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A Seeker's Sexual Pilgrimage Ch. 01

By: brewster926



You really should read the 'Book of Bruce volume two version 5.3' before you read this but every human being is an independent agency and I can't make you do what you don't want to do, so, to summarize: I had been married forever, dreaming about strange pussy for nearly as long and hadn't had anyone focus love on me for decades when I met Candy. A friend brought her over and she sang some rock and roll with our band. I didn't pay much attention to her really. I thought I was a happily married guy at that time. I mean she was cute and strawberry blonde and had all the right curves so who didn't look but I was so in my wife's control that I didn't even consider that I could ever fuck her. 

Besides the second time she came she brought her husband. Dirk was handsome and strong and played a mean set of drums. But then they started showing up regularly and Candy and I started singing songs together, which meant that sometimes we were singing love songs together. (author's note: the next sentence is a long run-on sentence, but it gets a lot of history out of the way quickly. Just skip it if it bothers you.) And then Candy started watching how shitty Alice treated me and she sort of had a thing for older guys anyway and Dirk was kinda ignoring her really he was so busy drumming with his other group, the hot one and besides Candy had a history of cheating on him already and then Alice and I rented them our old house after we got rich by inheriting money and built a new mansion up on the hill and hired Candy to clean it for us sometimes which meant Candy and I were alone together a lot because I was there since I had retired from getting rich and breaking my back in a bike wreck and Alice and Dirk were both gone all the time working (although Alice didn't have to) so we were alone together a bunch and singing love songs to each other during band practice and then one day we just kinda let a hug get a bit carried away. 

A couple of days later Alice, Candy and I went to a basketball watching party. IU won the game but the three of us weirded everyone out with our vibe. Alice had her car in town, so we dropped her off on our way home and Candy and I headed back together. Somewhere towards the three-quarters mark of the trip home, Candy reached over and took my hand in hers. 

I turned off onto Bottom Road. We were in the country. There was no traffic. 

I went over a hill or two. The car slowly came to a stop. We came together and kissed. 

You talk about chemistry. 

This was not a storm. It was a tempest. A typhoon.

It was a melting.

It couldn't last. 

The left side of my brain kicked in. I knew Alice was not far behind us. We broke apart and started moving forward again. A moment later, Alice's headlights appeared behind us. 

I dropped Candy off at the old house, then went on up the hill and pretended like nothing had happened.

The crazy part is that I went to sleep after that.

The next morning I was standing in the turret room on the Southeast corner of the house and was looking down the driveway watching for Candy. I saw her come around the corner from four hundred feet away. About halfway up, she took a little hop step and sort of clicked her heels together. I knew it was going to happen. She came in the back door and I took her immediately downstairs to the party/band room. 

We hugged and kissed a little bit. I had one hand on her ass and the other around a tit. She sat me down on a couch and said, "do you want to see it?" Of course I did, so she unzipped her pants, opened up and showed me. She had a landing strip. 

Now I taught life drawing for several years. That's where you have young coeds take their clothes off and stand around while you draw them. Since I was the teacher I got to tell them how to pose and when to move. It was pretty cool. There were limits though. I couldn't say, "stick your butt up in the air and spread your cheeks" as much as I might have wanted to. But I did get to see naked females on a regular basis so I had seen a landing strip before. 

Whether it is a good thing or not for a married man to see naked females is a debatable point. Perhaps if you don't see one for decades you forget. Then everything is okay. Of course you see them all the time in movies and stuff so it's hard to forget. It may be worse to have it tantalized out in front of you every week and never be able to touch it though. Now, for the first time in twenty-five years, I was about to be able to do some touching. 

She danced her curly hair around in front of me, flapping the opening of her pants. She was wearing no underwear. I could just see the top of her vaginal lips. I wanted to touch her there, but was paralyzed. 

"Now you show me yours," she said. My hands found enough life in them to open up my clothes and show her the best erection I had had in several years.

"Is it alright?" I asked. I was pretty sure I had a nice cock but it had not received favorable mention from a female in some time so I craved confirmation. Candy reached down and tenderly touched it with the curve of the fingers of her right hand. 

"Its perfect." She shed her pants and pulled mine off of me. It was a good thing that one of us could take control. Then my hot new honey straddled my legs and poised her dripping pussy directly over the point of my penis. I watched, awed, as the outer most part of my body slipped into the fold of hers and like a fulcrum under a lever changed everything forever. 

That first time may have had the largest surge of chemicals in the shortest time period that Candy and I experienced together, but it was not the best time. I was upset about what I was doing and too amazed at what was happening to fully grok it. Still, I didn't pop immediately and we got in a couple of minutes of first class fucking and jug fondling before we came to rest in each other's arms. It got chaotic after that. First of all, we had to go back in public or at least in front of our families and friends and act like nothing had happened.

How do you hide something like that in your face? I was a completely different person than I had been the night before. I had crossed a line that I had respected for decades. How did I hide the bounce in my step or the glint in my eye? How did I hide the insanity racing like a dervish through my brain. 

But no one seemed to notice. It was like I was invisible to them. They had seen me so much they couldn't see me anymore. I was so much furniture. I just sat and smiled my secret Buddha smile and waited for my next opportunity to be alone with Candy. 

It didn't take long. This time we had all day. We went in the bedroom and didn't waste a lot of time getting naked. I just wanted to look at first. She was a vision, a perfect female. Plenty of tits and ass but no stomach roll. They don't make many models like that. She had big dark aureoles and nipples that stuck out a half an inch. I leaned over and sucked one. My mouth watered, my lips and tongue tingled, nerve endings awoke from their eons old sleep. My cock stood at full attention and weeped a tear of happiness. 

So far, Candy had just been standing there letting me look. Now she began to dance around and turned her back to me. Then she did something truly amazing, she bent over poking her posterior up towards my face, slowly put one hand on each cheek and spread her ass apart. I found myself eyeball to eyeball with the most gorgeous, glorious, Platonian model of an asshole I had ever seen. 

Now I'll admit it, I'm an asshole man. It's the part of the female body that turns me on the most. I don't know why. With some people its feet or armpits. At least assholes make sense in a Freudian way. There's also that forbidden fruit, taboo thing going on as well. So I have studied some assholes. Not so many in person, of course, but I have seen thousands on the Internet. I hadn't gone so far to classify them yet as I would eventually: the pucker, the shining star, the Gordian Knot, etc. I didn't yet categorize them according to tightness, coloration or hair I just knew what I liked. I liked more or less straight lines leading out from a visible anal ring, dark and solid coloration and a few sparse hairs all pointing in the same direction. The opening should be closed, but not look like it was slammed shut. Of course I pretty much liked them all, but when it was time to pull the load out of my second head (as I did on a daily basis,) I tended to have a picture of an asshole that looked like Candy's on my computer screen. 

Candy's asshole was just as I described. Perfect for me, freshly scrubbed and winking. Candy was a nasty little girl, very naughty indeed, and I was a lucky boy. I didn't have the guts to touch it yet. I couldn't believe I was looking at it. She danced it around, having a good time, laughing and going, "do you like what you see?"

"Yeah, I like it a lot."

"Don't you want to touch it? You can if you want."

I think I said something like, "gulp." I reached out my right index finger and hovered it a quarter of an inch from her sphincter. Sparks jumped the gap. She quivered and our skin made contact. Slowly, quietly, with awareness and reverence I traced the peak of a fold out from the center and then the next back in. I rested my finger directed on top of her entrance. We held the poise for a long second, shaking with tension before my fingertip slipped in. 

I could not believe what I was looking at. My fingertip was in her asshole. I could see it in front of me. It was a sight equivalent to the birth of a galaxy. She moved away from me and it popped out. Then she brought her hips back and my fingertip slipped in to the second knuckle. I was finger fucking her asshole. And she was moaning and begging for more. So I gave her more. 

I really wanted to stick my cock in there, but I also didn't want to cum too soon and if I put my cock in her butthole I would cum. I also wanted this to last. I hadn't even tasted her pussy yet and I wanted to eat her pussy in a very primal way. I laid her on the bed and got my head between her legs. It was a terrarium in there, an Amazon jungle, down by the river on a June afternoon. I didn't even have to touch it. The smell and air quality was overpowering. I drank it like juice. My tongue reached out like a pseudopod and lapped at her dew. She shuddered and screamed at the same time. She wouldn't stop screaming.

I jerked my head out, "are you alright?" She put her hands on my head and shoved it back between her legs. I got right to work and did my best, my most artistic job. I held the folds of the lips back and exposed the clit and folds of the tunnel. I swirled around and around the button and down into the depths and then back up to go around the rosie again. She throbbed and pounded. I did my best to keep my head in rhythm with her hips. 

Then I felt her hand under my leg lifting up. She wanted me to put my leg over her. I complied. She moved my hips and brought me directly over her. Then she took my cock in her hands and guided it towards her sweet mouth. I looked up from my labors to watch as the tip disappeared into her gluttonous opening. 

She sucked me and stroked me and I could have shot in a second but I held it back and concentrated on her pussy and we pumped together like two sucking machines. We slowed down and found a rhythm. The machine was well oiled. The rods and arms stroking in time, spurts of steam cumming off at regular intervals. I don't know how long it went on. It was a different kind of time. It lasted until we drifted back to enough consciousness to realize we both wanted my cock in her pussy. 

It was our first time in a bed so we started missionary. We tried our best to strangle each other with our tongues, mashed our lips to bruises and pumped the cock in and out the pussy go in and out the pussy in and out the pussy. Suddenly, that was it. The pressure that will not be denied began to build from behind my scrotum and five or ten spasms later it was over. The hell with Tantra.

We lay in a puddle together, sweaty, spent and crazed. My arms sought the comfort of her warmth and my fingers endlessly swept her contours trying to memorize the sensation. We breathed in unison. 

There was a spot in my mind going, "did you have your finger in her butthole? Did she want your cock in there?" Thus is the duality of the human male.

We still had hours to enjoy before anyone else was due home so we got used to being naked together. We joked and touched and it didn't take me long to start getting aroused again. She showed me that beautiful rear view once more, using her hands to spread her lips apart and I just marveled, looking at it and stroking folds and tiny hairs, sliding a finger into one opening and then the other. It was the best toy I ever had. 

After a while we decided to take a bath. Alice and I had a great bathtub in the mansion. It was called 'The Dual' because it had two sloped ends and the faucet was in the middle. The tub had its own little room with windows that looked out into the back yard and the woods beyond. There were no curtains anywhere in the house. Anyone out there could have looked in and seen two naked bodies laughing and touching as they filled the tub and got the towels and lotions and stuff that a good bath required. We were in the middle of the woods and I don't think anyone but a raccoon ever did look in.

I love to take baths with lovers. The warm water caressing your skin, the floating penis and breasts is all so magnificent. The slipping of skin as you nestle together, leg over leg, crotch into crotch. Soaping each other's backs and down into the secret places. 

