The Hole, pt1

So this is my first ever story. Its probably not the best, buts things I like. So why not, I hope you enjoy.

Have you ever worked your 60 some hours, email whoever you needed to tell that your taking an extended weekend, sign out, strip down and head straight to the shower? Thinking you can just wash away all the b.s of the last week. Well that's what i was hoping for, then I see that I had left my newest custom poured silicone masterpiece sitting in the corner of the shower. Why wash it away when I can just fuck it away with a foot of fantasy horse dick.

Plopping down on the couch as I air dry after my mind blowing shower I decide to scan through some classified ads. More specifically man for man and trans for man. So yeah, shocker! I guess i should shed some light on the subject. My name is Sam, I'm 33, 5'9" and weigh about 185lbs. I'm bisexual, have been for a long time. It's nice, gives me options. And oh how I love options. F/M, M/M, F/M/M, M/M/M, mmmm.... but I digress.

Having not found exactly what I wanted in the man for man. I start scanning through the trans for man and there it is. Post is a few days old so fingers crossed. "Trans hosting for bottoms only, glory hole setup. Anonymous, safe sex, no talking while on location. DM for the dets. If the post is still up I'm still looking to play". So of course I reply. Pretty soon we are messaging back and forth talking about the setup, how it goes about. She can't wait to have some fun. Before i know it we're set up for tonight.

Pulling up to the address just out of town, and seeing the shop with a red light in the porch light I head in. Just like I was told there is a couch to kneel on and the glory holed wall a foot from that. With nervous apprehension I strip down and get on the couch with my ass facing the wall. Looking over my shoulder at the wall thinking to myself that she is gonna need a horse size cock just to reach me. Tapping out " shave and a haircut " on the couch, i hear the "two bits" tapped on the wall, which slides forward and stops just over my ass. The hole in the wall is as wide as my ass and curtains keeping me from seeing inside. As I lay my head down and get ready for the show I feel the cloth move and a hand touch my ass, then a lubed finger sliding into my ass. Followed by two and then three fingers. As this is happening the hand that was on my ass at first is now lubed and stroking my dick and spanking my ass. Then i feel a generously sized cockhead pushing against my exposed asshole. As this womans amazing Cock pushes in I realize that I've only taken the head of her cock. For me being the size queen that I am, I'm pretty happy and very stretched open. Some more lube and more cock so much more cock. At least 10inches is sawing in and out of my outstretched ass and I'm loving every minute.

All of a sudden my gracious benefactor pulls my hips back, gives several deep thrust into me setting off one of the biggest orgasms I can remember. As I lay there gasping for air like a goldfish. She pulls her monster cock out of and I shoot another load all over the couch. I hear "shave and a haircut" tapped out on the wall and I replay as such while the wall pulls back to where it was.

Somehow I get dressed, drove home and fell asleep as soon as my head hit the pillow.

* * * *

As i lay in bed staring at the ceiling replaying last night all I can really think about is when can I get some more, but first........ Coffee and some breakfast.

Surprisingly enough a shower was my first endeavor and I had to feed my wanton asshole of course

As I sip my coffee making myself breakfast enjoying the early morning wearing my grilling apron and nothing else. Liking the fullness from the new butt plug I had also picked up thinking that I was gonna have a harder time taking it. When I hear a notification from my phone. Grabbing my coffee and food I plop down into the couch and see what there is to see. Some calls, text and an email from the classified, vikingnomad115 sent me a dm. "Hi, I hope this isn't too soon nor too presumptuous but I had a great time last night, it sounded like you did too. The mess on my couch would also say so. Would you be up to chatting? Use my username to reach me"

With my mind going a mile a second I get into the chat and connect with vikingnomad. Chat screen shows that she is logged in too. Good morning my nameless wonder. Yes, I very much enjoyed myself last night. - Good, good. I was worried it might have been too much. You took my dick alot easier than the last few people. - Yeah, I'm something of a size queen and I'm usually insatiable.. I have an assortment of toys, newest one is rather equine shaped. - You don't say? Does that reflect in your username? Wondering bottom1337? This could be fun. How does tonight sound? - I wouldn't miss it for the world. - Great, I look forward to it, same rules. No talking, shave and a haircut to start and stop.. Same time.

