· 9 min read
An Evening with Ashton - part 3
The next morning, you wake up to a text from Ashton asking if you’re ready for another adventure. You smile, excited for what the day will bring. Getting dressed in casual clothes, you head down to the lobby to meet him.
Ashton is waiting for you, looking handsome as ever in jeans and a fitted t-shirt. He grins when he sees you approaching. ‘Morning,’ he says, leaning in for a quick kiss on the cheek. ‘Did you sleep well?’
‘Like a baby,’ you reply with a laugh. ‘I think all that role-playing wore me out.’
Ashton chuckles. ‘Well, I hope you’re ready for more today.’ He gestures towards the restaurant. ‘Shall we grab some breakfast and discuss our plans?’
Over coffee and pancakes, Ashton reveals his ideas for the day: exploring the city, visiting a sex shop, and trying out a new restaurant for dinner. You can’t help but be impressed by his creativity and enthusiasm.
As you eat, Ashton teases you about your ‘reporter instincts’. ‘You know, most people would just enjoy their day off without asking so many questions,’ he says playfully. ‘Are you always this curious about the people you interview?’
‘Maybe,’ you reply with a grin. ‘But I think it’s more than that with us. Don’t you agree?’
Ashton nods, his eyes sparkling. ‘Absolutely.’ He leans in conspiratorially. ‘So, how about we play a little game tonight? Truth or dare over dinner?’
You raise an eyebrow. ‘I’m in. But you know I won’t hold back on the dares.’
Ashton laughs. ‘Neither will I.’
The rest of the day flies by as you explore the city together, stopping at a quirky sex shop where Ashton buys you a pair of handcuffs and a feather tickler. You can’t help but blush as he winks at you, promising to put them to good use later.
At dinner, you both agree to play truth or dare. The conversation quickly becomes flirtatious and revealing, with Ashton sharing stories about his past relationships and you opening up about your own experiences. The game takes a turn when Ashton dares you to kiss him passionately in front of the entire restaurant. You hesitate for a moment before leaning in and giving him a deep, lingering kiss that leaves both of you breathless.
After dinner, you return to Ashton’s penthouse, eager to continue your role-playing adventures. Tonight, you decide to take control as a seductive teacher dominating her student. You dress in a tight skirt and low-cut blouse, your hair pulled back into a severe bun.
Ashton plays the role of the nervous student, fidgeting in his chair as you stand before him, tapping a ruler against your palm. ‘Mr. Scott,’ you say sternly, ‘I’ve had enough of your disruptive behavior in class. It’s time for a lesson in discipline.’
Ashton swallows hard, his eyes locked on yours. ‘Yes, Miss…’
You smile wickedly. ‘Call me Mistress.’
The scene unfolds with you pushing Ashton to his limits, using the handcuffs and feather tickler from earlier to tease and torment him. He moans and begs for more, completely under your spell.
Finally, unable to resist any longer, you release him from his restraints and pull him into a passionate embrace. Your lips meet in a frenzy of desire, hands roaming over each other’s bodies as you explore every inch of skin.
As the night comes to an end, you both collapse onto the bed, spent and satisfied. You curl up against Ashton, your head on his chest as you listen to his heartbeat. ‘That was incredible,’ you whisper.
‘It really was,’ he agrees, stroking your hair gently. ‘I can’t wait to see what else we come up with.’
You smile, already looking forward to the next adventure. As you drift off to sleep, you make plans for even more exciting role-playing scenarios in the future, knowing that your connection with Ashton is only growing stronger.
‘So,’ you ask over breakfast in bed, ‘what was your favorite part of yesterday?’ Ashton grins mischievously. ‘Hmm, that’s a tough one.’ He feigns deep thought. ‘I think it might have been when I was your assistant and you made me—’ You cut him off with a laugh. ‘Oh, please. You know my favorite part was when I was the nurse and you were my helpless patient.’ Ashton raises an eyebrow. ‘Is that so?’ ‘Uh-huh,’ you reply, taking a sip of your coffee. ‘I loved being in control and seeing how far I could push you.’ Ashton leans in closer. ‘Well, if it’s control you want, I have an idea for today’s role-playing adventure.’ He whispers his plan into your ear, making your heart race with anticipation.
Later that afternoon, you find yourself dressed in a sharp business suit, sitting behind a large desk in a luxurious office. Ashton, looking nervous and flustered, stands on the other side of the desk in a ill-fitting suit, clutching a folder to his chest.
