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May December Ch. 01

By: mryogibear



Sam was in the process of getting a divorce and was temporarily staying at his brother's house. He had been living there for about three weeks when in walked the first woman he lusted after since he had split from his wife. Today Sam's niece, Norma, came home from school with her best friend. They were both eighteen year old seniors in high school.

Normally Sam did not care for younger women, especially teenagers, he thought they didn't know anything and he did not want to have to teach them about sex. He liked a woman who loved sex, knew what she was doing and was nasty to boot. This young lady, whose name is Ruby, changed all of that in a heartbeat.

Ruby's hair matched her name. She had cat green eyes and full lips. Ruby's neck was long and slender. Ruby did not have the body you usually associate with a teenager. She had the classic 19th century hour glass figure. Her waist was barely seventeen inches flowing into a thirty-four inch set of perfectly rounded hips. Ruby also had an ass to die for, tapering down into long shapely legs!. Much to Sam's eyes delight, Ruby had big tits! They were at least a DD cup. Except for her age, Sam could not have designed a more perfect woman!

The first day Ruby came into Sam's brother's house, when Sam was there, he was so mesmerized by her stunning good looks he barely could say hello to her! Ruby was wearing practically nothing at all. Her gorgeous ass was covered in bright blue, tight short shorts. They were more than skin tight. The shorts spread and cupped her cheeks magnificently. The puffy lips of Ruby's pussy were on display behind the tight fabric. Ruby's breasts were covered by a skimpy, see through, white halter top. They stuck straight out with absolutely no sag! Ruby's teenage nipples were straining to stick through the flimsy material as well!

When Ruby looked at Sam she noticed he had gotten an immediate erection! She inwardly laughed and thought I bet he'd like to fuck me! Sam had exactly the same thought.

After the girls left, Sam was left alone with his thoughts and a stiff dick. He went into the bathroom and started a shower. Once Sam was in the warm water and started soaping up, his thoughts turned to Ruby and her fabulous teenaged body. His dick jumped to back to attention. Sam masturbated and fantasized about Ruby until he got the release he needed!

Over the next several weeks Ruby came and went. Each time she left, Sam got hornier and hornier for her! Sam knew he should not act on his lust for the teenager; after all he was way more than twice her age! (Sam was 53)

Ruby was a very aware young woman and Ruby knew the effect she had on Sam. Ruby loved to tease him! She also knew, if she teased him enough, she could posses him. Over the past few weeks, whenever she caused Sam to get an erection, Ruby noticed that it looked like Sam had a big dick! She had to find out! Ruby was a trophy collector and she did not have a middle aged man in her collection. That is, not yet. She wondered if sex with an older man would be different.

Ruby was about to find out! One summer Saturday afternoon she stopped by to see her friend Norma. Sam's niece wasn't home. In fact, Sam was the only one there! Ruby was dressed in her typical sexy way and caused Sam to get hard almost as soon as her saw her!

Ruby looked at Sam's bulging crotch and said to him,

"Wouldn't you like to do something with that?"

Sam turned all red in the face and stammered,

"Do something with what?"

Ruby moved close to Sam and slipped her hand over his bulge and said,

"Do something with this!"

She rubbed her hand all about his hard dick, caressing and gently squeezing it. This was almost too much for Sam. He finally answered,

"Of course I do, but it is just a fantasy! I'm old enough to be your father!"

"I know. I think that is why I'm strangely attracted to you. I've never had sex with anyone older than twenty."

Ruby continued rubbing Sam's dick. He was now nearly ready to cum in his pants! Ruby unzipped Sam's pants and pulled out his stiff dick. Sam was well endowed and his erection impressed the teenaged Ruby!

"OH, this is nice and big!"

She dropped to her knees and took Sam's dick in her young mouth! Ruby has been sexually active for awhile and has learned to give great head. That wouldn't have mattered to Sam at this point. He was so excited, that as soon as Ruby had his dick all the way in her mouth, he came. And cum he did, Sam nearly suffocated Ruby! She was not expecting such a quick reaction, or so much cum!

"I'm sorry, I didn't mean to cum in your mouth! You caught me by surprise!"

Ruby stood up, still holding on to Sam's dick; she wiped off her chin and smiled at him.

"Looks like middle aged dicks work pretty good! They don't taste too bad either!"

