A little bit about me..i'm just your average guy. 6" and about 180 lbs. Not exactly fit, but not fat either.
I got into anal play in my teens. Most of my life I have been experimenting with anal insertions of various sizes. I am recently divorced, and constantly horny as hell.
A few weeks ago, I realised that the trailer hitch on my truck was the perfect size for a butt plug. The only problem was that it was mounted to my truck, outside. And my closest neighbor is within spitting distance.
Sue, my neighbor, is a recently divorced milf with two children in their teens. The kids do not play into this retelling.
I eyed the hitch, and my neighbor's schedule,for a couple of weeks before deciding to give it a go.
I knew I would have to time it right, so as not to get caught.
It was a Friday night. My neighbor, Sue, had left to pick her kids up from her ex. I knew that I had about an hour before she got back.
I took a quick shower, slipped some shorts and a t-shirt on, and headed out the door with lube in hand. Tonight was going to be the night.
I looked around to make sure no one could see me, and then went to the back of the truck. After taking another quick look around, I squirted some lube on the trailer hitch and lowered my shorts to about knee level. I backed up to my truck and slowly lowered my ass onto the hitch.
My god! It felt so good stretching my ass!
I had to bounce a few times to get the hitch fully inside me, but when my sphincter snapped shut around the base, I was in heaven. It almost felt like a butt plug up my ass, but it was 3 inches wide. And I'd never had anything that big up my ass before. Even the small part was at least 2 inches wide. My ass was full and my prostate was being pressed like never before.
Precum was already leaking from my rigid cock and I had just got started.
I began to make small, experimental movents up and down on the hitch. Slowly raising up till it was almost popping out of my ass, and then easing back down to the bumper.
It felt amazing! The cold steel soothed my aching, burning, overstretched hole like nothing I had experienced before.
I slowly increased my rhythm until I was fucking that hitch with abandon. My cock was harder than it had been in a long time and I was leaking precum freely. My eyes were rolled back in my head and I was lost in the throes of ecstasy.
Apparently, more time passed than I realised. From in front of my truck, I heard a small noise, like someone walking on unfamiliar terrain in the dark.
I quickly dismounted the hitch and snatched my shorts up enough to somewhat cover my throbbing cock. I was so close to cumming from the anal pounding that I had just given myself. My cock was still rock hard and leaking precum so much that a wet spot had already formed on the front of my shorts.
As I caught my breath and regained my composure, Sue walked around the bed of my truck.
"I was hoping you were still up" she said. "I just got home and my lights aren't working. I know we don't really know each other, but I was hoping you could come over and take a look to see what is wrong".
I took a second to respond, as my eyes slowly travelled over her body. I had never really noticed her figure before now. She wasn't exactly beautiful, but she had a rocking little body on her. She was about 5'4" with a sweet ass and nice c cup tits, that just happened to be almost pouring out of her top.
"I thought you were picking up your kids tonight" I said in the calmest tone I could.
"I was supposed to", she replied. "But their dad wanted to take them to Disney this weekend, so I just came back home. If you're too busy, I can call the landlord instead".
"Oh lord! If you wait on him, you'll be out of power for at least a week. I'd better come take a look".
She looked up at me through slitted eyelashes and said" I really don't want to interrupt anything".
My first thought was oh god! What did she see before I knew she was there.
"Oh no. Not onterrupting anything" I replied. "Just came out to smoke and enjoy the evening. Let me grab my meter and I'll be right over".
This entire conversation was carried on while I tried to hide my raging hard-on. I was hoping that she didn't see, since it was dark. And her eyes didn't seem to travel in that direction, so I felt I was ok on that front.
I went back inside to grab my test meter and flashlight and then followed her to her house next door. Sue opened the door to a pitch black living room, apologizing the whole time as if it was her fault that it was dark.
I turned on my maglite and made my way to the master bedroom, where she had told me the breaker box was located. Sue was pressed up against me as if she was afraid somebody was going to jump out of the dark and grab her.
Her closeness wasn't helping the hard-on that I was still trying to hide. If anything, it was making even harder.
Upon entering the master suite, the first thing I noticed was an over-sized dildo laying on the bed, and a bottle of lube lying beside it.
Sue pretended not to notice as the flash light skimmed across it. Instead, pointing me to the closet where the breaker box was located.
I fought down the urge to question her about the dildo and investigated the closet instead.
Sue stepped away from me as I entered the closet. I continued forward and found the breaker box. Upon opening the cover, I saw that the main breaker had tripped, so I reset the breaker and the lights immediately came back on.
I exited the closet to find Sue lying on the bed, completely naked, with the giant dildo shoved up her pussy.
She was grinding like nobody's business and moaning loudly, as if she didn't realise the lights were on again.
I stood there awkwardly for a few minutes, mesmerized, as she fucked herself to orgasm with the giant dildo. She was moaning and tossing her head back and forth as she pounded her snatch brutally, my already hard cock standing at full attention now, creating a huge tent in my shorts.
When Sue finished, she looked at me with the giant dildo still embedded in her twat (it must have been 12 inches long and two inches thick) and asked me if I had enjoyed the show.
In shock, I managed to stammer "Oh my god yes! That was hot as hell!"
