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I had always been helpful to my neighbor, Mrs. S., a widow thirty years my senior. She would have me doing things that she couldn’t handle herself and couldn’t afford to pay for. I was glad to be of service. I was middle aged and she was really up there. As people often do, we often talked about ailments, aches and pains. One day when she sensed that I was holding back, she insisted I tell her what was troubling me. I finally told her. I had been troubled for months by an itchy butt, that at first I wiped myself too hard, then, later wiping was not enough. I would often have to get up from watching tv and go wipe my butt. My damn itchy butt.
In wiping my itchy anus I often wished that I could rub it for a long time. I told Mrs S., my anus was often irritated and that I got pleasure from massaging my anus with a cream just to feel better.

She put her hand on my neck and earnestly asked if there was something she could to. She put her hand on my thigh and squeezed it. I took the opportunity. I told her that it would give me great relief if someone would rub my anus with a cream. Mrs S. said she would be glad to. She asked me exactly how to do it and told me to lower my pants and underwear. As I thought about how she would do it, she kept her hand on my bare butt cheek. blood was flowing into my dick but I wasn’t quite hard. Also I didn’t feel too uncomfortable about my nakedness and my dick since she invited it.
I told her that I wasn’t sure how to describe the butt rub. She asked me if I would show how to do it on her. I liked the idea and told her so. She removed her skirt and then her panties. She had grey pubic hair and droopy butt cheeks but didn’t seem self-conscious. She assured me that we were here for each other and asked me to comb my fingers through her pubes. I did so. We both smiled. Mrs S. then squirted some lotion onto my left hand, raised her right leg to the edge of a chair and told me to demonstrate on her exactly how I wanted her to rub my anus.

I rose my hand into her crotch, rested my thumb on her vagina lips and rested my palm there as well. Mrs S. leaned forward a bit to ease my access to her anus. My middle finger rubbed across her anus. Slowly back and forth. On occasion I would insert my finger to one knuckle depth, remove it, and resume a gentle rub. She said she liked it a lot and understood how I would like it too. I would alternate a scratching movement with a deeper intrusion, whole finger, and then keep up a gentle scratch on her hole. I could feel her squeeze her sphincter on my finger. She moaned and asked me to stop so she could do it to me.

I assumed her position. As I was semi hard she scooped my balls with her hand. She slowly tugged on them, then she slid her finger over my asshole as I had demonstrated to her. When she smelled some poop she wiped her hand off and resumed her rubbing. By this time, my dick was rock hard and in her face. She loved it. She moved it around with her cheek, her face.

As she fingered my prostrate over and over, she allowed my cum to slowly seep out of my cock, down my cock, and onto her hand. My god it felt good but slightly not good enough.

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In order to get ready to play with Dmitri and Andy, Ruby insisted that I be trained first. She wanted my throat and ass to be ready for the boys to use me roughly. Our regiment began right away. In the morning when I awoke with the sun streaming through the blinds, Ruby was spooning me and gently stroking her middle finger over my asshole. I moaned and roused to the stimulation. She pushed her finger deep inside me, causing me to gasp. She pulled out and then told me to head to the bathroom....

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3 years ago
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A Late Night Visit from Ruby

I was asleep when Ruby buzzed to come up. It was 1:18am on Thursday night. She had mentioned she was having drinks with an old friend after work, so I didn't expect to see her, but I was happy for the company. I'd been feeling a bit pent up that night and I assumed the late visit was to scratch an itch.Ruby and I had been dating for about six months. I had met her at a friend's house party. She was clever and flirty and had a ripeness about her sexuality that bordered on obscene. She was...

Bisexual
3 years ago
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Janiersquos Mum Ruby

I overslept which is something I rarely do and slipping on my tatty old boxers I went down for my morning caffeine fix and while it was brewing I made a fresh batch of juice, it’s always good to have some on hand as you never know when it will be needed. I looked out the back and saw Rachel hanging out her washing which mainly consisted of shorts and underwear and when she saw me at my door she smiled, “Hi Frank, how are you?” she asked which sparked up a quick conversation.She told me the...

4 years ago
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Butt Sniffing At Wal Mart

If you've read any of my other stories, you may know that I LOVE the smell of ass! Nothing is more of turn on to me then the smell of a woman's butt sweat! My ass smell fetish started the same time as my panty fetish and it's one of the main reasons I love sniffing them! Anyways, a couple years ago I happened to find another way to enjoy the smell of ass besides panties or a girl letting me sniff her bum. Quite simply, I just sniff women's ass in public places without them knowing! Let me...

4 years ago
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BUTTERED SALAMI

Michelle isn’t in the habit of getting up early to make her lovers breakfast, as a matter of fact she expects them to take her out for breakfast. The few that were exceptionally good, who she wanted to spend more time with. Then she would prepare a breakfast for them. Bill definitely deserved a good solid breakfast after the wild night he gave her. He woke up to the sweet aroma of pancakes and sausages. Naked he got out of bed to go to the bathroom but to get to the bathroom he had...

1 year ago
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Butterfly

Butterfly Synopsis John was changing physically and mentally and was doing so within hours of that moment in the forest. It takes twelve hours for the common cold to take hold and give us a hint that we have it. It took about that same amount of time for all of the signals that flow through us naturally to change as well, and John woke to a new world. John woke to the same sun, room and bed, but clearly it didn't feel the same, and it would only get worse... Players John,...

1 year ago
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Anal with Ruby

This event took place five years into my twelve year love affair with Ruby, which placed her at being 75. We met at the senior center and started a weekly affair that took us to all sorts of sexual adventures. She was one VERY arousing and open-minded woman!I left work for the afternoon and picked Ruby up at her home and we made for our favorite eatery. We enjoyed a wonderful seafood lunch and a bottle of wine, which was what we usually had week week. But we also knew that we wanted to be home...

2 years ago
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Selling Ruby

She quietly sobbed “I will do anything for you”. “So will any girl I buy,” I correctly answered, and she sobbed harder, knowing it was true. A girl in this world could only be as valuable as the body she was born with, no matter how hard she worked to be appealing. Ruby was a medium-height girl with curly frizzy dark brown hair and a high-cheekboned but slightly pointed ostrich-like face that I found cute and girlish but not exactly pretty or beautiful. She was cute to play with, control...

3 years ago
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Butt Cookies

Behind her, William was jogging as well, appreciating the view of Emily's ass in front of him as he listened to his iPod. He increased pace slightly when she had passed him to keep this view. His cock had been hard for a while now and was at the point of throbbing. Seeing a small clearing ahead with a picnic table, he sped up. As Emily reached the point of the path closest to the table, she felt a pair of firm sweaty hands grabbing her by her waist & pushing her to the side, by the table....

3 years ago
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Butt Buddies Probing Deeper

“What do we do now?” I ask smiling.We are still bent over the bed, with our new toys in our respective asses.“Well, we leave them in a while and then take them out. So, why don't we go watch some of the new Netflix series to pass the time,” he says, pulling me off the bed by the hand.I grab my favorite soft blanket and follow his fine newly-stuffed ass to the couch. Our butt plugs are snug as a bug in a rug in their new homes. Hottie husband makes a mad grab for the remote (as usual) and finds...

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