At one point, Candy decided to act like a little girl and started pouting about something. "Don't you pout, little girl," I said. "That's a demerit."

"What's a demerit?"

"Pouting is a demerit."

"A demerit, huh? Okay, but how am I supposed to know that?"

"It's all in the handbook.

"What handbook?"

"The one you got when you signed up."

"Oh that silly old thing. I threw that away!"

"That's a demerit!"

She thought the whole demerit thing was hysterically funny and kept doing naughty things so I could give her demerits.

Eventually, we calmed down, leaned back and accepted the embrace of the warmth and liquidity. We almost fell asleep. But the water cooled off and we started to shrivel. 

As we dried off and walked through my bathroom to get back to the bed, we passed the mirror. Candy stopped and we admired our naked selves together. Candy turned her back to the mirror and raised her right leg up so she could put her foot on the sink counter in front of the mirror. This spread her cheeks far apart so that a distinct image of her asshole and red-haired pussy was reflected for my viewing pleasure. She tilted her hips towards me. Her pussy beckoned to me, an inviting warmth, as encompassing as the bath water but much tighter. 

"Do you want to fuck me and watch me getting fucked at the same time?" she asked. Indeed I did. I came close and her cunt snapped at my pecker. My erection was so vertical it was slapping my belly. It was the perfect angle for entering her. Her lips were like the petals of an orchid crossed with a bear trap. They reached out and grabbed at the helmet of my penis. It was like entering the wilderness, but it was not enemy territory. Oh what a fit. I slid in to the hilt. My pelvis crushed her labia. She gave a little shriek. 

I looked in the mirror and saw the padding of Candy's posterior pumping powerfully. Her little anus first winking at me then hiding in the fold. I reached my left hand around and slipped an index finger into the playful little fellow. I could look down and see my cock working her puss or look in the mirror and see my finger in her ass. It was pretty wonderful. 

"Fuck me," she said. "Fuck my cunt. Stick your cock up that gash and fuck it"

"Young lady," I replied. "What kind of language is that? That's a demerit."

"I don't care about any fucking demerits," she said. "Stick your finger farther up my ass."

"That's it! You are getting a spanking." 

"Promises, promises."

The idea of spanking her, of having her bent over my knee with her tushie up in the air pointed at my face, the view of my finger in her back hole and the feeling of my cock inside her all came together and I exploded for the second time. Throb, throb, throb, I spurted into her over and over. How did my body make all that cum in such a short time? Candy's asshole clinched around my finger just as I finished and then she shook and screamed and bit into my shoulder. We had to go into the bedroom and rest before I could give her her spanking.

Alice and I had a nice chaise lounge in a corner of the bedroom. It had belonged to her great aunt. It was ideal for a spanking couch. I sat down and kind of scooted back in it. She draped herself across my legs with her feet on the floor on one side and her hands touching floor on the other. 

"Bring one of your hands back here and grab my penis," I said. The damn thing was erect again already.

"I don't know if that's a good idea," she replied. " I might squeeze it when you spank me."

"Hmm, that's true." I was rethinking the concept. "Okay forget it. Prepare for the first strike."

I cupped my hand with the fingers tightly together and fitted it over the center of Candy's left buttock, the one closest to me. The curve of my hand fit the curve of her skin precisely. There is a precision sometimes in the universe, where things nestle together in such a way. I thought perhaps my soul, my aura was nestling that way with Candy's. I rubbed her perfect buttock in small circles. It was the softness of the belly of a puppy combined with the supple tautness of a drumhead and a leather couch. The exposed cheek was covered with tiny short hairs. If i kept my hand a quarter of an inch from her skin as i moved it in concentric circles, i could stimulate the hairs without actually touching her body. A feline moan escaped Candy. I brought my hand back and tensed as if about to strike. Candy clenched her ass.

"No clenching. No clenching, young lady" and I gave her a smack that didn't count to empathize my point. 

She relaxed and I poked her with my finger to judge the degree of clenching that was going on. When I was satisfied, I again placed my hand over the spot I planned as the target area. Then, slowly, slowly I brought my hand back, delaying for an extra second at he top of the arc before "SMACK" she absorbed the first stroke. 

"Is that all you've got?" she asked me in a sassy manner. "That was nothing. Spank me harder." 

I thought I had given her a pretty good wallop, maybe a five out of ten, but clearly I was going to have to rethink the scale. Perhaps I had not taken into account the degree to which an ass like hers was built to tolerate or even enjoy being spanked. 

I reared back and let me have an eight on the other side without going through all the preliminaries. She jumped and said "Ow." A pink handprint appeared magically on her ass. I went back to the left side and gave her an eight there. "Hey" she said, "that stings."

"It's supposed to sting. Otherwise it wouldn't be punishment," I informed her. "Here, let's balance you up," and I swapped her right cheek again. 

Candy's butt cheeks clinched and unclenched a half dozen times. It was quite a vision watching those ass muscles all working in unison. When Candy was done with her spasm, she relaxed and said "Ooo, I can feel the sting working it's way down towards my asshole. I think I'm getting a little wet."

The color was coming up nicely on Candy's bottom. Her ass skin was such a creamy color to start with that the reddening bloom glowed like a watercolor still wet on the paper.

"Perhaps it's time we did an inspection on that orifice." I pondered the question. "Yes, yes I think this would be a good time for the anal inspection. Please reach your hands around back and open the area to view."


A Seeker's Sexual Pilgrimage Ch. 01



Slowly, Candy complied. I leaned over and studied the area. We had taken a bath not so long ago, but there had been some roughhousing since then and the area was not pristine. There was a sheen of sweat over the whole thing and the asshole itself was clinched tight in response to the spanking but the worst part is that Candy's labia was dripping with the juices gushing from her gash. There was an odor about the whole thing from when I had fucked her and fingered her ass and she hadn't cleaned up. That just wasn't right. Still it was an awfully pretty asshole and it was hard to be angry with her when you were close enough to count the ridges and touch the ring with your finger. I stared at it and touched it for a minute. My cock stood at attention and pre-cum dribbled down the sides of it like candle wax. 

"Alright," I said, "let's get back to the spanking. How many was that? One?"

"No sir, that was two." 

"No, I think that was one. And how many were you supposed to get?"

"Two sir."

"Now don't anger me, young lady. You are in a very compromised position to make me angry. I think five on each side would be a good place to start." 

So I began to lay them on her. Each was carefully placed and very deliberate. I tried to make each handprint overlap the previous one so as to achieve maximum color and delineation. I didn't do a perfect job, but I was pretty proud of my first effort. Candy was still moaning and shivering and when I spread her legs apart to have a look-see, she was a mess of moisture. I leaned over and kissed each cheek. Surprising warmth greeted my lips. 

"Alright then, jump up," I told her. But she couldn't move yet and so I gave her a bit more time then said, "Come along, you need to stand in the corner for a minute." 

Gingerly Candy stood and shuffled over to the corner. 

"Face the corner," I told her. "Hands behind your head. Lace your fingers." She complied and I was able to study my handiwork in a larger context. 

"You're going to have to hide that ass from Dirk for a few days," I told her.

"Don't worry. He doesn't look at it much anymore and I'll be able to feel you even when I'm with him." She brought her hands down and rubbed her butt without permission, but I let her. She couldn't be expected to do everything correctly yet. It was just the beginning of her training. I was sure she would need a lot more correction before she quit being a naughty little girl and became a proper young lady and I was just the guy to give it to her.

We rested together for a little while our naked bodies intertwined, the slick sweat of our sexplay coating us with a slippery oil so that the more we snuggled, the more our centers of gravity slid evermore closely together. 

The need for skin contact is something essential in our natures. If people don't get enough they go crazy. There are a lot of crazy people out there. In even more severe circumstances where people are getting no skin time at all, they turn righteous. God save us from the Baptists. 

Nestling naked with Candy gave me that primordial comforting love that I had been missing for decades. It was the sort of thing I got none of from Alice. Eventually, in the future, I would get enough skin contact to heal. At this point though, right here in the beginning, it just created further chemical imbalances. It may perhaps have been part of the reason that I began to feel invincible and powerful. Experiencing the sensation that I could charge forward, take whatever I wanted and that everything would be okay. A sensation that was short lived. 

But for the moment it was tremendously comforting and then it was time to get dressed. There was a little bit of work to do cleaning up the playpen and deodorizing before the other official occupant of the bed and bath got home.

The next few days I lived in dreamland. Quickly it could turn to Nightmareville if I let my mind drift over the reality of what I was doing. But then those sex chemicals would over-ride such thoughts pretty quickly and I would smell Candy's pussy in the back of my brain even as I watched TV with Alice or especially during band practice when all four of us were together. Candy and I would sing those love songs together and there was a secret smile in both of our eyes. We would laugh about things that didn't seem funny to anyone else but there was always a lot of noise and confusion during band practice and we got away with it. 

Every couple of days we got a chance for a good fuck. 

One time, for some reason, I went down to the old house where Dirk and Candy were living instead of her coming up to the mansion. That was kind of exciting right there. Candy was having her period, which was comforting in its own way, but she didn't want to deal with all the mess so we decided to do something different than pussyfucking. She suggested I fuck her tits and lay down on the bed on her back. I straddled her and she used baby oil to grease us up. 

Baby oil is bad for you. It is a petroleum product. Gasoline, kerosene, car oil and baby oil all start out the same. Think about it. Personally I currently recommend olive oil. As Kate says, "Good for the inside, good for the outside." That's not terribly scientific but it makes sense. Baby oil does work great for a sex lube though.

So I'm watching my cock slide in and out of her cushiony breasts which she has squeezed together with both arms. My cockhead pokes forth and then hides. It's damn cute. Her mouth is pointing at it. Trying to grab a taste at the apex of each cycle. I could squirt on her right there, but I have another idea. 

"Let me fuck your buttcheeks, okay?" I ask hopefully.

"Sure doll." She's happy to oblige. She flips over and lies on her belly with her legs off the edge of the bed. I come up behind her and lay my tool into the groove of her ass after a thorough lubing. It's a bit of heaven in there. Candy reached back with her right hand and held me in there. I supplied the motion. 

I'm a very visual guy and the sight of my cock sliding in Candy's ass groove is one I will cherish forever. But the next thing she did was even more astonishing. She wrapped her fingers around me and eased my cock back until the head was touching her anus. She rubbed one with the other exposing to me the intimate structure of her backdoor and then hiding it with my dick. On the final pass, she stopped me just as the head touched the center of the sphincter, then with a slight adjustment, pointed my penis into her hole. 

The door opened and I entered one inch. Just venturing as far as the vestibule. We paused. My heart was racing. My vision was laser focused and blurry at the same time. My cock had never been in an asshole before. The dream of years was coming true. I thought girls only did that on the Internet, but now a hot one was actually doing it with me. Well, sort of, I was only in one inch. 

