Andy is Trying - Chapter 15

ANDY IS TRYING

Chapter 15: Andy plans a Romantic Getaway

“So, what do we do about abortion?” David asked the room.

We were in February and our candidate needed some actual substance and concrete policies to rally State’s party members to his cause.

So far, people he had met had liked the guy (who would not have?) but none of them seemed ready to publicly betray Charles Broadhall, especially since Trump’s victory.

The MAGA lunatics were still controlling the party nationally.

Consequently, David Crown would need more than his charms to get some crucial endorsement.

The Pennsylvania Republican Convention was supposed to take place in a couple of months and, at this stage, most of the party still wanted to go on without a primary, mainly to avoid an internal blood bath.

Besides, there was the idea floating in the air that now that Pennsylvania had gone Republican again, it was only fair that Broadhall finally got the Governor seat at his third try.

It was his right somehow.

Charles Broadhall had even contacted both David and Rebecca to offer each of them a position in his future administration in exchange of a truce.

If David were to renounce to a primary, Broadhall knew that he had the Republican nomination in the bag.

Of course, the Crowns were strongly fighting against the idea and they took his offer as a sign of weakness.

“What do the surveys say on abortion?” Rebecca asked me directly.

It had been weeks since the entire team had not been gathered in a single room.

If you were wondering, I had barely talked to David since the week before Christmas.

When we had to interact, it remained strictly professional.

In seven weeks, there had been a single one-on-one conversation when David had asked me a few questions about the methods I was using for the latest polls and shared some of his views.

“Don’t worry about the setbacks, Andy. I’m confident. I’ve turned a lot of these men around and they only want to make sure that I’m a strong candidate before endorsing me.”

Funny how he mentioned turning men.

He was only talking about politics of course.

“I’m confident too. Conservative voters cannot wait to get rid of Broadhall. That’s what I see in the data anyway.”

“You know how the press has portrayed me during the mayor’s campaign?”

“Beauty over policy.” I replied with a smile.

He smirked and I felt all fuzzy again.

I could not help myself.

“Exactly. Let’s turn this into beauty and policy.”

That was the only moment when I felt like we could have gone back into our old patterns but both of us refrained from making any more comment.

Other than that, we had barely exchanged a word.

See, strictly professional!

To be fair, he was spending even less time at the office than before which was making everything easier.

But I had kept working, - a lot -, and now, I had a pretty good picture of voters’ expectations on the main issues.

Bradley Philips had already used my feedback to define the policies accordingly.

I went through my notes on abortion during the meeting.

“Abortion is a tough one.” I explained. “Within the party members, pretty much everyone follows Broadhall’s positions regarding a strict ban within the State. Officially, at the very least.”

“Meaning that if I divert from that, I might not be able to gather enough support to force a primary.” David summed up.

“Maybe, but as soon as we ask the pool of potential voters in a primary, the results are widely different. Amongst conservative voters who would potentially vote during a primary, the position is much more reserved, women being pro-choice, and men being heavily divided on the issue.”

“Okay… Can you pass me the numbers?” Rebecca asked.

I gave her some of my paperwork.

I had come to the meeting prepared.

Robert Thompson, the head of communication, had been harshly (and publicly) scolded the day before for not printing the documents he was talking about to Rebecca.

She had been particularly anxious lately.

“What’s interesting is that if we think about ultimately winning the governor seat, it becomes very clear that undecided people who could vote either democrats or republicans are most likely to endorse a pro-choice candidate.” I continued.

“Fantastic… I have to be strongly against abortion to even get to a primary, more reserved about the issue to win said primary, and then, strongly pro-choice to earn the seat.” David sighed.

“That’s nothing new under the Sun, David. Works like this every time, you have to go hard to win the party and the primary and you recenter to win the election.” Rebecca spoke.

“Not for Trump.” Thompson intervened. “He just goes extreme and more extreme and he wins, including Pennsylvania.”

“But we’re not Trump.” David stated.

I think it was the first time that I was hearing him having a political stand of any sort.

Okay, it was not much, and it did not say anything about what he truly believed in, but that was something.

“What do you personally think about abortion?” I asked.

David looked at me, surprised.

