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What can you say about poor Helen? A lonely, depressed widow invited to a party by her dear friends, just because they thought it would be fun. A retirement party was anything but fun, especially Helen, who would rather have stayed home and drink her sorrows away. Instead of sticking around for the stroke of midnight, Helen sat by the swimming pool with her feet in the water, drinking a tall glass of champagne.
Helen took one foot out of the water, seeing the blue polish on her toenails from the recent pedicure she received. Wearing a nice dress and looking all pretty wasn’t enough to put her in a good mood. The one thing makeup couldn’t take away were her crow’s feet and turkey neck; just seeing her own reflection depressed her even more.
Later, she noticed she wasn’t the only one not having a good time. Her friend Betty was ready to leave with the goal of going straight home.
“What are you doing out here?” Betty asked.
“Drowning my sorrows”, said Helen. “Want to join me?”
“Thanks, but I’m going home and straight to bed.”
“Not having fun ether? I told you it was a mistake coming here.”
“Yeah, I know, you told me so. Anyway, you need a ride?”
“No, I’m good.”
“You sure? You don’t look fine.”
“Listen, don’t worry about me. Go on home and I’ll take you later, or tomorrow, whatever.”
“All right, goodnight Helen.”
“Don’t drink too much.”
“Can’t make promises.”
Helen was alone once again, staying put where she was. When the clock struck midnight and the festivities indoors started, she didn’t even bother joining in on the singing.
“Screw it”, said Helen.
Later, her friend Gladys looked ready to leave, only she wasn’t leaving on her own. A well dressed young man was by her side, all set to take her home. Before leaving, Gladys stroked Helen’s blond hair and kissed her goodnight. Helen almost felt like laughing when Gladys told her she was going home by motorcycle. She felt her old friend was out of her mind going through with the idea. Then again Gladys did always have a wild side, dating back when they were hippies, spreading peace and love, and the many sexual escapades they went through. Helen wished she could go back to those days, but thinking about them made her drink more.
As the party started to slowly calm down, something loud caught her attention. A big splash took place at the end of the pool. The swimmer, a young stud in perfect condition, slowly swam in her direction. Helen thought maybe she had too much to drink. Once the young man stuck his head out near her legs, he was as real as he can get.
“Sorry”, he said. “I didn’t know anyone else was using the pool.”
“I’m not”, said Helen, “not exactly.”
“You want to join me?”
“Certainly not. I haven’t swam in a long time.”
“You never forget. It’s just like riding a bike.”
“Also I haven’t done in a long time.”
“You look sad.”
“It’s that obvious?”
“You want some company?”
“Listen, boy I don’t-”
Helen didn’t get a chance to finish her sentence once he got out of the pool. She realized that he’d been skinny dipping the whole time, and felt an attack coming on once she how hung out like a horse he was. It’d been a long time since she saw a naked man, especially someone so young and tight.
“You lose your clothes or something?” Betty asked, nearly choking on her beverage.
“No, I just felt like being naked and taking a big dip in the pool. Actually, there’s more to the story.”
“What do you mean?”
“For starters, I’m Bobby.”
“Pleased to meet you.”
“And you’re Helen.”
“How do you know my name?”
“That’s a long story.”
The story he told became a surprise to Helen, but deep down she thought this was crazy and stupid. Once he brought up Gladys’ name in the conversation, the mood changed in a hurry.
“That fucking bitch”, said Helen. “That miserable little shit. You mean to tell me you’re a what…a cheap whore?”
“I’m not that cheap”, said Tommy.
“And Gladys bought and paid for your services, just to keep me company?”
“That’s right. Is there a problem?”
“Listen, I don’t know what she put in your head but it’s not what it looks like. Thanks, but no thanks.”
“You don’t have to be nervous. I promise I’ll be gentle.”
“I’m sure you can. Trust me, I’m out of your league.”
“Now why would you say that?”
“Come on, look at me. Why would someone like you want to hang around with an old prune like me?”
Tommy felt deeply hurt by her comment, but he wasn’t willing to give up just yet.
“You shouldn’t say that”, he said. “I’ve entertained older women before.”
“Does that include senior citizens?” Helen asked, finishing her glass of champagne.
“Especially senior citizens. Some willing to pay top dollar.”
“They don’t get strokes just looking at you?”
“No, they are very much alive, as far as I know. Is that what you’re worried about?”
“I, I don’t know what to say.”
“You don’t have to say anything. Just trust me.”
“Trust you? And where do you suggest we go and take care of business?”
“How about the pool house? Nobody’s using it.”
“The pool house? This is nuts.”
“Come on, it’ll be fun. Just trust me.”
Tommy rose up with his big cock nearly touching Helen’s face. He extended his hand to her and helped her out of the pool. Helen picked up her high heels and silk stockings and followed Tommy’s lead towards the pool house.
Once inside, Tommy made her as comfortable as he could, starting with unzipping her dress and removing her bra. He enjoyed what he saw in front of him and admired it like a work of art. Her its were small but they were perfect. He feasted upon each one and sucked on each erect nipple. Helen moaned and trembled, feeling the nerves kicking in.
He laid her down on the bed and removed her black undies, all the way down using his teeth, getting a laugh out of Helen just to calm her nerves. The trembling returned once his tongue touched her hairy pussy, but this was a feeling she hadn’t felt for so long. The licking and sucking on her bush made her feel alive and young again. The sounds of her own moaning even surprised her; sounds she had not heard for as long as she can remember. The feel of a human tongue exploring her pussy gave her an incredible feeling she sorely lacked.
