Matchmaker Backfire

Good enough for me, but I’m just glad to be going home, close enough anyway.

A Boston boy, I always said I’d come back and settle down.

Now? I dunno, but a visit to the green country in winter sure sounds nice.

And Serena.

Well… I don’t wanna talk about that. She’s always been a cute kid, Greg’s only kid and old enough to be my daughter. If I’d ever had one.

But the graduation snaps Greg sent… his insistence I come along with both of them to Vermont for the whole week.

Like I said.

I can’t talk about it. I won’t

It’s not right.

But… Serena.

Drumming my fingers on the armrest as the plane lands I can’t help but wonder what Greg’s really up to. I’ve known him my whole life. The terrible two from one of Boston’s most notorious boy’s homes.

Relax, slick. It’s just a vacation. You’re nervous because you’ve never had one and you don’t have to go back to work next week.

There are a few cries of anguish from the passengers. Big jet, icy runway. Lumpy landing with lots of to and fro.

Try landing a chopper on a rig that’s got a platform bowing at twenty degrees in a gale…

It feels good to be safe again.

Solid ground.

Serena.

Fuckin’ stop it!

I have to change my screensaver now, back in the land of the living. I edited Greg’s photo to only show Serena in her graduation gown, and after… a rare shot of her by the family pool later the same day.

Ashamed but not ashamed to say it, I get hard every time I see both.

She’s still a shy girl, a long white tee covering her. Thick and long blond hair that she had up in a ponytail that day.

Fuck me though, her chest, her fine ass, those hips.

She’s a young woman now.

She’s the real reason I’m coming home. Even though I know it’d be a train wreck if Greg ever found out.

Why would a twenty-two year old, curvy… perfect, voluptuous girl with her whole life ahead of her go for an older, somewhat rough around the edges kind of guy like me?

I dunno.

But at my age, and level of lonesomeness, the fantasy keeps me going through the tedious task of a long airport check-in and an even longer, overpriced cab ride on icy roads all the way to the lodge in Vermont.

I shake my head, telling myself for the millionth time.

Nah. There’s just no way such a beauty could ever or would ever go for you, Carter. Nice try though.

“You local?” I ask the driver over the headrest, knowing he isn’t. Counting the skids and wondering if we’ll even get there without chains on these tires.

I haven’t seen snow on the ground for years, but I know well enough to have the right vehicle and preparedness for any terrain.

This guy has neither.

His eyes dart to mine in the rearview and I point ahead, urging him to keep his attention on the road.

It’s coming in thick.

I don’t know if it’s holiday weather either. More like snowed in for a month, but what would I know?

I haven’t been up this way for almost twenty years.

“Not local,” the driver says between gritted teeth. “And this is dangerous now! You’ll have to pay-” he starts, but I wave him off.

“I’ll pay you, buddy. No problem.”

Thing is, can this guy make it back?

Sighting the turnpike and directing him to it, I figure once he drops me off it’s up to him how he gets on after that.

I feel a buzzing in my chest, something I haven’t felt in ages.

Excitement at the prospect of a week in a three star ski lodge?

I know it’s more than that.

Catching up with Greg in person will be something, I’ve missed him. Him and his goofy matchmaking, which I’m sure he’ll try on this trip.

But I know what it really is.

The cab driver gives me a weird look once we pull up. I realize I’m grinning like a madman, my rock hard dick aching under my jacket as he passes his hand in front of my eyes.

“You okay, buddy? Remember we spoke about the extra?” he asks furtively, snapping his fingers before I chuckle, reaching for my billfold.

“I remember. Just having a bit of a daydream is all,” I remark, peeling off way too much before cautioning him.

“If it comes in too thick on the way back, make sure and stop at a motel, won’t you?” I ask him, watching his eyes dart to the cash before his fingers close around it.

“Oh, I’ll be sure to,” he says. And I have to let it go, realizing this guy isn’t my problem anymore.

He got me where I need to be.

“I’ll wait a bit,” he adds, jutting his chin towards the lodge. “Might get a fare back,” he murmurs.

“I’ll ask at the desk if you like?” I offer, watching him shiver already as I open the door.