There was an awkward silence in the room.

I thought that given the indecisiveness; it might just be best to look for an authentic position for once, and not one that would have solely been dictated by the surveys.

I had not realized I was overstepping my role and I regretted my question instantly.

Rebecca stared at her husband.

He was thinking.

“Laurie.” David eventually spoke. “Besides my wife, you’re the only woman here. What do you think about the abortion ban?”

Laurie usually was not talking during the meetings; she was there to draft notes and executive summaries to pass to Rebecca.

“I…. I don’t think my position really matters.”

“I think it does, you’re a potential voter, right?”

“Yes, I suppose.”

“Would it matter to you if I positioned myself in favor of a ban?”

“Well…” Laurie scanned the room.

“This is a space where we can speak freely.” David insisted.

Laurie took a second, - it was a sensitive subject -, and finally, she went ahead and give her opinion.

“Women who are against abortion can simply choose not to use that right. Nobody forces them to go through that or to make that choice. I never understood why we have to take this freedom away from every single woman, if you’re against it, if it’s in opposition to your values or religious views, simply do not do it.”

Thompson made a face.

“it’s not only about their right though, it’s about letting people murder their children or not.”

“Murder? Come on!” I intervened.

“White, please. We’re having a civilized discussion here. No need to raise your voice.” Rebecca scolded me.

Fair enough.

I felt myself getting red but I was sure that I had a point.

“Sorry, I didn’t mean to raise my voice but trust me, I’d love to vote for a conservative candidate but on this issue like on so many others, why do I always feel like I’d be voting for a damn cult and not for a political party if I were voting Republican?”

“Well, I personally don’t understand why democrats are even part of this team.” Thompson reacted.

The old guy had never liked me and it was reciprocal.

We had always been cordial with each other though.

It was the first time since I had been part of the team that I was having a real argument with anyone.

“Because, Bob, we currently have a democrat governor in office, a woman on top of that, and if we don’t try to understand how we can sway some democrats to go to our side, I’m not really sure how you intend to win the election in the end.” David stated.

See, he was not talking much but when he did, David held the most weight within the team.

Also, I was glad that he was sticking up for me.

I mean, professionally, he was doing the right thing there, defending his employee.

Okay, maybe there was a tiny bit of personal involvement in the way he had immediately come to my rescue…

“Besides, with Trump in the Oval office, democrats will be even more adamant to keep Jan as their governor in 2026. It’s gonna be a tough fight and don’t you think that it’s in the bag for Republicans just because Trump got recently elected. It might even be tougher.” Rebecca confirmed.

“That was exactly my point yesterday night. We need someone who can also be seen as a realistic alternative to Trump on the conservative side in a context where, two years from now, he could be more unpopular than ever.”

The previous evening, David had organized a dinner with influent business men he knew from his life before.

Hence, this unplanned crisis meeting as he had been unable to position himself on key issues.

“Okay, well, let’s not dwell on abortion. For now, our point is that it’s a highly sensitive issue, that we don’t want to fuel the fire but we don’t believe that Broadhall’s radical way of tackling the issue would help anyone. We need calm and reason to beat Jan, or at least, this is what we’ll be selling.”

Rebecca had talked and it was settled.

Thank God, we did not have to go over LGBT issues and we spent the rest of the meeting on economic matters.

The atmosphere between Thompson and I was a bit cold afterwards but we did not mention it, what was the point?

Laurie insulted him on my behalf later on which was good enough for me.

When the meeting became very technical and everyone started debating on the price of housing throughout the State, my mind drifted a bit.

Valentine’s Day was approaching and for once, I had plans!

Darius and I were getting serious and he had suggested a week-end getaway in the Pocono Mountains, only a couple hours’ drive from Philly.

I had obviously never been and it seemed like a great idea.

Since he was in charge of booking a romantic place, I was racking my brain around bringing something special to the trip as well.

Honestly, the month I had spent with Darius had been pretty amazing.

Amazingly simple in fact.

Spending time and sharing moments or conversations with him was very natural and although he had not fucked my brains out (yet), it felt right when we were together in bed.

For the record, I had also been training my ass for his monster cock in the past three weeks, purchasing a sizeable dildo online.

