New Deputy
Copyright© 2007 by RandomEvent
Part 1
Erotica Sex Story: Part 1 - A cowboy from a distant ranch, who is disgusted by the selection of available women in the only town, suddenly falls into a lucrative part-time job with unexpected sexual benefits. Then he's offered a Deputy position full-time and things just get more erotic.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Ma/ft Ma/Ma Humiliation Oral Sex Anal Sex Size
Chapter 1
I let my horse slowly wander up the street of this miserable little town. I'd been working at the Carson ranch for six months now and had come in every two weeks like clockwork. I mean, what the hell else is there to do. Tonight had to be the night. Each of the other times I'd been in to get laid I had given up in disgust. The only two available women that were unattached had been ugly up to now but tonight might be different. Hell, maybe another girl had hired on at the saloon in the last two weeks. God knows I need to drain my nuts and God ought to provide a way to do it.
My first stop was the local eating house which housed one of the unattached uglies. I went in with my fingers crossed. Shit, she was still ugly, maybe even more so since she acted like the wonderful beauty that she wasn't. I think half the poor cowboys in town must be after her and the other half after the cow in the saloon. Oh well, I still needed a meal after that impossibly long ride from the ranch.
I had been thinking of getting a weekend job in town to keep the money drain to a minimum on these miserable trips to town. As it was, I had to board my horse for two nights, pay for meals for two days, and then pay for two nights lodging at the hotel. Add a whore if I could stomach her and a few drinks and I blew two weeks pay in two days. Something had to be worked out or I would have to stay at the ranch full time to save money.
After eating I decided that a try for the waitress would be futile as well as demeaning. I went to the Sheriff's office and ask if he knew of any jobs that might be available on a weekend basis. We had met before and introduced ourselves. His name was Henry. I explained why I needed the work. After a little thought he said he could put in a good word for me at the lodging house down the street. I thanked him and told him I would try there after I cut the dust from my throat with a couple of beers and looked over the bar girl. The Sheriff smiled and said that a lot of the locals had the same choice problem as he had with the same basic result, ho hum. We both laughed and shrugged it off.
Shaking my head as I left the Sheriff's office I went over to Earl's Saloon and caged a cold meat sandwich to go along with my draft beer. The cute bar girl was at least 45 and acted like the entire population of men in the town were after her. Unfortunately, most of them were. Her wrinkled tits were shoved up to show above her dress and were heavily powered. Twice while I was drinking that one beer she scurried upstairs with some too horny cowboy. Those boys sure didn't take long to unload after a week or two just looking at cows. Come to think of it, those cows looked just as good as she did. I guess I hadn't been deprived long enough to find her pretty, yet.
I finally headed for the boarding house that was right across from the livery. I spoke to the older woman named Harriet, who ran the place with her husband, Ed. True to his word the Sheriff had been there and given me a good recommendation. I cut a deal for general fix-up around the place on weekends for a room and board. Plus I would be able to keep my horse in the small barn in the rear. The only catch was that I couldn't start until tomorrow as she had to clean out a small room in the attic for me to use. She said she couldn't afford to give me a regular room since they were all needed. So, until tomorrow morning I was on my own.
I picked up my horse from the front of the saloon and headed for the livery. The owner was there instead of the helper and I felt a little uneasy about the way this guy was looking me over. He was about 40 I'd guess and had the most obvious false teeth that I had ever seen. He had a big toothy smile that indicated he was real proud of those teeth. He made a lot of meaningless chat while he was getting grain for my horse. The way he kept clicking those false teeth was a little disconcerting to me. While I was taking the halter off my horse that guy slid past behind me to setup the feed bag. Going and coming he somehow managed to rub himself on me. When I glanced at him the second time suspecting it was intentional he gave me a big smile and licked his lips suggestively. Good grief! It suddenly dawned on me what he was saying with this meaningless chat. He'd been saying that he stayed in the little side room all night to guard the property and that if I decided to check on my horse during the night it was OK with him. A few minutes later I got out of there shaking my head. This guy was some kind of city slicker and I had never met anyone like him before.
