if i had a brother, he would be hot.

Monday was Memorial Day and we all had the day off (except Preston) so we road tripped to Carly’s parent’s house in Rockford for their family barbecue. I spent most of the day flirting with Carly’s cute older brother, Kyle. He played football at Stanford and is your typical blonde haired, blue eyed All American guy. We like to tease each other about being perpetually single, but we’ve never actually hooked up or anything. Well, I guess we made out on Christmas one year but we were both really drunk. But we would never have sex. That’s like, incestuous. Carly hates it, but I don’t know why. If I had a brother he would obviously be hot, and I would let Carly hop all over that. In fact, I would encourage it. I would love a sister-in-law to drink with! 

When we got back to the city, I spent the night with Eric and then again on Tuesday. I’m starting to feel like things are really working for us. I know it’s only been a few weeks, but usually things would’ve fizzled out by now. I have a mild case of adult ADD and I get bored easily so I’m pretty proud of where things stand with Eric and me. 

Diana called me into her office on Wednesday morning. 

“Good morning,” she said as I sat down.

“Hi Diana. How are you?” I replied. 

“I’m well. I just wanted to call you in here today to tell you what an absolutely great job you’re doing, Reese.”

I tried not to grin too wide. “Thank you!”

“I knew I was making a good decision when I put you in charge of branding, but you’ve honestly exceeded my expectations. This new collaboration is already shaping up to be wonderful and everyone is excited about it and it’s all thanks to you. It’s pretty incredible.” 

I obviously knew all of this already but it is still touching hearing it from my boss. 

“Thank you so much, Diana. I’m working hard to prove that you made the right decision.”

Diana cleared her throat. “Anyway. I wanted to let you know that we have two new ad team interns starting on Monday. I know you’re busy, but I need you to make sure they are learning everything they need to know and get the most out of their internships.”

“Of course. I would love to.” 

The last thing I wanted to do was babysit some annoying college kids, but I guess it comes with the job. Plus, it might be nice to have two more peasants to order around. After work, I met Kendra and Carly for chips, salsa and blackberry margaritas. 

As soon as we got settled, Kendra said, “You guys, I need some advice.”

It’s kind of hilarious hearing perfectly put together Kendra say she needs advice. Usually it’s the other way around. 

“What’s wrong?” Carly asked. 

“Nothing is wrong, I’m just in sort of a dilemma,” she answered. 

“Oh my gosh, just spit out already!” I practically shouted.

“Okay.” Kendra looked from me to Carly and back. “John’s lease is up at the end of the month and we were thinking instead of renewing it, he could move in with me.”

Carly spoke up first. “Why?” 

“To save money. We want to get married and buy a house eventually. We thought it might be the time to do this.”

“But he’s a doctor. Why is he freeloading off you?” I couldn’t help asking. 

Kendra’s eyes cut to me. “We would be splitting the rent obviously.”

“What would your parents say?” Carly asked. 

She brought forth a great point. Kendra’s ultra conservative parents would never go for this. 

“Well they wouldn’t know. They wouldn’t approve of it since we aren’t married yet.”

“I don’t know, Kendra. Do you think you’re ready for that step?” Carly asked. 

I can’t even imagine living with a man at this point in my life. You would have to share the same bathroom and closet and he would probably expect you to cook sometimes and keep the place clean. Hell no. But then I started thinking about living with Eric. His closet is pretty bomb and having a fireplace to snuggle in front of during the brutal Chicago winter would be useful. 

“We’re ready. We’ve been together for six years, you guys. We’re ready for the next step.”

Kendra loves bragging about her boring ass six year relationship. The same penis – for six years.

“I say do it. You guys know you’re getting married. It’s smart,” Carly said.

“What do you think, Reese? Should I?”

I took a long gulp of margarita before answering. How was I going to say this without sounding like a closed minded bitch?

“I just feel like if John moves in with you, we’re never going to see you again. He’s going to be there all the time. And will we still get to have wine night and crash at your place? John probably won’t even let you keep alcohol in the apartment.”

“Nothing is going to change, Reese. It won’t affect our relationship at all,” Kendra said calmly.

I didn’t want to get in a fight over this so I said, “Well if you want to then do it. But I wouldn’t.”