That led to an awkward moment when Cody opened the package for me…

I was fucking myself every single night I was not spending with Darius, stretching my hole while thinking about his gigantic cock and what he could do to my insides with such a tool.

But I digress.

Darius was handsome, built like a Greek God, he was as sweet as he was smart, he had not shown any red flag, he was accepting me as I was, - including the extra-hours I was spending at work -, and let’s not forget that he was also a professional chef.

Free delicious food every time we got together… I could hardly complain!

I thought that I had to get out of my comfort zone and for once, not screw everything up.

At this point, I was almost ready for the weekend.

I had designed a special box with various gifts and surprises for Darius that I intended to take with me.

It had taken me hours to get ideas and then to find exactly what I wanted but I had loved every second of it.

I think that I had always been a romantic but I had never really had a boyfriend whom I could treat well.

See, Victor was always reluctant to accept any romantic gesture for me.

I have to give it to him; the selfish bastard did not even pretend that he wanted a serious commitment.

It was completely different with Darius and I tried to fight the voice in my head telling me that it was too good to be true.

I could make it work, and I would!

That being said, there was this one thing still had not done and which was getting quite urgent.

Valentine's Day was on a Friday in 2025, which was perfect for the romantic weekend, and I had already promised Darius that I would leave work early so that we could be in the Poconos for dinner.

The issue was, I still did not have the guts to tell Rebecca that I would leave at 4 PM the next day which, for her, basically meant that I was taking a vacation.

And this was before this (endless) crisis meeting requested by David…

Already, they were planning extra meetings on Friday, late in the afternoon. I had to say something.

“Ms. Crown, I don’t think that I can be there tomorrow at 5.”

We were about ten people in the room and all (tired) eyes turned towards me.

David had been mindlessly reading his texts for a while, - his attention span could not last for hours -, but my intervention got him back with us.

I had been pretty quiet since the abortion point.

I wished I had dealt with this stupid scheduling question before my argument with Thompson though, and more importantly, before I had to mention this in front of the entire office… and David.

“Why not, White? You have a call with the pollsters? We can postpone at 6 if everyone is available.”

“No, I… I’ll need to leave at 4.”

“Unless this is for medical or imperative reasons, I’d really like to have you here. I want to close this before the week-end. We have eight weeks left before the convention.”

Laurie who was sitting across from me gave a little sign with her fist, showing that she was with me.

“I understand but…”

“You want to leave early on a Friday? Enjoy more of your weekend?”

“In this case, yes… It… It’s Valentine’s Day tomorrow.”

My ears got all red and I hated that.

I could sense both Thompson’s despise that the gay guy in the office had plans for Valentine’s Day, and David’s piercing blue eyes scanning me.

“Oh.” Rebecca seemed startled for a split second. “I see. Well, be there early on Monday to catch up. We need your input.”

“Of course, Ms. Crown.”

“Anybody else needs their afternoon?”

While everyone mumbled a no, I caught David’s disappointed look.

Or at the very least, what I interpretated as disappointed.

Although I was free to do whatever I wanted and he had already mentioned that he expected me to date people, he had no idea that I was seeing anyone.

Was he feeling bad about this?

Did he regret us?

Was there ever a “us”?

Despite how great it was going with Darius, I had still not completely forgotten about David and I must admit, my own heart ached a little.

This could have been him and I, going on a getaway trip.

I could picture this so clearly actually.

My hand lingering on his large thigh while he would be driving, my head lying on his hairy chest while we would be cuddling, his veiny dick buried deep in my ass all night long.

I knew for sure that I would have loved it.

Sometimes, my eyes still wandered around his crotch and his prominent bulge.

David had stopped the legs spreading though… He had stopped the subtle flirting… But he had not stopped being a sex magnet.

He was incapable of not being attractive.

Maybe I had taken my time with Darius partly because the last man who had fucked me had been both a glorious revelation and a violent trauma.

Who knows?

Either way, I had to move on.

I was moving on.

And this was the right decision.

Considering how stressed the Crowns were and my request to leave early the next day, I stayed late to finish some work.

Rebecca was locked in David’s office for most of the evening.

