Felicity Ch. 29

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The Ugly Woman.
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4.73
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Part 30 of the 76 part series

Updated 10/31/2022
Created 02/13/2014
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jjcolejr
jjcolejr
310 Followers

Chapter 29: The Ugly Woman

I was on the walking trail around my condo complex when a turn suddenly put me across the path of a seriously ugly woman. She was a tall, pale, with longish blonde hair that had not seen a brush in a while.

She looked as disheveled as anyone I had ever seen. Her gym shorts and her sleeveless t-shirt were of clashing colors and too big for her. She was not wearing make up so her lips and eyebrows blended with her skin in a strangely blank Carnival mask kind of way.

We each stepped trying to avoid the other but ended up going in the same direction twice.

She looked like a puppy that knew it did something wrong and was going to get swatted by a newspaper. She was furiously blushing.

She started to apologize but I stopped her, took her hand and danced her unto a twirl that put us each on the side we were originally headed.

She gave a delighted little laugh and slowly resumed her march down the walking path. Her whole body was blushing.

Before she was out of hearing range I shouted after her, "We have to stop meeting like this, the neighbors are beginning to talk."

She did not turn but her shoulders told me she laughed at the line. I patted myself on the back for being sensitive and friendly to a woman of unfortunate looks and continued on my route.

I did not see her the next day, as my routine was one day on, one day off. On the following day it was raining about the time I intended to go for my walk so I spent the time power napping. I admit I liked the theory of exercise a lot more than the actual act.

I had just about forgotten about her on my next walk when I again ran into her under the same circumstances.

This time I immediately took her hand and gave her several twirls as we danced in the middle of the path. I took time to look at her a bit more closely and was duly impressed with her large blue eyes; She was in fact not actually ugly, just plain, very plain.

Those beautiful eyes, however, were looking at me with embarrassment.

I did not want to make her uncomfortable so I released her hand and semi walked/danced my way down the path.

On my next walking day I decided to reverse my route and prevent another direct run-in with her. Her reaction to a simple encounter was so strong I did not want to see her that disturbed again.

I did my two circuits and was checking my mail when she walked past me. I nodded in her direction and she smiled in return.

As she walked by I heard her say, "Missed our dance."

I turned to look at her while searching for a line to throw in her direction but she had not stopped walking.

Her skin was crimson. It had apparently taken a lot from her to say anything. She was shaking her head as if she could not believe she had.

Nice long legs, I thought, as I watched her walk away. Her thighs and butt were a tad too big but she was tall enough to nonetheless produce an overall pleasing effect. She was maybe just three inches shorter than me.

As walked into my home I chuckled to myself.

I thought, "Old man, you must be really horny to be looking at something like that."

But I had looked.

The next walking day we became acquaintances. She just happened to be going by as I started my walk. I started the conversation with nonsensical comparisons between the tango and the cha-cha. I was happy to see that I had her giggling in short order. I saw her visibly relax.

She started her end of the conversation by praising my patio garden, admitting that on days there was no car in the carport she would make a quick detour into the garden and enjoy the flowers.

She again was blushing.

I told her, "You are welcome to stop even if there was a car in the drive."

Our conversation stayed light and breezy until she detoured towards her home, I learned that this was her third and last lap on the circuit.

I was surprised to learn that I was somewhat disappointed by that turn of events and resolved to leave my home earlier the next time. It never crossed my mind to ask myself why I would want to do such a thing.

Two days later I was opening my door just as she walked by. I started to slowly catch up to her, no small feat for me. Her long legs covered a lot of ground with each stride.

I stayed behind her for a bit studying her a little more closely. She still looked disheveled, but her body started to look to me more like that of an ex-athlete working itself back into shape. She moved with a fluid gracefulness that made me think that once she must have been serious stuff.

When I caught up with her I wondered if it was because of my increased speed or if she had slowed her pace to allow me to catch up to her.

Our conversation resumed as if two days had not gone by. We finally exchanged names.

