Pleasuring Amy
It’s safe to say Amy was your best friend. You’d known each other since school, and shared laughs and tears for decades.
Amy could safely be described as ‘All-American’. Athletic, smiling, outdoorsy, and active. She worked out regularly, and had a healthy diet. Amy wasn’t tall, but her compact frame was blessed with a perfect chest and legs which were the envy of both men, and women.
When we’d joke about fantasies of a threesome, Amy was easily the first potential partner that came to mind. However, we both agreed that the concept was just too weird, and that your friendship with her was just too precious to jeopardize.
Amy’s life took an extreme turn when her husband of twenty plus years left her. While their marriage had appeared healthy and wholesome from the outside, Amy revealed to you in private that her husband had been abusive on many levels.
Simple jokes and good-natured put-downs had become vicious insults. Minor disagreements had become shouting matches. He was no longer faithful. Several times, the arguments became physical. One morning, Amy woke up, and her husband had packed up and gone, leaving her with the bills.
Once the initial shock was over, and the tears dried, Amy’s life began to smooth out - but your friendship was now more valuable to her than ever before.
After a few drinks on the patio one night, I somehow came up as the topic of discussion. You and Amy had shared very openly about your sex lives, and had done so for years. While neither of you were ready for a threesome involving each other, there was apparently another option.
“I could always loan him to you.” You suggested.
Long pause. “Really?” Was Amy’s stunned answer. “I wouldn’t want to fuck things up.”
While it may have started as a joke, the conversation took on a different tone as ground rules were discussed. You were excited by the thought you had enough control over me to provide me for the purpose of pleasuring your friend. Amy was excited by the possibility of experiencing some of the adult play of which you had told her.
The concept was presented to me not so much as a request, but a command. I would not be allowed to fuck Amy, and I would not be allowed to kiss her on the lips. This would be a one-time thing, and all parties would be sworn to secrecy.
I was to show up at Amy’s on a Thursday afternoon at two. While that struck me as an odd time, it was one of her days off. That was just how it was going to be.
While Amy’s front door was open, she didn’t answer following a knock on the screen door. I went around back, and found Amy working in her garden. She was wearing a short denim skirt, a light top, and a sun hat.
“There you are! Is it two already?” Amy stood. “The time must have gotten away from me. I’ve been out here working since before noon! Let’s go inside for some sweet tea.”
Amy filled two glasses with ice, and filled them with some sweetened sun tea from a mason jar taken from the fridge as we sat at her kitchen table.
The conversation wasn’t beyond what you’d have with any neighbor. “Warm today, isn’t it.” Gas prices. Some new series on Netflix. A new restaurant opening. Amy was a little dusty from her time in the garden, and even a little sweaty.
The conversation suddenly took a different turn.
“She says you’re a little on the kinky side.” Amy began. “Spankings. Restraints. She says you can be a little submissive. Is that true?”
Amy didn’t really give me time to answer.
“You’ll understand that I’m not feeling all that good about men right now.” Amy continued. “I feel like I’ve been serving men a lot more than they’ve been serving me. It’s like the balance is off. I think I’m ready to be the one using, instead of the one being used.”
Amy stood up from the table, and removed a plastic tumbler from a kitchen cupboard. “I need to pee.” She said, setting the tumbler on the floor and lifting her skirt. She pulled her panties down and squatted over the tumbler. “She told me about feeding you a few spoonfuls of her pee.” Amy said, letting loose a stream of piss into the cup. “She says it got you pretty worked up. Let’s see what a little more pee does for you.”
Amy stood, raised her underwear, and carried the tumbler over to the table. “Looks like you need to be topped up.”
Amy poured the piss into my half-full glass of sweet tea, filling it up. “Go ahead. Have a sip. Tell me how much you like it.”
The tumbler felt much warmer than it did just a moment ago. I raised the glass, which now had a very different odor than before. I took a tentative sip. The ice and the sweet tea helped to lower the salty bitterness. But, it still tasted like piss. I made a bit of a grimace.
