Theo Meets Ruthie's CFNM Society

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Theo could scarcely believe his ears.

"Do you or don't you?" She demanded.

"I'm sorry," he replied, "I'm afraid I couldn't hear you." He knew full well what she had said. She asked him if he wanted to get into her pants.

They had been trading glances for over an hour across a crowded barroom and now she was at his side asking him if he wanted to get into her pants!

"I think you heard me the first time." She whispered into his ear. Her warm breath sent a chill down his spine and he blushed. "I bet my friends that you would be getting into my pants before midnight."

He looked back at her table and her three friends were watching intently. They waved. Theo blushed an even brighter red.

"What will it be?" She demanded. "Will you help me win my bet or do I have to buy the last round, it's a quarter till, make up your mind."

"You'd really let me get into your pants just to win a bar bet?" Theo asked.

"I know it sounds silly." She explained. "But this is sort of an initiation, if you know what I mean." She smiled her best come on smile, batted her eyes and whispered "please help me win" in his ear.

Theo shuddered again and couldn't resist, "Ok, I'll do it."

She took his hand and pulled him over to the table where her friends waited. "I told you he would get into my pants." She boasted.

"Not so fast, it's almost midnight and you haven't won yet." One of her friends reminded her.

She slid into the booth arched her back, pulled her skirt up and took off her panties. She handed them to Theo and instructed, "Quick, go in the men's room and put these on. Hurry or I'll lose.

Theo hesitated but she hiked up her skirt and let him see her strawberry blond bush. "You won't be sorry."

Theo looked at the clock, there were eight minutes left before midnight. He looked at her, her eyes pleaded with him. He went to the restroom. Her panties were hot pink bikini style. He went into a stall, took off his trousers and boxers and stepped into her panties. They were too small and his package was just barely contained. He pulled his trousers up, stuffed his boxers into a pocket and returned to her booth and sat down. There were two minutes to spare.

She smiled a huge smile, took his hand and kissed him on the cheek. "Thank-you she whispered," and another chill went down his spine.

"Not so fast." Her friend challenged, "We haven't seen for ourselves."

She pushed him out of the booth. "Show them, quickly or I'll loose!"

Theo looked at the clock; there was just half a minute to spare. He pulled down his zipper.

"Show us more." The three said in unison. Her eyes pleaded.

He looked at the clock, just ten seconds left. He unbuttoned his trousers and let them see his panty encased package.

The girl closest to him reached up and stroked his throbbing member. "You win Ruthie dear, you definitely got this fine young thing into your pants."

"What's your name?" His temptress asked.

"Theo." He mumbled.

"Sit down Theo and give me your shorts. My pussy is getting a draft and since you're wearing my panties it's only fair. By the way, I'm Ruthie."

Theo handed Ruthie his boxers and slid into the booth. As he did the other three girls got up to leave. "Don't forget, Gail, you're on the hot seat next week," Ruthie challenged, "We're three for three and you don't want to screw up and have to eat pussy all night!"

Theo could not believe his ears. "How long has this been going on?" He asked.

"Just the last three weekends," Ruthie explained, "let me have a feel." She didn't wait for him to respond. She reached over and squeezed him firmly. "You feel nice, open your zipper."

Theo looked around the bar and saw that no one was paying any attention to them. He slid his zipper down and Ruthie reached in and rubbed his tortured penis.

She continued rubbing and put her head on his shoulder. "Let me see it." She whispered.

He was hot and cold all at the same time. She was tearing down all his inhibitions. He wanted to please her. He unbuttoned his trousers and she freed his engorged cock. She kissed her fingers and caressed his aching cock; she felt the precum and brought her fingers to her lips. "I want more, let's go to my place."

Theo didn't argue.

As they left the bar she took his hand and said, "My place is just down the block."

They walked wordlessly, down the block, up the steps to her front door. A light was on; she reached inside and turned it off. She took off her blouse and skirt, shoes and socks, and told Theo to strip. He hesitated. She took his hand and placed it on her boxer clad mound, leaned into him and seemed to rub her tits on his chest. "Strip for me." She whispered in his ear. She was driving him nuts with desire, he could not resist and against his better judgment he began to remove his clothes. Ruthie smiled as he stripped. She had only removed her skirt and blouse but he was willing to get naked for her and he didn't even know her last name! In seconds he was standing naked on her porch. She made a small bundle of their cloths, took his cock in her hand and led him into the darkened house.

Theo couldn't see a thing but with Ruthie leading the way, squeezing his cock he didn't need to see. He felt like he might cum before they could get it on. She stopped, turned and pulled him to her. She kneaded his ass cheeks and ground her belly against his cock trapped between them. She put her arms around his neck and whispered, "Stay here while I get the lights."