"Ruby! We shouldn't be doing this! Especially in my brother's house. He'd kill me if he knew I was lusting after you, let alone acting on my desires!"

"Yeah I know, but how long has it been since you've had sex? Several months I'll bet."

"If you must know, I haven't had sex since I moved in here several months ago!"

"As far as I'm concerned getting a blow job doesn't count as being laid either! You need to have that big thing properly fucked! And I'm the one that's going to take care of that."

"No! We can't do that. Especially here!"

"Yes we can! Besides who says we have to do it here? We can rent a hotel room anywhere! I'll call you in a couple of hours and you can tell me where to meet you tonight at 8:00PM!"

"Are you sure you want to do this?"

Letting go of Sam's still hard dick, Ruby took his hand and placed it over her wet pussy. 

"Feel this. What do you think?"

Sam's hand felt the teenager's wet pussy staining the front of her shorts. Ruby's young pussy radiated intense heat. Sam squeezed it gently and said,

"8:00 PM it is!"

Ruby spun about and quickly disappeared! Sam slipped his spent member back in his pants and thought to himself,

"OH SHIT! Now what am I going to do? I'd really like to fuck her!"

Sam's dick got hard again and that answered his question for him! Sam called a local hotel and made the arrangements for that evening.

At 8:00 PM sharp there was a soft knock on the door to the suite Sam had rented. When he opened the door he expected to see the teenaged Ruby standing there. Ruby was standing there alright. But she didn't look like a teenager at this moment! Ruby's hair was done up in the fashion of the moment. She was wearing a deep lavender strapless full length evening gown that was slit on both sides clear to her hips! Ruby's lovely legs were encased in nylon stockings, held up by a black garter belt. She did not have on panties. Ruby's very ample breasts were barely contained by the top of her dress. In a word, she was stunning!

Ruby walked past Sam and into the room. She stopped in the center of the room and did a slow pirouette. With sultry eyes she whispered,

"Well?"

Sam's eyes nearly were popping out of his head and all he could mutter was,

"You look good enough to eat!"

"I hope so!"

Sam closed the door and Ruby melted into his open arms. Sam reached down and took Ruby's beautiful ass in his hands. When he squeezed her cheeks, Ruby leaped up and threw her legs about Sam. She tightly squeezed him and rubbed her pussy on his abdomen, which just happed to have his erect dick up against it. Ruby was grinding her pussy on Sam's dick. They were now engaged in a furious tongue swapping and dry humping festival.

Sam carried Ruby, whose hips were wildly humping his constrained dick, into the bedroom. When Sam knees ran into the edge of bed, he fell forward, pinning Ruby on her back. Her legs were still wrapped around his body. Ruby's hips were moving all around, causing her pussy to rub all over Sam's hard dick. He broke their kiss and pulled the top of her dress down. Both of her big, pretty tits popped into his view. Sam stared at both of them for a minute. Then he took her left nipple in his mouth and sucked. When Sam ran his tongue about the hard tip, she moaned in pleasure! Sam worked on both tits for several minutes. Soon Ruby's nipples were aching in desire and her pussy was drenched in her juices. All the while, Ruby was dry humping Sam's dick. Sam figured out the secret to Ruby's dress and soon had it off of her. The teenager was now laying on her back nude, except for the garter belt, stockings and black three inch heels! Ruby's nylon clad legs were spread far apart and framing her pretty pussy. Ruby's huge tits were sticking straight up, begging for more attention! Ruby cupped both breasts and, while pinching her own nipples, offered them to Sam!

"Like I said you look good enough to EAT!"

Sam buried his face between Ruby's legs. He took both lips of her very wet pussy and spread them apart. Sam took her already erect clit, between his teeth, and sucked it to full erection. Ruby's clit was at least two inches in length! Ruby grabbed Sam's head and pulled him into her pussy.

She yelled, "I'm Cuming!"

Ruby clamped her legs about Sam's head and rode his face through her orgasm. When she had calmed down enough to relax her grip on Sam's head, he got up on his knees and undid his pants. When he got his dick free, he slammed it deep into Ruby's waiting pussy.

"You are so tight!"

"That's because you are so big!"