She pulled me out, rubbed up some new lube and guided me into her again. This time the head slipped on through the inner sphincter and the shaft charged half way in. My cock was in her ass. There was no denying it. We worked it a little bit and soon enough I was buried in her. My pubic hair was grinding against the skin at the top of her anal corona where it comes to a point. Her enlarged butthole snapped in and out as I worked it with my tool. 

No pussy, no mouth, no hand had ever simulated this sensation. The throbbing cock grip and the peristaltic waves of her ass orgasms got the better of me after just two dozen pumps and I fired a hot creamy load all the way to the top of her rectum. I gasped with no air to waste, so she screamed for both of us.

Two minutes later, when I could speak again, I told her it was the first time I had ever had anal sex.

"Ha," she said. "Got your cherry," and tightened her anus around my exhausted penis. 

I wish I had relaxed and watched as my cum oozed out of her, but I wasn't that much of an assfuck connoisseur yet so I just plopped down next to her and rubbed her hinny. And a sweet one it was.

So a couple of weeks of this went by, fucking and then going crazy wanting to fuck. I was beginning to get used to living in the center of a vortex. Chaos was my friend. The chemical imbalance became routine. Once, when I was a foolish young man, I took LSD every day for several months in a row. At first of course, the walls were dripping and I got lost examining the pores on my face in the mirror, but eventually it just became something I needed to feel normal. If I didn't have my acid in the morning things began to get a little creepy. That's the way I felt about having the biggest secret of my life while being in love and lust at the same time, regular. 

We all got together and had Thanksgiving dinner along with a half dozen other family members. Candy and I teased and played footsy and sang to each other (one of my songs: "everything changes, even me. The world's not he same world it used to be) and no one noticed. Two or three times a week, we sneaked in a good fuck. 

One weekend, Alice and a friend called 'Little Alice" because she was also named Alice but had a small body went on a three day road trip. Candy had maneuvered Dirk into going back up to Muncie to do some recording with a friend up there and we had 24 fuck-crazed hours together. Right before Alice left she hugged Candy and said, "Take care of the old man." Then she hugged me and said, "No fucking around with Candy now! Ha! Freaked you out didn't I?" Then she got in the car and the two Alice's drove away. Candy and I debated what she might have meant, but ultimately it didn't matter. We fucked out brains out.

Once, on a freezing winter night, Dirk's car had a fuel line problem and he needed to borrow a flaring tool I had, so I went down the hill and found it for him in one of my sheds then I showed him how to use it. There I was, alone with the husband of the woman I was fucking and in love with acting like everything was normal and getting away with it. I had never been so duplicitous before in my life. I thrilled to stand outside my body and watch myself lie with such ease. I never knew I was capable of such actions. I look back on it now as one of the low points of my life, but I understand why my mind was there. I forgive myself as a victim of the crushing circumstances of my life. Shouldn't we all remember 'there but for the grace of God go I' at every possible occasion? 

The last time I fucked Alice we were in our new super king sized bed. To her it was our regular every ten-day maintenance fuck. To me it was not measuring up to the worst fuck I had ever had with Candy. Alice was clenched and humping. I was faking it. 

Nothing is forever and certainly this situation was not viable from a long-term perspective. So, predictably the lying and pretending phase came crashing to an end in a span of weeks and not years. It was amazing it took that long. 

We had a big fireplace in the mansion. The biggest one I could get. I really wanted something about six feet long and four feet high like in the Beowulf/Old English castle kind of tradition. I was stinking rich and I wanted a big fireplace. This one was more like three feet long but it was the biggest one they sold so I got it. One night Alice, Dirk, Candy and I got together and had dinner. After we ate, Dirk had to go back down for some reason. I built a big damn fire and Alice, Candy and I laid around on the leather couches and watched it for a while. We smoked some pot and had a few drinks then Candy and I decided it would be a good thing to give Alice a massage. We winked at each other and got her down on the floor in front of the fire. I straddled her legs and Candy took the top and we rubbed her body and swam in each other's eyes while we did it. Reality was golden and warm and sensuous and Nirvana-like. It was totally beyond me how anyone could not see the perfection of the moment. "Why not?" I thought. Alice only likes to have sex every ten days. She can have us both and we'll have each other in between. Everybody gets what they want. Except maybe Dirk. And maybe we can work out a job for him too. Lots of sides haven't been explored. That's true for all of us. Some of us just don't find what they want when they do explore. Bur most never even set sail. There for a few brief shining hours it seemed like it could work. 

Eventually Alice said, "Why don't you give Candy a massage now?' It was not a rhetorical question. So Alice got up on the couch and pretended to go to sleep and Candy stretched out on her stomach and I straddled her and we pumped and writhed in unison as I traced her contours with my palms. Eventually I leaned over and we kissed, deeply. 

Alice saw it all. It was one thing to know and not 'know.' It was another to KNOW.

Candy went home. Alice and I went to bed. 

The next afternoon, I was engrossed in a movie when I saw Alice's car coming up the driveway. The driveway was 800 feet long so I had a chance to see her coming. I realized I had not started her dinner yet and she was used to having her dinner on schedule, so I jumped up and grabbed some stuff out of the frig. 

When Alice came in she didn't waste a lot of time on preliminaries. "What's going on with you and Candy?"

"Don't ask if you don't want to know."

"Oh I know. I thought that was very disrespectful of you last night to kiss her like that in front of me."

"What do you mean? You were practically begging me to do it."

"I have to process this," she said and left again in her little two-seater Mercedes.

The next day we had a big talk. We agreed to get divorced. We agreed that she kept the things that came from her parents and I kept what came from mine and we would split what was in both our names. She would buy me out of the mansion. We would both keep our own cars. That all took about ten minutes. (Weeks later we argued about a bathroom mirror and a vacuum (she had five and I had none.) We had a nice talk, hugged each other and went to bed in different rooms. 

That same night, Candy had had 'The Talk' with Dirk. The next day we left together. We were together for about a week, then on my birthday, she left me to go back to Dirk. She came back to me twice more during the next two months, but she left three times. I haven't seen her since. There was a bunch more great sex in there though. I invented a half dozen stripping games. We tried spanking a few more times. She overcame distaste for jism and allowed me to cum in her mouth. She then proclaimed it didn't taste so bad after all and became a born again cum junkie. On Valentine's Day we had dinner at a fancy restaurant and then went to the adult bookstore and picked out an anal video and a glass toy. She posed for photos, smiling back at me with both hands spreading her cheeks. Then she was gone. 

I was despondent for a few weeks. My lover was gone. My wife was gone. My daughter was distraught. I had lost my house. Half my friends weren't talking to me. I was no longer a millionaire. Then I discovered Internet dating and the smorgasbord waiting for me. Hooha.



A Seeker's Sexual Pilgrimage Ch. 02



(Author's note: following the break up of my marriage, I went on a sexual rampage through the Internet dating sites. The following are some of the women that I fucked while searching desperately for one I could actually make a deal with.)

*

The first Internet woman I bagged was Maggie. Maggie worked as a medical transcriptionist but after work every day she went to the gym. She claimed she could do fourteen pull-ups.

I went to Lexington one time to visit her and had to sleep on the couch. The next weekend she came to Bloomington. We went out and did the scene. We were in a bar dancing and she started grinding her hips and ass into my crotch. She kept telling me though that she didn't want to get physical. When we went back to my place though I put her in my bed and went to sleep in the study. She kept calling to me. 

"Come on, come sleep in here with me."

"If I do that I won't be able to keep my hands off you."

"Sure you can. We'll just cuddle."

I broke down and got in bed with her. He was wearing two piece pajamas, for about five minutes. At one point I asked her to get on top. She jumped on me in a reverse cowgirl. I will never forget the sight of her asshole pumping up and down as she powerfucked my cock.

The next weekend I was supposed to go visit her but she cancelled on me claiming some family thing. After that it came out that she regretted having sex with me and wouldn't see me again. Another born again virgin.

About a week later, on Saint Patrick's Day, I met Sally. Thank God for the Internet. Sally was all wrong for me physically. We met at an Olive Garden in Greenwood. (She lived on the Northwest side of Indy. Later I was to meet half a dozen women that all lived there within a mile of each other.) I was immediately ready to get out of there, but as the meal ended, she said she would like to come see my etchings, a line straight out of the thirties. So she followed me back to Bloomington and we got naked and did it. 

A couple of days later I got lonely and called her and we met again in Greenwood and she gave me a blowjob in the car.

So we started to get together regularly. I called her my 'Monday Night Woman.' I wrote a song about it:

My Monday night woman she won't let me sleepShe begs for it deep she won't let me sleepMy Monday night woman she won't let me sleepThank God I got a divorce.

My Tuesday night woman gets down on her kneesI make her say please when she's down on her kneesMy Tuesday night woman crawls around on her kneesThank God I got a divorce

On Wednesday night I entertain the twinsEveryone wins when I entertain the twinsThey got the smoothest of all of the skinsThank God I got a divorce

Thursday night I play music with the boysWe drink a lot of beer we make a lot of noiseIt's hard to say what I most enjoysUntil I get home and there's Joyce

Friday night I shop aroundYou never know when a replacement must be foundIt may start to sound like I'm kind of a houndBut on Friday night I shop around

Saturday night is orgy nightEveryone gets an invite to orgy nightI got a fistful in my left hand and a juicy rightYou just gotta love orgy night

Sunday I save for the bestI know I should be getting some restIt's be a good idea to be counting sheepCause my Monday night woman she won't let me sleep

In spite of the fact that I didn't find her very attractive, we had some great sex. She called herself a 'double breasted mattress thrasher.' She could beat you the death with those boobs. My favorite thing was to get in 69 position with me on top, my face buried in her snatch and my cock deep in her throat. We could fuck like that for two hours at a time only coming up for air. 

I started working her asshole with my finger. She had never had that before and it took a while. Like a lot of girls she had the whole 'dirty asshole' thing in her mind. But also like a lot of girls, once she started relaxing and just feeling it, she wanted more. 

One night we were down here in my bed. We were in the lazy man position, side by side. I had my dick in her slit and two fingers up her ass. Her ring was getting really loose and she was working my fingers as much as my unit. There was a terrible danger sign here that I missed, she offered me her ass, but she did it because she wanted to please me not to please herself.

"I know what you want."

"What do I want?"

"You want my ass. Go ahead. You can put it in there if you want to."

We paused just like that for a second. I had two fingers up her ass but two fingers were nothing like the size of my erection. 

"Are you sure?" I asked.

"Yes, I want you to have it." She squirted me out and moved into doggie position, so I got behind her and admired the view. I doused her with lube, got the pointer in position on the target and pushed. 