She left him standing naked, cock pointing across the room. His eyes slowly adjusted and he heard breathing, soft steady shallow breathing. Ruthie slowly raised the light level in the room and Theo found himself standing in a room full of women. He was too stunned to move but not too stunned to be embarrassed. His cock wilted.

Ruthie returned and wrapped her arms around his neck. Once again she whispered, "If you keep playing my game every woman here will kiss your cock." She took Theo by the hand and led him around the room. "Ladies, I give you our guest of honor." On the second circuit she led him to three older women seated on a couch.

"Ladies, as founding members you have the honor of inspecting our guest first." As Ruthie spoke she gestured as if to usher Theo forward and as if he had been trained he moved closer placed his hands behind his back and let the ladies handle his package. Ruthie smiled; this one will do anything I say she thought.

For the next hour Theo entertained the ladies, some like the founders were in their sixties, others were in their middle years like his mother, still more were in their twenties or thirties and a few, like Ruthie were just eighteen or nineteen. All of them seemed to like his cock and balls. They stroked. They squeezed. They kneaded his ass. A few played with his anus but none of them tried to enter him. True to her word they all kissed his cock as if to say goodbye when they were done with him and some of them even gave him some very nice sucking action but none of them would let him cum. Theo didn't know why but he felt liberated. The women accepted him without any pretence. They didn't care about his apartment or car or brand of clothes. Just Theo. They stroked his arms and legs. They lightly dragged their nails up and down his back. They were especially interested in his cock and balls. Each, in turn, held his balls and rubbed them or pulled them or squeezed them. They stroked his cock and if precum appeared they vied for a taste. Some wanted a picture as a memento. They took turns holding his cock, kissing his cock, even sucking his cock as one of the ladies recorded the evening on film. He lost all sense of embarrassment as their questions became more and more personal. They were interested in his sex life. They asked about his girl friends and finally one asked him if he masturbated.

Theo had no reason to lie. "Yes." He replied.

The women started to gather around as another asked, "How often?"

"Every day I don't have sex with my girl friend." He stated bluntly.

"Have you done it yet today?" Another asked.

"Will you do it later?" Someone chimed in.

"Maybe." Theo admitted.

"Why don't you do it for us now?" Ruthie asked as she took his hand and led him to a large sturdy coffee table that had been moved to the middle of the room. The women formed a semi-circle as he stepped onto the table. "Would you like some baby oil, we don't want you to get any blisters."

She squirted the oil on his outstretched hand and smiled as she looked directly into his eyes. Theo looked at her; he saw a gleam in her eyes he had never seen before. Slowly he began to stroke his cock for them. Two of them removed their blouses and bras and stepped to the front giving him a beautiful target to aim for. He looked around the quiet room. All eyes were on him as he slowly beat off for them. Ruthie stood at the rear with one hand rubbing a tit and the other in his boxers. She saw him looking at her and pulled her hand out to blow him a kiss. Theo came. The first shot missed his targets tits and landed in her hair instead. The ladies exploded with applause and encouragement. The second shot landed squarely on an exposed breast but was just as quickly lapped up by the lady next to her. Before he could move two more women stepped forward and competed to see which could lick up the most cum. They pushed his hand away and a third grabbed it and cleaned the sticky mess from his hand. The rest of the ladies went back to their drinks and conversation.

Ruthie stepped in and helped him off the table. "You were great!" She congratulated him. "What would you like to drink?"

"What do you have?" He asked as she led him to the bar. "Mostly beer and wine," she answered, "but we do have a bottle of JD if you prefer the hard stuff.

"I think a beer will do." He allowed.

"You've earned it." She said as she reached into a cooler and handed him an ice cold Sam Adams. "What do you think of our club?"

THE END

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The Four D’s and a Road Trip Chps. 1-2

This story was graciously submitted via email by 'Doc' - hopefully he will submit more parts to this great CFNM story for us.

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1

As all these stories seem to start off with the proclamation that “this is a true story” , I will make this one no exception, and add no “names have been changed to protect the innocent”, because no one is innocent. I swear! Now that that is out of the way... this is simply what happened to me, several years ago, (let's say more than 20 years ago) on my way to the Florida Beaches with four college friends of mine, Denise, Dana, Donna and Diana. All four girls and I were out of college at the end of the winter semester, late in the spring of '78 and decided on a impromptu road trip to Florida. Diana was a 20 year old drop-dead gorgeous red head, kinda' tall with long shapely legs leading up to a firm tight ass and had the most beautifully bright, sparkling and mischievous eyes. Diana was the one I knew best and the one that put together our little outing. She and I had had a few classes together over the past 3 years and shared several lunches together but that was about all. We flirted a lot with each other but no dates and no sex. We were just the best of buds. One I could share all my girl and/or school problems with, as very often she shared with me.

