
Colin sweet brushed the hair away from her face, his eyes warm despite their cool blue colour. “I’m going to pull my cock out, okay?
Penelope swallowed the whimper that almost escaped, her lips already pulled down into a pout. But she nodded at him, giving him permission to pull out of her, and she shivered at the loss of his cock. Colin slowly and carefully rolled her onto her back, one hand braced by her head so he was still hovering over her, still surrounding her. His fingers slid over her mound and she sighed, her eyes fluttering closed as he petted her pussy. First, he pushed one finger in, and then another, curling both and holding them just inside.
“Are you ready?”
Penelope’s eyes opened, a small sigh of “yes” escaping her before she bit down on her bottom lip.
Colin grinned and leaned down to kiss her briefly. While his lips were still on hers, his hand began to jerk between her legs, and Penelope’s lips parted, her jaw dropping and her eyes widening as she cried out. Colin fingerfucked her hard and fast, the squelch of her juicy pussy getting louder and louder. The pleasure was unexpected and intense; Penelope was unable to stop herself from screaming.
“Yes, baby,” Colin groaned, looking down to where his hand was moving almost in a blur. “Fuck, Pen, you’re drenching the bed.”
Penelope could feel the wet splashes on her thighs and mound, could feel the bed soaking beneath her, and she finally gave into her fast-building orgasm. Her pussy contracted hard around Colin’s fingers, and she shouted obscenities when he pulled them out, a wet stream escaping her. Then Colin was rubbing his entire hand back and forth against her pussy, the stimulation on her clit drawing out her orgasm and causing more squirt to escape her in splashes.
With a loud cry and jerk of her hips, Penelope escaped the torturous pleasure, her hand gripping Colin’s wrist to force him to stop his assault on her cunt. She was babbling nonsense, holding his hand to her so she could slowly rub herself against him, the final waves of her orgasm ebbing. When her eyes blinked open some moments later, she saw Colin smiling down at her, looking proud.
“Wow,” she whispered.
Colin chuckled, nodding. “Wow indeed.” He lifted his hand to his mouth, suckling on his fingers, and Penelope felt her pussy pulse.
She had never been so turned on in her life, never so desperate to let someone make her come again and again and again. It was no longer just his touch she was craving, it was his everything; his hands, his lips, his entire body, his praise, the gentle way he handled her, held her, comforted her. She was drunk on him.
Penelope needed to tread lightly, be extra careful. This man could ruin her if she let him. And the problem, she quickly realised, was that she would definitely willingly let him.
She slowly sat up, looking down at the wet spot she made on the bed. Her eyes widened and she felt a heat rush up from her chest to her face. Colin was making sounds of amusement beside her and Penelope let a smile pull at her lips, her hand smacking his chest playfully.
“It’s not funny,” she giggled. “I made… a huge fucking mess.”
“Mmm,” Colin agreed, nuzzling his nose into her neck. “Want to make a mess on my cock next?”
Penelope choked on her words, her face flaming, her lip stinging from how hard she was biting it. Colin reached up and used his thumb to pull her lip free, brushing it gently back and forth.
“We don’t have to,” he told her, his eyes intent on her so she’d know he was serious. “We can just cuddle some more.”
Penelope raised her eyebrow. “I definitely want to cuddle more, but I want you to fuck me, too.”
Colin grinned, pulling her to him as he laid them down on their sides, their arms and legs tangling easily. “Good, because it’s only been a few minutes and I already miss the feeling of your pussy gripping my cock.”
Penelope wrapped her arms around his neck, bringing him closer so she could kiss him. Their tongues brushed, sighs and moans sounding between their hungry mouths. His cock was pressed against her belly, Penelope feeling his precum leaking hot against her skin. She pushed a hand between their bodies, gripping his shaft so she could pump his cock, her thumb swiping over the sensitive head. Colin groaned, bucking into her fist, his mouth parting from her so he could pant heavily into her neck.
“Pen,” he growled. “I need to be inside you. Please, baby, let me fuck you.”