She looked at me demurely and replied "I'm sorry. Its just been so long. Since my daughter was born 13 years ago, my husband, correction my ex now, was more concerned with his work and his whores than he was with me. I've been so lonely that I've took up with toys, and other things, to satisfy my needs. I just stay horny all the time".
Realizing that this was one of those "Penthouse Forum" moments, I moved to the edge of the bed. I dropped to my knees, removed the dildo from her pussy, and buried my face in her cunt.
I licked and tongue-fucked her until she was squirming and squeezing my head with her thighs. She was writhing underneath my oral minstratitions and screaming my name as I brought her to orgasm again and again with my tongue.
She grabbed my ears and pulled me up to her face and screamed that she need more! She needed some real cock!
I quickly removed my shorts, revealing my precum leaking hard-on. Sue's eyes got wide and she immediately dropped to her knees and took me into her mouth, all the way to my balls.
I'm not super-gifted when it comes to size, but I have a respectable 6 inches with some girth to it. After a couple of minutes of Sue gagging on my engorged cock, I decided it was time to fuck, before I blew my load in her mouth.
I pulled her off of my cock and pushed her back onto the bed, spreading her legs and pushing them back as far as they would go. Her pussy opened as I spread her legs, revealing a beautiful flower and rose bud underneath.
I positioned myself and slowly sank my cock into her velvety folds until I was balls deep.
As she moaned, I stopped to enjoy the feeling of my cock buried in a hot wet pussy. It had been over two years since I had last felt this, and I wasn't going to waste it.
I started a slow, deep stroking motion. Pulling all the way out till just my head was inside, and then pushing all the way back in till my balls smacked her ass.
After just a couple of minutes, I could feel that familiar feeling building in my balls. I knew I only had seconds before I blew my load.
That's when Sue began shuddering and moaning in orgasm. Flexing her pussy muscles around my cock, trying to milk the cum out of me.
I pulled out at the last possible second and immediately sprayed cum all over her belly and tits. Some of it even hit her chin I was spewing so hard!
I collapsed on the bed beside her, breathing hard and spent. Sue dipped my cum off of her body with her fingers and brought it to her mouth a little at a time. Slowly swirling it around with her tongue before swallowing it.
"That's the first argasm I've had with someone else in 2 years Sue. That was amazing!" I panted, while still catching my breath.
Sue licked the last of my cum from her fingers before responding. "I've been wanting to do this since before you got divorced" she told me. "I just haven't worked up the nerve till tonight. Honestly, I tripped the breaker just to get you over here" she held up a hand before I could respond, and continued "I know it was sneaky, maybe even underhanded. But please don't be mad. I didn't know any other way to make this happen. I was afraid if I brought it up to you that you might reject me. I figured if I gave you a good enough show, you'd be hard pressed to say now"
She lowered here eyes as I digested what she'd said. "Well, you were right about that last part anyway" I chuckled. "Hard for a man to say no to that. But, what made you think I'd reject you otherwise?"
She hesitated before replying, "I have another confession to make... I wasn't sure if you were straight or not till tonight."
As my face reacted in confusion to what she had just said, she explained.
"You see, I've kind of been spying on you at night. Your blinds in the bedroom have a gap that's just big enough for me to stand outside and see in. Is that too creepy? I feel like such a perv," she said, turning her head away in shame.
I gathered my thoughts before I answered that. I knew that I had to be real careful what I said here. Had she been watching me shove dildos up my ass all this time? That was my biggest concern because that had always been a secret from everybody I knew.
Taking her chin and turning her around to face me, I looked into her eyes. "First of all, I have two questions. How long have you been watching me? And why did you think I might not be straight?"
Shw thought for a second and then replied," I've been watching you for nearly three years. Sometimes from outside your window, and other time from my living room with binoculars."
My heart sank a little. I was pretty sure I knew what was coming next.
"As to the second question, I've watched playing with your ass. I can describe every single dildo, butt plug, and random object that you've used. That's why I thought maybe you were gay. That, and the fact that I haven't seen you with another woman since your divorce."
My face was burning from shame as she was telling me this. How could I have gotten caught? I thought I was always so careful when I played.
She noticed my cheeks start flaming," No need to be embarassed. I think its super hot watching you fuck your own ass. It always makes me so wet that I immediately jave to rush home and fuck myself silly. A few of my more brave moments, I actually fingered myself right outside your window."
I was blown away. I didn't know what to say. But, my cock sure did. I was already at half mast and rising as I thought about her fucking herself while watching me.
"Looks like you're about ready for round two," she said, a little smugly.
She reached down and wrapped her hand around my cock and slowly started pumping up and down. Before I could do or say anything, she had my cock in her mouth, sucking like a pro.
God! That felt so good. It had been years since I had got a blowjob. My ex thouggt it was gross and never would go down on me. Sue was a master, though.she had me fully erect in mere seconds.
After a few minutes, I felt her slip a finger up my already well lubed and stretched ass. She pulled up long enough to say," I have another confession to make. I know why you are already lubed up and stretched out. I saw you riding the trailer hitch tonight...
To be continued