Dana was a friend of Diana's from school or sorority I guess. I did not know her real well. She had always been friendly when I had spoken with her but only in a polite sort of way. She was never as sociable or talkative as the other girls I met in classes. She was always kind of distant and quiet, keeping to herself mostly and not to trying to fit in as much. Dana was however a knockout brunette and prone to wearing the shortest shorts and tightest halters. [Remember... this was the 70's, shorts were very short... for girls and guys.] She seemed the type that didn't want you to touch anything, but sure didn't mind showing it off.

Denise was just the opposite of Dana, very outgoing, very friendly and always in a good mood. She was a bit heavier than the other girls, but that says very little, as the others were all on the thin side. Denise did have the largest most perfectly shaped set of boobs I had ever had the pleasure being introduced to however. I say "introduced" because after a few Tequilas one night, she brought them out to meet me. She introduced them as Beth and Mary, whom she said wanted very much to make my acquaintance.

"The girls both want to give you a small peck on the cheek." "Would that be OK?" she drunkenly purred in my ear.

"Sure thing." Absolutely." "Anytime." I blurted out, trying to sound cool and not too eager. However, after the twins had lavished their bit of affection on me, the three of them promptly fell asleep on the couch.

Donna I really didn't know. I had seen around campus but that was all. She's a short girl and very cute; though she was 18, she looked like she was 13-14 years old. The best adjective I can think of to describe her is devilish or maybe pixie-like. She always looked like "the cat that just ate the canary" and was waiting for you to look the other way to grab another one.

Anyway... we all piled into Denise's '73 Chevy four-door. We were packed in tighter than sardines. Most of our junk was in the trunk; but girls being girls, we were overloaded. Half of the floor in the back was covered with coolers and stuff for easy access. Denise was driving. Dana sat up front to keep her company. I was in the back with Donna on my left and Diana on my right. After driving 30 minutes to an hour, Donna had already fallen asleep on a pillow leaning against the window on her side of the car. Dana and Denise were chatting 90 to nothing in the front seat, when Diana and I decided to follow Donna's lead and get some rest as well. I leaned on Donna and Diana leaned on me. Diana and I were really getting bored with the chit chat up front anyway and wanted to be well rested when we got to the beach.

I woke up a bit later with a stiff back, being stuck in one position for so long. I tried to shift my weight some, but I was unable to move due to the cramped quarters. I also noticed that my back wasn't all that had gotten stiff. My dick was stiff too and starting to poke out from under the right leg of my gym shorts. I was just an average college kid with an average 6-7" dong. No monster at all; but I was proud of it just the same. It was just that I customarily don't wear underwear and as I said... shorts were real short back then. There was simply no way to squirm around to hide it without waking everyone in the back seat. To make matters worse, Diana's right hand lay right up against it and it was only getting longer. I knew it was going to wake her sooner or later. I figured the safest thing to do was to play dumb and pretend I was still asleep. Maybe it would go back down if I ignored it. Yes I know... how stupid is that? The more I ignored it, the more it craved attention. The more it craved attention, the harder it got. And the harder it got, the more uncomfortable my pants became. The more uncomfortable it became the more I squirmed, until I finally woke up Diana.

The first thing she did as she awoke was to press down with her right arm to sit up... right onto my rock hard, average length, male member. She didn't yelp like I figured or ridicule me for being such a pervert. She left her hand right where it was and simply peaked up at me to see if I was awake. I continued to play dumb, eyes closed and very still. Denial was going to be my strategy. Then she really surprised me. She grabbed it tighter, wrapping her fingers all the way around it. With that squeeze, it jumped up off my leg into her soft fingers and got even harder. I didn't think that was possible. It was so hard already it hurt. Unfortunately, she could only reach the 1-2 inches at the tip; the rest was still hidden in my pants leg. With her right thumb on the underside, just under the head, and her palm on the top, she began short, gentle tugs on the purple head. After a tug or two, she'd look up at me to check my reaction. I was still playing dead. But, the dead were beginning to come to life. I was breathing faster and I was sure my heart was going to jump out of my chest with each beat.

"Dana. Denise. Look at this." she whispered to the girls up front as she laid her head back on my shoulder. Dana turned around to peer over the seat and Denise cranked the rearview mirror down to see what she was whispering about. Dana glanced at my swollen penis head and then up at me and back at my dick.

"Leave that thing alone. You'll wake him up." Dana insisted.

"No don't. Keep it up." Denise giggled at her own pun. Adding, "I mean... Keep massaging it. See what it'll do."

"Keep your eyes on the road Denise" Dana complained.

"I'll tell you what it'll do. It'll spit sperm all over the back seat." Diana explained, still slowly tugging at the head of my dick.

"Well, see how long you can keep it up then. At least keep it up till it's Dana's turn to drive so I can come back there. I want to play with it some" Denise pleaded.

