The Initiator

Alex has just returned from out west to do a master’s degree at one of the local universities. He comes to my favourite café at the same time I do every day. He’s blond, mid-twenties with a well-toned body. When I look into those sexy baby blues, I am so fucking turned on. And we had a moment when he first came back. He came over to my table, abandoning his place in line. We chatted for several minutes. There were these pauses. It felt like sexual chemistry to me, but what do I know. I’m fucking clueless about these things. I fantasized about licking his shoulders, rubbing myself all over his body. Such deviant thoughts make me blush and squirm on the plastic vinyl bench. Hence the pauses. Awkward. Later I fuck myself while imagining him eating out my hairy snatch.  

Toppy knows I don’t initiate sex. Even when I really want to fuck a guy, and that is pretty much all the time, I won’t make the first move. I’ve admitted to Toppy that I have a little hard on for various young guys. That I don’t ask them to fuck me because I don’t want to be rejected, told I’m too old, yada yada.

One morning I get a text from Toppy. I have to ask some fellow I like to fuck me. If  he says no, I have to beg. I have to do everything he tells me to do. Fuuuuck. I don’t have to do this. I can tell Toppy to piss off. I should do that. But the whole idea makes me squirm. He didn’t set a time limit. So I mull it over. I ignore the text for the moment. He’s used to my reticence. At some point, he’ll find a way to punish me for being a brat.

I avoid the café that day. It’s too fucking dangerous. Now that Toppy has planted the idea in my mind, I can’t stop thinking about it. I try to distract myself with porn, but that really doesn’t help. In the video a chick is on her knees swallowing the cum of a bunch of guys, taking turns deep throating their cocks. They’re calling her names: slut, whore, cunt.  I put myself in her place. I think about Alex. Those baby blues looking at me, dressing me down as I beg to suck his cock.

I do a bunch of chores I’ve put off for eons. The grosser the better. I get on my knees and clean the toilet. You can imagine where my mind goes as I scrub away the shit stains. What if Alex doesn’t want me to swallow his cum? What if he thinks all I’m good for is to drink his piss. I’m going crazy thinking about all this.

That night I toss and turn in bed. I wear out the batteries on my vibe as I know that I’m going to have to acquiesce. Toppy knows me so fucking well. I’m going to do as he tells me to do.

What if we go to his place? I know he has roommates. Will he expect me to fuck them too? Each one of them in turn, taking my cunt, my ass and my mouth?

The next morning after a sleepless night, I shower. I put on a lacy thong, short skirt, stockings, a sheer blouse, a black bra, lipstick, dark eyeliner, musky perfume, high heels. The whole fuckme works. I tremble as I walk into the café. I don’t see Alex. Maybe he’s not there. The barista gives me a dirty look. Yes, I’m clearly whoring myself out. Some old guy gives me a wink and pats my ass as he passes. I don’t frown or even try to stop him. My cunt is drenched already.

Alex comes in a moment later, spots me and swaggers over. God, he’s fucking gorgeous. One of the reasons I’m attracted to men in their twenties is this air of confidence they all seem to radiate. Like they could have any woman they wanted. It’s sexy to me. He takes one look at me but blushes. He’s probably disgusted. I stutter a hello. He’s embarrassed and so am I. He must be thinking about how ridiculous it is for me to dress like this, how old I am. 

I muster up my courage while he orders his no whip latte with a shot of vanilla. We make stupid small talk. I ask him if he has a girlfriend. Not anymore, he says. Apparently they broke up when he returned to the city. I bite my lip. I fuck around with the spoon for a few minutes. I know he’s going to go any minute.

“Listen, Alex,” I say, my voice quivering, “um…is there any chance you…I mean…uh…would you like to …” I clear my throat and lean over the table.

“Do you want to have sex with me?”

His eyes bulge. He turns red. Oh fuck. I feel like a complete moron. He looks at my outfit again. His eyes go to my cleavage all puffed up in the push up bra. He squirms. I can tell he’s adjusting himself. I’m so turned on at this point. I consider taking him into the bathroom and ravishing him right there.

He gives me a sweet, shy smile and after taking a sip of his coffee, he looks into my eyes and he does something amazing. He nods. I take his hand. We leave the café. Oh my fucking god. This is happening.

We go to my place. I take off my clothes at the door. I kneel down and I unzip his pants. His cock is rigid. I lick, suck and stroke while he plays with my hair. I want to fuck your tits, he tells me.

We manage to make it into the bedroom. He lies on the bed. I lick his cock to get it nice and wet, then surround it with my tits. He lets out a moan and humps against me. I lean down to watch his beautiful cock sliding in and out of my cleavage. He cums all over my face. It happens fast. I know what I have to do. I excuse myself, grab my phone and take a photo of my cum-covered face to send to Toppy.