Sam thrust far up inside of Ruby's pussy; Sam's dick reached depths that had never been reached before! Ruby wildly thrashed about beneath Sam. Since Sam had cum earlier today, this one would last quite a while. He sucked and licked Ruby's young breasts and hammered her talented pussy. After a while both of them were nearing release, Ruby for the second time tonight, and Sam for the second time today. As he felt his nuts tighten up, Ruby began to cum! As she reached the top of her orgasm, Sam let loose. He filled Ruby's pussy with cum.

After a short rest, Ruby leaned over to Sam and said, "Once more?"

Without waiting for an answer, Ruby slid around and took Sam's semi-erect dick in her mouth. At the same time she covered Sam's face with her sloppy pussy. Sam is no stranger to eating a pussy filled with cum. He used to eat his ex-wife's messy pussy frequently, especially after he'd filled it with his cum. Sam's ex-wife would go wild whenever he ate her cum filled pussy. There must be something about a man eating a woman's pussy, after he has freshly fucked it, that really excites a woman! Ruby loved it as much as his ex-wife did! She rubbed her pussy all over Sam's mouth. 

Soon Ruby's talented mouth had Sam's dick back to full erection. She was deep throating him like a pro. Ruby had Sam's full ten inches completely engulfed in her mouth on every stroke. Both of them were so excited, by their frowned upon May-December tryst, that they were soon on the verge of Cuming again!

Ruby was the first to cum. When she did, her pussy expelled the rest of Sam's cum into his waiting mouth. Mixed with her juices the taste was wild! He could not hold out any longer. Sam's massive dick sprayed the back of Ruby's throat with his seed. He had very little cum left to deliver and Ruby easily swallowed it all!

The next morning they fucked each other again and again to a couple of more orgasms. Finally, they could fuck no more. Both of them took showers and got ready to depart. 

When they were parting Sam was sure this was a one time deal. A fantastic fuck, but probably still, this time and this time only! 

Ruby said to Sam, "How good do you get if you've had a lady in bed for a few times?"

"A lot better!"

"Good, same time, same place, next week!"

Sam watched Ruby's ass as she walked down the hall to the elevator and his dick got hard again! He could hardly wait!

To Be continued...

May December Ch. 02



After Sam hooked up with the teenager Ruby, his life turned around. He got a divorce from his wife, who now was really his ex-wife. He got a promotion at work, which allowed him to by another house. Sam's sex live was outstanding! Ruby came over often enough to keep his balls drained dry! Ruby was going to college and didn't move in with Sam, mainly because her parents were paying her tuition and Ivy League schools are very expensive. Whenever she would come home on breaks, Ruby made sure she got over to Sam's place to get thoroughly fucked! Ruby still had not found anyone close to her own age that did to her what Sam could. 

This particular weekend Ruby was especially horny. She and Sam went at each other for hours! Sam was also very horny and together they fucked themselves nearly to exhaustion. Ruby was lying on her stomach and stroking Sam's semi-erect dick when she took it in her mouth it slowly became rock hard again. Ruby got over Sam's stiff member and lowered her well fucked and messy pussy down on it. Ruby slid down to Sam's balls and fully impaled herself on him!

Sam looked up at her big tits and took them in his hands and played with Ruby's erect nipples. After he had one nipple in his mouth Ruby asked him,

"Have you ever thought about me and you with another girl?"

Sam nearly choked on Ruby's tit. He bit down very hard on it and exclaimed,

"What?"

"You know, wouldn't you like to have two mouths on your dick? Maybe four hands all over your body? Or don't you think you could handle two of us horny young chicks?"

Sam figured he had to be careful, in case this was some kind of a test.

"Oh, I don't know. That is a universal male fantasy, two chicks. Why do you ask?"

"I have been bragging to a friend of mine how good you are and how big you are, so she told me to put up and share you or shut up!"

"So this is real, you are not just trying to find how much I care about you?"

"Of course it's real! I know how much you care, that's how come I thought I could ask you. I think we could include my friend and make us stronger! We both know we'll never get married to each other anyway!"

Sam thought this over for a while. He knew she was right, when she got tired of him she would dump him. Cautiously he said,

"Do I know whom you have in mind?"

Ruby ground her pussy against Sam's abdomen and said,

"Yes you do. She really wants to fuck you too! And that is sort of a problem."

"Sort of a problem, why?"

"She's my best friend and your niece, Norma!"