 

I'm working on part 2. Will post as soon as I can

 

Good story, well written

 

Thank you. I caught most of the grammar issues, I think. A couple slipped by me tho

 

Mmmmmm

 

I love a man who plays with his own ass!

 

Part 2...
As sue confessed to seeing me fucking the trailer hitch, my shame was only overcome by my lust, as she pressed two more fingers into my asshole.
Looking up and seeing my face red from embarrassment, Sue quickly tried to reassure me," Oh don't be ashamed Hun. I love to watch a man get his ass plowed."
She slid a fourth finger up my ass, slowly moving her hand in and out, up to the knuckles, while still stroking my incredibly hard cock with her other hand.
"I want to fuck again," she practically purred at me with slitted eyes. "But I want to do it my way this time."
I was so far under her spell at this point, all I could do was nod and grunt my acceptance without even thinking about any consequences there might be.
Sue pulled her fingers out of my sloppy hole in one long, slow, almost agonizing movement.
I almost whimpered, I was so horny and my ass was practically screaming "FEED ME!".
My whimpers quickly turned to moans of ecstasy as she replaced her fingers with the huge dildo that just recently had been buried in her cunt.
As Sue slowly began inserting the dildo in my ass, stretching me even more, her hot mouth engulfed my cock to the balls once more. She kept my cock in her throat, all the way to the base, until I felt the fake balls on the dildo bump up against my ass.
Pulling up off of my raging cock, Sue looked me in the eyes," You wanna ride something Cowboy? Well hold on. I'm about to give you the ride of your life."
With no other warning, she forcefully pulled the dildo all the way out of my dripping wet ass, and shoved all 10 inches back in just as quickly, while engulfing my cock in her velvety lips and throat once more.
She soon had a hard, fast rhythm going between her mouth on my cock and the dildo in my ass. I felt like I was fucking and being fucked at the same time.
She would intensify sucking my engorged cock while easing off with the dildo, until she felt like I was close to cumming. And then she would stop sucking completely and jackhammer my ass with the dildo.
I was in heaven! Sue held me on the verge of orgasm for at least 30 minutes or so, before removing her mouth from my cock and replacing it with her own lubed up asshole. She left the dildo buried up my ass as she straddled me and lowered herself onto my cock with one fluud motion.
God! She felt so hot and wet!
She immediately started bouncing her ass up and down my rigid pole, slamming her ass cheeks against my pelvis. The huge dildo lodged up my ass was putting major pressure on my prostate every time she would slam down. I felt like I was about to explode!
That's when Sue started bucking even more wildly as her orgasm broke loose. Her back was arched and she was digging into my chest with her nails, screaming and thrashing about.
I couldn't hold back any more. I started dumping torrents of cum deep in her bowels as she continued bouncing on my cock. My asshole spasmed so hard from the orgasm that the dildo shot out and hit the floor. That only made me cum even harder, my back arching up to meet her thrusts so hard that I was lifting her off the bed.
As the orgasm subsided for both of us, Sue slumped against my chest, our sweat soaked bodies sliding against each other, my slowly softening cock still buried up her ass.
While catching gasps of air, Sue grinned up at me.
"We should do this more often, neighbor," she said witha devilish grin.
I looked down at her face, framed in hair soaked from sweat, "We could have done it a long time ago if I'd known you were watching. That was the most amazing sex of my life."
Finally catching her breath, Sue replied, "The night's not over yet. And I'm not done with you... If you think you can handle more."
...

 

Well written, good story line. Keep waiting

 

Hot! Got my cock throbbing. Would love to be a part of a scenario like this!

 

You probably meant 6’ and not 6” when describing your height. And while you may have caught the grammar issues, there were a few spelling typos. It should be interrupting, not onterrupting. And orgasm, not argasm. Also, wasn’t it a 12” dildo when she was fucking herself and then a 10” when she fucked ‘your’ ass?

Even with those minor issues, it was a nice story. Perhaps she moves in or you move in with her?

 

Thank you for the feedback. Details get a little fuzzy as I write. Probably because I drink as I write lol. I really do like the critism tho. Hopefully it makes me a better writer

 

For the record, this story is true right up to the point that I reset the main breaker. The rest is just what I wish had happened that night. Truth is, I went back and rodr the ball hitch another half hour or so, until I sprayed cum all over the ground. Working on part 3 now

 

I met my wife because she seduced me with her strap on, and she fucked my ass hard and I enjoyed every minute of it, thru out the years, she loves a man that takes it up the ass,
So have her put on a strap on and fuck your ass next time

 

Really good story. I also like things up inside me when I'm alone.

 

Dude I’m from AL, I’ll take care of you the same way you pictured her doing it

 

This is amazing, please continue, part 3, i m waiting

 

Nice story. Thanks