Chapter 2
I had dinner at the eatery then gravitated to the saloon for a couple before getting a hotel room for the night. A couple of beers under my belt and I was tired enough to get my room. When I got to the hotel I was in for a surprise. There were not any rooms left and they wouldn't let anyone double-up. Well, shit. I had spent many a night sleeping in the open but I hadn't brought anything with me to even make a dry camp.
A solution was staring me in the face but I'd have to be careful. Liveries didn't take kindly to people sleeping in their lofts free and I certainly didn't want to ask a favor of that city slicker I had talked to earlier.
I waited til it was good and dark and the owner of the livery was out of sight, then I tiptoed to the ladder leading to the loft. What the hell, I had paid for the horse and it wasn't my fault the hotel was full. I got to the loft OK. It smelled a little dusty as you would expect but there was plenty of straw to make a good bed. With my hat over my face I quickly fell asleep.
Something woke me up and judging by the moon that I could see through the slits in the roof, it had to be near midnight. Hearing more noise down below near the stalls I peaked over the edge to make sure my horse wasn't being stolen. It wasn't. It was just a drunk staggering through on the way out the back double doors which were open. I watched as he staggered to a large pile of loose hay in the back. Part way around the pile he stopped, unbuckled his pants and let them drop. Then he fell into the straw pile face first. Damnedest thing I had ever seen. Maybe he was thinking about taking a dump but had passed out first.
I was laying there wishing he had been kind enough not to wake me when I saw someone else sneaking into the livery. Damned if it wasn't the Sheriff and he was heading for the hay pile in the back and the passed-out cowboy. Once he was out back I tiptoed over to the hay lift door and quietly opened it about six inches. From this location I could clearly see the Sheriff. He was standing behind the drunk and looking around to see if anyone was nearby. I thought he was planning on robbing the kid especially when he reached for the kids shirt. Then suddenly I saw the kids pale white ass come into view as his pants were pushed down off his ankles. The Sheriff pulled off one boot, then the pants were removed from that leg and thrown to the side. Quickly he had the boys legs spread and was working on his own buckle. I was shocked and fascinated at the same time.
The Sheriff dropped to his knees and gave his respectable-sized cock a few shakes. Then he lined it up with the kids plump white ass and pushed. The kid grunted but that was all. The Sheriff was fully engulfed with that single lunge. Jesus! It made my ass hurt just to see it.
I watched in fascination as the kid got ass-fucked royally. That Sheriff was serious about it and the kid was moaning loudly. He sure didn't try to get away. Then the kid starts to work his ass up to meet the thrusts of the Sheriff and they were both starting to make panting sounds. Both were so obviously enjoying it. And, surprise to me, I could feel my own cock enlarging to monster size.
I had always been just a little embarrassed by my cock as it was huge compared to all the others I had ever seen. I had always gone to great lengths to not let any other man see it. But now it was sliding down my leg in a serious fashion. Christ, I was horny.
Finally the Sheriff collapsed on top of the kid and rested. In a few minutes, he pulled his greatly diminished cock from the boy's ass and cleaned it with his handkerchief. Bending over, he gave the boy a smart slap on the ass, said thanks, and left by the back gate.
I was still breathing hard and now had my cock in hand seriously considering jacking off to relieve the pressure. Maybe, I said to myself, rationalizing, I had better check to see if the kid was badly hurt. A couple more strokes on my cock convinced me to do it.
When I got down there the kid was snoring softly. At least he was still alive after that vicious ass-fucking he had gotten. I didn't see any blood or anything so I guessed he was all right. Still I couldn't help but wonder how his ass had accommodated such a large cock. With only his health on my mind, I tentatively reached down with my finger and gingerly touched the kid's ass hole. My finger slid in easily to the first knuckle and that caused my monster cock to lurch in my pants. I knew in my mind the real reason that I had come down here in the first place. I quit debating about it and pulled my cock out of my pants. I stood there looking at that white ass trying to rationalize what I was thinking about doing. But shit, I couldn't do it.