Sally was terrified actually. She had never been buttfucked and was sure it would hurt. I was no pro. This was my second real piece of ass. The head went in, just the ruby cap. Sally gasped. I pulled the head out and put it back in again. It didn't go any farther than the first time though. She didn't seem to be enjoying it, so I pulled out and worked her up with my fingers some more. After a while the sphincter loosened and I tried my cock again. I surprised her and she didn't have time to tighten up before I slipped in to the hilt in one motion. An ass virgin no more. That tight ring closed on me and I stroked her and watched the in and out and the still amazing sight of my cock in ass and fired my load deep in her. She loved it.

The problem was she started loving me and as much as I loved fucking her ass, pussy and mouth, I didn't love her. 

I kept looking around. Early in April I met Dierdre. 

Dierdre was the kind of girl who was plain looking. Nothing wrong with her, it was just that her features were all kind of blah. On the other hand as the competition started getting older and falling apart, Dierdre hung in there. Plus she moisturized ever night and had skin like kid leather. Seriously the softest skin I ever touched. Except between her shoulderblades where she couldn't reach. I helped her out there. 

She lived in Terre Haute, so after a few emails and a phone call. We agreed to meet halfway at McCormick's Creek State Park. We hiked the trails a bit and I was very polite and courteous. I brought along bottles of water and M and Ms for both of us and that impressed her. I made salmon mousse and salads for our picnic. 

After we ate, as it started to get dark, Deb suggested she get a bottle of wine from her car. Sally called while Deb was away. An amazing break until I didn't get off the phone quick enough and Sally heard Deb laughing as she came back and figured out what I was doing on a Saturday night.

Now I'm an artsy kind of guy, in touch with my feminine side although a long way from queer. I've got enough money to take care of me, but not enough to take care of anyone else. I've got all my hair, but I am growing a bit of a potbelly. I like to cook, but I also like to keep it simple. Not really what most women are looking for, but when one that is looking for a man like me finds me, they tend to like me a lot. So when later, I noticed that her body language was wide open to me, I reached over and touched her arm. She jumped into my lap and stuck her tongue down my throat. I slipped my finger down the back of her pants and touched her anus, another score for the assman. 

It was a first date and we were sitting on a park bench in a state park, so we contented ourselves with jerking each other off, but it was still quite delightful. Dierdre licked my cum off her fingers. We made a date for next Saturday. 

Two days later it was time to see my Monday Night Woman again. Sally had worked herself into a state by the time a got there.

"What was going on when we talked Saturday?"

"I was out with a friend."

"Did you fuck her?"

"No, I did not fuck her."

"Are you going to?"

"I don't know. I'm a bachelor. I can do what I want."

"How do you think that makes me feel?"

"I think I've mostly made you feel real good. Look, I never made you any promises. I even sang you my Monday Night Woman song. What are you freaking out about? Let's make each other feel good."

Astoundingly this bullshit actually worked. Within minutes we were the double ended sucking machine. I guess she wanted my cock so bad that she decided being the Monday night woman was better than being alone seven nights a week. That sounds pretty big headed. I didn't say it because I think I am such a great lover (although recently, two different women both said I was giving them the best sex of their lives) or because my dick is so big (although it is), I said it because I think that was what she actually decided. Now if you ever meet a woman that makes a decision like that, you should cherish her. Get a couple of them going and you have the makings of a happy, contented life, two girlfriends and no wife. 

On another level though, it was the beginning of the end with Sally and me because I didn't want two girlfriends (to be fair, I never considered the prospect as a possibility.) I wanted my one true love. That was my quest. Getting laid while I looked was the reality. So even though Dierdre came over to my place on schedule next Saturday and even though we had a nice conversation that went like this:

("I'll take off my shirt if you take off yours."

"Let me think. Okay." And then she let me fuck her doggie style with my thumb up her butt,) it wasn't to last either. This time it was an email from her that she was giving her old boyfriend another chance. 

I had a short fling with Patty. She was a skinny piece with no tits or ass. As we sat on her couch on our second date, I noticed that she was having a lot of trouble with her skirt. It kept falling open. Then she would readjust it only to have it fall open again. So I reached over to help her out. 

She didn't like to do the 69. "I can give and I can receive, but I can't give and receive at the same time," she said. I'm not really sure why she thought that. I guess it was too intense or something. 

Once, I discovered a shoebox that obviously had toys in it. She got all embarrassed and wouldn't let me open it. 

After I fucked her doggiestyle one time she told me it was a power trip. Really I just liked the view. 

Her daughter was going to college and lived with her to save money. Also, you had to go through Patty's room to get to the back door (no pun intended) and so one time the daughter (whose name I have forgotten) walked in on us while we were pounding away. Instead of excusing herself and leaving, she started asking her mother questions about the groceries and what was going to happen on Saturday. 

There I was, frozen on my knees with the tip of my cock inserted in her mother's vagina and the rest of the shaft plainly in Daughter's view. Daughter was staring at it too. "Don't mind me," she said after a minute and sat down on a chair by the door. 

Mom had coolly answered the questions about the school event and the mustard and then, as though she had no choice in the matter, had gradually gone back into grinding mode. So after that I thought, "What the hell. Let's give her a show." Showing off was as close as I got to the elusive mother/daughter double, but it was inspiring nonetheless.

I would have definitely gone back for another crack (pun intended) at it if I could have, but the next weekend Patty claimed she was sick and by the weekend after that, I was firmly into a different reality. 

First eHarmony hooked me up with a girl in Massachusetts that was pretty interesting. She had started a homeless shelter for women and was making it go fast enough to provide her with a living wage as well as housing several dozen homeless women. That was pretty impressive. Then she set her sights on me and within days had me talked into meeting her halfway at Wheeling West Virginia. She did this by suggesting she was ready to let go of her self-imposed celibacy. She mentioned how much she used to like to wrestle naked and said she couldn't wait to take her shirt off. 

At the same time I had just met another woman on Match.com. She was actually that rarest of things, a single Bloomington woman who wasn't gay or obese. We had a really good first date, although not as dramatic as the one I had recently had with Dierdre. So while I was driving to Wheeling to meet Robin, I had a corner of my mind on Cookie. There was little room for Sally and so when she called me, I told her it was over. 

She was not too pleased about that and it got a little long distance ugly. This was the first time I had actually had to tell a woman to go away and I was surprised by the intensity of her anger over my rejection. I thought we both understood that we were just having fun. 

I've had the anger of rejected women directed at me several times since then. Avoiding that has become increasingly important to me. I think they are being silly a lot of the times. For divorced people to think that something is going to last forever is a little unrealistic. I never promise anything either. But still, sometimes they think I am going to rescue them or that once we fuck they own me and then when I ride off into the sunset they try to shoot me in the back as I leave.

When Robin and I met at wonderful park in Wheeling, she sat me right down and told me her life story. She used to be a big party girl. Then she fell asleep at the wheel and killed an eight-year-old boy. She didn't have to go to prison but she had to do some community service. Then she dedicated her life to the homeless shelter and was attempting to atone. It had also meant no men for quite some time.

I didn't hear much of this. In my mind her voice was still talking about wrestling and getting topless. We went to a motel and got a room. Quickly I had her on the bed. I was straddling her and fondling her tits when she decided to stick with her born again virginity. It took me a while to realize that she meant it and that I had been brought to Wheeling, West Virginia under false pretenses. There's a song about Wheeling, which I did not write.

I cum rolling into Wheeling West Virginia. My head is high but my heart is still in pain. My baby said these pills gonna cause me to Lose faith in ya. She run off with a winoI'm gonna drive this truck insane. 



A Seeker's Sexual Pilgrimage Ch. 03



Things went better with Cookie. For our second date, I took her for a walk around the Indiana University campus. This is a great place to take a date. First of all, it is beautiful. There are a zillion trees and a creek with lots of wooden bridges to stop on. I know it like the back of my hand so I can be a tour guide to most women. ("This is the Old Well House. Legend has it that all co-eds have to be kissed here or they won't last a year. We wouldn't want that would we? Maybe I better give you a little kiss just to be sure. Or, this is the Kinsey Sex Institute where they have the second largest pornography collection in the world...They don't have a picture of you in there do they? (Alternatively, I have the largest collection. Wanna see it?")) 

Cookie and I stumbled across an orchestra concert on the lawn outside the music building. Later, our bodies bumped while we were walking and we decided to hold hands for security. Cookie and I stopped in the Union Building and sat on leather couches and talked about how much we liked each other and swapped some history. 

When I dropped her off at her car, we hugged and kissed and I slipped my hand down the back of her pants and caressed her butt. She jerked back at first, but I drew her to me and she moved into my kiss and grope. 

When I got home there was an email from her inviting me to her place for dinner the next night. The dinner was good, but it was not the primary reason why I stayed for a year. 

To me, Cookie was that cute little cheerleader I could never get in high school. About five foot two, (my ex was five seven) small body (big bones), blonde (brunette) and over sexed (once every ten days whether I needed it or not.) Cookie was also an angel on the earth. The sweetest woman I ever met who would coo my name like it was a mantra and gaze at me like I had walked out of a dream. It was exactly the sort of healing I needed. 

Cookie loved to give blowjobs. She was the first woman I was ever with that preferred oral sex to vaginal sex. When I came, she would suck me dry until I begged her to stop because after orgasm my tip became super sensitive. At certain points I became tired of blowjobs and felt a need to stick it in some pussy. When I expressed my need, she was happy to comply. 

She loved to watch me masturbate and asked permission once to take pictures of the event. Then she asked me to take pictures of her. Some of them can still be seen on the web if you know where to look. 

One night we were fucking in the 'lazy man' position. I was working her clit with my left hand, my dick was in her twat and two fingers were up her ass. In mid stroke I slipped the cock and fingers out and redirected my unit into her anus. It slid in without preamble. It was the second best of the three assfucks I had so far had in my life, even without any visuals. 

We completed the act and fell asleep without discussing it. The next day, at breakfast, Cookie turned to me and said: "You fucked my ass last night."

I was a little embarrassed about it really. I guess one of the reasons I like ass so much is that it is so private and forbidden. It feels like you aren't really supposed to talk about it so I didn't say anything, I just looked down at my food. Cookie took my chin in her hand, raised my face to her's and said, "I'm still glowing." I guess she wanted it to happen again. She got her wish. 

Another time, as I sat in an arm chair in the living room of the beautiful house that she lived in, reading a book and digesting the lunch that she had cooked for me, Cookie came up to me, puddled into the area between my feet, put her hand on my package and said, "May I have the pleasure of taking you into my mouth?" That's really where the story "Candy and Kate's Fantassies, Ch. 01" found it's Genesis. 

Late one evening, when I thought she was asleep, she caught me masturbating to some Internet porn. I'll admit it, I'm addicted to Internet porn. It's my habit to stroke for about an hour a day. I love it. It is great to select the woman and poses and the particular parts that I find most lovely while maintaining a steady, slow rhythm and then, when I am ready, to go back over the best ones and finally blow while staring into my favorite of the day. There's a redhead that I like who has the most perfect anal sphincter I have ever seen. There is something about a redhead's coloration that is so hot and this particular one has the shape, the ridges, the hair line, the corona that for me is perfect. So even though I was getting serviced well and regular, I began to miss my Internet girlfriends and one night when I thought Cookie was asleep, I sneaked into the office, got online and started stroking. Cookie came in and caught me. Many women would have freaked out. My angel slipped into the chair behind me, reached around and helped out. Maybe it was after that that she wanted to start taking pictures. 