“Oh, man”, she said. “Shit. Ooh. Hmm. Oh, that feels so good. Yes. Oh, that tongue is nice and so wet. Oh, it’s wonderful. I didn’t know guys like you could, oh, hmm, eat granny pussy this good. Ooooo. Aaaah. I can’t believe this is happening. If I’m dreaming, I don’t want to wake up. Ooh. Hmm. Oh, Gladys where did you find him?”
Helen didn’t know whether to thank Gladys or kill her for setting her up. Either way her feelings of depression were slowly fading. Tommy planted his lips on hers, allowing each other’s tongues to feel one another. Slowly, he planted his lips down to her cheek and turkey neck. He tasted everything in front of him and Helen just sighed in surrender.
“I think I know”, she said, “what’s coming next. A nice, young cock going inside me. It must feel good.”
“Trust me, it does”, said Tommy, making Helen giggle.
Carefully he planted his hard cock inside her pussy, giving it to her to and fro, going as deep as nature intended. The feel of that hard piece of flesh inside her gave her quite the thrill she hadn’t had for so long. Little did she know that her two best friends were also being kept company by younger men, nearly the same age as this working horse.
“Oh, that’s good”, said Helen, wrapping her legs around Tommy and locking her feet tight. “Hmm. Wow. A young cock inside this old body. Oh, it’s so good. I could feel it go deeper. Yes, go deeper. Pound my pussy. Pound it with that hard dick. Oh, yes just like that. Right there. Yes, right there. You nailed it.”
Tommy was far from done. He turned Helen around, planting his cock inside her ass. Helen was nearly speechless and amazed on what this young man could do to her body in ways she never thought possible. Once she felt that hard meat go in it was smooth sailing. As he pounded her he didn’t see the smile on her face.
“Wow”, said Helen, “you fucking me in the ass, ooh, it’s so nice. You pounding my pussy and my ass on the same night. Fucking wonderful. Oh, yes. You know how to fuck old ladies real good. Old ladies need to be fucked more. Oh, yes fuck my ass up. Fuck me with that young dick. It’s so good inside me.”
Tommy was getting his money’s worth and then some. If she wanted to, Helen would tip him for doing a good job on her. Tommy turned her over and went back to eating her pussy, leaving poor Helen speechless. He opened up her pussy lips and dug that tongue deeper and deeper, all the way towards her sweet spot.
“Oh, shit”, she said, “you doing me more? Oh, shit. My pussy must really be good. Oh, I can’t believe how good this feels. Oh, shit. Ah, Ah, Oh, right there. Suck every drop. Oh, yes. Ooh. Ooh. Aah.”
Her mouth closed tight and fingernails digging into the sheets; the feeling was so great she didn’t want it to stop.
“Oh, shit”, she said, “you’re going to make me cum before you’re done.”
Helen insisted on riding his cock and he didn’t refuse her. He got her on top and Helen pretty much did all the work, bouncing up and down and her titties jiggling right in front of him. Tommy worried that she might wear him out before he was done with her. Helen had plenty of energy that laid dormant for some time and it was bursting right out in the open.
“I love it”, said Helen. “I love riding your young cock. It takes me back.”
Helen rode him like a pro and he admired her stamina. It was like looking at a new woman in action. The young stud still had much to give to this elderly babe; turning her around and planting his cock inside her pussy one more time, pounding harder and going faster than before. Helen wanted more and received it as much as she could endure. No matter how old she was she could take it like a trooper, and if she did have a stroke it would all be worth it.
“Oh, shit”, said Helen. “You’re fucking me again? You’re spoiling me. Oh, yes. Pound me. Pound me deep. Yes. Right there. Keep going. Don’t stop now. Oh, yes don’t stop mow. Deeper. Deeper. Faster. Faster. Yes. Yes. Yes.”
Tommy gave it to her nice and hard, ready to call it a night. He was done and squeezed his man seed all over Helen’s chest, who laid there nearly breathless, with a big smile on her face. Helen giggled and couldn’t stop herself. She felt so good that she wanted to tell the whole world what she just went through.
“Wow”, said Helen. “You were worth every dime.”
“I always get it done”, said Tommy.
“No argument here.”
“You want to go again?”
” I don’t know. I can barely move.”
“I’ve been known to do that.”
Helen giggled once again and she would continue to do so for the rest of the evening.
The following morning, Betty took a bubble bath, chatting with Gladys on the phone, sharing each other’s pleasant evening experience with young men. Just now Gladys sent her a photo of a well erect penis of the young man she spent the night with.
“Nice”, said Betty. “He has a future.”
“You’re telling me”, said Gladys.
“”Why don’t you come back to bed?” Said the young man. “I still have some free time the rest of the day.”
“Betty, I’m in trouble now. He’s slowly undressing me.”
“Oh, I love that.”
“It’s time to say goodbye, Gladys.”
“Goodbye, Gladys. Haven’t you had enough of me?”
“I’m not that tired.”
Betty pressed the phone close to her ear, hoping to hear the action that was starting so early.
“Betty”, said Gladys, “help me. I’m about to be ravished by a maniac.”
“I am a bit crazy.”
The last thing Betty heard was her friend giggling until she couldn’t hear her no more.
“We’re both lucky”, said Betty, letting out her own sigh of relief; rubbing herself underwater.
Her little orgy was so great she planted her leg on the edge of the tub, with enough room for her toes to curl. Betty breathed heavily and feeling excited until she was interrupted by an incoming call; it surprised her so much she almost dropped her phone.
“Helen?” She said.
“I was worried about you. Are you all right?”
“Never better. In fact, I have a story to tell you.”
“Well go right ahead. I’m all ears.”
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