Chapter 89 – Prepping for the trip

Watching Grace both get in the mood and casually set up a plan for us in Miami is beyond enticing. Even if she didn’t spice things up with songs that she thought set the mood, currently Turn The Beat Around by Gloria Estefan, just the way she moved around her bedroom would be enough to get my blood boiling. First, she was wearing her tight neon orange hipster panties. And JUST her tight neon orange hipster panties. Second, she was bouncing between her closet, her suitcase, her garment bag, and her chest of drawers as she decided on what she wanted to take. But she wasn’t just moving between these points of interest, she was literally shaking her hips and practically dancing in Gloria Estefan’s rhythm. Finally, while she skipped from subject to subject, you could hear her love and passion for The Magic City. My eyes, my ears, and my entire collected attention never left her.

As she held up what was easily her fourth swimsuit Grace turned toward me and wrinkled her nose, “I mean, this one would be fine for the pools around here but the beach? I don’t think so. How could I not have a single thong bikini? I guess I could just take that second one, you know the white one, and then hope to find a better one there. But that’s just going to make me look like a tourist, won’t it?”

I don’t even bother trying to respond as she’s clearly not looking for my opinion. Instead, she just slides into another subject as she pops briefly into the closet “Oh, this suit should work great don’t you think? I know Chicago is all about the blacks and whites and greys, but Miami loves their colors and I never got to wear this bright green number. I bet I could turn some heads in this. Oh, I’m going to need new heels for it. Unless you let me borrow those strappy ones? The ones with the metal tacks on the heels? I can borrow them, right? You are such a doll!”

I just blink my acceptance as Grace slips past me and almost absentmindedly runs her hand under my breasts. My muffled moan doesn’t break Grace’s stride as she moves back to her chest of drawers, “Jeez, I’m going to need all new lingerie. Although…” she turns and slyly winks at me “…you’ll probably be the only one to see me in it. OH! You know what, we should go shopping together!”

Grace skips over until she’s standing right in front of me, smiling brightly right in my face, and runs her hands up my naked sides, “The last times we’ve gone shopping was a chore and neither of us were in the mood, but you’d have fun with it now, right?”

Leaning even closer to me, Grace places a kiss on my lips. Or at least as best she can around the ball gag in my mouth. Sliding her thigh between my legs and pressing it warmly up against my mound I groan my rising arousal and frustration. We’d agreed that since we were going to go on a trip together and were getting away from Chicago and all of our problems here for a while, we were going to leave ALL of our problems here. That included Suzy and Grace’s imposed ban on sexy fun between us. Grace started this very night by having me ‘help’ her pack. My help was her stripping me naked before tying my wrists together and then using a hook on the ceiling to string me up. She’d tightened the rope enough that with my arms pulled straight above my head, my toes barely touched the ground. That left me hanging helplessly as she placed her favorite ball gag in my mouth and slid my vibrating plug up into my rear. This of course left me helpless to do any thing other than let my eyes roll back in my head as she rubbed our breasts against each other, humped her thigh between my legs, rubbed her hands up and down my nude body, and continued to kiss me.

Not that I was going to complain one little bit. After all the practice sucking on the dildos here at our apartment, the hand jobs with Mal, and of course the blowjobs with Darnell, this was by far the least humiliating sexual experience I’ve had in weeks.

And without the ability to participate, I was left to consider why this felt so magic and wonderful. Sure, it was sexy as all get out. The lesbian fantasy that all guys had, made real. And yeah, it scratched that submissive itch I’d never known I’d had before but had become more and more obvious the deeper and deeper I got into being Paris. But it was deeper than that.

It wasn’t until Grace started lowering me down from the ceiling bindings and laying me out on her bed that it struck me. The reason this felt so good didn’t have anything to do with me. It was the fact that Grace knew me. To be honest, Mal was a more dominant lover than Grace even though we barely connected sexually. His command of every situation he was in just pinged my submissive side like hitting a tuning fork. And Darnell was a gentler lover. Sure, those were me blowing him, but he was still loving and tender and gentle, always rubbing and caressing me while calling me sexy and beautiful and breathtaking. Grace though, even though she hid it from herself, knew me as Jamie. Knew ME and not the bimbo persona I put out there in public. Or at least not JUST the bimbo persona.