Penelope trembled and silently shuffled her body down, her knee lifting to rest against his hip, opening her up so his cock was positioned against her leaking hole. Colin pushed forward as she guided him and once he was notched inside about an inch, her arms wrapped tight around him again, pressing her chest to his abdomen. He gripped the back of her thigh, digging his fingers in as he inched further and further into her until he was completely engulfed in her wet warmth.
“So full, so fucking full …” Penelope mumbled, clinging to Colin tightly, her nails digging into his back.
Colin hooked her knee over his arm again, his huge palm gripping her arse, and he pulled his hips back until just the tip of him was inside of her. With a slow thrust forward, he filled her again, both of them groaning loudly when their hips met. He set a slow rhythm, Penelope’s sounds of pleasure buried in his collarbone as she rolled her hips against him, both of them working together.
Colin’s bicep flexed beneath her head as he moved and Penelope felt his hand tangle in her hair. He tugged on some strands, the sting sending sparks of pleasure right to her clit. Her entire body was surrounded by him, goosebumps rising on her skin even as she began to sweat. She tilted her head back and he must have anticipated what she needed because not a second later, his head dipped down so he could capture her lips.
When it became difficult to breathe, their kiss broke, but they kept their lips brushing, panting into each other’s mouths. Penelope’s eyes locked on Colin’s, their gazes strong and intent. She slid the arm around his back around between them so she could cup his cheek, her thumb brushing the slight stubble on his cheek.
“You’re so beautiful,” he whispered, nothing but sweet sincerity in his eyes. “You deserve so much, Pen. I’d worship you every day if I could. I’d never want to leave your perfect body.”
“I don’t want you to,” she whimpered back. “Please, stay inside me forever.”
The declarations were made during a moment of passion, but Penelope could not help but feel a deep longing in her chest, wishing they were true. The more time she spent with this man, the harder it would be for her to part from him. It was wild; her mind surely going crazy from the lack of human connection. She had hired him. No matter how many times he told her his words were true, she could still hear that nagging voice in the back of her mind telling her he was being paid to say them.
When their hips began to move earnestly, the pace picking up, Colin rolled her over onto her back. He hooked his arm through her other leg so both were hitched high at his waist, then leaned down over her, spreading her wide. Her body was practically folded in half, completely covered by Colin, and his cock was now hitting a new depth no one had ever reached before.
Her mouth was open, uncontrollable cries and sounds of pleasure falling past her lips with every drag of his cock moving in and out of her. Her hands kept gripping his shoulders, his neck, fingers sliding into his hair and tugging. She was unable to control her body, unable to tether herself, the pleasure she was feeling was so intense that she was babbling, shaking, and crying.
“Oh god, Pen, you're squeezing me so tight, love.”
“I'm… gonna come,” she weeped. “Gonna come, gonnacomegonnacome gonna– Col –”
Her shoulders curled up as much as they could with him pinning her against the mattress, her thighs squeezing his waist and one of her feet kicking out so her leg was completely straight, shaking uncontrollably. Colin was groaning loudly, her pussy convulsing hard around his cock, wetness pouring from her body and soaking their thighs. The only sound was the wet slapping of their bodies meeting and Colin's moaning, Penelope's breath having completely stopped as she was wrecked in the best orgasm of her life. Her eyes were rolled back so hard only the whites were showing, her jaw locked open, drool spilling down her chin.
When it finally crested, she inhaled sharply, and then wailed. The scream of pleasure would have been piercing in Colin's ears if he wasn't in the throes of his own orgasm. His cock seemed to swell inside of her, spurting over and over, the hot ropes of his cum painting the walls of her cunt adding to her pleasure. He emptied himself completely inside of her, but he was still moving, until one particularly hard squeeze forced him out of her, a jet of squirt following when his cock bumped against her clit. He pushed back inside, her walls still pulsing, but Penelope began to beg him to stop moving, her body overwhelmed.
“Please,” she sobbed, her weak arms barely able to hold onto his shoulders any longer. “No more m–moving. Just stay… stay in me, please .”