It was very unusual since she was normally having dinner with her father every Thursday night, but this time around, she stayed.

I wondered if they talked about me.

For sure, they had at some point, but had they moved on since then? Or could Rebecca sense her husband being jealous about my romantic plans? Was she staying to make sure we would not fuck again? Was I still creating frictions in their marriage?

Had I ever?

My relationship with David, - or whatever we might call what we were doing -, had stopped so abruptly that many questions had been left unanswered.

Aside from my conversation with Rebecca before the New Year, the matter had never been properly discussed.

They left the office together around 11 p.m. They were not holding hands or anything but they seemed fine.

I was impressed, - as always -, with the way they told me goodbye and acted as if nothing had happened between us three.

I went back home shortly after.

Cody was losing his shit at the apartment, visibly sweating in the only thing he was wearing, a pair of white nylon shorts.

Talking about bulge and dick print… This one was definitely nice!

I truly was surrounded by guys with huge dongs. Lucky me!

Cody jumped on me as soon as he saw me.

“I didn’t get it.” He howled.

“What?”

“The dress!”

“Okay, now I’m confused. Have you decided to apply for drag race or something?”

“You, idiot! The red dress I ordered for Laurie. The big Valentine’s Day present! It was supposed to arrive yesterday, then today and… Still nothing. I’m fucked!”

“Oh… Well, don’t worry. Maybe you’ll have it tomorrow and even if you don’t, she won’t care that much, I’m sure.”

He threw his hands in the air.

“Of course she will! I’m the worst boyfriend ever.”

“You’ll find something else. Jesus, I’ve never seen you like this.”

He must have really loved her, I thought.

He sat on the couch.

“I just wanted to make things right. You know I can’t bring her to a fancy restaurant or to a freaking getaway in the mountains. I’m broke as fuck. I had found this perfect dress on sale; it was not the best gift ever but it was something.”

“And six months from now, you’ll be an architect and you’ll offer her expensive jewelry! Who cares? What do you think she is anyway? A gold digger?”

“No, but a guy is supposed to treat his girl…”

I chuckled.

“I didn’t know you to be this old-fashioned.”

“She went on and on about your plans with Darius, you know. She called me earlier after your meeting, - it seemed dreadful by the way -, she thought it was so cool to go to the Pocono mountains and I felt so silly.”

“The getaway was all Darius’ idea initially; I simply followed the motion. It’s not a competition.”

“Do you think she’s happy with me?”

He was cute.

I was not used to Cody showing signs of insecurity.

“I think so. I don’t want to mingle in your relationship but she’s always excited when she talks about you. Besides, if I take into consideration how loud she’s being anytime she sleeps over, I can say that Laurie seems pretty satisfied!”

Cody grinned.

Praising his sexual performance was the best way to get him to relax when he was this grumpy.

“I’m not worried on that front.” He winked at me.

“Cool, then you just have to fuck her tomorrow and she’ll have the best Valentine’s Day!”

He flipped his middle finger at me.

“You’re supposed to help me out, not to mock me!”

“Okay, okay. We can figure something last minute.”

“You know her and you’re gay, you should be perfect for that mission, right?”

I smiled.

“Although I hate the stereotype, this is true. I did organize a few surprises for Darius on my own.”

“Cool! Give me some ideas then! What are you getting him?”

“Nothing you can use on Laurie, I believe.”

“Tell me!”

“Wait.”

I went to my room to get the wooden box I had carefully crafted and filled the previous days.

“Oh wow, this looks nice.” Cody said.

“I tried my best!”

Cody took the box from my hands.

“Let me see that, roomie.”

At first, I was somewhat gloating. I was proud of myself.

He found the apron that I had ordered and customized with Darius’ name.

“Chez Darius. Since he wants to cook Congolese cuisine, I thought I should have a French-sounding name to match his future restaurant.” I explained.

“That’s neat… And this is as well! Damn!”

Cody held the watch I had purchased when we had gone jewelry shopping with Laurie during a lunch break.

She had bought a similar one for Cody but I could not say that obviously.  

Fortunately, he seemed to love it.

“That’s the only thing which cost me a bit of money, the rest is more creative and original stuff.”