After I’d licked Grace to several orgasms and we were lying side by side with Grace setting my rear vibe to keep my arousal at a warm simmer, I just let the warmth slide over me as Grace continued to talk about our trip. I’d never known she loved Miami THIS much. I knew she liked the beach and that she liked Florida, but since she told me about this trip, I’ve learned that she spent every spring break from high school to college in Miami. Even when she couldn’t really afford it, she still made it there at least once a year. One of the reasons she’d joined up with K Edison Global was that they had a regional office in Miami. Where Chicago was their global headquarters, Miami was their main operating center for all of Central and South America. It wasn’t nearly as big as our office, but I learned that she’d been keeping her eye on their job openings.

At least until this year. Her attempt at taking Mal down and the resulting blackmail curtailed any thought of her moving away to her paradise. Part of this trip was her checking into the regional office there and they’d already invited her to interview for their open director position. She’d be perfect for it but had all but turned them down.

When Grace finally runs out of steam talking about her beach fantasies, she asks me about my office trysts. After a moment’s consideration I say, “Well, Trixie did me a favor without even knowing it. Since I got her on the trip with Darnell and Mal she’s been planning a major sexual tryst with him. She’s cut him off from sex so that he’ll be extra horny on the trip. And that includes his afternoon sessions with me. When we went to the movies the other night I got to see the ending since I didn’t end up with my face in his lap. It’s been…” after almost daily blow jobs to the man for weeks, I have to count the absent days “…five days without any blow jobs. Well… Trixie and her strap on, but that’s still better than going down on Darnell.”

I wait a bit for a joke or chide from Grace. When none comes, I gently roll over and sigh, seeing that she’s slipped off to sleep. With my hands still tied together I can struggle just enough to lean up and see the remote for my butt plug is laying on her nightstand. Unless I want to wake Grace up by rolling over her or jostling out of bed, it was going to be another night with it vibing me incessantly.

The next day Grace and I get dolled up and head out to the Fashion Outlets of Chicago. Without Mal’s black card we can’t exactly afford to go crazy on new wardrobes, but Grace insists that we at least get some new beachwear for the trip. It’s strange how money has been these past few months. If you’d told me I’d be getting a check for just under two grand every other week, I’d have considered that damn near wealthy. Especially considering I’d been getting by on well less than half of that. But it turns out being a secretary, especially a secretary for one Malachi Orpheus Director of Mergers and Acquisitions at K Edison Global in Chicago, was a money pit.

All of my normal bills were easily taken care of. Rent, internet, heat, garbage, water, food, Ventra train pass. Those are the ones I worried about before but were easily budged now. But now I had to have a clothes budget. Lately Mal adds to that himself, letting Trixie and I go shopping on his dime, but I still have to get lingerie, heels, day to day and home wear, and other attire each pay period. Makeup and beauty supplies. Jesus those are expensive and I swear I spend at least a couple hours a week looking for sales just to save some money. A haircut every other month used to run me forty bucks. Now weekly trips to the salon for touchups cost me over a hundred. And at least once a month Grace and I treat ourselves to a full day treatment and that goes for at around six hundred. Medical insurance is great but it turns out between deductibles, prescriptions, co-pays, and co-insurance bills, I can easily dump a thousand a month just maintaining my health. Even going back to my normal bills, those have gotten more expensive. It turns out eating healthy enough to keep my skin flawless and my body in good shape is way more expensive than the simple eating I did before.

All that goes a long way to say that I sometimes feel that I have less money than I did before role playing a sexy girl, so taking a day to travel all the way up to the fashion outlet mall near the airport to save a few bucks was worth it.

