Chapter 25
Chapter Twenty-Five
Freddy
The low hum of vibrations in Freddy’s ass were a complete tease. Groaning, he clenched around the plug, his body eager for more sensation. It felt good but not nearly good enough.
Mistress Camille brought the paddle down on his ass.
The hard length of wood was long enough to catch both cheeks.
He cried out, gasping at the hot sting, the dull, throbbing thud that went deeper into his flesh, and the way his cock pulsed in response.
Pain enhanced pleasure, and he was feeling both.
“I’m sorry, Ma’am,” he said, maintaining the role he’d been assigned. “I promise this next quarter will be better.”
“Oh, I know it will, Alfred. If not, your ass will pay the price again.”
The paddle smacked against him again, and Freddy dropped his head, his fingers curling against the desk as heat and need and pain washed over him in equal measure.
One of the things he liked best about the paddle was the sensation seemed to go deeper than some of the lighter implements, giving him more of what he craved all at once.
It was a good thing this was just roleplay.
Otherwise, ‘Alfred’ would be very tempted to turn in another quarter’s lackluster performance if this was the kind of punishment he had to look forward to.
On the other hand, he’d never want to disappoint his Mistress.
That would be far worse than any physical punishment she could dole out.
“Yes, Ma’am.” He shuddered as the paddle came down again, clenching and wanting to hum along with the vibrations that were teasing him.
Each swat burned hotter, and when the wooden edge caught a bit of the plug, jostling it inside him, his knees buckled. With a whimper, he managed to stand straight again. Mistress Camille’s hand ran over his ass, nearly making him jump since he hadn’t been expecting her to touch him.
“Nice and hot,” she said approvingly. “Now… under the desk with you.”
Although he was a little surprised, she was stopping the punishment so soon—he hadn’t been keeping count, but it couldn’t have been more than ten swats—Freddy obeyed with alacrity. If she wanted him under the desk, he was going under the desk. He was pretty sure he knew why.
The desk had been built with two specific purposes—making it easy for someone to be bound atop it and making it easy for someone to perform oral sex below it.
On his knees, the plug still buzzing gently, his buttocks hot and throbbing from the paddling, Freddy grinned as Mistress Camille pulled off her underwear before pulling up her skirt and sitting down.
Her legs spread wide, butt on the edge of the seat, her lower body tilted in such a manner, it was easy for him to slide between her thighs and press his lips to her wet pussy. No need to order him to do anything.
He dove right in, relishing her moan of pleasure as his tongue parted her lower lips.
Being under the desk was oddly quiet, but he still heard her sigh of pleasure, though it seemed farther away.
With her chair pushed in all the way, the darkness under the desk made him feel like he was in a cocoon.
A sex cocoon.
Which was why the knock at the door made him jump.
Mistress Camille’s fingers slid into his hair, gripping him tightly, and keeping his face firmly in place between her thighs.
“Come in.”
What the…
It was part of the roleplay, he realized a moment later. He’d bet just about anything that this was what she’d prepared with Tracey.
But it wasn’t Tracey’s voice he heard, it was Morgan’s.
“Hello, Ms. Sinclair, I have the reports you asked for.”
“Thank you, Morgan, bring them over here please.”
Oh, so that’s how they were going to play it, were they?
Freddy was happy to meet the unspoken challenge. Mistress Camille was going to keep roleplaying, and Freddy was going to do his best to break her out of character.
With her hand still in his hair, he dove back into her pussy, ignoring whatever she and Morgan were talking about.
Mistress Camille let go of his hair, probably feeling it looked a little odd above the desk and giving him free rein to do what he liked.
Using his shoulders, he spread her thighs wider, his tongue dipping and swirling.
Accidentally bumping his head on the desk caused a brief pause in the conversation happening above him, but it didn’t slow him at all.
He was doing his best to bring Mistress Camille to orgasm while she was talking to Morgan, and a bump or two on the head was hardly a deterrent.
Suddenly, the vibrator in his ass kicked up a notch, going from barely there to a medium, pulsing buzz that sent hot spears of pleasure piercing through him.
Freddy moaned into her pussy, his ass clenching as ecstasy gripped him.
The urge to grip his dick growing stronger, he put that need into his oral efforts, doubling down on his intention to give her pleasure since he couldn’t have his own until she said so.
Camille
A hot flush heating her cheeks, Camille was struggling to concentrate on what Morgan was saying.
The stunning redhead grinned at her. Camille had asked Tracey to have Morgan interrupt them at a set time.
Camille knew Morgan and Freddy were close and figured it would be better to include someone she knew he was friends with rather than just any old body.
“Thank you for bringing this to my attention, Morgan,” she said as Freddy sucked her clit into his mouth, simultaneously bumping his head on the underside of the desk again.
It was all she could do not to gasp, keeping everything normal from the waist up while everything from her waist down was buzzing and humming with pleasure. The most she’d been able to do in retaliation was make sure Freddy was buzzing inside too, which only seemed to have encouraged him even more.
“Of course, Ms. Sinclair. Have a great rest of the ev— I mean, day.” Morgan grinned and skipped out of the room, apparently very pleased with having played a part in the scene.
Leaning back in the chair, Camille rolled it back just an inch, enough so she could see Freddy’s blue eyes peering up at her, his mouth firmly pressed against her pussy as he continued to lick and suck.
Now that their audience was gone, and she didn’t have to pretend to be working anymore, she gave herself over to the physical sensations.
Gripping his head with both hands, she rubbed her pussy against his lips and tongue, moaning with abandon in pure pleasure.
“Use your fingers,” she demanded, shuddering and clenching as his fingers pressed into her, his tongue still hard at work on her clit.
He pumped his fingers back and forth, curving them in just the right spot to make her cry out as ecstasy flared.