‘Mr. Gray,’ you say coldly, ‘I’ve been reviewing your performance, and I must say, I’m not impressed.’ Ashton gulps audibly. ‘I-I’m sorry, Ms. Smith. I’ll do better, I promise.’ You lean back in your chair, appraising him with a critical eye. ‘I hope so, for your sake. Because if you don’t improve, I’ll have no choice but to let you go.’ Ashton’s eyes widen in fear. ‘No, please! I need this job!’ You smirk, enjoying the power you hold over him. ‘Well, then,’ you say, standing up and walking around the desk, ‘I suppose you’ll do whatever it takes to keep your position, won’t you?’ Ashton nods vigorously. ‘Yes! Anything!’ You stop in front of him, placing a hand on his chest. ‘Good,’ you say, running your fingers down his shirt. ‘Because I have some very specific demands.’ Ashton swallows hard as you unbutton his pants and pull out his erect cock. ‘I-I’m all ears, Ms. Smith.’ You smile wickedly. ‘I thought you might be.’
Later that evening, Ashton lies on the bed in a hospital gown, pretending to be asleep. You enter the room dressed in a tight nurse’s uniform, your heels clicking on the floor as you approach the bed.
‘Mr. Gray,’ you say softly, ‘it’s time for your check-up.’ Ashton opens his eyes and looks up at you with feigned innocence. ‘Oh, hi Nurse Smith. I didn’t realize it was time already.’ You smile sweetly. ‘Don’t worry, I’ll take good care of you.’ You begin by taking his temperature, slowly sliding the thermometer into his mouth. Ashton closes his eyes and tries not to react as your fingers brush against his lips.
Next, you check his heart rate, pressing your stethoscope to his chest. ‘Deep breaths,’ you instruct, your voice low and seductive. Ashton obeys, inhaling deeply as your fingers trace circles on his skin.
Finally, you move lower, running your hands over his thighs and gently lifting the hem of his gown. ‘I need to check everything,’ you say with a wink. ‘Make sure everything is in working order.’ Ashton bites his lip as you touch him, trying not to moan out loud. You tease him mercilessly, stroking and caressing every inch of his body until he can’t take it anymore.
‘Please,’ he begs, ‘I need you.’ You smile, enjoying the power you hold over him. ‘And what will you do for me?’ Ashton doesn’t hesitate. ‘Anything. Just let me touch you.’ You nod and stand back, allowing him to remove your uniform piece by piece until you’re both fully exposed. Ashton wastes no time in pleasuring you with his tongue, eager to show his devotion.
Later that night, you find yourself at a high-end cocktail party, dressed to impress in a sexy black dress. Ashton is by your side, looking dapper in a tuxedo. The room is filled with elegant guests, sipping champagne and chatting amiably.
As the evening progresses, you and Ashton grow bolder, flirting shamelessly as you dance together on the dance floor. Your hands roam over each other’s bodies, leaving no doubt about your intentions. The other guests watch with interest, some even placing bets on how long it will take before you both disappear into a private room.
Eventually, you can’t resist any longer. You grab Ashton by the hand and lead him to a secluded area of the party, pushing him against the wall and kissing him fiercely. His hands grasp your hips as you grind against him, both of you desperate for release.
‘We need to get out of here,’ you whisper in his ear. Ashton nods in agreement, taking your hand and leading you towards a private room. Once inside, you slam the door shut and turn to face each other, your breathing ragged and your eyes filled with desire.
Without another word, you begin to undress each other, hurriedly removing clothes as if they’re on fire. Ashton pushes you onto the bed and climbs on top of you, his erection pressing against your thigh. You wrap your legs around him, pulling him closer as he thrusts into you with abandon.
The room is filled with the sounds of your passionate lovemaking, muffled moans and the creaking of the bed. Ashton’s hands grip your hips tightly as he drives into you relentlessly, his pace increasing as he approaches climax. You meet his gaze, your eyes locked together as you both reach the edge and tumble over, shuddering with pleasure.
Afterwards, you lie together in bed, your hearts still racing from the intensity of your encounter. Ashton pulls you close, kissing your forehead gently. ‘That was incredible,’ he whispers. ‘It really was,’ you agree, stroking his hair gently. ‘I can’t wait to see what else we come up with.’ As you drift off to sleep, you make plans for even more exciting role-playing scenarios in the future, knowing that your connection with Ashton is only growing stronger.