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Search Results for: Improv Boy

Saran Wrap should be clingy, not boys

2008 I decided to at least meet Mr. Port Authority when I came back home to DC. To assuage the fears of my friends who thought he was a stalker, I picked a public place in the middle of the day. When he walked up to me, I was surprised that he was even more […]

Posted in Stef Woods on February 3, 2009 by admin. Leave a comment

A new chapter…maybe

Improv Boy was out of the picture, and I found my lineup in May to be rather thin. I needed to remedy that quickly! When Best Boy texted me about meeting for drinks on Friday night, I happily said yes. "Who's Best Boy?" you might be wondering. Umm…Best Boy is Mr. Exec's best friend. Yeah. […]

Posted in Love, Mr. Exec, Stef Woods on August 24, 2010 by admin. Leave a comment

And a miss!

Improv Boy had just informed me that he didn’t want to come upstairs with me because he didn’t think we had a future together. I stood outside my building with a confused expression on my face. I kept waiting for the punch line. Me: Did I miss something? Improv Boy: Well, I really support your […]

Posted in dating, sex, Stef Woods on August 22, 2010 by admin. Leave a comment

A swing…

As my group left Nationals Park, some of my friends expressed interest in going to a bar. Improv Boy: Do you want to join them? Me: I could probably last for one drink, but that’s it. I’d rather go home. [Winking.] It’s your call, though. Improv Boy [putting his arm around me]: Let’s go home […]

Posted in Stef Woods on August 20, 2010 by admin. Leave a comment

Take me out to the ballgame

As I arrived at Nationals Park, I smiled as I recognized some of the men working security. (I used to be a regular at Washington Wizards games, and many of the guys also worked at the Verizon Center.) I exchanged a few pleasantries with two of the men who remembered me, and a thought crossed […]

Posted in dating, Stef Woods on August 19, 2010 by admin. Leave a comment

Feeling safe

Improv Boy and I never talked about whether we were a couple, but we definitely interacted as though we were in a relationship. The dynamic between us felt good and easy so I just tried to roll with it. Whatever was meant to be would be anyway, right? During one conversation, I told Improv Boy […]

Posted in dating, sex, Stef Woods on August 18, 2010 by admin. Leave a comment

Giving things a chance

I had just realized that I had been mistakenly texting my high school boyfriend, Boston Christian, all afternoon, instead of the guy that I was currently dating, Improv Boy. Boston Christian had played along in a manner that was mostly funny, a tad embarrassing and rather surprising given the fact that he was married. I […]

Posted in dating, Love, sex, Stef Woods on August 13, 2010 by admin. Leave a comment

Texting fun

I had a little crush on Improv Boy, and it felt good. We were in that blissful early phase of a relationship. I couldn't help but smile when I was with him, and I couldn't stop thinking about him when we were apart. As much as we were seeing each other, I still wanted to […]

Posted in sex, Stef Woods on August 10, 2010 by admin. Leave a comment

Making me blush

Several hours after Improv Boy had left my place on a Monday morning in early May, I awoke with two thoughts on my mind: 1. It was comfortable and easy to be with Improv Boy; and 2. I really didn't want to go out on a date with Mr. Attorney the following evening. There are […]

Posted in dating, Love, sex, Stef Woods on August 9, 2010 by admin. Leave a comment

How nice is too nice?

For our first one-on-one date, Improv Boy suggested dinner in the city. That was perfect for me! I texted him to inquire if I should wear jeans or a skirt, and he responded: jeans. I typically date guys who wear more suits than casual clothes (and who would always want to see me in a […]

Posted in Love, relationships, Stef Woods on July 27, 2010 by admin. Leave a comment

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