We finished up and went our separate ways and I could tell Kendra wasn’t really happy with the way things ended. I know she’s going to do it anyway. 

When I got home, Eric called and we made arrangements for him to come by my apartment. In all this time, he had never actually been up to my apartment – just the lobby – so I had some preparing to do. Namely throwing everything I had scattered on the floor into the closet and throwing the bag of Cheetos Puffs (don’t judge) I had lying on the counter in the garbage. My apartment is actually really cute when it’s all cleaned up (I work in home decor, what do you expect?), but that doesn’t happen very often. Hey, I’m really busy (lazy). 

We ended up going straight to my room and hooking up then cuddling and talking for two hours. He left at around 11:30 because he was tired and I was a bit offended that he didn’t want to stay the night with me.

*Note: next week I’m going to post a Q&A on the blog. Leave your questions as a comment or email (hotmessinhighhheels@gmail.com) or tweet them to me!


why are you single?

I didn’t hear from Eric all day on Saturday and Preston came over that evening with a bottle of red and we split it. He told me all about his Grindr conquests of the week – which were equally as raunchy and wonderful as usual. Preston meets up with guys from Grindr and they have the wildest sexcapades you couldn’t even dream up. I’m either seriously repulsed by this or jealous – I haven’t decided yet.

“So I was in the bathroom at the gay bar having sex with the guy from Grindr while my date was waiting with our drinks. Half an hour later, I found my date and we went back to his apartment and had sex,” he told me.

“Preston, no,” I said. That didn’t even sound sanitary.

“Yes! And then the next day, I talked to this sexy Hispanic guy on Grindr and he wants me to have a threesome with him and his boyfriend. We’re doing it tomorrow.”

See what I mean? I don’t even bat a Dior Show coated eyelash at stories like this anymore.

We passed out on my linen tufted sofa and I woke up with a text from Eric.

“Good morning, Reese. Do you want to grab dinner tonight?”

Is water wet? Is Lindsay Lohan back on meth? Of course I did.

I responded, “I would love to.”

He said he was going to the game during the day but would pick me up around 6 PM. Preston and I met Kendra and Carly for brunch then I dragged Kendra to Bloomys to help me pick out an outfit. Three hours and a $600 credit card charge later, I went home with a striped Marc by Marc Jacobs dress and a Rebecca Minkoff bangle plus a Mara Hoffman bikini to wear to the pool this summer.

We went to a sushi place and Eric ordered pretty much the entire left side of the menu for us plus lychee sake which I was obviously okay with. We ate and drank and by 8:00, I was over on his side of the booth – tipsy. Sake really hits me hard.

“Soooo Eric,” I said, touching his massive bicep lightly. “You’re hot, rich, and super sweet. Why are you single?”

I never claimed to be subtle.

He smiled sheepishly. “I don’t know. I guess I’m still seeing what’s out there.”

It was totally a playboy kind of answer but whatever.

“Why are you single, Reese?”

Even in my drunken state I knew that Eric didn’t need to know the ins and outs of my fucked up dating life, but I was going to tell him anyway.

“That’s a good question. I’ve either been cheated on, lied to, blown off, or left to die. I’ve had really bad luck with guys,” I said.

“Left to die?” Eric’s eyebrows shot up.

“Yes! Turns out it was just strep throat, but I really thought it was the end for me.”

He pulled me close – so close that I was almost on his lap – and planted a kiss on my cheek. “You are so adorable.”

Eric paid for dinner and took me home where we made out in his car for fifteen minutes. Just when I was about to invite him up, he pulled away and said, “All right, Reese. Have a good night,” and basically kicked me out of his car. Which honestly is probably good because I got inside and passed out.

When I told Kendra about our second date she said, “This is how it always starts. Everything is fine and perfect and  then after you have sex with him everything goes down hill.”

“Thanks a lot. So what do you think I should do? Refrain from having sex with him from a while?” I asked.

“Maybe. I don’t know. I’m sure he’s only giving you this much attention because he knows you want to fuck him,” she said.

Which isn’t true. If Eric just wanted to sleep me with then he would’ve. There have been plenty of opportunities. I think he might just be a really sweet guy.

I haven’t talked to him since our date which is okay because I’m sure he’s super busy like I am.