So you're probably wondering how I fucked that one up. Well, it was a little more complicated than that. For one thing, Cookie put on fifteen or twenty pounds while we were together. I think it is natural for women to get in their best shape when they are man hunting and then relax and bulk up once they think they've bagged one. She had a small body though and it didn't look good on her. So that didn't help as time went by and the intensity of the sex began to taper off anyway. 

Also, Cookie and I were both really lost lambs. She had ended her business of twenty years shortly before we met even though it was successful simply because she wanted to reinvent herself. When it turned out harder than she expected, she got a little depressed. 

We spent too much time together and started to get a little tired of each other.

I had been married for twenty-eight years and much too excited about the female buffet to limit myself and be easy in my mind about monogamy again so soon. She knew I looked around at other women and it made her angry. One time at a bar in New York I flirted a little too hard with a nineteen year-old transvestite and embarrassed her. She never really forgave me for it.

Finally, I drank too much.

So after about a year, I decided I would buy a house to fix up as a project. The house I bought had a finished basement and one evening I decided I would just stay there instead of driving all the way back to Cookie's place in the country. After that I didn't really live with her anymore.

On Halloween, Cookie told me it was over and that she had a new relationship. She never had any trouble getting a man. 

Just a week later, she was diagnosed with colon cancer and within a year was dead. I am grateful I was spared having to watch her die. I would have happily given that to her, but the truth is that I was so raw myself I didn't have the strength.

So it was back to the Internet for me. Now I'm hitting all the highlights here, so what you have to keep in mind is that the great majority of my time was not devoted to wild fucking. It was devoted to trying to find someone to fuck or to thinking about all the things and people I had lost or pondering what I should do and where I should go. So even though this all sounds very casual or even cold hearted, it was really on most evenings, a terrifying and lonely journey. So I passed the time between Halloween and Christmas, immersed in the quest. The women I wanted didn't want me and the ones that I tricked into thinking I was perfect were a far cry from the image I held in my mind. Then Eve contacted me.

Initially I wrote back to her and said, "thanks, but you live five hundred miles away." Undeterred, she continued to harass me until I gave her a phone number. 

She was the first woman I had phone sex with before we physically met. Actually she was only woman that ever brought me to orgasm over the phone. So then I became a bit more interested in meeting her. On my birthday, she drove from Columbia Missouri to Bloomington to be with me. 

Along about when I opened the second bottle of wine, we moved onto the couch. I began to unwrap my birthday present. I just reached over and began unbuttoning her blouse. Now a lot of people don't believe that breasts get bigger when a woman gets aroused. I have anecdotal proof however. When those girls popped out of her blouse, what must have been an adequate bra on any other occasion could hardly contain them. I stared into her overflowing bags of comfort and released a deep breath of contentment.

Eve had a body that many twenty-year-olds might envy. The space between her legs where they ran into her torso must have been three inches wide. I wish I had measured it. There was plenty of room in there for her pussy. Lots of room when you got your head in there too. You can't have proper camel toe unless you have a space there. 

I started in right away kidding her about getting a spanking and she played along, sashaying around and pouting. She was down to her underwear when I said, "that's it, young lady, time for your spanking." I pulled her over to me and got her into position to go OTK. 

"I didn't agree to this" she protested as she pulled her panties down to her knees. 

I wasn't very educated as a spanker at that time so she got off pretty easy. Most of the girls I spanked up to that point would say, "harder." I didn't want to hurt them. I was mostly into the erotic aspect of it, the bottom pointing upward, bare and vulnerable. The panties tucked under the bulge or pulled down to the knees. The opportunity to spread the cheeks apart and enjoy the view. I've learned a lot since then. 

Many girls like a good sting. There's the pure sensation aspect of it. They can feel something at least. Maybe the sting makes their asshole tingle too. 

Also, there are psychological implications to the spanking. There's the 'Daddy' thing to consider. Perhaps the young lady feels a certain atonement for guilt as a result of a good spanking. There might even be a religious basis that is satisfied. 

To some people, surrendering control means that they are freed of having to think or perhaps that they are freed of all responsibility. It might be the only way they can relax. 

So you have to adjust your technique to suit what the subordinate wants or they won't be satisfied. If they don't get a certain degree of punishment it is just a tease. 

As a top, or spanker, the benefits are obvious. I get a great view and I get revenge on all the naughty little girls who were ever not nice to me. I really, truly do not want to hurt anyone and I won't go there, but I have learned to give a little more than I would on my own just because that's what they want, and I aim to please. 

So it turned out, Eve liked a good spanking. I told her she was obviously a naughty girl or what the hell was she doing there with me??? (I would give her a good slap here) I was obviously interested in sticking my unit into her pussy! (A whack on the other cheek.) Did she want me to stick my unit in her pussy??? (Now you start a steady beat, one side then the other. I personally am not a big fan of the steady beat, preferring the 'surprise' approach, but the spankees, or as they prefer to be called, "bottoms," seem to enjoy being able to anticipate the action.) NAUGHTY LITTLE GIRL!!! (Each syllable gets a stroke.)

With any luck at all by this time she is screaming: "Yes! Doctor Deucel Sir! Stick your cock in my pussy! Please, Doctor Deucel Sir, stick your monster cock up my asshole!"

After that we got doggie and I gave her the old thumb up the butt routine. She took it like a champ so I was emboldened and went for both thumbs. There I am, pumping away digits inserted, it was great. "Why not go for the homerun," I thought to myself. So I asked her. "Do you want me to put it in there?"

"No," she said. "I can't take it. You're too big."

Now every man wants to hear about how big they are. The particular bearing it might have to reality is not the issue. Yet, to hear that you are being denied entrance on the basis of size is distressing. Still, a gentleman at this point will have to assume that the young lady is just being polite. After all, he's got his member buried in her acceptor mechanism and two thumbs inserted in her asshole, so he asks again. If she refuses again at this point, as Eve did, then the gentleman will have to satisfy himself with the digital manipulation of her anal orifice and with ramming his manhood into her pussy until she screams and he shudders his burden of testosterone deep into her neutralizing chamber. 

You don't need to feel sorry for me however. The next weekend I went to Columbia to visit her and I got her ass that time. 

I got a lot more than just her ass actually. I know it stretches the bounds of credence for me to relate the following tale and I admit that it is something of a coincidence, but she had a college age daughter living with her as well. Nina, her daughter, was also experimenting with being a lesbian and Eve was letting Nina's friend Leslie stay with her. So we're fucking away in one room and they are doing a lot of twenty-year-old pussy licking in the next one. 

Later, the stars align and we are all in the kitchen together. We're semi-naked, sweaty and redolent of musk and cunt. We are talking and laughing because everyone is in a very good mood when Nina comes over and gives her mother and me both a hug. Then Leslie joins in. We are all hugging. Hands start slipping around a little. Two minutes later we are all in bed together and not only am I bagging the illusive mother/daughter combo, but there is a second ripe plum thrown in for extra measure. It's too much pussy for my miserable cock to handle. I want to phone the governor to send in the troops. But there is no help and they are relentless and fuck me until dawn. 

So why am I not living in a compound in Utah with my happy little incest family you might ask. 

Well, how much luck do you think one man should have? I only thank the powers that shape the universe that I had my night. The girls, of course were only interested in the bizarre factor of it and mom was so embarrassed that she made me leave the next day. 

That wasn't the worst. I was planning on leaving soon anyway. I was in my truck and headed South because it was winter. I had two friends in Florida I could go visit. I also had an Internet woman in Coral Beach waiting to meet me.

Abbey was into extreme sports. She did marathons and triathlons. No fat at all on her. No fat means no tits. Washboard abs right on up to the shoulders. 

She had a big dog, Malamute or Husky or something. It was very alpha. Did not enjoy the sight me humping his mistress. Too bad for him. 

The whole time though, since my birthday, I had been in contact with another woman, Kathy. Kathy was another former cheerleader. Apparently I hadn't gotten all that cheerleader shit out with Cookie. Later I was to discover that every second girl claims to be a former cheerleader. We'll never know how many are prevaricating.

It's a little hazy to tell you the truth, but I know Eve was here on my birthday and I met Kathy in Indy maybe the day before or else two days after when Eve had gone home. I do know it entailed a bit of surreptitious emailing. 

Kathy claimed she could sell my paintings for me. I'm a sucker for that kind of shit. I met her at the Indianapolis Art Museum. She got free tickets to a special exhibit. Fabric arts or some such shit. We hit it off. Flirted and bumped asses and had dinner it got a little hot and then I left on my trip (first stop Columbia.) 

Kathy and I had some good conversations and a lot of cute emails. At some point I had to decide between Kathy and Eve (who had gotten over her embarrassment and was probably ready to re-enact the event.) For some reason, Eve seemed like the past and Kathy seemed like the future. Probably just because I hadn't nailed Kathy yet. 

Eve was way more pissed off than Sally had been. It's no fun to have hatred directed at you. Everyone handles rejection differently. A lot depends on where you are at in the cycle of life. Some take it personally and become angry. Maybe they have built it up in their minds that this was it, now and forever. You have lied to them and betrayed them. It doesn't matter what the facts are. 

Some people feel a lot of competition. They are going to do better than you from now on Goddamn it.

Some people want to make the parting as easy and non-confrontational as possible. Cookie, who had owned a furnishings store for decades before she met me and who had a pole barn full of great junk, made sure that I had everything I needed for my house. She actually helped me lay the floors and picked out the paint colors before she set me adrift. 

Some have a very logical, analytical approach. I'm one of these people usually. I try to understand why it didn't work in hopes that it will increase the odds of me making a relationship work one day. I recognize that usually they don't work. I am sorry and sad that I can't be with someone who has been my best friend anymore. I try to do what I can to move on. Frequently that seems to mean getting busy on the Internet. 

I'm pretty good at the Internet bullshit. I wrote a pamphlet called: "Trolling the Internet for Love and Lust." Nobody bought it. Still, I fancy myself something of an expert at Internet dating. It's available from Lulu.com.

So after a while, my attitude was, "fuck winter. I'm going North to Fuck Kathy." She could feel my dick from a thousand miles away. She made me hold off on masturbating for three days so I would have a full load for her. Three days is a personal record. 

I got home and the next day she drove down from Indy. I was waiting for her outside on the front porch. I was wearing a sport coat. Maybe I shouldn't have been romancing her so hard. 

