41: In for a Ride

Mark's heart raced as he swung open the door, fully expecting to see Luke standing there.

"Luke? Why did you—Derrick?"

"Mia?" Derrick couldn't believe his eyes. "Wow, you... you look different."

Mark gritted his teeth, feeling exposed and **** in his maid uniform. He quickly composed himself, plastering on a **** smile. "Yeah, it's uh... a long story. Anyway, what are you doing here?"

Ever since Mark's infamous incident with the game controller, his stream had been clamouring for Mia to make more appearances. Plus, Derrick still felt he owed something from his former bully. And above all, there was an unexpected part of him that was starting to fall for Mia. But he could'nt say any it out loud.

"I was in the area. Thought I'd come say hi," Derrick replied, still eyeing Mia in the cute maid outfit. "And who is Luke? Was that the guy you were hanging out with during Halloween?"

Mark's cheeks flushed with embarrassment. "Look, Derrick, now's not really a good time—" He took a step back, ready to close the door on Derrick. The last thing he needed was for any of the mansion's staff to see them together and make unnecessary noise.

"Wait, where are you going already?" Derrick interrupted, stepping closer. "I thought we could catch up."

Mark hesitated for a moment. On second thought, if he could snatch even a brief respite from the maids, he was willing to take it. "Fine. Let's talk. But not here."

Without waiting for a response, Mark grabbed Derrick's arm and led him outside, towards the front gates. Along the path, Mark discreetly pulled out his phone and quickly typed a message to Agatha, hoping she'd understand:

"Going out for a bit with a friend. Will be back by afternoon."

Reaching the front gates, Mark's eyes widened as he spotted Derrick's new Tesla parked nearby. "Whoa, nice ride. Is this yours?"

Derrick chuckled. "Yeah."

"Can I... drive?" Mark asked tentatively, already knowing what Derrick's response would be.

Derrick raised an eyebrow, a mischievous grin spreading across his face. "Sure, Mia. But you know the deal."

He had already anticipated this. Derrick was always one to capitalize on opportunities, especially when there was leverage involved.

Mark could feel his mouth watering at the thought of having cum in his mouth. Even though he was initially **** and had to convince himself of the need to drink cum to counteract the ****, the days since he had last indulged in it were starting to wear on him unconsciously.

Amidst the **** and punishment from the maids, he felt that a quick shot of cum would help him relax and set him back on his path to becoming masculine again.

With a nervous smile, Mark nodded. "Fine... "

As they drove on, Mark silently unbuckled his seatbelt and leaned towards Derrick's pants, unfastening his belt without a word.

Unzipping his jeans, Mark slowly worked out Derrick's cock out of his underpants.

The large cock felt hard but familiar in his soft hands. He felt both nervous and excited. He knew what he was doing was wrong but it was already something he had done more than once before.

The mantra he used to tell himself before taking the large member in his mouth was already forgotten in the excitement.

Mark planted himself with his knees and legs together on the passenger seat and bending over to best position himself over Derrick's dick.

Taking the large member in his mouth, Mark started working on the dick, kissing the tip and plastering it with a layer of saliva to take it easier.

*KISS*

*SUCK*

*SUCK*

*SPIT*

*SLURP♡*

His surroundings faded into the background as Mark lost himself in the rhythmic motion. He twirled his tongue over the phallus and licked the shaft every few rounds making Derrick twitch.

As Mark bobbed his head to suck every last drop out, Derrick turned on the autopilot and let the car drive itself. He didn't want to make the same mistake he did last time.

Stretching his arm out, he groped Mia's ass that peaked out of the short skirt.

While they were still on the highway, a few passerby caught a clear view of the cute butt in its full glory.

*SPANK*

Derrick spanked the squishy butt, making Mark wiggle his ass in protest, still not letting go of his current task.

Lifting the skirt completely, Derrick took a moment to savour the sexy black lingerie the naughty trap had been wearing.

Slipping his hand under the panties, Derrick started to play with Mark's squishy red butt cheeks, groping and squishing it.

'Wow, her ass has gotten so much bigger... And softer...'

*SPANK*

'... And jigglier.'

Seeing the cute butt sway left and right once more made him want to explore the trap further.

Derrick slowly inserted his finger into the trap's twitching asshole. Feeling the strange object entering his ass, Mark wanted to get up and protest to draw a clear line, but before he could, Derrick inserted another finger in, pushing and stretching them both further in and around, grazing closer to the same spot the anal vibrator used to hit.

Mark immediately tightened his asshole in reflex, enjoying the feeling of having something inside him after a long time.

Ready to cum at any moment, Derrick soon pushed Mark's head further down, making the trap take the large dick completely in her mouth as he spurted his cum straight into her throat.

Mark's eyes fluttered as the cum hit the walls of his throat and tongue, making him open and close his eyes in pleasure. The taste exploded in his mouth. The thick cum tasted sweet and fruity, making him tingle.

Gagging, Mark slowly got up as Derrick let his hand relax after cumming.