"OK, what if I wake him before then? I don't see how he can take this and not wake up sometime soon", Diana inquired.

"Tie him up, and strip him," Denise offered.

"Like that's not gonna wake him up knothead. Just go slow with it. Slow as you can... it'll stay stiff. Get some lotion out of my purse there on the floor and rub that on it. It'll keep the friction down and maybe help some", Dana said.

"What makes you the dick scholar Dana?", Denise demanded to know.

"I've massaged my share of pricks, girlfriend. Don't you worry," came the retort.

Diana proceeded to get the hand lotion out of Dana's bag and apply some to my exposed 2 inches. She then resumed her stroking, this time more round and round only the tip of the head itself. With all the pre-come and lotion mixed, things were quite lubricated and I was in heaven. I was still playing dead. I was afraid to wake up; I knew they would quit if I did. This continued for another hour or so. Diana never seemed to get bored with my penis. She wouldn't make it come, but she wouldn't let it go limp either. It was ecstasy and torture at the same time. I didn't want it to end and I wanted to come. Diana would just keep her head on my shoulder, staring down at my dick and sighing occasionally as she stroked.

Well what finally got the best of me was my back. I had to move. Which meant, I had to stop playing dead. I moaned as I stretched and feigned waking up. Rubbing the fake sleep from my eyes, I asked, "What are you doing Diana?" as if I didn't know. I tried to act embarrassed, which I was, and a little upset with them for taking advantage, which I wasn't.

"What does it look like dumbass. Your dick stuck it's head out of your drawers. I didn't pull it out. You want me to quit," Diana questioned. I noticed Denise intently peering at me through the rearview mirror.

"Well......... No...........It feels good.........I'm sorry......... I didn't mean to..."

"Take your pants off!" Diana ordered, cutting off my stammering.

"And your shirt too," Denise added, as Dana rolled her eyes at her.

"Or no more penis massage, no nothing" Diana threatened.

"On top of that... if you don't do all we say... as we say it... when we say it, when we get back I'll tell everybody on campus you did it anyway. Besides, you are enjoying yourself aren't you?," Diana went on to add…

"Rule number one: you say nothing unless spoken to, unless we say otherwise.

Rule number two: your naked body has to remain naked the entire time, unless we say otherwise.

Rule number three: we get access to your bod whenever and however we want.

Rule number four: you don’t touch your dick, not even to pee, anywhere, anytime unless we say otherwise.

Rule number five: any disobedience will punished in a way WE see fit and at our discretion

Rule number six: uhmmm… I guess there is no rule six… for now.”

After a few seconds thought I agreed to their demands and took off all my clothes without saying a word. Now I am totally open to them, vulnerable. I am a plaything to do with as they please. How bad can that be? ... right? Orgasm after orgasm sounds great. I had to stop my musing as Diana was now pulling on my entire well lubed shaft a little faster and a little more aggressively. My eyes rolled back in my head as I pushed my penis further into her hand.

Denise yelled from the front seat, "Slow down! You will make it shoot, and I won't get a chance to play with it." Diana slowed almost to a stop.

Dana, still staring straight ahead, said, "You can always get it back up and make it shoot again Denise. As many times as you want if you know how... at least until he passes out that is," she said with a wicked smile. She then attempted to explained penis behavior to Denise, as if everybody should know whatever she knew about penis management.

I am quietly thinking... hummmm.... passing out from cumming too much.... I'll give it a try if you guys will. Diana stopped totally. She didn't let go she just stopped and held it firmly in her fist. I began to panic. Contemplating very dark blue balls, "Don't quit Diana" I started to say. I got as far as "Doh" and Diana and Dana both instructed in unison..."NO TALKING!"

I shut up and sat still. After she had slid her hand up and off my slippery snake, Diana turned her hand over and started a slow side back down. Now she was milking my dick up into the air; no more pumping with her fist. She would pull it up with a tight grip and come back down with a loose one, then repeat.

"Denise. You might want to pull over and so you can watch this. I am going to make him come. Then we can each take turns making him shoot till he passes out like Dana said. K?"

"K. Time to swap drivers anyway. I'll come around there so I can see better without breaking my neck" Denise agreed as she pulled onto the side of the interstate. She gets out of the car and comes around to Diana's side door as Diana is still milking me. I feel like I am about to pass out as my dick is going to blow apart, shooting my insides everywhere. Denise opens the door, leans in and asks "Why don't you get him out here so he won't make a mess in my car. Besides I wanna see better."

Diana says nothing as she slides out, pulling me by my dick after her. I stand with my naked butt facing the back of the car as Diana shifts back into furious fisting mode. Denise crouches to her knees facing my dick on my right and Diana is bent over at the waist jacking for all she is worth on my left. Her fist is a blur. At least I assume it is but I can't see a thing. My eyes are closed. My hands are on my ass. My back is arched back as if to push my dick further into Diana's palm. I am up on my toes and my knees are shaking so badly that Denise extends her left arm out to my waist to help steady me before I fall.

