A Very Uncomfortable Place, Part 1

I found an old story in my files about a married guy who goes into the M4M personals and meets up with a man to find out if he likes sex with other guys. You can probably tell from reading it how old it is — my writing has changed substantially since this was written. But I don’t mind sharing old stuff.

Here’s some of it:

I chuckled. “So. Um. You’ve done this before?”

“A couple of times.” Didn’t want to scare me off, I guessed. “Should I take the lead?”

“Yeah,” I said. “It might help me.”

A hand that I hadn’t noticed move found its way to the front of my slacks. My cock inflated in a couple of seconds. “My, you’re certainly ready.”


“Lean back. Close your eyes.”

I did as I was told. A pair of warm hands stroked my shoulders and a weight settled across my knees, straddling them. Fingers opened the buttons of my shirt, pushed it back away from my chest, teased the hair on my chest and stomach and, surprisingly, my nipples.

They never responded when my wife did this. Never got tight and hard, never made me shiver and arch as they were tickled, then pinched. Then bitten.

I groaned and dug my fingers into short hair as the mouth at my chest left a line of bites from nipple to nipple, then moved up to my collarbone, latching on there.

I’d almost forgotten the other hand between my legs, but a gentle squeeze reminded me.

Eyes still closed, I registered the weight on my thighs lifting, the hands on my crotch, undoing my belt and button. “Lift your ass up.”

I complied and deft fingers found my slacks, tugged them down along with my underwear. I felt a flush of shame — I didn’t have a big cock. I hoped it was okay.

Warm hands ran up my inner thighs as I spread my legs as best I could, my pants and underwear around my ankles. Those same warm hands cupped my balls, pushed them gently up around my shaft, massaged them.

A hot mouth covered me an instant later, and I forgot everything else.

It had been so long since I’d gotten head that I couldn’t even remember what it felt like when my wife did it. I’d pressed, cajoled, teased, even begged her to take my cock into her mouth, but it just hadn’t been in the cards. Nor had anal sex, tit-fucking, her riding on top of me, spontaneous fucks in other rooms in our house or in the back of the car or anywhere else. Me on top, or me behind her, and I had to use my fingers to get her off first. She couldn’t come on my cock. She never had. And she wouldn’t let me suck her pussy. Just another forbidden act.

It took every iota of control not to let my cock explode into that warm, wet mouth, especially with those talented hands stroking and caressing my balls, fingers finding the area behind them and the soft skin of my inner thighs.

“That good?”

“God,” I whispered, my breath coming in hard pants. “Fucking amazing.”

I heard a slurping noise, then a wet, insistent pressure between my legs. I squirmed. “You all right?”

“Yeah,” I said. “Just… different.”

“Just relax.” The finger pressed again at my ass and I took a deep, slow breath as it was worked in, cautiously, while that talented mouth gulped down my cock, lips pressing into the base, into the short hair — I’d trimmed just for this, not that my wife would’ve noticed — even as the finger was buried to the hilt.

It crooked.

I nearly screamed.

“You going to come?”


A fleeting smile before my cock disappeared again, the slurps and sucks and crooks and thrusts bringing me to the most powerful orgasm I think I’d ever had.

Every drop was swallowed.

The finger, though, was still inside, still stroking that spot inside my ass.

And somehow my cock was still mostly hard.

I stared down.

“That was fucking amazing.”

“I know. I was on the other end.”

That finger hit the spot again and I groaned, my cock pulsing, and to my utter shock, a little bead of come bubbled out and trickled down the shaft until it was licked away.

“My turn?”

“I’ve never done this before,” I said. “You’ll have to tell me if I’m doing it wrong.”

“Don’t worry. I will.”

There are an awful lot of M4M personals out there. I frequent a few personals subreddits and M4M postings outweigh all the others — M4F, F4M, and all the other combinations. I have read a few of the personal ads, and there are quite a few from men who want to “try” something with another man. To those men I say: good for you. Expand your horizons. Have fun. Sex is great, and if you just relax and go with it, you’ll find yourself enjoying a lot more than you thought you might.

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