“No making faces!” Amy chided. “I worked hard for that!”
“Thank you, Amy.” I smiled, taking another foul drink. “It tastes very nice.”
Amy smiled, enjoying the show. “That’s one of the reasons you won’t be kissing me. I hear you like licking her pussy clean after she’s peed, too. That’s pretty nasty.”
I nodded, simply taking another drink of Amy’s sweet piss tea.
“Strip.” Amy whispered.
I obeyed. Shoes, socks, shirt, pants.
“She said you don’t wear underwear.” Amy stated. “And that you keep your cock and balls shaved. You really are a bit of a perv, aren’t you?”
Raising up from the chair, Amy pulled down and removed her panties. “I’ve been working in these for a while today. And I’ve been a little worked up, knowing you were going to be coming over.” Amy held the panties up to my face. “Don’t they smell nice? Here, take a big whiff.”
I took in a big sniff of Amy’s underwear. It smelled dusty, damp, and more than a little sweaty. She pushed them up to my nose, and I responded with another deep inhale. The scent of Amy’s panties and the taste of her piss in my mouth made me feel very vulnerable, very used, and more than a little excited.
“You need a little hat.” Amy remarked, putting the panties over my head. The fragrant crotch was right over my nose, and I could see out of the leg holes. “Lovely.” Amy said, admiring her work.
Amy wasn’t done. A dog collar went around my neck, and a leash clipped to it. My hands were cuffed behind me. A nylon cord was looped into a noose, and secured around the base of my cock and balls. A straw was put into my iced tea. The rope was drawn up behind my legs and given a harsh tug. The force caused me to bend forward towards the tumbler. I sucked on the straw and emptied the drink. The nylon cord pulled up harshly between my ass cheeks and was given another yank.
“She says you’re a good pussy licker. Do you like licking pussy?”
“Yes!” I yelped, my answer encouraged by another tug of the cord.
“Well, before you lick me, you’re going to have to pay the price. I understand you enjoy being caned. Let’s go into the front room.”
Amy led me by the leash, the cord looped around my cock and balls dragging behind me.
“Over the arm of the sofa.” Amy ordered, pulling a cane from the corner.
The first stroke of the cane hit hard, causing me to yelp.
“That’s too loud.” Amy noted, pulling her panties off of my head and stuffing them into my mouth. “Let’s see if this helps.”
Normally when we did impact play, you would warm me up with a strap or a leather paddle of some sort. I would not be allowed that preparation.
The cane rained down hard on my rump. It was a thin stinging cane, probably a bamboo pole from Amy’s garden. It stung like hell, and I could feel the welts develop.
The strokes were harsh and frequent. Normally, you’d let a stroke settle in for a moment before landing another stripe. Amy took a different approach, hitting my ass with the frequency a carpenter would pound a nail. Rear back, slap. Rear back, slap. At one point, she paused and grabbed the nylon cord around my shaft, pulled it back with her left hand, and struck with the cane in her right hand.
“Fuck.” Amy would mutter. “Take it.” Her voice was quivering a little now.
I began to understand. Amy wasn’t punishing me as much as she was getting over the frustration of a marriage gone sour, promises broken, and years lost. Amy’s emotions and resentment were being poured out through the cane. She wasn’t giving pain, she was letting go of it.
Amy finally slowed down, and lowered the cane to her side. I turned and got a glimpse of her. Still dressed, an almost blank expression, and a bit of perspiration on her forehead.
“Time to lick.’ Amy whispered, laying the cane down on the floor and stepping over to the couch. She sat, spread her legs, and raised her skirt.
I felt a little light headed as I raised up. My hands were still cuffed, and my cock and balls were restrained. I shuffled over in front of Amy, who reached up and removed the panties from my mouth.
Amy’s cunt had been trimmed not long ago, but it was a little on the hairy side. You had always been good about cleaning yourself up before a pussy licking session, but that was not the case with Amy. It was evident she had been working in the garden, and sweating. She was also mildly pungent from the excitement of having a nude male to punish, cane, and degrade.