Hers was Sharon. She had just moved to Felicity. I learned her daughters were grown and married and she learned from me my son was too. Neither of us asked about our present relationship status. I have always though it was impolite to ask and apparently so did she. Yet, somehow, we both knew the other was unattached.

In time we became friends, we learned a lot about each other. Her first residence in Felicity had been the Women's Shelter. She had moved out after a year of counseling year then she got a job. She was a teacher as I was but at different schools so I had not seen before. We had several common acquaintances. It is a small world.

She was exactly six months younger than me. Her ill-fitting clothes were result of the thirty pounds that had disappeared from her body in the last eight months. Her goal was to lose another thirty pounds.

Without thinking I said, "that's too much, anything more than ten pounds would be excessive."

She looked at me to see if I was giving her a line or if I really thought that way. Apparently she decided I meant it and blushed.

She confirmed my guess that she had been an athlete, a college swimmer at a school that was a rival to my own. Had I gone to a swim meet or had she gone to a baseball game we would have seen the other.

It is a very, very small world.

Over the course of several weeks and without her actually telling me I guessed her marriage had been a horror of mental cruelty that ended when he crossed the line into physical abuse. Neither of her daughters invited their father to their wedding; much less give him the opportunity to walk them down the aisle.

It explained the large inferiority complex she was carrying and her habit of apologizing for everything

In a roundabout way I admitted that my marriage ended four years before when I realized my wife would never meet a cock she did not want. Sharon was surprised to hear that my ex and I remained friends and acted as a couple for our son's wedding. I did not mention that of all the times I had gotten laid since our divorce fully half of them had been with my ex.

I decided I liked Sharon. She accepted the possibility that I liked her and her habit of apologizing for non-existing blunders subsided.

I eventually noticed that somewhere along the line she started brushing her hair and tying it into a ponytail.

I liked ponytails.

She also began to wear a hint of makeup, just enough to frame her facial features.

In my eyes Sharon had gone from ugly, to plain, to OK, to nice in little over two months but I was only vaguely aware of that.

We started to wait for each other before starting our walks. We never agreed to do so, it just happened.

I now walked everyday and extended the walk to three laps to match her. I told myself that the change was to speed up the rate of my conditioning. I probably knew it was just so I could spend more time with her.

She probably knew that too.

One day about ten weeks after our first encounter I invited her to join me in my garden for a bottle of mineral water after we finished our walk. We usually ended our walks outside her home.

Nothing much had happened between us. I had not asked her for a date. Probably out of cowardice.

She had not invited me into her patio or her home. Probably out of cowardice.

Helen accepted my offer for a drink and said, "I am anxious to see the hummingbirds you talk about. They are so neat."

"They may be gone by now. In our area they are just passing through," I said.

She was disappointed by that possibility but as we walked into my patio she became enthralled by the profusion of flowers. This was one of those days in which my garden decided to show off.

While she looked at the flowers I retrieved two bottles of water for us. When I rejoined her she was admiring a large yellow hibiscus.

"This place is magical," she said. "You created a miniature Eden."

I will admit that I was proud of my efforts and very, very pleased at her reaction to them.

She then said, "Your shoe is untied," and my life changed.

As I knelt to tie it she was about three feet in front of me, turned slightly to the side.

I glanced up and saw just how much too big her shorts were. I could see well up the legs of the shorts right to the mound of Venus. I saw blonde pubic hair. I saw pussy lips.

It took a while for my fumbling hands to tie my shoe. When I finally managed and stood I had a raging erection. I did not have underwear under my gym shorts and my boner was as obvious as could be.

I decided to try to stay behind her so she would not see it but she soon created another problem for me. She raised her arm to ask about a tall flowering vine. With her arm raised I could see 80% of a glorious tit past her sleeveless shirt armhole.

She started to turn towards me wondering why I had not answered when her hand accidentally brushed my hard dick. Luckily, before either of us could react, a hummingbird zoomed past us to the feeder followed closely by two more, precipitating a round of hummingbird wars.