I walked over to the horse trough, hung my hat on a nail and slapped cold water in my face. I was thankful that I didn't do it. I'd of hated myself in the morning. I had to find a woman by tomorrow or take take up self-abuse as a daily multi-event activity. I went back up to the loft intent on getting back to sleep.
I heard some more noise from below and silently looked over the edge. It was the cowboy from the hay stack and I was glad to see that he walked just fine. I thought he would be leaving, but he didn't. He walked over to the side room the owner had mentioned sleeping in earlier, and tapped three times on the wall. Now what the hell was going on, I wondered. About fifteen seconds later, I saw light shine from the end of the side room. I could see three circles of light shining into the empty stall at the left end of the side room. Something strange was going on here.
The cowboy went into the stall, dropped his Levis to his ankles and stuck his cock into the middle hole. Immediately, two arms slid out from the outside holes and surrounded the kid's ass pulling him tight against the wall. The next sounds I heard were grunts and slurping sounds. That kid was getting a whale of a blow job from the owner of the livery. The moaning started to get loud from that cowboy and he didn't last long at all. Finally, he was released by the arms and staggered out into the middle of the barn pulling up his pants.
I lay in that loft shocked by what I had almost done tonight and what I had seen. I suspected I was seeing the side effects of a ten-whore town with only two whores. Eight more times that night I saw the same scene played out with other cowboys and some of the town's merchants, all apparently getting super blow jobs. The last one just before dawn was the Sheriff. After he left, I thought I had better leave. I sure didn't want that livery owner to come out of that side room and catch me sleeping in his loft. I carefully picked the last of the straw from my clothes and then left for the local eatery and breakfast.
When I walked in I saw the same ugly waitress who had been prancing around yesterday. I glanced around and saw the Sheriff waving to me. I went over and sat across from him and ordered breakfast. He asked about the job and room we had talked about yesterday. I told him I would be moving in this morning and again thanked him for his help. Somehow I was seeing the Sheriff in a whole new light after the events of last night.
"Look, Son, you seem like a pretty nice fellow. I was wondering if you might be interested in the deputy job that is opening up soon. We're getting to be a big enough town that I need a lot of help. Before you make up your mind though, hear me out. The pay is the same as what you're getting punching cows each month and you'll save yourself the trouble of riding in all the time. The food in this eatery is free at the town's expense. Livery expense is also picked up by the town. You have to pay for your own room but with the deal you just made at the lodging house for the room could be extended on a monthly basis I'm sure. Just a little maintenance work from what I understand. And, then there are some additional benefits which are too numerous to mention. On the week-ends, someone needs to man the jail full time while the other takes care of law business and town tours. Think about it and I'll sign you up for the job."
"Why me?"
"Well, last night I dropped back around to the livery for seconds on a young friend of mine and I saw you just finishing up. By the way, that has to be the biggest piece of pork I've ever seen on anyone. Obviously, we both enjoy some of the same activities. And, just one of the side benefits is that passed-out drunks that end up in jail sleeping it off are frequently just looking for action. Those, and I know who they all are, are put in the back private cell for the Sheriff's or deputy's enjoyment, if you know what I mean. And, within a stones throw from here is the best, no teeth, cocksucker in the state. Besides him, there are three other glory holes situated around town that are continuously available if you know where to look. They respond to knocks on the wall. So, give it some thought and let me know sometime Sunday." The Sheriff got up, dropped a ten-cent tip and left.
Chapter 3
To say I was speechless was an under-statement. All of the job possibilities were whirling in my head. I just had to determine what was really in the back of my mind before I made a decision. I left the diner and went to check on my new room. Everything was ready so I moved my meager possessions into the attic room, moved my horse to the building in the back, then went down to see what maintenance needed to be done around the boarding house to earn the free rent.
Harriet insisted that I have a cup of her famous coffee and sit down to talk about what needed to be done around the place.
"I just had another little talk with the Sheriff about you. Don't look so surprised, cowboy. The Sheriff and I see quite a bit of each other. I'm only 45 and still in pretty good health. My husband is 60 and a little on the peculiar side as I'll explain in a few minutes."