"Here he goes," Diana says to all. Diana, Denise, and now Dana, stare straight my hard dick (I peeked) as I shoot stream after stream of jism straight out onto the side of the road. Load after load blasts forth soaking a line four feet long on the pavement narrowly missing Denise and the car door. I try not to utter a word as per their instructions. All I do is moan loudly and attempt to catch my breath. As the fourth and fifth shots subside to a dribble by the seventh, Denise says excitedly,

"That was coooooool. You better be sure I can get him to do that again Dana or I'm gonna be pissed."

Diana continues to pump my member for more sperm, more slowly now until she can get no more. She drops my softening dick to plop against my leg and says to Denise, "He's all yours now."

Opening the front passenger door she orders Dana over to the drivers seat. Denise helps me back into the back seat as if I was an invalid. I felt like one. I could barely walk. I was dizzy. My legs felt like rubber. My dick was slowly beginning to shrink and my balls were slowly beginning to drop out of my stomach. After three hours of constant penile "abuse", I wasn't sure if they would ever drop to where they belonged. Denise tells me to have a seat as we both get in the back.

As she closes the door, Donna finally wakes up and asks "What the hell have you guys been doing? Why is he naked?" Nobody answers. As we merge into traffic, Denise takes her turn and starts to massage a little more of her hand lotion onto my member.

"No time off, Honey. My turn now. I am sure I can out do Diana. Right?" My penis answers by starting to straighten back out. "Yeah... I thought so."

Donna murmurs, "Oh... I know what you guys are up to. Cool. I get to play with it too… right?" The girls then explain the rules to Donna as she nods her understanding and approval.



2.



As we get back on the highway, Denise has begun masterfully stroking my now steel hard shaft of man meat [I love those euphemisms in stories like this] with her well lubricated fingers, her head resting on my right shoulder. Donna is carefully juggling my balls in her left hand. As her chin rests on the palm of her right hand, her nose sits only a few inches from prick. Her eyes are glued to Denise's hand and my dick. She never seems to blink as if making mental notes and afraid to miss anything. Talk in the front seat turns to lunch and a break from the drive. They turn into a fast food joint and get out for their break.

Denise yells out from the back seat, "What are we going to do with him? He can't go inside like this," as she gestures toward my stiff dick.

The two girls stop in their tracks. Donna stops opening the car door on her side and settles back into her seat.

"OK. OK. OK. We'll jus' go through the drive-thru then," Dana offers. "What do we care if they get a glimpse of him in the back seat. We will be gone before they can do anything. Right?"

Everyone orders up... mine is ordered for me. We drive around to the window to pay and wait for our food. I am laying back in the back seat, unmoving as per their instructions, with my eyes closed. I really don't care who sees what because Denise is apparently rapidly gaining some experience in dick massage. My dick feels hard as it ever could and I sense she is about to bring forth another gusher. My balls have already disappeared into my stomach (leaving little for Donna to play with). I feel my dick is about to pop from the building pressure. I am in heaven. NO... I am in heaven's heaven.

I hear Dana place the orders and the girl in the window begin to repeat the orders back. Half way through repeating the orders, she stops. I peek through half closed eyes to see a cute girl staring through the window over Dana's shoulder into the back seat, with a very stunned look on her face. After a second or two she appeared to shake herself out of her trance and finish repeating the order. She calmly took our money and, with one more glance at two girls massaging a penis in the back seat of a Chevy, turned to get our order.

After she leaves, all four D’s begin to chuckle and giggle themselves silly.

"I thought she would drop her teeth" Diana said.

"That was priceless," Diana added.

Denise then advised the others, sounding quite please with herself, "He feels like he has another load to go. I think it is about as hard as it was before and it looks even bigger, fatter than before. The head is all purple and puffed up. And his balls are gone!" With that both Dana and Diana turned around in their seats to see, as if to pass judgment on Denise’s observations. Diana only adds, "Yep, looks like it."

"I'll see if I can get him to shoot when she comes back," never slowing or altering her wonderful strokes on my dripping rod. My legs are out straight and stiff, and my toes are almost curled over backwards. I have a butt cheek in each hand holding my ass up off the seat and pushing my dick up as high as I could get it.

Another two girls come to the window and inquire if we would like extra ketchup with our fries. They totally ignore Dana's answer to their question as they break their necks to gawk into the back seat. Denise ignores them and continues her wonderful stroking, though she seems to have a little tighter grip and a little faster tempo now. Donna is still staring at my crotch waiting for the eruption as she slowly caresses my shrunken, empty sack. As the two girls turn to go you can hear plenty of snickers and whispers.