“I will,” he assured her, his voice breathy and deep. “I’m not going anywhere, Pen. I'm right here.”
Another sob tore from her chest, her body shaking with the force of it. Colin carefully repositioned them, making sure to not slip out of her as he lowered her legs, and he rolled them back onto their sides. Penelope continued to cling to him, keeping her leg draped over his hip. His cock plugged his cum in her, but the sheets were soaked from her squirt, so Colin slowly shuffled them to a dry patch of the bed. His hands swept over her back, soothing her still trembling body, whispering words of comfort and praise into her hair. Tender kisses were pressed to her forehead and cheek.
It took a few long minutes for her to feel slightly normal again. Her breathing had calmed, soothed by the beat of his heart against her ear. She was no longer shaking or crying, and instead was filled with a gentle peace. Something opened in her chest, something warm and unfamiliar, and for the first time in what felt like forever, Penelope could breathe.
No longer was there a crushing weight sitting upon her chest or shoulders. No longer was her stomach knotted with want for touch. No longer did her heart ache with yearning or her mind race with thoughts of insecurity. She knew it was only momentary (no one could be cured of their touch starvation simply from one night of passionate sex) but she wanted to bask in it while it lasted.
Calm.
Peaceful.
Cared for.
She pulled her face away from Colin’s chest, peering up at him as he played with her hair. There was a smile on his lips, a light dancing in his eyes, and Penelope felt a tug in her lower belly that felt like much more than simple lust.
“Are you okay?” he croaked out.
“Perfect,” she sighed happily.
His grin widened and he leaned down to kiss her forehead. “Good. That's really good.”
They stayed connected and wrapped around each other for a while. They chatted some more, learning about each other in a way that was beginning to convince Penelope that this was not just a one-off. She watched him as he told her a story about one of his seven siblings and could see that this was his true self. This was the man behind the escort. The mask she didn't even realise he was wearing was gone and he was giving himself to her, showing her his mind and his heart, rather than just his body, and Penelope really really liked it. Liked him .
When there was a lull in conversation, Penelope worked up her courage. She didn’t want this to be a one-time thing. She wanted to keep exploring whatever connection they had, the one Colin said he felt right from the start.
She took a deep breath and broke the silence. “Can I ask you something?”
Colin, whose eyes were drifting shut, blinked at her, and nodded. “Of course.”
“I– I know you don’t take clients anymore, but I was wondering if… if we could do this again sometime? I can pay you and–”
“Pen,” he interrupted her, his fingers brushing a strand of hair out of her face and tucking it behind her ear. “I don’t think I could stay away from you even if I tried. You do not need to pay me again to see me. In fact, this entire night is on the house.”
“No, you don’t have to do that.”
“I want to.”
“But I hired you.”
“And I don’t want to be someone who works for you. I want more than that, Penelope. I want you .”
That made her pause, her eyes misting with tears again. “Are you sure?”
When he nodded at her, his smile boyish, Penelope kissed him.
“Well, if I can’t pay you for tonight,” she said when they parted, “then at least let me pay for dinner on our first date.”
He frowned. “Hmm… second date, maybe.”
“Second date?” she repeated. “ Maybe ?”
“Well, I can’t let you pay for the first date. That goes against everything I am as a gentleman.”
“You know you’re a sex worker, right?”
“ Retired sex worker, thank you. And prostitutes can be gentlemen!”
She snickered, shaking her head at him. “I get the tab on the first date. You can get the second. We can go Dutch on the third.”
“Dutch?! How about I pay for the third and you let me eat your pussy when I take you home?”
“What makes you think I won’t be making you eat my pussy on the first date?”
With those words, his cock twitched in interest inside of her and Penelope threw her head back and laughed. Colin’s eyes crinkled at the corners as he laughed along with her.
“How about,” he said once they calmed down, his voice low and his eyes dark, “you let me eat your pussy right now, and then we can continue negotiations later?”
“Aw, you really are a gentleman, aren't you?”