“Kiss first.”
I followed her orders, teasing around Amy’s inner thighs and cleft. Gentle kisses. A little lick. More kisses. A bold lick from the bottom of her slit to the top. A little pressure with the tongue right over where the clit would be. Amy breathed out in a deep moan.
“Eat.” Amy grunted. As my tongue entered, it was met with a deep wetness and flavor. Her cunt had a thin cream at the lower end, and a stiffening pearl at the top. I licked and kissed around the clit as much as I dared, taking care of her sensitive little nub. Amy responded strongly when I licked down from the top, placing a little pressure with my tongue on the tender flesh protecting her clit.
“I understand you lick ass. I’m not sure what that’s like, but she said I’d want to find out.”
Amy scooted down a bit further, and lifted up her knees. The crack of her ass came into view. I knew what was expected of me.
I licked very gently at first, using just the tip of my tongue on her asshole and teasing it a little. Amy was a bit dusty and sweaty back there too, but nothing unpleasant. I began licking the full crack of her butt, licking one side and the next, then going back to her puckered little hole and tonguing it lovingly.
Amy liked this. If it was her first time, she took to it very well. One hand went down to her crotch as she began to masturbate a little as her ass was pleasured.
Back up to the pussy, which was now even wetter. My face was now getting coated with her juice. Amy wouldn’t last long now.
It only took a couple of minutes before Amy began to buck a little, her breathing shifting and her body twitching. She hit a moment of silence and grabbed my hair, pulling my face deep into her crotch.
Amy’s orgasm hit her on a few levels. I tried to keep my tongue gently on her cunt, feeling her orgasm skipping like a rock over a pond before she finally fell into a strange laughter. The laughter then drifted into tears and crying. Again, Amy was having a powerful emotional release.
Amy rested for a few minutes before regaining composure. She removed my collar and leash, undid the handcuffs, and loosened the nylon cord from around my cock and balls. I went out to the kitchen, and dressed.
“Thank you.” Amy smiled, hugging me.
“Thank you.”
Amy could safely be described as ‘All-American’. Athletic, smiling, outdoorsy, and active. She worked out regularly, and had a healthy diet. Amy wasn’t tall, but her compact frame was blessed with a perfect chest and legs which were the envy of both men, and women.
When we’d joke about fantasies of a threesome, Amy was easily the first potential partner that came to mind. However, we both agreed that the concept was just too weird, and that your friendship with her was just too precious to jeopardize.
Amy’s life took an extreme turn when her husband of twenty plus years left her. While their marriage had appeared healthy and wholesome from the outside, Amy revealed to you in private that her husband had been abusive on many levels.
Simple jokes and good-natured put-downs had become vicious insults. Minor disagreements had become shouting matches. He was no longer faithful. Several times, the arguments became physical. One morning, Amy woke up, and her husband had packed up and gone, leaving her with the bills.
Once the initial shock was over, and the tears dried, Amy’s life began to smooth out - but your friendship was now more valuable to her than ever before.
After a few drinks on the patio one night, I somehow came up as the topic of discussion. You and Amy had shared very openly about your sex lives, and had done so for years. While neither of you were ready for a threesome involving each other, there was apparently another option.
“I could always loan him to you.” You suggested.
Long pause. “Really?” Was Amy’s stunned answer. “I wouldn’t want to fuck things up.”
While it may have started as a joke, the conversation took on a different tone as ground rules were discussed. You were excited by the thought you had enough control over me to provide me for the purpose of pleasuring your friend. Amy was excited by the possibility of experiencing some of the adult play of which you had told her.
The concept was presented to me not so much as a request, but a command. I would not be allowed to fuck Amy, and I would not be allowed to kiss her on the lips. This would be a one-time thing, and all parties would be sworn to secrecy.
I was to show up at Amy’s on a Thursday afternoon at two. While that struck me as an odd time, it was one of her days off. That was just how it was going to be.