With that she disconnected and I was left with my thoughts and a wet spot on the couch. Mmmm.... Sausage and eggs.

Well being the insatiable whore that I am and having the day off I think I'll have some fun. Laying out all of my dildos in a line and donning a cock 'n ball ring and my cock pump, pumped and dangling between my legs. I grab a fresh bottle of J lube and liberally coat my dongs then start squatting down on each one several times before moving on to the next. Ten dildos and an orgasm later I clean up my mess, eat a light salad and take a shower then wait.

Then I go have coffee with a friend of mine, Dean. We talk about work, trying to date, how his girlfriend had broke up with him a few weeks ago and for a chick. She said she couldn't live with him the way he was now. I tell him how its her loss, not his. I jokingly tell him I'd let him screw me if it helps(wink wink) we talk a bit more before heading out. Once home I freshen up and change into something a little more comfortable and easier to slip off. Then I'm off.

My excitement and anticipation are off the chart as I park my truck. If tonight is anything like last night then I'm going to have one happy hole. Lights on, doors unlocked, let the fun begin. Walking inside I notice in the dim light that the couch looks a little different. So I strip down and take my place, was right about the couch too. was almost like the cushions were contoured to my legs and upper body. Super comfy. Shave and a haircut...... Two bits as the wall moves into place. I feel the curtain move up over my hips and a pair of hands grip my ass, a hand on each cheek. Then she finds the surprise nestled in my waiting hole. A jeweled plug. She grasp the base and gives it a twist and a tug then its freed.

The feeling of warm lube is a stark contrast to the cold steel that was just inside. Surprisingly four fingers easily invade my gaping hole. Grinding back and forth, back and forth. Deeply moaning as I feel her thumb press against my perineum and her fingers press down on my prostate which just about makes me blow my load. Before I know what is going on she withdraws her fingers from me and feel more lube Is being applied on and in my gaping rear end.

My wish is soon granted As She pushes her full cock Balls deep up my ass in one stroke. All ten inches instantly in me and I erupt with my first orgasm of the night. As my asshole clamps down on her, she keeps plowing into me relentlessly not slowing for a second. Crown to balls over and over non-stop like she is possessed by a demon. My own 7 inch cock slapping back and forth dripping my fluids everywhere as it enjoys this jackhammer fucking I'm receiving. Then with one final thrust going deep she slowly rocks her hips riding out her own orgasm then she slowly starts pulling out.

As I lay there catching my breath, I feel her pouring more lube on may backside. All I can think is I want whatever she's taking. Next thing I know I feel her hand at may ass then i have her whole hand pushed in me. I'm being fisted for the first time in my life and I'm loving it. Full fist pulling Just about out then pushing in up too her forearm or elbow. I can't tell, it's just so much. I realize that I've been coming since the first push. Having a balled fist pulled out of your ass is mind shattering. It was a good thing I had bit he cushion, otherwise I would have been screaming out I'm sure.

I should have kept biting down on the couch. With a mind numbing smack to my ass like I've never felt I then feel the largest, bluntest penetration and just shaft followed by another large ring stretching me even more thinking it's going to split may ass in two. All I can do is grunt cum and bellow out " oh fuck, oh fuck, oh fuck, oh fuck..... Then I hear it. "Oh, fuck"

I cum even harder if that was possible as what I now know is a giant horse like dildo pulls halfway out of my well fucked ass pussy.. Cause thats what it is now. A well used pussy. Seeing the last person I'd expect to be here is standing there slightly framed by the glow from the red light outside..

"Hey Dean, I think we, you know, need to talk about this.... As I pass out.

TBC