A thin strand of cum drooled, lingering between his lips and Derrick's cock. Mark immediately licked the cum clean from around his mouth before swallowing it happily before going back down again.

"Mwah♡" Mark kissed the cock tenderly and continued to slurp and suck out the remaining cum.

'Was it always this tasty?' Savouring the sensation, Mark swirled the cum in his mouth to fully immerse in its flavour.

Seeing Derrick stare at him made him snap back to reality.

"I,.. it's just... It's not what it looks like." Mark popped a cum bubble over his mouth accidentally as he tried to quickly explain.

"Yea, yea... I don't think a blowjob is not going to cut it anymore. Come on, get on top of me."

"... What?"

Derrick didn't waste words; instead, he lifted Mark and placed him over his lap, guiding Mark to straddle him with legs spread on either side, making the trap squat right on top of his dick.

"Derrick? What are you -?"

Sliding Mark's panties to the side, Derrick inserted his dick inside.

"Ahhh!!! Gehh ♡" Mark clenched his jaws together so as to not make any loud sounds. His face painted with cum and a sloppy expression.

Mark felt his entire body turn hot as the girthy dick made its way through. While the fellatio lubed the dick enough, the sudden entrance inside sent him shivers.

"Mmm~~~ ♡, De-Derrick what are you doing?" Mark squealed in pleasure.

Lifting his butt up, Derrick pushed it back down, "Clearly, this is not the first time you've played with a dick in your butt."

"What? No.. But..."

As Mark minced words, Derrick started to lift and press Mark over his dick.

*SPANK*

"You seem to like it" Derrick smirked.

"What? , No, I-"

*SPANK*

"Try again, be honest this time."

"Hnnng!!♡"

*SPANK*

Mark still didn't have a clear memory of the time he did it with Luke. But every time he watched porn since then, he couldn't help but recollect some of the moments in bits and pieces.

He was no longer sure what was wrong anymore. 'Fuck it, just this one time.'

"Okay... Fuck♡♡ Yesssss♡!!"

Pulling the front of Mia's maid dress down, Derrick lifted the bra up, freeing her breasts.

"If you like it so much, why don't you start riding it by yourself?" Derrick asked, Gently pulling and twisting Mia's nipples, as he continued to grope her breasts.

After hesitating for a moment, Mark slowly squat down over his dick. "Fuck! This is just, just this one time, okay!"

Holding Derrick's shoulders tightly, Mark lifted himself up and down, trying to get Derrick's cock to hit the exact pleasure point.

Each time he squatted he felt the thick member invading deeper and deeper into his butt, spreading it wider.

His knees struggled trying to not squat completely, feeling it enter too far inside already.

While the feeling was very different from the vibrations of the butt plug, he could feel himself slowly getting closer to cumming with each squat.

Noticing Mia's ****, Derrick grabbed her by the waist and pressed her down completely, forcing her to swallow the entire dick and send her over the edge.

"Nooo♡~~~~"

Just as Mark came inside his panties, he could feel a thick load entering his ass as well.

"Ah♡~ Ah~ Ah~ haaaa~~~" Mark tried to catch his breath. His face still sloppy and overcome with pleasure. Even with the air conditioner on at full blast, he felt hot and sweaty all over.

As Mark finally settled himself back into the passenger seat, Derrick suggested hitting up a nearby diner for lunch

Mark hesitated, glancing down at his maid uniform as he fixed his bra and dress. "I don't know,... I'm not exactly dressed for..."

"You can take the time to fix your makeup at the diner as well. It's better than going straight back to your mansion, right?"

"..."

"Besides, we are already outside of town. No one's going to recognise you. At best, they'll see you as a cute cosplayer, worst, a cute pornstar."

"Fuck you..."

Reluctantly, Mark agreed, knowing Derrick was right. They soon entered the diner and found a quiet booth near the back. Mark kept his head down, avoiding eye contact with the few patrons scattered around.

He could feel the cum slowly trickle down from his asshole to his panties as soon as he sat down.

'Why did he have to come inside?'

Planning to quickly order and hit the restroom to fix himself up, Mark took the menu from Derrick's hand.

As he read the menu, Mark's heart sank when he heard a familiar voice from behind the counter.

"Vanessa, table three needs their drinks!"

"Coming!"

---

Meanwhile, back at the mansion, another unexpected guest arrived looking for Mark. Seeing as he was not available, Evan went to greet the guest in his stead.

"Um, Hi, I'm Sarah,... Mia's girlfriend. Is she home? " Sarah introduced herself overwhelmed by the luxurious mansion and landscape. "I came to meet her."

Evan raised an eyebrow with suspicion. "Girlfriend? Really? Anyway, Mia's not home right now. Is there anything else I can help you with?"

"No, it's fine. When will she be back?"

"I heard by afternoon."

"Ok... Is it all right if I wait inside?"

"Sure. So, how's the **** going?" Evan asked without wasting a moment.

Sarah's jaw tightened, her fists clenching involuntarily. "I don't know what you're talking about."