Sam was shocked to say the least! He'd never even thought of having sex with his brother's daughter. Ruby renewed her humping motions on Sam's stiff dick and he sort of got interested in getting off again. While Sam was fucking Ruby's delightful pussy he pictured Norma in his mind. 

Norma was about the same height as Ruby. Norma had long blond hair and was on the slender side. Sam had never really seen her in anything very revealing, other than a one piece bathing suit, and that was about two years ago. He did remember she had great legs. The rest he couldn't recall. Norma had small breasts (A-Cup), a tiny waist, slim hips and she was perky cute. While Sam was envisioning his niece, Ruby increased her tempo and yelled out,

"Oh yes, I going to cum!" 

Ruby slammed her pussy down on Sam's dick and squeezed an orgasm from him too!

"Well what do you say, do you want Norma and me to suck your big dick and drive you wild?"

Sam's dick was spurting cum into Ruby's pussy when his animal instincts answered for him,

"Yes, Yes I guess I do!"

"Great, is tomorrow too soon?"

The flabbergasted Sam agreed, before he could change his mind. Ruby rolled off the bed and ran into the bathroom to get cleaned up.

"I have to go to my parents house for dinner, Norma and I will see you tomorrow night around eight o'clock." With that Ruby took a shower and left. _ _ _ _ _

Sam couldn't sleep a wink all night. He kept asking himself what had he agreed to and should he go through with it. He finally he fell asleep about four in the morning. _ _ _ _ _

"I told your uncle that you wanted to fuck him."

"What did he say?"

"Well, after he thought about it, he reluctantly agreed!"

"Reluctantly?"

"Yeah, you know the incest thing, I think!"

'Does he know about us?"

"No of course not silly! We'll spring that on him tomorrow. Can you imagine his face when I eat your pussy, while his giant dick is splitting it?"

"Yes I can. Take a practice run at it right now!"

Norma lay back on the couch. After slipping her shorts off, she spread her legs for Ruby's talented tongue. Ruby stuck two fingers in Norma's shaved pussy and sucked Norma's clit deeply in her mouth! In less than a minute Norma had a massive orgasm! She pushed Ruby back and said,

"It's almost eight o'clock we'd better get ready and go. I don't want to miss this!" _ _ _ _ _

Sam felt, rather than heard, a soft knock on his door. He got up and opened it. Standing there were the two twenty year olds, Ruby and Norma. Ruby was dressed very lightly, all she had on was a sarong. Norma was not wearing much more. She had on a short mini skirt and a blouse, tied at the midriff. Sam had on sweatpants and a loose t-shirt. They looked each other over and Sam was pleasantly surprised to see his niece did not look like a child any longer. Before him stood two very sexy young women. This may be better than he imagined!

"Come on in!"

The two girls spun Sam around and took him by the arms. Locked arm in arm, they walked into the family room. Still locked arm in arm, they sat down on the couch. 

Norma and Ruby were both so horny Sam never knew what hit him! Ruby pulled his t-shirt up over his head and locked her lips on his. She drove her tongue in his mouth and started the exploration. Meanwhile Norma untied Sam's sweatpants and pulled them down his legs and off onto the floor. Ruby's kissing had Sam hard before his pants were gone. Norma looked at her uncle's hard dick and said,

"Ruby honey, you were right, it is huge!"

Norma grabbed Sam's dick with both hands and slipped her mouth over the end. She took half of it at once and began to slide up and down it rapidly. Sam was moaning with pleasure. This was the first time he had ever been with multiple partners! As Ruby continued kissing Sam she took off her sarong. She slid up Sam's upper torso and shoved one of her big tits in his open mouth. Ruby looked down and saw Norma's lips around Sam's dick. Ruby's pussy clenched tightly. Norma looked up and saw her uncle sucking her lover's tits. Norma saw Ruby's pussy very near to her. Norma balled her hand into a small fist and stuffed it inside of Ruby's dripping pussy!

Ruby threw her head back and wailed,

"OH yes, fist me, fist my pussy!"

Ruby had Sam's mouth sucking her massive tits and Norma's fist driving her pussy wild and she exploded in her first orgasm of the night. When Ruby came, Norma pulled her hand free and took Sam's dick in both hands. Norma straddled Sam's hips and lowered herself down onto his upturned erection. As Norma filled her pussy with Sam's hard dick she said softly to no one in particular,

"This is so wicked! I love it! My Uncle's dick is so big! Ruby was right his dick is so big it hurts a little bit!"