We had lunch and then went to take a nap. Kathy sat on the left side of the bed and took off her shirt and bra with her back towards me. Then she put on a tee shirt. That was an exercise in futility. I stayed in my tee shirt, so we would match, but I let me jeans fall and then, after turning in profile, so my pecker's pose wouldn't be wasted, peeled off my underwear. I had a full erection for her viewing pleasure. I climbed onto the bed on my knees and shook it in her face. She half closed her eyes and half turned her face away. Pretending to herself that she didn't see it. 

I slid under the sheets with her, got my hand between her tee shirt and skin and began the grope towards her breast. 

Ahh, sweet juggs, when first you wrap your palm around a new one. The perky poking nipple. The bumps and curves. The tiny hairs. The tweak and stroke til it reaches towards your mouth. You know their thighs are moist already. Everyone knows. The juice of their pussy breaks free and wafts into the air. Do the little molecules have a brain as they seek out your nostrils? Like an aura, like the rays of the sun as it breaks around the curvature of the Earth, the dew arches outward from the center of her slit and infects the brains of everyone in sniffing distance. 

Soon, the little born again virgin is dry humping and moaning and guiding my erection towards her throbbing cunt. She is well on her way to becoming a well-balanced cock whore. 

Me, I'm just reveling in my new conquest. I'm so proud of my powerful body part and full of the moment that I fail to grasp the significance of it to Kathy. Men often do that. 

Yes, Kathy has fallen instantly into the trap of thinking that I am the answer. One good trap deserves another, so that's what she plans for me. She probably doesn't think of it as a trap or think about it at all for that matter, but my cock in her pussy means a lot more to her than just that my cock is in her pussy. For that matter, my finger is rubbing her perineum. Exploring the area just above her anus, like the darkest parts of old Africa. No one's ever been there before. I prepare the way.




A Seeker's Sexual Pilgrimage Ch. 03



After that we started to see each other regularly. She would come down here for one of her days off (at that time she actually had a job of sorts) and I would go up there once a week for a night or two as well. 

The first time I stayed overnight with her in Indy, her mother was supposed to pick her up at ten the next morning. I was planning to leave about nine forty-five. Her mother beat us to the punch and showed up at nine thirty though, a full half-hour early. It was like she was one of the ESP moms that just knew something was up. My car was in the driveway and my suitcase was in the living room. There wasn't much hiding to be done. Also we were both over fifty so we should be able to live adult lives it we wanted to, but I suppose someone's little girl never ceases being their little girl. Mom always had her eye on me after that. 

At first the sex got better. We experimented with some different positions and she stopped squinching her buttcheeks together every time I stroked the outside of her anus. 

There was a lot of other reinforcing stimulus going on as well. We flirted a lot and showered and slept together. We were good at cuddling and sleeping together. This was largely a matter of Kathy ignoring my active sleep habits and two large beds. We ate fabulous meals, another red flag in retrospect, but at the time to feed and stuff and lay around and get fucked was glorious. So we made each other happy.

Happiness is an emotion. It's when a certain set of brain neurons fire the correct sequence in response to perceived stimuli. Like any other emotion, fear, anger, love, or sorrow, it has to be balanced with it's opposite to have meaning. Happiness cannot be a permanent state of mind. Too much happiness and it loses its meaning. 

If you've been unhappy, lonely, sad, introspective, maybe you have some happiness potential stored up. You have somebody focus some love on you and you really enjoy it for a while. Then, at some point, if there's too much love, it starts to smother you. But that part of the story comes a little later in the narrative. Right now, what happens is Jeannie comes along.

It wasn't my fault. 

For a while, I used to organize a drawing group in my basement. The concept was for a model to come and then the artists would all throw in a few bucks and we could draw away in a comfortable environment with good parking. It worked for a while. So one time a returning artist brought a couple of friends with her. One of them, Jeannie, when she came in, rushed over to a small painting of mine I had on the wall and said, "that's so beautiful. It looks just like one of mine."

When we got downstairs, it turned out that Jeannie had no drawing materials with her. I offered her some of mine but she declined. 

"I'll just look around she said." When she came to a portrait of mine she said, "That looks just like Will."

"It is Will," I said. "How do you know him?"

"He belongs to my nudist camp."

"Excuse me?"

"I said he belongs to my nudist camp. Fernhill."

"Oh," I replied.

It turned out that Jeannie came thinking she was going to be the model. How that miscommunication occurred I will never know. Couldn't have been my fault, I had never talked to her before. I think maybe the woman that brought her had told her I was a single man that appeared to be available and wasn't hideous at least on the surface and they made up the model thing in their own minds collectively to give her an excuse to be there. 

Anyway, I started getting emails from her offering dinner and nodnodwinkwink. I told her I was in a relationship and couldn't accept her offers, but they kept coming until I invited her to come over and have hor d'ourves after work one day. 

Shrimp led to a little wine. It was a fine early spring day and at some point in the conversation as it turned to Fernhill, she said, "You want to go see it?"

"Well, sure, I want to see a nudist camp."

"It won't be quite the same thing because no one will be there, but we can go anyway. I'll show you my cabin." 

"I was hoping maybe you would show me your cave."

"Oh you flirt!" So we hopped in the Flivver and headed for Fernhill.

It was still relatively early springtime and as a result, the place was not full of naked people. She showed me around the camp and then we went to her cabin. She was regaling me with stories of wild things she had done and giving me lots of laughy, flirty body bumps and touches so I said, "Am I going to be the only person ever to go to a nudist camp and not get naked?"

"Oh we can't have that," she said and started peeling the clothes off of me. Jeannie was tiny so that first time when we came together naked and hugged, I just picked her up and impaled her on my cock. It was lovely. 

The next time she invited me to her house for dinner I didn't say no. Jeannie lived out in the country, about a half an hour away from my place. She had a decent suburban kind of house and a one eyed dog about the size of a carry on suitcase named Bee. Jeannie left the sliding door open about six inches all the time even though it was still cold out. That's the kind of thing that drives me insane. All those years of heating the house with wood and being the only one in the family that saw the value in keeping the door shut. 

But Bee had to go in and out a lot so the door stayed open. 

On the plus side, when I showed up for dinner, Jeannie was wearing a slinky light blue dress. Actually it was closer to a nightgown. She didn't have much in the way of tits, but it clung to everything that was there. 

I gave her a chaste hug and then fondled her ass. It doesn't mean anything. I fondle all the girls asses. What could be more natural? The ladies don't object either as long as you are discreet and move right along. A simple rub and squeeze, who could have a problem with that?

For some reason, Jeannie plopped down in front of the piano and charged right into a version of "Morning Has Broken." She wasn't half bad (no pun intended.) 

I ran a finger down her spine, then slipped my finger in between her gown/dress, which was cut very low in the back, and her skin, and pulled the fabric away. I could see the humps at the top of her posterior where her skinny backbone ran into some muscle and ass so I got my camera out of my overnight bag and took a picture of it. There was no objection from Jeannie, in fact she leaned in a little to help out, so I tried her front side. I slid a hand down in there and fondled those tits for a bit. Jeannie kept playing right on through it. 

When that number was over though, that was the end of the concert. Instead, she tuned into some new-agey channel on her satellite system and then disappeared in to her bedroom. She emerged two minutes later wearing a see thru red knit top that came down to just below her pussy. Her nipples were quite evident and you could tell exactly how far below her pussy the fabric covered. She started dancing to the music with her eyes closed. She wasn't just bouncing up and down either, she was emoting, sticking her arms out in gesture and her butt out as a counterbalance. She spun around, accidentally giving me a glimpse of pubic hair, then the other way so I got an accidental glimpse of ass. Then all pretense of accident was gone and Jeannie was grinding pussy and ass in my face. 

I loved it. I also snapped away capturing the moments for jackoff posterity. 

Soon enough, she got my pants off of me and started in on the blowjob portion of the evening's entertainment. I don't think we ever got around to dinner. Jeannie changed clothes (if you want to call what she was wearing clothes) three or four times. We tried several positions. I documented all of it. 

At one point, Jeannie positioned the camera on the coffee table and set the timer. Then she ran over and jumped across my lap in classic OTK position so I could have a photo for my scrapbook. 

"Look how happy you are," she told me when we reviewed the photos later. It's true. I'm grinning ear to ear. (Editor's note: this photo can be viewed by purchasing a copy of "Handbook for Doctor Deucel's Finishing School for Naughty Little Girls" from Lulu.com.) 

Later, Jeannie took me into her massage room and got me naked up on the table. Then after considerable skin to skin contact, licked my asshole. Another cherry bites the dust. 

Having your asshole licked is a strange thing. First of all, there is the fantasy of the act. I mean if you haven't had it done, and I'm going to go out on a limb here and say most people haven't, but you have viewed it on the Internet and those people seem to be enjoying it, then you could possibly build it up in your mind to gargantuan proportions. At that point, the act of having it done, could be a letdown. After all, the people in the videos are paid actors. I mean, don't get me wrong, it's great getting a rim job, but maybe ultimately, it is more comforting than electrically orgasmic. I find having my perineum touched or licked to be very comforting and although I don't have as much experience with having my anus licked (not my fault, blame all the ass-abhorrent women I have fallen in with) I imagine the same thing to be true: if they will lick that part of your body, then they accept you. 

So Jeannie is going down on mine. I've got my butt up in the air, presenting it for all I am worth. 

Usually, I am the giver. I love receiving, but I'd say seventy percent of the time I am the giver. I'm good at it too. I try to make it into an art form. And I get a lot of visuals that way. If you add to that the fact that assholes are my kink so generally speaking, I am the one promoting asshole contact which means me going for theirs, then receiving becomes even more rare.



A Seeker's Sexual Pilgrimage Ch. 04



A few days later, Jeannie and I are kicking back after an afternoon of fucking good fun when the doorbell rings. Jeannie ran into the bedroom and I pulled on some cotton pajama bottoms. It's my house and I was feeling pretty good about nudity at the moment so I didn't bother with a shirt. I opened the door and it was Freddie. Freddie was Jeannie's friend that came with her to drawing group that first night. 

"Come on in."

"Don't mind if I do. What else is cuming in these days?" she asked with a smirk. Turned out all of Jeannie's friends were naughty little girls with dirty minds. 

Freddie was one of those big girls. The kind that R. Crumb used to get so worked up over. Not a BBW, just large bones, a big frame and the muscle to carry it. R. Crumb had fantasies about getting naked piggyback rides. There is no accounting for kinks. So, Freddie was one of those kinds of girls. 

The thing about big girls is that they have big tits and big asses and Freddie's were spilling out of her clothes as she sashayed through the door. She wore a brassiere that was supposed to contain her breasts, but only had enough room in it to support the bottom two thirds. The tops of her funjugs pillowed out, framed nicely by a white blouse with the top three buttons undone. It was all I could do not to bury my face in there instantly. She smiled as she slid by me and then headed for the living room like she knew just what she was doing. My eyes were drawn to her bouncing bottom as she walked away from me. If those tits needed balance, they found it in her ass. Her firm round butt stuck out so far in back that you could have stored a beer on top of it. Her little plaid mini-skirt barely covered the critical areas. That ass needed a spanking and I needed to be the one to give it to her. 

