Chapter 10 - Prepping for Rhea’s test

Jerry, Rog, and I like to start our prowls early so that we can have our pick of the single ladies. It’s always better to pick up some women and then hang the whole night as it increases the chance that they’ll come over and stay the night. Tonight is no different and we start off on the Gold Coast at She-nannigans. There aren’t many people here so Rog and Jerry head over to get a tabletop while I step up to the bar to get some brews.

Seeing an early opportunity, I side over to two cuties, a blonde and a redhead. I play it cool, checking them out while waiting for the bartender, who might be a while as a noob down the bar is actively hitting on her. The blonde is cool, confident, and leaning up against the bar as if she’s shopping around for her own date. The redhead must be new to the scene as she’s hot but facing the bar and sipping at her drink with her head down. As she has her eyes diverted, it gives me the perfect chance to check her out and yawoza, she’s hot. Long legs topped with an ass just begging to be grabbed. Tiny little waist and those tits, DAMN they’re almost too big for a girl like her.

As if she couldn’t get hotter, her blonde friend whispers something to her and ginger-top looks around before stepping back and taking her jacket off. Laying her jacket on a stool, she copies her friend’s position and leans back against the bar, which makes her tits stand out that much more. While Jerry likes to play the long game, hinting and teasing at his girls, Rog and I figure the direct approach works more often than not. With that in mind I step up and brush some of that red hair off the girl’s shoulder and lean in so that I can be heard over the music without shouting, “Hey gorgeous, wanna come over and have a drink with my friends and me? I promise you and your friend will have a good time!”

For a sec I wonder if I came on too strong as she startles and stares at me like I straight up asked her for a BJ. Her blue eyes behind those red glasses are open wide like a doe’s in the headlights and I’m not to proud to admit that she’s even hotter this way. Especially with her mouth hanging open like that, it’s just begging for a kiss where you could slip some tongue in there. Or something else to slide between those glossy lips!

Unfortunately, I must have read the girls wrong as blondie leans over and thanks me but says that they were just leaving. Must be lesbians. Ah well, Que Será, Será. I turn to the bartender and order some beers while blondie and red gather up their things and saunter their way out, leaving their drinks half done.

You have to love a good piano bar. It just brings in a lively crowd. Add in a great selection of cigars and the crowd gets even more interesting. It’s probably why the Redhead Piano Bar down on Ontario is one of my favorite places to start a fun night out. If I can catch a girl here, she’s bound to be riveting.

For about a half hour before they start up the live piano playing, it’s just the normal early bird customers. I tip my glasses to a few of them, some are friends, some are acquaintances, and some are looking for fun the same way I am, making them competition. So, when the two women walk in and start checking out the crowd, I don’t hesitate and give anybody time to swoop in on them before I can. As soon as they’re at the bar I step between them and casually rest a hand on each of their shoulders, “Hey ladies, I don’t think I’ve seen you here before. And I’m sure I’d remember a redhead like you sweetheart. I’m Randal, what are your names?”

I like coming on strong to women. If they wilt immediately or give me any back pressure, I know they’re not the party type and it’s best to move on. Thankfully these girls just take a moment to look at each other and seem to talk without words for a moment before the redhead turns, slides her smile up to eleven and says that her name is Paris and her friend’s name is Grace.

Before I can even wonder what I’m going to do to keep both of them occupied, Grace gets up and says she has to step out for a phone call. She gives her redheaded friend a wink before sauntering out leaving Paris and me alone. We talk for about forty-five minutes. I hit all the right beats including ordering her a couple drinks which she sips at modestly, and insisting that she tries one of the new Arturo Fuente cigarellos that they have in the humidor. I even let her take a few puffs on my Rocky Patel Sixty Sixty, which at its extra thick Grande size she has to know what it looks like with her lips puckered around.

But even with that sexy hint, she seems shy. When I casually touch the small of her back, I can feel her tense up at first before relaxing back. When I’m laughing and lay my hand over hers, she almost jerks it out from under mine. And I swear, her whole body stiffens up when I reach under the bar and run my hand up her leg between the top of her boot and the bottom of her skirt. But she makes no move to get away and keeps that winning smile pointed at me. With the mixed signals I don’t push hard, but I keep going until her friend comes back and says that they have to go. I give her one of my cards and let her know if she ever wants another go at a cigar like that, she can hit me up any time. Again, I get mixed signals as she picks up my Rocky Patel, takes another long puff with her lips puckered up so sexily and her eyes locked on mine, while her friend has to turn and cover her mouth to avoid laughing.

I can just hope that I get a call from Paris. I’d love to have the full Clinton experience with her.

When I walk into Mothers I’m just looking for a good time. After breaking up with Sarah earlier this week, I’d love to find some hot sexy rebound girl but I’d settle for some good pool if nothing else. After picking up my shot and beer and heading back to the tables though, I see that I might be able to score on both fronts. There’s a small crowd around the back corner table. A blonde chick has a stool pulled up like she’s lording over court while a redhead is circling the table and watching Billy take his shot.

Looking at the table, several things become clear real quick. First, whomever red is, she’s good. Billy may not be pro, but he’s not far off and unless he runs the table now, she’s got him on her next shot. Second, by the pile of cash on the top rail, they’re playing for more than the normal buck a ball. And third, she doesn’t seem to be an actual shark. Sure, she’s hot, curves like a porn star, hair that looks like its on fire under these lights, a smile that could light up Wrigley Park, legs that are just begging to be wrapped around hips, but she’s just standing there. Hell, she’s not even in Billy's direct line of sight. If she were two feet to her left, I doubt he could take his eyes off her and she’d win all that much sooner.