When we head into the mall the first thing we look for is some cool clothes to go out in. Chicago is hot in the summer mainly because of the humidity with it being on Lake Michigan. But unlike most landlocked cities we compare ourselves to, Miami is on the Atlantic Ocean and has just as much humidity as the Windy City. Add in the near tropical temperatures and we’ll need something a little breezier to wear while going around town. After four stores and striking out each time though, Grace comes up with an idea. Instead of dropping most of our budget on skirts and blouses, we could instead spend our money on what we’d actually want to spend it on. Bikinis. Kaftans. Heeled sandals. Sarongs. And of course a sexy cocktail dress and some new lingerie.

I didn’t get how we could go on a trip like this without new clothes until Grace reminds me of K Edison baggage policy I knew very well… they compensate you for lost luggage. The whole idea is that when you travel you need to look professional even if the airline does its normal airline thing and sends your suits and purses to Saigon instead of Seatle. And they’re not really picky knowing that it costs good money to look good quickly in a new town. So instead of buying a bunch of stuff here in Chicago where there wasn’t a good selection, we could pack a bag of clothes we don’t care about and make sure the airline loses it. Each of us packs our new beachwear in our carry-ons and then get to spend a day shopping for Miami’s fashion scene on K Edison’s dime to replace not only her business suits but our day-to-day clothes.

That idea puts a whole new spin on our shopping trip. Our next few stops now are strictly for bikinis. Grace and I take turns modeling some of the sexiest, tiniest, tightest bikinis at Nordstroms, Calvin Klein, All Saints, Vince, Zadig and Voltaire, Bloomingdales, and even Versace. I swear our four bags of swimwear were going to make us look like models. After finding several sandals and heels that would work on the beach we finished the day by shopping for sexy lingerie at Victoria’s Secret, Fredrick’s of Hollywood, and Simone Pérèle.

On the train ride back, I simply marveled at all the bags Grace and I were lugging around. We vastly overspent, especially considering that we had nothing but clothes designed to entice each other, but I had to admit it’d all look amazing and sexy, and it would in fact fill up an entire carry-on!

After getting home and giving each other a fashion show, I get a call from Trixie. She’s in tears and it takes me a good five minutes to calm her down enough to figure out what’s happened. By checking my own work email, I confirm that Mr. Stirling has found out about my pulling Trixie from his trip to Omaha and has blown a gasket. Naturally, while I start in on fixing the problem by pulling Trixie from the Maldives trip and scheduling her to leave in the morning with Mr. Stirling, I work on calming Trixie’s real issue. It turns out she isn’t all that bothered by going to the HR symposium, “Look Trix, I’m sure Darnell will understand. Can’t you make it up to him? I mean, I know you have to pack and get ready to leave tomorrow morning instead of the next day, but he can come over and you guys can make a night of it, right?”

Trixie’s calmed down enough that I can hear her packing in the background, but I can also clearly hear the disappointment in her voice, “No. With him being out of town for a couple weeks himself, he wanted to have a night out with his friends. They’re at a White Sox game right now and are going to some exclusive club afterward. These are his old college football friends, and he doesn’t get to see them all that often and he’s going to be out all night with them. And he’s so good to me that he promised even if they went out and got some girls, he’d play along but not get with anybody, so he’d still be all pent up for me on our trip.”

I thankfully pull myself out of a pure Paris moment before I tell Trixie that I’ll at least help and find Darnell tomorrow and give him a big blow job for her. Not really wanting to ruin my own ‘non Paris’ trip with a recent memory of going down on Darnell, I do the next best thing to help comfort my friend, “Look Trix, Darnell is a good guy. He’ll be disappointed for sure, but I’ll just call him tomorrow and explain it. I’ll remind him that he’s on an important business trip and that he can’t be whoring around if he wants to impress Mal. I’ll remind him that if you or even I was there we’d take care of him but he can look forward to us making him feel really good when he gets back if he promises to be true to us, okay? In fact, I can go one better. Grace’s and my flight takes off from the same terminal as Darnell and Mal’s and we leave only like an hour before. I’ll meet him at the airport and remind him in person to be good to you!”

With Trixie calmed down and going back to her packing, I turn and see that Grace has already fell asleep. Instead of joining her immediately in bed, I spend a couple of hours finishing the details on both the Miami and the Maldives trips. Afterall, we’d all be taking off in about thirty hours!