She was enthralled.

She made cooing noises.

She giggled.

She backed up into my hard-on.

She did not press against it but instead lightly brushed it with her ass as if to make sure it was still there. My cock stayed in soft contact with her ass for the duration of the hummingbird wars.

Eventually the birds disappeared and we were left in an awkward silence.

Finally I asked if she needed more water.

She said, "No thanks, I should get home. Thanks for inviting me to your garden."

Her eyes flicked down to my crotch. My dick was clearly delineated by the fabric of my shorts. She could see it twitch.

She forced her eyes to look at my face and stammered, "See you tomorrow," and with that started to walk out of my patio.

I said "My garden is your garden, anytime."

Just before she stepped out to the walkway she suddenly stopped and pointing at my tented shorts asked, "Did I do that, is that because of me?"

I was surprised at the boldness of the question, completely out of character for her. She was blushing as brilliantly as I had ever seen her do.

I was also caught by surprise when I realized what my answer had to be. I said "Yes."

A large smile crossed her lips as she started to walk away. Again she stopped and turned, ran to me, threw her arms around me and kissed me hard.

When she stepped back she said, "You don't know how long it's been since I gave anyone a hard-on," then kissed me again before she flew down the path.

I became suddenly acquainted with the term dumbstruck. I was frozen in place. My body still could feel hers as she had pressed against it. I knew I was blushing as furiously as she was.

Then, a sudden moment of lucidity,

"Dinner is at 8" I shouted at her retreating form.

Although I was not sure she heard me, that evening I prepared my best dish, shrimp linguini with garlic butter sauce, for two. My friend Julian had walked me through it once at a friends house party and although I had missed on some things mine was good enough for company.

I had dinner ready just before 8; I wore a polo shirt and dress slacks. I smelled good.

But at 8:12 I was still alone. I gave up hope and walked to the door to lock it. A small movement outside caught my eye. I looked through the patio window.

There she was, on the swing, apparently talking to herself.

I opened the door and walked towards her.

She looked like someone that had been caught where they were not supposed to be.

I was not going to take the chance on her leaving so I grabbed her hand and led her inside.

Once inside she started to apologize for something but I could not make out exactly what, so to make her stop I kissed her.

I walked her to the dining area and led her to the table. Before she sat I took the opportunity to really look at her.

She was wearing a dark blue sun dress that looked good on her even though it appeared to be a couple of sizes too big. The ten-pound goal I had suggested had been achieved and she probably did not have anything in her closet that still fit her body.

Her hair shone as if it had its own light as it cascaded to her shoulders.

She wore make up, just enough to see that she did, not enough to hide anything.

Her eye make up drew me into her eyes.

Her lipstick drew me to her lips.

I kissed her again before she sat. That kiss led to another, then another. I did not plan to keep kissing her over and over and worried that she would be upset with me but at the time I could not help it.

I HAD to kiss her.

I was aware enough to note that each time I kissed her she kissed me back.

I again had a hard-on for her. She noticed.

I tried to open a bottle of wine but could not keep my hands from shaking. I could not understand how this moment had become so important in my life.

I put the bottle down and gave her what must have been a helpless look. I felt I was blushing.

She spoke softly, saying," Maybe we should leave dinner for later?"

She was blushing intensely.

She stood and came to me. We melted into each other's arms and fell into an ageless kiss. She stepped away and started down the hallway towards the bedroom.

As she walked she undid two buttons on her dress and it fell away. She had not worn any undergarments. I was looking at a nude goddess.

I found us kissing again,

I was nude but did not know how I got that way.

We were in bed.

I was on top of her, my dick parting her pussy lips.

I forced myself to go as slowly as possible. I wanted to enjoy every millimeter of my cock's entry into her pussy. I wanted her to enjoy my penetration into her nest.

Her pussy was very wet but my entry was slowed by the tightness of her passage. My dick was almost a third of the way in when I pulled back out until the head of my dick barely had her pussy lips parted. Then I slowly pushed my way back in.