Billy’s close but he misses the nine ball and red taps it easily into the corner pocket. I can see that Billy ain’t happy but after red takes the cash over to blondie, she nods at something her friend says and comes back to give Billy a pat on the back and a kiss on his cheek. And I’m with Billy, all would be forgiven for a simple kiss like that with me too.

An hour later and I’m two hundred dollars down but consider it money well spent just playing some pool with red. And what a sexy name that is, Paris. I’m not sure where she’s been since she says she’s lived here all her life, but she evidently knows all the best pool halls in town. I thought I might be pushing my luck when I made sure to find my way behind her every time she had to bend forward over the table for a shot, but one time I looked up and saw that she was peeking over her shoulder, grinning at me while I stared at her ass. I thought she might be blushing, but it had to be a trick of the lights because instead of getting up or adjusting her pose to something a little less overt, she instead wiggled her ass at me. I didn’t make a single good shot for the rest of the night, and I swear she was showing off to me the rest of the time we played.

I thought I might have it made when she let me put my number in her phone and she texted me hers, but she said she had other plans tonight that she couldn’t get out of. As she strutted out, at least five hundred dollars richer, her blonde friend hip bumped me as she walked by and said that I should definitely give Paris a call. “She’s not seeing anybody!”

I’m not sure why Grace was laughing at that, but I’m gonna take her up on the advice and give Paris a call. Maybe next weekend I can take her up to Diversey River Bowl up in Bucktown. They have great tables and some nice privacy!

As we walk out of Mother’s I turn and make a beeline past where we started the night at She-nannigans, and turn into the alley. The cold crisp air keeps the smell of garbage down but not fully away. It doesn’t matter though, I just need to get some air as it feels like my heart is pounding a million times a minute.

When Grace finally catches up, she’s all smiles and doesn’t even bother me as I pull out one of the cigarillos that guy bought me at the piano bar and light it up. She’s practically beaming when she says, “Paris, there’s no doubt now. Even you have to recognize that you’re ready. You’re not perfect and we still have to work on your attitude, but it will be easier in an office environment as opposed to out in the wilds like this. But Ms. Birdie is going to see a girl that’s sexy, confident, and willing to get hit on, chatted up by, and even touched by men without any problem.”

I take a deep draw of the tasty cigarillo and blow the smoke out straight up before answering, “I hear ya. Thank God you brought me out to practice though. I swear I almost pissed my pants… or, well, my panties when that first guy invited us over to his table. It just hit me like a ton of bricks that he was hitting on me. Me! I know what it’s like to hit on a girl like that and I know what was going through his head, what he was imagining and, well, damn, its still hard to think of a guy thinking of me in that way. But you’re right, it just takes some getting used to.”

Grace takes the cigarillo and gets her own puff, “Hell Paris, I’d have been happy with you as you were in the Piano bar. That’s as far as I’d expected you to get on your first night out. You were sitting right next to that guy for what, a half hour? He bought you drinks, he bought you cigars, and the return flirting from you… damn girl!”

I shake my head, “I don’t know what you’re talking about. I wasn’t trying to flirt with anybody until that second guy I played pool with. You were right there too… it’s fun having the power when flirting! But I didn’t flirt with the cigar guy.”

Grace tilts her head to the side, obviously seeing if I’m pulling her leg or not, “Wait, you’re serious? When you were taking puffs from his thick cigar, when you were staring right into his eyes, you weren’t… you don’t know what that looks like?”

Grace spends the next several minutes laughing. My confusion as to why she finds it funny only seems to make her laugh even harder. Finally, she pulls out her phone and pulls up a couple photos that makes it clear what I should have recognized… what I must have looked like when puffing on such a thick cigar. It wasn’t exactly the same thing, but yeah it looked like those women were blowing a small cock. I must have looked like…

It's another laugh or cry moment and I choose laughter again, laughing right along with Grace before elbowing her in the ribs, “At least next time TELL me that I’m being slutty!”

We make our way over to The Hangge-Uppe where we’re going to meet Ms. Birdie and let her see me in the wild. I’m not sure I’ll ever get used to having guys hit on me, especially as obviously as they have been tonight, but at least I know that I can keep my smile on and accept the attention. I’m more aware of what my body looks like and how I can flaunt it so that I actually gain attention. And even how something as simple as laughing at a guy’s joke while reaching out to touch his arm seems to spur them on.

There was a little line to get in as we were well into prime time for these bars. As we were waiting, Grace got a text from Ms. Birdie. She told us that she was already inside and that it was a ‘target rich environment’. Evidently Grace and Rhea had been texting through the night as Rhea said as long as I’m doing so well, she’d like to see me get four different phone numbers before getting one of the men to escort me out. Once I was outside, I could do whatever I wanted but I at least needed him to walk me outside.

I looked up at Grace, my smile momentarily dropping from my face. “She wants me to walk out of a bar with a guy? At this hour? You know what he’s going to think if I ask a guy to go outside with me, right?”

Grace just shrugs and replies, “Hey, you don’t have to do anything with him. But yeah, you better start thinking how you’re going to get a guy to walk out with you and NOT have him expect you’re offering sex.”