While Amy’s front door was open, she didn’t answer following a knock on the screen door. I went around back, and found Amy working in her garden. She was wearing a short denim skirt, a light top, and a sun hat.
“There you are! Is it two already?” Amy stood. “The time must have gotten away from me. I’ve been out here working since before noon! Let’s go inside for some sweet tea.”
Amy filled two glasses with ice, and filled them with some sweetened sun tea from a mason jar taken from the fridge as we sat at her kitchen table.
The conversation wasn’t beyond what you’d have with any neighbor. “Warm today, isn’t it.” Gas prices. Some new series on Netflix. A new restaurant opening. Amy was a little dusty from her time in the garden, and even a little sweaty.
The conversation suddenly took a different turn.
“She says you’re a little on the kinky side.” Amy began. “Spankings. Restraints. She says you can be a little submissive. Is that true?”
Amy didn’t really give me time to answer.
“You’ll understand that I’m not feeling all that good about men right now.” Amy continued. “I feel like I’ve been serving men a lot more than they’ve been serving me. It’s like the balance is off. I think I’m ready to be the one using, instead of the one being used.”
Amy stood up from the table, and removed a plastic tumbler from a kitchen cupboard. “I need to pee.” She said, setting the tumbler on the floor and lifting her skirt. She pulled her panties down and squatted over the tumbler. “She told me about feeding you a few spoonfuls of her pee.” Amy said, letting loose a stream of piss into the cup. “She says it got you pretty worked up. Let’s see what a little more pee does for you.”
Amy stood, raised her underwear, and carried the tumbler over to the table. “Looks like you need to be topped up.”
Amy poured the piss into my half-full glass of sweet tea, filling it up. “Go ahead. Have a sip. Tell me how much you like it.”
The tumbler felt much warmer than it did just a moment ago. I raised the glass, which now had a very different odor than before. I took a tentative sip. The ice and the sweet tea helped to lower the salty bitterness. But, it still tasted like piss. I made a bit of a grimace.
“No making faces!” Amy chided. “I worked hard for that!”
“Thank you, Amy.” I smiled, taking another foul drink. “It tastes very nice.”
Amy smiled, enjoying the show. “That’s one of the reasons you won’t be kissing me. I hear you like licking her pussy clean after she’s peed, too. That’s pretty nasty.”
I nodded, simply taking another drink of Amy’s sweet piss tea.
“Strip.” Amy whispered.
I obeyed. Shoes, socks, shirt, pants.
“She said you don’t wear underwear.” Amy stated. “And that you keep your cock and balls shaved. You really are a bit of a perv, aren’t you?”
Raising up from the chair, Amy pulled down and removed her panties. “I’ve been working in these for a while today. And I’ve been a little worked up, knowing you were going to be coming over.” Amy held the panties up to my face. “Don’t they smell nice? Here, take a big whiff.”
I took in a big sniff of Amy’s underwear. It smelled dusty, damp, and more than a little sweaty. She pushed them up to my nose, and I responded with another deep inhale. The scent of Amy’s panties and the taste of her piss in my mouth made me feel very vulnerable, very used, and more than a little excited.
“You need a little hat.” Amy remarked, putting the panties over my head. The fragrant crotch was right over my nose, and I could see out of the leg holes. “Lovely.” Amy said, admiring her work.
Amy wasn’t done. A dog collar went around my neck, and a leash clipped to it. My hands were cuffed behind me. A nylon cord was looped into a noose, and secured around the base of my cock and balls. A straw was put into my iced tea. The rope was drawn up behind my legs and given a harsh tug. The force caused me to bend forward towards the tumbler. I sucked on the straw and emptied the drink. The nylon cord pulled up harshly between my ass cheeks and was given another yank.
“She says you’re a good pussy licker. Do you like licking pussy?”
“Yes!” I yelped, my answer encouraged by another tug of the cord.
“Well, before you lick me, you’re going to have to pay the price. I understand you enjoy being caned. Let’s go into the front room.”
Amy led me by the leash, the cord looped around my cock and balls dragging behind me.