I repeated the sequence when half way down and again two thirds of the way in. Each sequence was punctuated by the best kisses I could give. She was answering with the best kisses I had ever received.

I delayed my last plunge into her pussy a little longer, until her body betrayed anxiousness. I plunged in to the hilt with a swift stroke. As soon as our pelvic bones met she soared into orgasm.

I held on as the bucked, moaned and thrashed beneath me.

When I felt her catch her breath I kissed her and whispered, "Again?"

"Yes, please," she said.

I started to slowly sink and withdraw my dick out of her pussy. As I increased speed she started to moan once again.

I needed release, I was gasping for breath, hoping, and praying I would cum before I died. A loud deep groan escaped her lips sending me over. I climaxed like never before.

Finally, gasping for air. I tumbled off her body and lay on my back staring at the ceiling. We held hands as our lungs wrung out all the oxygen in the room.

She turned to her side, facing me and caressed my chests. As her hand approached my groin she started to giggle. I turned to look at her, a bit worried at her reaction.

She was looking at my dick.

My dick was still twitching, drops of cum still making their escape. A pool of cum and pussy juice was matting my pubic hair. My dick was wilting rapidly and was very red.

"God I hope I didn't kill it. I am going to need it again," she said.

"It may need mouth to mouth," I ventured with a smile.

"No problem, but you did promise me dinner" she countered.

Dinner was ruined of course. We made BLT sandwiches and had a much easier time opening beer bottles than wine bottles. We were laughing over anything and everything, the definition of happy campers.

We stayed nude. We took every opportunity to touch and rub against each other while in the kitchen We kissed each other a couple of million times. Any part of the others body within range of lips was kissed.

Sometimes when I kissed a nipple or ran a finger over her pussy she would blush. Now however, her blushes were a light shade of pink and were accompanied by soft moans.

I was standing by the sink rinsing the utensils when she walked up behind me and started to caress my ass.

I loved that.

My dick started to rise.

She rained kisses to the back of my neck.

I loved that.

My cock became fully hard and started searching for Brenda.

She saw it and grabbed it.

I really loved that.

She led me to the bed by it. As soon as I was on my back she dove for it and engulfed it in her mouth.

She made love to my dick. My dick loved her for it, reaching as far as it could for her.

My dick and I knew she was not trying to suck us off. We also knew that would eventually happen so we did not have a difficult time holding on.

Her lips kissed my cock one last time then held it in her hand as she threw her long legs over my hips and slowly lowered herself to me.

She was now kissing my dick with the lips of her pussy.

She leaned over and kissed me gently, slowly parting my lips with her tongue at the same rate that my dick was parting her pussy lips.

She settled on me, completely impaling herself on my loving member. With a deep sigh she raised her body and just sat across my hips, my dick buried in her as deeply as it could.

Slowly, knowing she had all the time in the world, she started to make love to me.

I looked up at her magnificent breasts as they slowly danced for me.

I looked at her moist lips, her wet tongue peeking between them.

I looked at her large blue eyes, half closed, like a cat when it is purring.

I looked at her golden hair, framing a face radiating a love I could physically feel.

Right then and there I realized, I had never seen a more beautiful woman in my life.

jjcolejr
jjcolejr
310 Followers
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AnonymousAnonymousabout 10 years ago
A Flower Blossoms

An alternate title, perhaps?

redlion75redlion75about 10 years ago

which woman/women in felicity is she also sleeping with?

Yet_Another_UserYet_Another_Userabout 10 years ago
Names? Who cares?

This is another fine story - a nice exercise in how perception changes as we become closer with someone.

AnonymousAnonymousabout 10 years ago
Make up your mind.

First, you tell us her name is Sharon.

Then, Helen accepts a drink of water.

And toward the end, his cock is searching for Brenda.

You need to stick a post-it note on your computer to remind you of your characters' names!

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Felicity Series Info

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