After a minute, maybe two, all three girls return with our food. Hamburgers, fries and cokes were handed across to Dana through the drivers window as each girl continues to stare into the back seat watching Denise and my cock. All three have a huge smile on their face and, as if after hours of practice, chime in unison... "Have a nice day".

Right on cue, as if to punctuate that statement with a BIG exclamation point, my dick lets go with a shower of sperm. It seems to shoot even farther than before and with more volume. My balls felt as if they were shooting out through my dick with the come. Come began to cover Denise's hand and the back of the front seat. It shot into Diana's red hair and over the seat into Diana's lap. It landed in the floor at my feet and all over both my legs. Donna was obviously caught by surprise, and too slow to dodge the shot right to the center of her forehead. The snickers have stopped from the fast food window and are replaced by gasps as Dana answers... "I think we will. Thank you."

As we slowly begin to drive away, my penis continues it's shower. Shot after shot after shot; spasm after wonderful spasm as Denise continues to pump my pulsing member. When I think there can be no more to come from within me, Denise proves me wrong with another shot into her palm (or onto the seatback). I can not describe the ecstasy. I had never before (or since) had a handjob SOOOOO intense or an orgasm SOOOOO long lasting or shot SOOOOO much sperm as I did that time with Denise. And although I am not allowed to talk just then (I don't think I could have anyway), I wanted so badly to tell Denise that she was the best... that orgasm was the best... ever. I kept quiet of course, but I believe she knew. As we merged back onto the highway, she slowed her strokes somewhat and gave me a sweet, knowing and pleased-with-herself smile. She continued her slow and easy strokes for several miles down the road until Donna had cleaned up, finished her lunch, and was able to take over for her. It may have been my imagination, but she seemed to hand my penis over to Donna only very reluctantly. She didn't seem to want to let go. Obviously that wouldn't have satisfied Donna. Donna snatched it from her hands, very eager to start her turn. Swallowing her last bite of burger, Donna advised Denise to "take a break. Let me see what I can get out of him." She advised me to try to suck down some burger and coke as fast as I could as I was "going to need it". I had no doubt of that!

THE END...?

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Starting Out - First CFNM

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My senior year at high school would see me turn eighteen years old. As a youth I spent my time developing. I developed my body, my interests, my goals, my likes and my dislikes. Others around me helped to shape my ideas and thoughts but I knew that I was independent. My journey in life would be one of the pursuits of a hedonistic lifestyle, balanced with health and emotion.

Following the celebration and pageantry of my eighteenth birthday I set out on this journey. My mentor had been my mother's hairdresser Gloria. Gloria was a beautiful single 32 year old woman that I met when she was 24 and starting out in business. On Saturday mornings Gloria would pay me to do odd jobs around her house and clean the yard. She would frolic with her clients throughout the day preparing for whatever social gathering was planned for that night. Sunday's as I cleaned the pool I would hear the stories from the parties the night before. Sometimes when the event was at Gloria's I would see the remnants of the night before.

Today I awoke to Gloria and my mother having coffee at the kitchen table. The way Gloria talked with such a sexy throaty voice stirred my loins. Waking up with a stiff morning hard on listening to her made me reach below the covers. The initial sense of satisfaction I felt from stroking my cock was heightened by their conversation. As I slowly rubbed my throbbing dick I was entranced to hear Gloria talking about me. She was asking my mother if I was still a virgin. My mother responded with bewilderment. Gloria pressed on citing examples of my dad's hijinks at the Cole's pool parties. From what I could tell my dad showed off his endowment at these parties. It was something that I was shy about in the change rooms and around the pool. I stroked my cock and came in a sock then jumping up to prepare for a shower and lunch.

As I came into the kitchen the room was silent. Had the cat caught the mice at play I thought. I went to the cupboard to make a sandwich. I was dressed normally with a jock strap that cupped my balls and held my cock tight to my body over which I wore spandex tights and cotton work out shorts. The ladies started to jabber away at me. I indulged their mid age prodding but I couldn't help notice Gloria checking out my shirtless chest. At 18 I had filled out at 6'3" and 190 lbs. keeping in shape playing very competitive hockey, baseball in the summer, and always in the weight room. We had a good laugh.

Gloria persisted in asking me if I had gotten lucky for my birthday. Blushing I told her that I was more focused on the party and doing well in school but I did have lots of kisses from the girls. As I readied to meet up with my friend Jim; Gloria enquired if I was available to help her late in the day. She had some client bookings through the afternoon and would need me by 5:00 PM. As she talked with me her intent gaze and seductive mannerisms caused me to blush and look away. Gloria was a regular jack off image for me. She was 5'8" and about 130 lbs. She had firm breasts and a pert little ass.

