Bear Naked Chicago: (Part One)

 Chicago—April, 2024

 

Keshawn had been after me for a long time to join him at a Bear Naked Chicago event.  I had played with the group at least once before—some years before I’d started the blog.  I’d had fun, but it somehow wasn’t special enough to warrant the drive into Chicago.

But work gigs had taken me out of going to the watersports party for two months running.  I had the date of BNC available—so I went.  It was an easy drive into the city, even with some slow traffic on the congested interstates through downtown.  I found parking near the bar.  (This gathering was held in the same bar as the watersports group.) 

I checked my coat a few minutes before the doors opened to the back bar.  I saw Keshawn come in and talk animatedly to a group of men he knew.  He spotted me at the other end of the front bar and came over to give me a hug.  In moments, the doors to the back opened and we went in…

 

I strip down and put my clothes in the gym bag I’ve brought.  Other men are stowing theirs in garbage bags provided by the hosts.  Many men are totally naked but for something on their feet.  I check my bag, dressed in just boots and a jock.  The coat check guy smiles and gives me my ticket.  On the other table near him are boxes and boxes of pizza.  I had forgotten this aspect of the event.  And the Bears certainly do love their pizza.  For the first 30 minutes, it is a much more social, then sexual group.

I am sort of at loose ends.  I don’t want to eat before sex.  I am not much of a drinker.  I watch porn projected on the wall and wait for the action to begin.

“You look like you need a good cock sucking…”

I turn.  A man, a good ten years older than I, is standing just behind me.  I smile and nod.  He goes to his knees, slowly, before his eager mouth engulfs my semi-hard cock.   He’s good warm up head.  I look around.  Across from me, near the bar, there is another pair of men doing the same thing.  There is a knot of men close to the sling in the back corner, but no one is in it.  To my left, two men are working on a third.

The men are all types.  Many, certainly, fit the bear mold.  But there are also many who are younger and thinner who love meaty men.  They all seem to love group play.  I help the guy up off the floor—his knees are killing him.  Now, hard and swinging, I move to the group at the back.  A tall Asian, one of the youngest men here, is fucking a big beefy bear.  The men surrounding them are enjoying the fuck—stroking themselves or the guy next to them.  Keshawn arrives and pulls me over to the sling.  He hops in.  I kneel and my tongue gets re-acquainted with his hole.   I lube up as I rim.  In one movement, I stand and insert.  Keshawn moans, as his eyes close and his hole opens.  I hold—and fuck.  Long and slow.  Warming up that ass. 

The chains of the sling clank happily, attracting a few men to come watch us.  When Keshawn needs a break, I help him out and a blond man, around my age, and asks if he can have some of the same.  He gets in and I go to my knees.  I need to pull apart his ample ass cheeks to get to his hole.  I love the way they press on me when I let go.  My tongue makes the guy groan.  He tells me he loves the feel of it.  Eventually, I stand.  I work into him slowly.  Inch by inch.  He uses some poppers—and I slide home. 

“Fuck me hard.”

I do just that.

Until he begs me to stop…

*
There are large screens that hang from the ceiling, cutting off the rest of the bar to give some slight privacy to a sitting ledge that runs along one wall.  Behind it, I find the tall Asian fucking the guy who gave me warm-up head.  My former cock sucker is moaning, and telling the young man how good he feels in his ass.

I stand and stroke, thinking I might go up him next.  When the Asian pulls out, the bottom goes to the bar for a drink.  Instead, the Asian kneels and begins sucking my cock.  I stand for a few moments as he works on me.  He reaches up and grabs my hips, guiding me to a sitting position on the ledge.  Now he really go to town on me.  Cock, slit, balls, and under them, all have their moment with his active tongue.

“You taste so good,” he murmurs as he leaves the now very wet balls and moves back up my shaft.  I offer to do the same to him—but he declines.  A little later, as he comes up from a deep throat, panting, I tell him I would really like to eat his ass.  I think for a moment he is going to let me, but instead he moves away to grab a friend a large, very hairy bear.  The Asian bends the guy down to suck my cock, still wet with his own saliva.  He proceeds to fuck him.  Fast and hard.  The guy is fucked down, deeper on my cock, with every stroke.

“Trade,” he grunts as he pulls out.  I stand and fuck the hairy hole as the bear cleans the Asian’s cock.  Hungrily and with true passion.

“Again.”  We switch.  The bear sucked me quite well before, but now he can’t get enough of his ass jizz on my cock.  He is ravenous.

The two of us keep trading off on him…

*

I fuck Keshawn.  This time with him standing up and leaning against the bar.  It’s brief—as we both move off to find others.  We do it repeatedly throughout the playtime.

I move behind the screens again.  Four men are all bent over, supporting themselves on the ledge.  Two tops are working their way down, fucking each of them.  They wave me over.  I stick my dick into the hole just left by the second guy.  The men under us are all older bears.  They are loving the sequential fuck; I love this first ass.  I’m pretty sure he’s loaded as he is incredibly wet.

The top leading the way, a young white man in his 30’s, signals us he’s going to shift.  He moves down one.  I see his nice seven incher disappear into the third ass.  The Black man next to me, likely in his 40’s, pulls out, too.  He moves over one ass.   So, I do, too.

This ass feels totally different.  Drier.  And tighter.  To the point I add more lube.  We fuck.  The bottom who now has no dick, moves slightly so he can watch the other three get fucked.  Then, realizing what’s in store, gets up and kneels at the end of the line.  He wants to taste all those asses on each of our dicks.

We shift again.  The young white guy lets his dick be cleaned.  He groans more at the man’s mouth than he did while he was fucking.  The two of us left, keep fucking, smirking at each other. 

The Black top pulls out and shoves his slippery cock in the waiting mouth.  I go up the last ass.   When the top pulls out of the guy’s mouth, I pull out of the fourth ass.  I present my dripping dick to the kneeling man.  His eyes are glazed.  He slobbers over my cock, still delighting in the mix of flavors and just the taboo nature of it. 

Finally, he pulls off me and goes to the bar.  Two of the other men have moved on, too.  The last of the four, the one I was up the least amount of time is still there, bent over.  I kneel and surprise him with my tongue.  Fuck.  No wonder the cock cleaner was so dazed.  I love the mix of juices myself.  I tongue him…making him moan.

I stand up and fuck him again.  I fuck him hard.  Hard enough that he asks me to slow down.  I do—and pull out.  He spins around and cleans me up.

I have just seen someone I haven’t seen in years.  I thank the guy on his knees and move toward the man chatting at the bar.  I touch his shoulder and he turns to me.

“Well, well…” he murmurs.  “Excuse me,” he says to the man he is talking to and sinks to his knees, taking my cock deep into his throat…

 

(More to come)