Norma reached out and grasped Ruby by the hips and moved Ruby up so her pussy covered Sam's face. Sam, who was now lying flat on his back, thought he had died and gone to heaven! Sam's niece's pussy took his entire dick on the first try! Ruby's pussy, which had just had an orgasm, was smashed against his face and filling his mouth with her taste! Ruby was grinding her pussy around in circles trying to get as much stimulation as she could. Ruby had Sam by the back of the head so he could not get away. Not that he would, even if he could! Norma forcefully was fucking herself on Sam's mighty erection. His nuts swelled up and let go a torrent of cum into Norma's young pussy! In the first half an hour Sam, Ruby and Norma all had fantastic orgasms!

Once Sam had cum, in his niece's wild pussy, Norma got off of him and lay down on the floor. Norma motioned for Ruby to join her on the floor. Ruby straddled Norma's head and lowered her eager pussy on Norma's face. Ruby then bent forward and put her lips on Norma's messy pussy. By now, Sam's cum was running down Norma's good looking thighs. Ruby sucked the nectar of sex into her hungry mouth!

Sam could not believe what he was witnessing! He had no idea Ruby was bi! Or that his niece was an incredible sex pot. The two ladies were intensely eating each others pussies. Sam did not know which end to start on! He chose to help Norma eat Ruby's pussy. In a few minutes his dick was rock hard and ready for more action! Sam got on his knees and slipped it deeply into Ruby's quivering pussy. Ruby's mouth was full of Norma's dripping pussy and could not affirm her approval of Sam's dick.

Sam hammered Ruby's pussy like this was the first time he'd ever had sex! Soon he was ready to cum again.

"I'm going to cum!" Sam exclaimed.

He started to pull out of Ruby's pussy so he could cum on his niece's face. Norma grabbed Sam by the ass and shoved him deeper inside of Ruby's pussy. She told him,

"Cum in Ruby's pussy! I want to suck your cum out of it!"

Sam did what he was told. He flooded Ruby's pussy with cum! Sam pulled his still hard dick from Ruby's pussy and smeared it all over Norma's face. Ruby sat up and dropped her cum filled pussy on Norma's open mouth. Ruby grabbed Sam by the dick and pulled him around to where she could get his dick in her mouth. Just before swallowing him she said,

"Fuck my face until you cum again, I want to swallow your seed!"

Sam grabbed Ruby by the back of her head and did just that. While Sam was face fucking Ruby, Norma was eating his cum from Ruby's pussy. Norma soon had Ruby on the verge of another orgasm. Ruby tried to talk and announce she was Cuming, but her mouth was full of a fresh load of cum, for Sam had just let go again! Sam's dick was still hard! He got between his niece's shapely legs and slammed his dick all the way into her pussy. As Sam hammered away, he took Ruby in his arms and kissed her, at the same time he was playing with her tits. Sam fucked away on Norma, while Norma ate away on Ruby's pussy. There was a small circle of sex that lasted for a long while. Eventually Sam's stomach muscles gave out and he had to cum again. He deposited a small load in Norma's pussy and collapsed on the floor next to Ruby and Norma. Ruby had another orgasm and she too fell to the floor. Since Norma was already on the floor she didn't have to move to be in a resting position. They were all too tired to speak and soon the three of them were fast asleep!

All of this happened over thirty years ago. During this entire time, the three of them have stayed in touch. Both of the women have gotten married and have several kids between them and a few grand children as well. Because they were all addicted to having sex with each other, a few times each year, they all get together and repeat their fun and games. None of them believed they were cheating on their partners. After all, they were both fucking Sam and each other before they met their husbands and Sam never remarried. The women felt Sam's dick was for their pleasure, and just because they had gotten married, was no reason to give it up! 

Sam's dick worked up until the very end. The last time they were together, which was barely three days ago, during his final orgasm Sam had a massive heart attack and died! Sam died the way he lived, with his dick in his favorite woman's pussy, Ruby, and her best friend's mouth, his niece Norma, on his dick. At the funeral, the two middle aged woman both did the same thing, when each of them bent over to give Sam a last hug and kiss goodbye, they patted his dick and quietly said,

"I'm going to miss this!"

The End