After my fun physical day I made my way to Gloria's. I made fast work with the few things that she needed done. She was always so appreciative giving me hugs I thought of her like an aunt. She told me that Norma would be along soon for a waxing treatment soon but I could go for a swim in her pool. I politely declined as I had on only work out clothes. She indicated that would be no problem that in the pool house was as selection of trunks and the blue pair was my dad's. I loved the fact that she let me swim in her pool. In the summer it was so refreshing. She would often lounge around or take a swim herself. Once when Jim and I were both in swimming she asked me to cover her back in lotion. Jim thought that was so cool.

Off to the pool hut I went to find a pair of swim trunks. I slipped into the blue pair that my father used. They were the Speedo kind and the length of my dong was clearly visible. As I put them back I heard Gloria checking that I was ready. I was startled so I jumped into a big pair of swim shorts as she walked in. I think she caught a glimpse of my bare ass as she walked in. A little embarrassed I asked her what she wanted. She said that since I was swimming she would launder my clothes so when I left I would smell fresh. As startled that I was; I handed over my clothes. She bounced into the house as I jumped off the diving board.

After a few dives I felt like playing a little game. I would start at one end and swim underwater as far as I could. After I tired of this I started to swim laps. This felt so great but it was getting on in the evening and I should catch up with the guys. We were going to go cruising tonight.

I got out of the pool and went to shower and change. In the pool house was a nice fluffy towel to dry off but Gloria forgot to return my clothes. I thought it best to cover up with the towel and go inside. As I made my way inside I was startled to see Norma naked on the treatment table with Gloria between her legs. I didn't even see Norma come in Norma is a trophy wife to Leo my dad's best friend. Norma is well made up, wears lots of diamonds and is always got her hair done and wearing nice clothes. Norma had large brown nipple that sat firm on chest. She is over 40 and still in great shape. They must not have heard me come in but as I approached Gloria tore a sheet from between Norma's legs. My God Norma must be getting her pussy waxed. I had heard about women shaving but I couldn't imagine that. I retreated out the back door to the pool house. I sprinkled a little water on my hair to make it look wet again and noisily made my way to the house.

As I came bounding up the stairs Gloria passed going to the laundry room. Gloria stopped me and said I should jump in the barbers chair for a quick trim. I did as was told and got up for the trim. I like to keep my hair neat and knowing Gloria sure helped that. Gloria returned with my folded clothes and placed them on the counter. Having Gloria cut my hair was sheer ecstasy. She ran her hands trough my hair as her hard firm mounds pressed against my back I had to keep my hands out of my lap for fear of arousing my cock. As my arm sat on the armrest it seemed that Gloria would slide the v of her cleft into my elbow. The whole time she would talk to me about my plans for the night, my future, what girls did I like typical hairdresser chat but it teased me like hell. Then she asked me why I wear all these clothes she had laundered. I explained that an athlete needs support and can perspire excessively and it was also for comfort. She told me that lots of her boyfriends played sports but it was only me and my dad that dressed like that. I knew where this was headed.

Gloria finished up and offered to show me the latest in treatments that she had been training for. As we were about to go into the treatment room I asked about Norma. Gloria replied back to me that she had left following her treatment. She also enquired how I knew Norma was here as Norma had entered when I was underwater and didn't greet her arrival. I think I may have gotten caught but I mumbled a poor excuse. Up onto the table I got under the sheet. Gloria explained that she was going to perform a sweedish style massage. She turned on some background music and lit incense.

Gloria began by lowering the sheet to my waist and working my back. She talked more about sex and my virginity. She mentioned that since I helped her she could help me learn how to pick up girls. My back felt great as she moved the sheet to expose my leg. Working up my leg she caressed my inner thigh. I knew she could see my hairy ball sack. Her talk subsided as she rubbed my other leg and prepared to do the front. My cock was hard from the stimulation she was providing I worried how I was going to turnover

Gloria held up the sheet and gave me the privacy to turnover. What a relief but the massive bulge would be evident through the thin white sheet. My cock when hard reaches at least past my belly button. Gloria worked my legs all the way up to the ball sack. Caressing my inner thigh Gloria enquired why I didn't shave the hair on my genitals. I jokingly told that I was not so good with a razor. She said nonsense that is why an esthetician is trained. Gloria then went to work on my chest; the playground as I told my girlfriends. Gloria then asked me whether I or my girlfriends had oral sex or masturbated. I told her that I love to masturbate but I would never tell my girlfriends As Gloria went along she noted that my nipples were very sensitive like a women's. I told her that is why it is called the playground. As Gloria worked down my abs and delts I knew the top of my penis was visible. Abruptly Gloria questioned me "If she should just finish me off. I agreed this would prevent me any further embarrassment.