“Over the arm of the sofa.” Amy ordered, pulling a cane from the corner.
The first stroke of the cane hit hard, causing me to yelp.
“That’s too loud.” Amy noted, pulling her panties off of my head and stuffing them into my mouth. “Let’s see if this helps.”
Normally when we did impact play, you would warm me up with a strap or a leather paddle of some sort. I would not be allowed that preparation.
The cane rained down hard on my rump. It was a thin stinging cane, probably a bamboo pole from Amy’s garden. It stung like hell, and I could feel the welts develop.
The strokes were harsh and frequent. Normally, you’d let a stroke settle in for a moment before landing another stripe. Amy took a different approach, hitting my ass with the frequency a carpenter would pound a nail. Rear back, slap. Rear back, slap. At one point, she paused and grabbed the nylon cord around my shaft, pulled it back with her left hand, and struck with the cane in her right hand.
“Fuck.” Amy would mutter. “Take it.” Her voice was quivering a little now.
I began to understand. Amy wasn’t punishing me as much as she was getting over the frustration of a marriage gone sour, promises broken, and years lost. Amy’s emotions and resentment were being poured out through the cane. She wasn’t giving pain, she was letting go of it.
Amy finally slowed down, and lowered the cane to her side. I turned and got a glimpse of her. Still dressed, an almost blank expression, and a bit of perspiration on her forehead.
“Time to lick.’ Amy whispered, laying the cane down on the floor and stepping over to the couch. She sat, spread her legs, and raised her skirt.
I felt a little light headed as I raised up. My hands were still cuffed, and my cock and balls were restrained. I shuffled over in front of Amy, who reached up and removed the panties from my mouth.
Amy’s cunt had been trimmed not long ago, but it was a little on the hairy side. You had always been good about cleaning yourself up before a pussy licking session, but that was not the case with Amy. It was evident she had been working in the garden, and sweating. She was also mildly pungent from the excitement of having a nude male to punish, cane, and degrade.
“Kiss first.”
I followed her orders, teasing around Amy’s inner thighs and cleft. Gentle kisses. A little lick. More kisses. A bold lick from the bottom of her slit to the top. A little pressure with the tongue right over where the clit would be. Amy breathed out in a deep moan.
“Eat.” Amy grunted. As my tongue entered, it was met with a deep wetness and flavor. Her cunt had a thin cream at the lower end, and a stiffening pearl at the top. I licked and kissed around the clit as much as I dared, taking care of her sensitive little nub. Amy responded strongly when I licked down from the top, placing a little pressure with my tongue on the tender flesh protecting her clit.
“I understand you lick ass. I’m not sure what that’s like, but she said I’d want to find out.”
Amy scooted down a bit further, and lifted up her knees. The crack of her ass came into view. I knew what was expected of me.
I licked very gently at first, using just the tip of my tongue on her asshole and teasing it a little. Amy was a bit dusty and sweaty back there too, but nothing unpleasant. I began licking the full crack of her butt, licking one side and the next, then going back to her puckered little hole and tonguing it lovingly.
Amy liked this. If it was her first time, she took to it very well. One hand went down to her crotch as she began to masturbate a little as her ass was pleasured.
Back up to the pussy, which was now even wetter. My face was now getting coated with her juice. Amy wouldn’t last long now.
It only took a couple of minutes before Amy began to buck a little, her breathing shifting and her body twitching. She hit a moment of silence and grabbed my hair, pulling my face deep into her crotch.
Amy’s orgasm hit her on a few levels. I tried to keep my tongue gently on her cunt, feeling her orgasm skipping like a rock over a pond before she finally fell into a strange laughter. The laughter then drifted into tears and crying. Again, Amy was having a powerful emotional release.
Amy rested for a few minutes before regaining composure. She removed my collar and leash, undid the handcuffs, and loosened the nylon cord from around my cock and balls. I went out to the kitchen, and dressed.
“Thank you.” Amy smiled, hugging me.
“Thank you.”
7ヶ月前