"The Sheriff wants you for his deputy, which is why I'm talking to you now. Our deal about maintenance of this place still holds, but you may be more interested in another proposition. The Sheriff is only interested in men, but has been giving me mercy fucks for about a year out of kindness. I know this for sure. He thinks you may be basically straight but can go either way. He also says that you are hung. I would really appreciate getting fucked a couple of times a week by a good-looking, hung cowboy. If you take the job as deputy, a couple of fucks a week gets the room you have now plus any meals here when you don't feel like going to the diner."
"You don't get any thing from your husband in the way of sex?", I asked.
"I don't want any, to be honest. My husband operates one of those glory holes the Sheriff told you about. Every time I hear a knock on the back wall of the place, my husband scrambles out of our bed. All I have to do is lift my head to watch him bobbing his head and slurping at the hole he carved in the back of the bedroom wall. It's sometimes hard to ignore, especially on Friday and Saturday nights, when he's very busy. He knows I know, so he doesn't bother to hide it anymore. On the other hand, he doesn't worry about my activities either. It's a mutual arrangement. So, what do you say?"
"I'll let you know tomorrow after I make up my mind," I said.
Chapter 4
I went over to the Sheriff's office to talk to him about the job that had been offered. I told him I would have a better feel for the job and whether I would like it if I could go on the rounds with him tonight. He smiled and asked if I just wanted to know where the glory holes were. We laughed and I said that I might as well find out as they may come in handy.
I left and spent part of the day grooming my horse. I also cleaned up my room a little better and cleaned the outside of the attic windows. One glaring change that I did notice in my room was that the single bed I saw yesterday had been replaced with a double. Hmmm! That woman sure knew how to nudge a boy in the direction she wanted. It did amuse me to think that her husband probably had to carry the pieces of the bed up to the attic. I tried out the bed by taking a nap. I knew I would be up practically all night.
Later that evening after making an initial round of the bars and shaking the door knobs of the businesses that were closed, the Sheriff said that the glory holes were next.
"You do have to remember the conditions out here on the frontier. There are very few women and in other circumstances a lot of the things that go on here just wouldn't. So people tend to overlook what people do when the sun goes down. There has been illicit action here for many years so the old timers know the score. I'll be glad to split the chores with you if you take the job."
"Now this building here is the town's new church that was recently completed and staffed by one padre. He also eats at the diner since the church and its congregation is too small to rate more staff. The padre is celibate with respect to women, but he runs one of the glory holes I was telling you about. As a deputy, you are going to have to lose that surprised look real quick. Nothing will surprise you after a year at a job like this."
The Sheriff walked up to a small shoulder high bush and pushed it aside. There were no lights on in the church, but three taps of his knuckles on the wall quickly caused a light to shine through a large 12 to 14 inch hole.
"The size of the hole should give you some idea of what he likes. He's a two-holer padre. He'll suck or take it in the ass. Your choice."
"Yes, my son. May I console you," a priestly voice whispered.
"It's me, Padre. I wanted to introduce you to a man that may become a deputy for me. Would you like to get a quick taste of him. He needs convincing to take the job."
"Anything I can do to help, I will, Sheriff."
I had about half a hard-on just thinking about a padre sucking cock, so when the Sheriff motioned me forward I unbuttoned my pants and pushed my cock through the hole. Pressed against the lighted hole, our side went dark fortunately, so the Sheriff couldn't see my shock. The man was a regular sucking machine with a rasping tongue. After 30 seconds, the Sheriff pulled me back and inserted his own cock. He quickly pulled away too, saying thanks to the Padre.
"I didn't pull you away without purpose, deputy. In this job you have to pace yourself. You can't and I didn't come either. Follow me and I'll tell you a story about the next glory hole. Old Bert owned the hardware store and the glory hole in the back was famous. People used to go into the store and wink at him. They were always surprised when he got mad. Then about six months ago he died. Everyone was in shock when the word got out that the glory hole was still in operation. His younger wife, Anita, is keeping up the hardware end of the business. Apparently, the glory hole was never Bert's. There is never a light in this one, just an answering single tap."