Then it came to me, she was dressed as a schoolgirl and she wasn't dressed that way as a game. That's just the clothes she chose to put on.

Freddie went into the living room and plopped down on the couch.

"Man, that was a boring meeting. I need a drink. Got anything to drink?"

"Well, sure, I've got wine and I've got vodka."

"Yeah, bring me a vodka on the rocks." She laughed and put one foot up on the coffee table. 

I got Freddie her drink and sat down in a rattan rocking chair that had belonged to my parents. The chair was covered in an orange fabric that featured surrealistic fish skeletons and stylized plants. It was easily the strangest piece of furniture my parents ever bought. I still remember being scared by the fish skeletons when I was a little kid. Now those piscine bones swam through my living room somewhat more worn for the decades that had passed. 

"What kind of meeting did you go to?" I asked her for something to say. Jeannie was taking her time back in the bedroom.

"Oh, It was the monthly meeting of the art co-op I belong to. Those bitches can never do anything without a yearlong argument." Freddie still had a leg up on the coffee table and as she rotated around more towards me, I was able to see farther and farther up her inner leg. "Let's talk about you though. Jeannie tells me that you are quite the lover."

"Uh, does she?"

"Oh yeah."

"Well what exactly does she say?"

"She says, you can keep it up for hours and pound her so hard that she has trouble walking the next day."

Every guy likes to hear bullshit like that. "I do my best."

"She also says you have a beautiful cock."

"Jeannie said that?"

"Oh yeah. Actually, the word she used was 'magnificent.'"

She rotated a little more and my eyes were drawn up into the dusky depths of her crotch. I glimpsed a hint of red panties. My helpless cock began to engorge at the mention of its existence and the peep show I was being treated to. All I had on was some pajama bottoms, which did little to disguise what was happening inside them. Freddie wasn't shy about staring at the action in my pants. 

She said the word again, "magnificent." I popped up to half-mast. 

"Oh, I really need to see that thing," she said, her eyes glued to my bulge.

"Honey," I called to Jeannie, "can I show Freddie my cock?"

"Oh wait a sec," Jeannie sang back. "I want to watch this." Quickly she was in the living room with us. All she was wearing was a top that looked like loose chain mail and a pink thong. Her tits were clearly visible although obscured. My penis was already about as erect as it could get, but the sight of Jeannie nearly naked and clearly enjoying the moment of sharing me with her girlfriend still made my testicles jump for joy. I gulped and stood up. 

Freddie opened the vee of her legs up to make a catch basin for me. The gleam in her eye made it look a little like a bear trap as well. I had a fleeting glimpse of being led by her thighs to the mouth of her pussy which would snap at me with the hunger and voraciousness of a supersonic Venus flytrap. I was almost scared. You get what you wish for and then it frightens the hell out of you. 

I began the long short walk, following my erection to her grin. Freddie grabbed my ass and gathered me in for the last step. She took a second to look up into my eyes as if to tell me that she was alpha for this moment and my cock was hers, then she turned back to the business at hand. Her fingers slipped between the elastic and my stomach and, leaning in with her head at nearly a ninety-degree angle, she slowly opened a space to look through. She didn't have to look far. 

The rosie warhead emerged from it's earthly cavern into the sunlight. For a moment that was all that could be seen. Then, with exquisite grace and great deliberation, Freddie slid the single piece of cotton fabric down my hips and allowed the shaft and scrotum to be unveiled gradually like a sculpture at an art exhibit. 

I was hard as porcelain. Each vein tunneled just below the skin yet stood out with muscular definition and purpose. My pubic hairs tangled electrically. My testicles were braced and slightly throbbing, yet loose and relaxed. They hung with the right one slightly lower than the left. Though no one could see it, my asshole clinched spasmodically.

The proud and defiant warhead sat atop the missile-like shaft. It existed as the Platonic form of the dichotomy of hard and soft, war or honey or of good and evil. It was ready to do battle.

Both girls leaned in for a close look at the slit, the tiny opening perched at the very apex of the whole machine, the entrance to my body, and as they did, a drop of moisture jeweled magically into existence. A small noise escaped Freddie. 

"Okay," said Jeannie. "That's enough of that," and she took the waistband of my pajamas and pulled them back up over my ass and unit. 

"Hey, I was looking at that."

"You had your look."

"Well, I thought maybe you would let me give it a little kiss, right on the end." Freddie reached for my waistband but Jeanne slapped her hand away.

"That's all. I said look."

"What do you mean you said look?" I was a little confused by what was going on here.

"That was the bet," Freddie explained to me. "She said I could have a look at your 'magnificent' unit if she lost the bet. And she did." That settled it in Freddie's mind. 

"You guys were betting on my cock? Jeannie, what is going on here?"

"Nooo, silly. We weren't betting on your cock."

"What?"

"I bet your cock. I didn't bet on your cock. If I lost, Freddie got to see your huge member. It's really your fault. It's so big it just made me brag on it."

That's all a woman really has to ever do in any kind of conflict situation with a man, start praising his manhood. 

"And exactly what am I supposed to do with this thing in my pants now that you've shown it off?"

"I don't know. Maybe give yourself a hand."

"What the hell were you two betting on anyhow?"

"Maybe Freddie will give you a hand."

"Don't distract me. I want to know what you two were betting on."

"Freddie, come help me in the kitchen."

"Oh no you don't. Both of you have been very naughty. You have teased the Headmaster's cock. You have talked about me when I wasn't there. You will be punished."

I should explain here that Jeanne and I had refined the spanking game. In our role-playing, I am Doctor Deucel, Headmaster of Doctor Deucel's Finishing School for Naughty Little Girls. I have achieved the high honor of 'Master Headmaster.' My specialty is spankology. I believe that stern but necessary punishment is the road to turning naughty little girls into proper young ladies. All of this started as demerits and spankings with Candy, but has grown over the years into a refined persona.

As "the Doctor," I have spanked hundreds, nay thousands of naughty bottoms. (In real life I have not been that lucky. But then the Doctor is somewhat satiated and that may interfere with his total enjoyment of his profession.) The Doctor sees the world as a sea of buttocks, each needing it's own proper degree of tending to. The Doctor has made a study of it. He has notebooks filled with his observations of little girl's bottoms. He has invented tools for measuring the curves and a system for the written recording of his findings. He estimates the density of the muscle matter and calculates the swing speed needed to produce the desired result. 

He is able to categorize assholes by type, (winking star, the pucker, whirlpool, Gordian knot, ring, double ring, disappearing, supernova, etc.) as well as size, hairiness and color. (Yes, the Doctor must study assholes, as they are included within the area of his expertise, so to speak.) The Doctor his discovered that twenty eight percent of all little girls have a skin flap that rises for no apparent reason, from either the perineum or the opposite end of the anal corona and wiggles it's way down into the opening. The most likely reason for this that the Doctor has deduced is so that there is plenty of skin there if the Doctor decides he must punish the little girl with the most extreme of all punishments, sticking his rod of power as far as possible up her rearmost sphincter. This study of naughty bottoms really is his legacy and life's work, which he intends to donate to the Kinsey Institute at Indiana University upon his demise.

I wrote a Handbook the go along with the idea. It's on Literotica.com as "Finishing School Handbook." I had to shorten the name to make them happy, but the proper name is "Handbook for Doctor Deucel's Finishing School for Naughty Little Girls." Everything you need to know is in the handbook. I've devoted years to refining and embellishing it.

I also want to make it clear that while I derive great enjoyment from spanking naughty bottoms, I don't want to hurt anybody. I never use canes or rods or leave any marks other than a healthy red glow. Okay, maybe a handprint. Fucking them from the back and then a nice bright handprint right before I get off. That one will often work. I'm sure that I partly enjoy it because I want to punish all the women that have ever rejected me and especially my ex-wife, but on balance, I really love women and have no desire to hurt them. It's just, that view of the mechanism at work and a shiny asshole riding up above, oh my, and that sweet rounded buttock begging to be cupped and popped. What normal man could resist?

So anyway, I instantly reverted here into the Doctor Deucel character. If you are at all dominant and the lady is at all submissive then usually, they love it and do whatever you command or else they intentionally disobey just to get demerits, which can be fun too. 

I stood up, got a stern expression on my countenance, pointed my finger at Freddie and commanded, "Little girl! Stand up and move over there." I pointed at the corner. 

Freddie hopped to her feet and bounced over to the corner. In her mind the odds of excitement had just gone up. I grabbed a corner of the couch and dragged it out perpendicular to the wall. Luckily, couches are cheaply made these days and I moved the couch instead throwing my back out. 

"All right little girls, into position!" I pointed at the back of the couch with my pointing finger. 

Jeannie knew what was coming but Freddie was a little uncertain what to do so Jeannie demonstrated by spreading her feet shoulder width apart, leaning over the back of the couch and presenting her ass.

"Oooo," said Freddie. "We're going to get spanked. I love to be spanked."

Now something like this could either amuse the Doctor, secure in his abilities to punish adequately, or infuriate him and raise his ire and spanking hand to new heights. This time, he just chuckled.

With the girls both in position, the Doctor took a moment to assess the situation. The two bottoms confronting him could hardly have been more different. Jeannie's butt, which he knew intimately, was small. It was barely covered at all by her chain mail top. There was adequate padding, which was rounded into two small lumps. There was virtually no hair until one came to the crotch area. The fold at the bottom of the buttock was well defined. One could see the cord of the tendon as it ran up the inner thigh. 

At the moment the anus was obscured by the cord of fabric which connected the back of the pussy pocket of her thong with the back of the waistband. The Doctor knew it well though and could picture it in his mind. Her asshole was a button shape with minimal pucker tucked inside an irregular corona six shades darker on a scale of ten than the cream of her posterior. The button itself was small about five-eights of an inch across and basically containing four wrinkles forming a cross and an extra wrinkle built into the Northwest quadrant. A typical skinny girl ass, but a very unusual type of sphincter. The Doctor classified it as a "Northern Star."

Freddie, on the other hand, possessed an ass built for spanking. It was generous in proportion, like a large canvas, flexible and sturdy as a World War Two jeep, with the resiliency of spring steel. 

Doctor Deucel got down on one knee to study her anus. His penis was quivering like the E string on a bass fiddle. 

Her asshole was perfect. I mean it was a combination of everything that the good Doctor found delightful and most aesthetically pleasing in the female bunghole. For starters, the corona color was a rich dark brown, like Colombian coffee. The perimeter of the corona halo was full to the boundaries of the posterior cleavage and formed a point at its top where it exited between the tops of the cheeks. 

Her hole was well haired. I like a goodly amount of hair. Never understood the propensity towards hairlessness in modern porn. Of course, too much hair and the hole is obscured and I don't like that, just enough to tug on when you are fucking the pussy and stimulating the backdoor. 