At this point Gloria went to the sink. She was preparing some treatment. She came back and took each ankle and moved it out to a Velcro strap on the edge of the treatment table. With my hands at my side she then strapped them to the table. Gloria told me this would facilitate her treatment to fish me off and the she removed the sheet to expose my rock hard cock.

She was impressed. She commented on how big it was. I told her it was at least a couple handfuls. She said she just had to measure it. No sooner does she have a measuring tape like a tailor than she runs it up my shaft from the pubic bone to the tip and wraps it around the middle. She blurts out ten and one eighth and seven and a quarter. Over 70 square inches of cock. She rgained her composure and lathered up my cock she deftly shaved my cock and balls. Following this she used a witch hazel astringent to prevent razor burn. Gloria asked me if I wanted to come.

I agreed wholeheartedly. Gloria examined my cock running her fingernails along the veins and the underside of the head. My cock was leaking profusely. Her hands felt great on my smooth balls. She would lift one and roll it around and switch to the next while stroking her petit hand slowly up and down the length. Alternating to tweak my nipples she had me turned right on. I couldn't move. I tried bucking my hips but she would release my cock and I whimpered in agony.

Gloria urged me on asking me if I was going to come. I told her I would but I needed her help. She asked me what kind of help. I told her I need her to wrap her lips around my cock and stroke it hard. She told me that there was no ay she would get that in her mouth. I begged her. She said she would try to lick it. She then pushed me further by licking it like a Popsicle. Her warm tongue and soft lips felt good but I needed more. She asked me if maybe I needed my cock milked. I knew this worked with cows and I hoped it worked with me. Gloria explained that I would have to promise to be a good boy and she would milk me.

Gloria explained that I would need to get on all fours to get milked. She was going to release my restraints and allow me to get on all fours. She told me the rules of my release and that I would be punished if I did not follow the rules. As she released me from the restraints I was able to sit up and admire my newly shaven genitals. As I turned over I lightly played with my balls and stroked my long hard cock vigorously. Oh that felt good. Gloria strapped my arms and legs in place it was strange having my ass up in the air and open. But I was looking for to being masturbated in a new position. Gloria stood in front of me and explained that twice while turning over I had broken two rules and needed to be punished.

Gloria now behind me explained that I would be punished and additional rules added. I was to be spanked 5 times for each offence. If my spankings exceeded twenty then the discipline would be raised to a new level. After each spanking I was to count the spank and thank my mistress. I was only to refer to Gloria as princess. So it looked like I was going to receive 10 spanks from Gloria ah er Princess. How bad could that be it was not like it was my dad. The first spank hit me wow I didn't know she used a paddle. I had forgotten to count and thank her 5 more. I got through the first five okay. The second five were okay. But we were forgetting about the milking. I asked Gloria to stroke me. Opps I forgot to address her properly.

The next level of discipline. I felt her apply some lube to my asshole. As she rubbed it felt very good. Periodically she slipped a finger into my rectum it took my breath away. Before she returned to finish my spanking she rolled a rubber o-ring down my cock. It was tight as she stroked my cock. My cock was rock hard again. Princess resumed the spankings and I remembered to thank her and call her princess. Gloria then said I was ready to be milked. She slid both of her hands up and down my rod piston like but the o-ring on my cock was tight. The veins of my 10" cock bulged and throbbed. I could feel the come filling my shaft. She stopped

Ahhh! I pleaded relentlessly. Gloria then probed my asshole it felt good. She explained that she was going to stimulate my prostate. As she hit the spot cum shot out of my cock head. Gloria resumed stroking me and stimulating my prostate as more shots of come shot from my cock head. Gloria drained me completely and I was exhausted. She let me off the treatment table. I thanked her for a wild experience and she said I think it has only begun. She told me she would like to teach me some things that would help me in life. She also said that if I learned to use my cock properly that I would live a very happy and fulfilling life. She suggested that I shower and told me I would get a treat.

I went off to the shower to clean up. As I reflected on my experience I truly felt my life was changing. Shockingly Gloria stepped into the shower completely nude. This is the first time I had seen her naked and been with another women. A smile as wide as the Grand Canyon covered my face as I reached down to warmly embrace. Gloria. My 6'3" 230 lb frame enveloped her petit 120 lbs. I scooped her under the buttocks and pulled her firm breasts into my chest hugging a sharing a passionate kiss. Shy Troy was being released and I could feel it but Gloria seemed to have the power to rein it in and make me a little boy again.

After we sat and talked in the afterglow we agreed that this project was for only us together. She would not be my girlfriend or me her boyfriend but the emotional attachment would grow. We agreed that I needed work and she needed the help so Saturday was for us. You will hear of her influence in my life as I have grown and lived the full life. Experiences that happened in my life were shaped from this very day. Gloria taught me how to control my power and please women so that I could explore my hedonistic lifestyle. What a journey it is.

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