The Sheriff demonstrated by tapping three times and got a single tap back. He inserted his cock and it was obvious that he liked what was happening on the other side of the wall. He pulled out before he came and motioned me forward. I was fascinated by the prospect that it was a woman on the other side. I shoved in a full hard-on that whoever it was had trouble swallowing. Not that whoever didn't work at it. When whoever got it fully down, I almost came. Remembering the Sheriff's warning about holding off, I reluctantly pulled back. A slim hand immediately followed me back trying to get a hold on my cock. Whoever, just missed grabbing it, and I noticed a gold band on the ring finger of her left hand.
The Sheriff and I walked away reluctantly. So far, that was the best in town.
"I'd take you to Harriet's husband's hole but you'll just be disappointed. The best cock sucker I saved for last. The livery where you stayed last night. I know you must have heard what was going on so no need to explain."
The Sheriff was right, that man without his teeth in could draw a vacuum you wouldn't believe. I felt like he would have no trouble sucking my balls in along with my full-sized cock. He was good and I came in giant squirts before I could get away. After we left the Sheriff mentioned he didn't normally go there until the shift was over at dawn. He mentioned that it certainly relieved the tension just before hitting the sack.
About One o'clock the bars were closing down and the weekend drunks had to be rounded up to sleep it off by Sunday morning. A few apparently legitimate drunks were installed in the front cells and were quickly asleep. A couple of them didn't look quite drunk enough to be taken in. But the Sheriff just smiled at me and nodded. They were taken to the back room.
About two o'clock everything turned suddenly silent in the town. The Sheriff and I returned to the jail.
"Follow me," said the Sheriff motioning me along.
We entered the jail and went to the back and the private cell. Two cowboy were on the straw pallets. Neither of them had their pants or long-johns on. Apparently, they had both been here before.
Looking at me, the Sheriff said, "Interested?"
"Not tonight. I have a feel for the routine but I'm tired. I think I'll pass. I let you know tomorrow, just before I leave to go to the ranch, whether I interested in the deputy's job or not."
I left the jail and headed towards the boarding house. There was still movement in the town but it seemed to be mostly in the direction of the different glory holes and/or the livery to saddle up for home.
I silently opened the door to the boarding house and was surprised to see Harriet sitting in a chair in her nightgown.
"Have you decided, yet?"
"No. I'm dragging my feet in making a decision."
"It's encouraging that you didn't spend the night cornholing drunks like the Sheriff."
"I just didn't feel like it, I guess. Why are you up this late?"
"Saturday nights are always busy for Ed. I just didn't want to lay there listening to the slurping. Look, If you are at all interested in the proposition, I'll offer you a one-night only freebee. I just need a good fuck, if you're willing."
My cock surged, filling rapidly. "I'm willing."
"Just in case this becomes a twice a week thing, the precedent should be set early. We're going to do it in my bedroom. Maybe the slurping will turn us on."
She took my hand and led me to their bedroom. I saw, from the light in the hall that Ed was bobbing his head on a local by the far wall. Harriet ignored him and so did I. She dropped her nightgown and stretched out on the bed. In about two minutes flat I was naked and hard. I crawled between her legs to make sure she was ready. I assured this by nibbling on her clitoris for a few minutes. She was moaning in seconds and guiding my head with her hands. When the slick was wetting my cheeks, I slid up and engulfed my cock in her very wet pussy hole. Harriet squealed as I started slow fucking her. After a few minutes, I noticed that the slurping had quit and Ed was getting on the bed with us. I felt his trembling hand check the contours of my ass but I ignored it. Soon his hand was between my legs and he was holding the base of my cock. It sure felt strange to have a third person in bed with us.
Harriet was getting close and so was I. Actually, Ed was adding to the sensations. I sped up and we both came with loud moans. That's when I first realized that Ed didn't normally participate in his wife's infrequent couplings. I had rolled off and was laying next to Harriet, resting. Suddenly, Ed had his face in Harriet's pussy and was lapping for all he was worth. I'm sure Ed just wanted the cum, but Harriet was sure enjoying the after-fuck licking. When she was cleaned, Ed started on me. Christ! That felt good after a great fuck.