There was an agenda I had turned into a cook book by adding a different recipe on each page – those were only meals we had eaten together.

Darius was meant to fill the blanks since he was the chef and I could barely cook to save my damn life.

Cody kept exploring, seriously thinking about what he could craft for Laurie.

"You're killing me, man. What you've planned is so cool... I think this was a bad idea, I feel even worse now."

I had learned to know my roommate and he had two different moods: being a joyful tease or a grumpy old man.

Clearly, he was being his most annoying self at that moment.

It was lucky for him that he was very hot.

"Don't be like that, that should inspire you!"

There was also the ticket of the terrible movie we had watched together during our platonic second date.

And… At the bottom of the box…

Fuck, I had completely forgotten about the last part and I would not have let Cody search in the box if I had thought about it!

He was perplexed for a second and then, his face changed entirely.

“A PASS TO YOUR ASS?!” He screamed, hysterical.

“Oh my God… Cody…”

At the very least, this completely shifted his mood.

My roommate was laughing so hard, he had to hold his stomach.

I had designed and printed a piece of paper which looked like an airplane boarding pass but which was actually a one-way ticket to my ass.

I had this whole thing planned where I wanted Darius to fuck me for the very first time during that week end.

I knew that he was eager to try my ass for real and my butthole was supposed to be the cherry on top of our romantic getaway.

You get the pun? Pop the cherry? Yeah, it was not that clever or that subtle…

Now, of course, the idea felt ridiculous and I knew that I would never hear the end of it from Cody.

Once he had stopped laughing his ass off and after he had gone peeing because he almost pissed himself, he asked:

“I thought you’ve been fucking for weeks?! What are you doing when you go sleep at his place?”

“We’ve been… Doing things. Not fucking though. Well, no… No penetration.”

“Why?! Isn’t it so cool to have your prostate stimulated?! You love it, aren’t you?”

“You seem awfully interested.”

He shrugged his shoulders.

“I don’t have any taboo; I can be curious about butt stuff. So, what’s the matter? Trouble in paradise?”

“Cody, man… Let it go.”

“Come on, we can tell each other everything by now!”

He had a point.

“I’ve been wanting to take my time.”

“But you suck his dick?”

“And he sucks mine…” I added, biting my lips.

“That’s fair. Is it because of your boss then?”

“What?”

“That you’re hesitant to commit fully.”

He hit a nerve there.

I was surprised that Cody was so savvy on the matter. I had barely come to that realization myself but apparently, he knew me well.

I could have dwelled on my feelings for David but instead, I did what I knew how to do best, I deflected.

“Darius has been blessed with a humongous cock and I needed to feel ready to take it.”

Cody’s jaw might have as well dropped onto the floor.

He was all together stunned, amazed, and about to burst into laughter all over again.

“That explains the freaking dildo!”

“Yeah…”

“Fuck, really! Dude, how big is it?!”

“I’ve just told you, hu-mon-gous.”

“I mean, he’s a black man. They’re usually massive down there.”

“That’s well said, doctor.” I teased Cody. “But he’s massive, even for a black man. That thing would look huge on a professional pornstar.”

“Wow, roomie, that might hurt!”

“I know, hence, why I’m getting ready.”

As it turned out, I was much more comfortable discussing my boyfriend’s imposing anatomy rather than my lingering (and inappropriate) feelings for David Crown.

Cody was simply fascinated with the concept of training my own ass to welcome a monster cock.

When we were done with this riveting topic, I spent the following hour helping Cody coming up with last minute gifts and surprises ideas for Laurie until he was satisfied.

This was for the most part unnecessary because I opened the door to a delivery guy the next morning… The dress had family arrived.

Crisis adverted.

Cody would be all set for his own Valentine’s Day surprise.

On my side, I went to work with a small luggage and the wooden box as I would leave for the weekend directly from the office.

I was feeling great but I was a little late so I ran to the elevator in the lobby.

I should not have.

Guess who was already inside, looking dapper as ever?

“Hey, Andy. Ready for your weekend, I see.”

I swallowed hard.

“Hey, David.”

The doors closed on us and we were by ourselves for the first time in weeks.