The sphincter itself was formed of seventeen evenly spaced radiating lines which all disappeared together in unison into her body. The external ring stood proudly as the wrinkles humped over it on their way to the edges of her lickable anal halo. The Doctor was pleased to observe a classic anus of the "Rising Ring" variety.

The most unusual part though was that there was a raised line of skin that ran from her anus down into her twat like the stem of a flower. Usually, the perineum stands like a wall between the lady's holes. This time, the connection between the two made it into a composition. The labia minora lay over each other like petals, wrinkly and convoluted. The vulval vestibule was only visible at the very top of the lips where it opened slightly like the darkness inside a hooded sweatshirt. The whole thing looked like an iris plant with a radiant daisy on top tucked into the ground cover of her tangled pubic hair. Carefully I opened the lips right by the root of the flower and exposed her throbbing clitoris. Gently, gently, I flicked it with my tongue. 

I was going to have to fuck that cunt and that asshole. I just had to. 

Now, I would have liked to have spent some time arranging those two luscious asses into different compositions. I would have enjoyed probing them with toys and truly wish I had taken some photographs, but the Doctor would not allow it. These asses needed to be spanked and we might as well get on with it. On the other hand, two such dissimilar bottoms could not be tended to at the same time. Since Freddie's hind end would require so much more effort and determination (especially after her "I like to be spanked" comment) it seemed correct to begin with her. 

"Little girl number one!" The Doctor intoned, directing his comment at Jeannie, "since the Matron is not here today, I will require your assistance as I administer the punishment to this pupil here." He indicated Freddie's ass. 

"Yes sir, Doctor Deucel sir," Jeannie intoned as she popped up into the matron character. "What can I do to help you?"

I will have to admit this is my favorite way to be addressed. If you want to make the Doctor happy, just say, "yes sir Doctor Deucel sir. " 

So I said, "adjust this pupil's posterior so that it is in correct position for the punishment procedure."

Jeannie grabbed Freddie by the hips and yanked her higher and forward. Now remember, Freddie is twice Jeannie's size so she couldn't have done it without Freddie's assistance. 

"That's good," I said. "Now hold her feet." Then I came around to the left and took the command position with my right, my power hand, directed at the bottom part of the arch of the buttock. Jeannie looked up at me from her place on the floor holding the feet. We locked eyes for a second. She smiled at me. The corners of her eyes crinkled and indentations of her lips tended upwards. The whole muzzle of her face raised as the center of her eyes remained motionless. 

I looked back at the target area. It was as calm as the clouds stretched over the ocean. It was peace itself. It was quiet in the night and the blankness of a chalk wall, a moment when the chaos settles before all hell breaks loose and my hand contacts the tiny hairs that reach out like warning towers from her skin to presage of the crashing of doom upon her ass. 

I settled my palm upon her curve in calming circles allowing the energy to seek the cosmic center of the strike zone. It was a Zen moment for both of us. 

Then the center was found and we rested in the perfection of the instant. Slowly, as the moment passed, I brought my hand back along the arch that led most naturally away on a line from where I most artistically hoped to draw my stroke. Truly it was an art form to me. I sought the apex. One doesn't want to over-stroke and lose both accuracy and momentum. I paused for one more millisecond. 

There is a beauty to the blossoming of a alizarin hand painting on the cream of a lady's bottom that is like the coming of Spring. It is like birth and rebirth. It is the Big Bang. The reverberation of the concussion shook the space around us and the sexual essence of all our beings. Freddie sank into the forgiveness of the couch but it was not enough, nothing really. The muscles of her ass absorbed the blow with grace and forgiveness. My hand rebounded away from her like from a taunt drumhead. The sting split into two sections. The smaller part ran into my palm and the greater part surged straight down the radius of Freddie's largest curve and into the center of her center. 

Since the strike was to her left buttock, Freddie instinctively tried to flinch with her left leg. She almost succeeded in yanking her heel out of Jeannie's hand, which would have been very bad news for Jeannie. Woe betides the Matron who loses control of a pupil during punishment session. Fortunately for her though, she held on and rode out the instant of reflex. 

My hand was still stinging, but I couldn't let anyone know that. 

"How was that?" I asked Freddie, ever solicitous of the student.

"Fine, thank you sir. May I have another?"




A Seeker's Sexual Pilgrimage Ch. 04



Someone had been training this pupil before she came under my tutelage. 

"Indeed you may, you naughty little girl, when I have completed my inspection and the time is right." 

You can't let the little girls set the pace. The Headmaster must remain in control. Thusly I determined that I would conduct another inspection before delivering the second strike. Usually I prefer to give them half a dozen warm up swaps to each cheek, nothing too hard, then do a quick inspection and only get down to serious business right before I stick my cock in them as I am very visually oriented, but this time I would make an exception. 

"Alright, young lady," I said to Freddie, " I want you to place one hand on each buttock and spread them for me so I can have a good look at the area."

Like a belly dancer or a ballerina, with the grace of seaweed in the tides or the metamorphosing of an exploding star, she brought the extended beauty of her arms symphonically around floated her hands onto the crescents of her cheeks and separated them as the continents cleaved once upon our earth. The majesty of her fertile diamond shown forth. 

I determined to examine the tangle of her pussy lips more closely. Labia can be classified much as asshole can be, but we won't do that right now. 

I brought my nose close to the source of her odors. In order to smell anything, molecules of it have to touch the lining of the nasal cavity. Tiny microscopic droplets of pussy juice and anal effluvient crowded like a cloud around her open and exposed center. There was the smell of earth warming in the springtime sun, of ocean spray driving into the sky, of brown and orange. The aural sensations drove straight into the limbic system of his brain. My amygdala told me, "Fuck that hole!" I wanted desperately to comply.

Even though Freddie had a good spread going, her pussy lips clung together. I touched the center of them with my fingertip and they separated, swinging apart like vines in the jungle. The tiniest of hairs projected from the ridge of the flesh on both sides. Moisture glistened along the insides of both lips. One could almost see the curve of the liquid where the surface tension held it in place right at the middle. I inserted my finger far enough to touch it. 

"Let me taste it." I turned my head to the right and there was Jeannie looking into my eyes again. "Let me taste it," she said again, so I brought the tip of my index finger up to her and let her lean forward and suck it off me. She took the whole finger into her mouth and ran her tongue around it like a cherry stem. Then her eyes directed me back towards the dewy hairs of Freddie's cunt. She really just wanted to mark her territory. 

I was still wearing my pajama bottoms, but they had a big wet stain in the front of them now. Nonetheless, there was a spanking in progress and that had to be respected, so I turned my attention to her right buttock. I gave it the same respectful consideration that I had given the left side. Then I gave it a good solid smack right on the sweet spot. I cupped my hand to maximize the sonic repercussions. 

Next, I began a slow steady rhythm. I favor the "circle, smack, switch, circle, smack, switch" type of routine. The "circle" portion of the proceedings can be tender and loving but ultimately it is all about the smack. The best part about a rhythm is that you can vary it. Just when the pupil thinks she knows how to anticipate the strike, you withhold it. Then you give her a double hard on the opposite cheek. You can play great head games with an ass. 

Freddie was a real champ. She turned her ass to present the target each time. She didn't whimper or beg or scream or squirm, she just took a wallop and showed me the other side. It was clear that Jeannie didn't need to be holding Freddie's feet anymore, so as the sting began to build in my hand I asked Jeannie to take over for a minute while I went to get my Ping-Pong paddle. 

When I came back in the room, I saw Jeannie reared back on her toes like a tennis player at full stretch getting ready to lay a righteous one on Freddie's posterior. It was a noble effort, but didn't have a chance against the largest muscle group in Freddie's Amazonian body. 

With paddle in hand, I felt renewed energy and positioned Jeannie, doggie on the floor between Freddie's knees. That way I could paddle high and then paddle low. It was like a drum set. I really needed two paddles. The girls loved it. 

Finally though, my arm was tired and the asses were glowing and it was time to move on. I freed my warrior and stood as naked as the girls. Twats and asses were everywhere, but I had my eye on the new one. There is nothing like a piece of strange. I pulled Jeannie out of her bottom position and stood directly behind Freddie. My cock was in my hand. Her browneye and my third eye were having a staring contest. I was ready to plunge in and suddenly, Freddie put her hand right in the way. 

"Oh no no," she said. "No fucking. I'm married and I would never cheat on my husband."

"You're married!"

"Oh yes. Long time."

"And you don't think this is cheating?"

"Not as long as you don't stick it in."

"You let me look at your asshole."

"But I'm not going to let you fuck it."

"You let me taste your pussy juice."

"Well, that was kinda pushing the boundaries, but Marvin doesn't have to know, and anyway, it was just the tip of your finger."

"What about your ass? It's bright red."

"Yeah, well, that is kinda a problem. Hopefully I can hide for a couple of days til it mellows out and if he catches me I'll just say I was a bad girl and got punished but nobody fucked me."

So that's the way that episode ended. I mean, of course, Jeannie gave me her pussy and ass and Freddie stuck around and took great pictures of all the action. Having her watch and look for interesting angles was pretty exciting all by itself and when I finally came, I pulled out so Freddie could watch me spurting. Still, that's one hole I'll never get in this life and considering what a beautiful anus she had, I am saddened. 

So now you are probably wondering, how did I screw this one up? Here's a lovely woman that not only let's me fuck her in the ass, she brings her friends over so she can show my cock off to them and lets me spank them and photograph me fucking her. So why am I not still with her? Well, remember I wasn't really supposed to be with her at all. I was supposed to be with Kathy. 

The sad truth is that there for a while I was getting so much pussy that I decided maybe sex wasn't the most important thing in the world. Maybe, the warm and fuzzies that Kathy gave me had more value than the screeching earthquakes that I got when Jeannie was around. Stupid. That's only true for one to eight hours after the orgasm is over. From that point on, sex becomes more and more important until nothing else matters at all. Of course, if you wait a few years, the urge starts to go away and after a decade or two you can't remember what all the fuss was about in the first place.

So when it came time to decide between the two, as it inevitably did, I chose Kathy. Really, it's even dumber than that. At first, I was going to go with Jeannie. The night I told Kathy that it was over she wouldn't leave and she wouldn't stop screaming and crying and then about two AM, she hauled off and hit me right in the jaw with her best round house punch. For some reason that I will never understand, it was like the punch woke me up. "This girl really loves me" I thought to myself. Right there, I changed my mind and decided to go with Kathy. 

I will never know now if it would have worked out with Jeannie, but I do know that things didn't go so great with Kathy. I am a man on the loose once again seeking smelly pussy and fucking anything that doesn't move too fast. Wish me luck.

Doctor Deucel K. La Brew Master Headmaster 

*

(Author's note: These are the true confessions of Brewster926, a sexual pilgrim seeking love. If you have any advice or think you can help in any way, please get in touch. I wish you the best on your journey.)