"See there, Cowboy. My love life has really taken a turn for the better with you here. Isn't that right, Ed?"
Ed had his mouth full of my cock so he just grunted and nodded his head. What a hell of a day and night.
Chapter 5
Sunday morning I was up early. I was curious about the town now that I had seen the seamier side of it. I wanted to go to church and see if the locals and last nights drunks would show up. I took my best change of clothes and headed for the barber shop and bath. After a hair trim, scrub-down and change of clothes, I looked and felt presentable. Actually, I felt damned good and maybe just a little horny even after the great action last night.
I was a little early for church so I sat on a bench in the front and watched the sparse crowd wander in. That's when I saw a woman leave the hardware store and lock the door behind her. She was headed for the church.
Now most women go out of their way to look good. But this woman, I swear, was really working at looking plain. Her hair was in a bun at the back of her head and she didn't have on a bit of makeup. Her expression didn't help either. Sour. Her clothes were heavy and dark in color. It was hard to believe that she was so good at cock- sucking. As she got nearer to the door, I could see that she really wasn't that old. Her glance at me didn't change her sour expression at all. I took a hard look at her mouth knowing she had been able to take my whole cock just last night. My cock lurched.
I followed her into the church and stood at the back to see where she would sit. She sat down on the far left bench in the church's last row. The row was empty except for her and she was about as far as she could get from the padre who was just taking his place behind the pulpit. Maybe she didn't realize that he was part of her competition. I couldn't help but grin at the thought.
The Padre was calling for a hymn by number and the sparse crowd was picking up hymn books. The woman in the back was picking up the only available hymn book in that row and I saw it as my chance to introduce myself. When they started to sing, I walked behind her to the end and wedged myself in next to her. She appeared startled.
"Could I share your hymn book with you, Ma'am?"
I took the corner of the book and positioned it half way between us causing our shoulders to be in contact.
"That's mighty Christian of you, Ma'am."
Now she really couldn't move away without appearing un-Christian but she definitely didn't like the way I had intruded on her. As soon as we finished that hymn, the padre called for another. She took the hymn book to find the right page, taking a half step away from me. I again stepped over to re-establish physical contact. She still didn't like it and I could feel her tremble with irritation and surprise at my insistent behavior. I was starting to really enjoy harassing her. I knew all about her but she didn't have any idea who I was or that we had met intimately last night. I thought that she was more likely to recognize my cock by its size.
The closeness and the clean smell of her had caused my cock to grow to full length but only half hard. It was hanging down my right pants leg close to her so I firmly clasped her hand and placed it on my covered cock. Her mouth fell open and her hand tried to jerk away but I held on and squeezed her hand around the shaft and slid it up and down so that she could recognize it from last night. There couldn't be many this size in a small town like this.
She was clinching her half of the hymn book in a white-knuckled grip and had quit singing. She looked like she was in shock. She was staring straight ahead. I released her hand from my cock, popped the top button on my pants, then picked up her limp hand and stuck it down my pants to my very hard, bare cock. I pulled my hand out and placed it around her waist. I could feel her limp hand starting to tremble causing my cock to pulse with enthusiasm.
When the hymn was finished, the padre motioned everyone to sit down. I had to help her sit and I took the book from her hand. She still looked shocked and frozen. I left her hand in my pants throughout the service. Near the end, I told her I would walk her home. We left before anyone else and I shielded her left hand from view but there didn't seem to be anyone on the street at this time. We must have make a hell of a picture if anyone had noticed. We strolled casually down the sidewalk with her left hand down my pants and my arm clasping her waist. I glanced at her occasionally but had no idea where she was mentally. She was moving only because I had a hold of her.
I fumbled her door key out of her pocket and opened the front door to the hardware store. The private rooms were in the back. That much I knew from last night. I found her bedroom and took her inside. I stood her next to the bed and turned her towards me. Still no reaction. Her face just looked slack and lifeless. I pulled her hand out of my pants and undressed myself. She still hadn't moved so I undressed her. She had beautiful breasts with light pink nipples and a well-haired bush between her legs that obscured the rest. She also had a nice shapely ass.
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