She leaned back even further, giving him full access to her pussy.
Thrusting his fingers inside her, twisting and stroking, his tongue laved her most sensitive spots as she squirmed in the chair. “Oh fuck… fuck, Freddy!”
Throwing her head back, she cried out as passion surged, her body tightening and releasing a wave of erotic bliss that crashed over her senses.
He kept licking, sucking, and moving his fingers inside of her, pushing her higher and higher until the waves finally ebbed, leaving her delightfully satisfied.
Now, it was his turn.
“Very good boy,” she murmured, gentling her hold on his hair and stroking the damp strands as she scooted back. His fingers and mouth fell away from her, his lips and chin still glossy with the evidence of her orgasm.
It was highly enjoyable seeing him so disheveled, his hair askew, mouth wet with her juices, rather than the put-together professional he so often appeared. This was Freddy completely unbuttoned and undressed.
She held out her hand so he could take it and get to his feet.
“What would you like to do, Freddy? We still have the room for another forty minutes. Submissive’s choice.
” Partly because she hadn’t come into the night with a plan and partly because she wanted to know what he would choose.
There were plenty of things she could do, she didn’t need a plan to finish out the scene in a satisfying manner, but she wanted to know what he wanted.
His eyes lit up with delight, making her feel even happier about making the offer.
Not all submissives wanted a say in what happened to them or even found it stressful, but some enjoyed being able to choose something for themselves now and then.
It didn’t surprise her that Freddy was one of the latter.
“I would like to be pegged, Mistress.” He looked at her imploringly, as if worried she was going to turn down such a charming invitation.
Her smile widened. It looked like she would be getting more than one new toy tonight.
“Then get up on the desk, on your back.” She gave his fingers a squeeze before letting go. “If you can tell me where I might find a strap-on in here…”
Freddy looked as if he was floating on air when he pointed to one of the filing cabinets.
He got onto the desk while she was looking through the options, and she smiled when she glanced over to see him in position and waiting.
Knowing what was coming, he’d put himself on the edge of the table, his legs spread wide, hands draped over the sides of the table and gripping them to help him keep position.
Holding it on his own wouldn’t be very comfortable, but she’d be there in a moment to help.
Picking up a harness that looked like it would fit her, she selected a medium sized dildo to go on the front, along with a slightly larger attachment for herself. The dildo for Freddy was longer, but not thicker than the plug he currently had inserted.
Since she’d left him buzzing the entire time, she waited to turn off the remote until she had the strap-on in place, the dark brown cock jutting out in front of her while her pussy clenched around the one inside her.
Sadly, no vibrations here, but she didn’t really need them, and neither would Freddy.
He’d watched her while she got ready, and as she approached, his eyes flared with hot passion and need. It didn’t change, even when she turned off the plug’s vibrations.
“What’s your safeword, Freddy?” she asked, moving to the side of the desk where his ass was nearly hanging off the edge.
“Red… but I’m not going to need it.”
Pressing her lips together to keep from smiling, she didn’t chastise him.
He was being a little sassy, but he was also expressing his confidence in her.
Picking up the little tube of lubricant, she spread the last of it over the dildo while he watched, his growing anticipation evident in his expression and the heat in his eyes.
“Ready?” she asked, taking hold of the base of the plug.
“Yes, Mistress.” His gaze never left her face.
There was something achingly intimate about anal sex. Perhaps because it had been considered taboo for so long, perhaps because the potential for pain was so high, she’d always considered it an act that required a great deal of trust. Not something she took for granted.
Easing the plug from his body, she replaced it with the tip of the dildo.
Freddy
The buzzing vibrations were gone, but this felt so much better. He stared up at Mistress Camille as she began to push into his ass. The dildo she’d chosen was thick enough, he still felt the slight burn of entrance but not so thick that she couldn’t move quickly. Thank goodness. He wanted it quick.
Hard.
Dirty.
His whole body was aching with the need for release.
“Harder, please,” he begged when she thrust in slowly. He didn’t want slow. He wanted to feel it.
“As you wish,” she murmured and pulled back. At the same time, her hand wrapped around his cock.
Freddy cried out, his back arching upward in sheer pleasure. The dildo moved, going in deep and hard, her hand moving on his cock in unison with the thrusts.
“Fuck!” His hands tightened their grip on the edges of the table as the pleasure ripped through his body. The slight sting as his ass was stretched again and again only served to enhance his pleasure, like adding salt to something sweet so it tasted even better.
He writhed for her as she moved, gasping and moving his hips to meet her thrusts.
Her breathing was getting faster, her soft moans joining his louder ones as her passion grew again.
Since she’d already had one orgasm, she would be even more sensitive, and he was sure she was nearing a second climax.
All he had to do was hold out so she could reach her pleasure again… hold out until she told him he could come.
Which was much easier said than done.
He felt each thrust as it stretched him, the tip of the dildo rubbing against his prostate and making his body spasm.
The tightness of his balls was becoming painful, adding to the cacophony of sensations gripping him.
Her hand moved harder and faster on his cock as she got closer to her orgasm, and resisting the sensations running through him was becoming more and more difficult.
“Please… fuck, please, Mistress… I need to cum…” He wouldn’t be able to hold out much longer. If she didn’t give him permission, he was going to end up cumming anyway, and he desperately didn’t want to disappoint her.
“Good boy, Freddy… you may cum.”
She thrust in again and he cried out, his cock pulsing in her hand as spurt after spurt of hot liquid splashed against his stomach. The thick streams of fluid coated his body as she pumped, her own soft cry joining his, her head thrown back as her body shivered with pleasure.
Closing his eyes, Freddy went limp as his body released all of its tension, fully satisfied and satiated.
Mistress Camille was the perfect woman. The perfect Mistress.
Was this what falling in love was like?