Rick’s Story; Beginnings

When Rick got up to go to work on Friday, he put on a black pair of bikini underwear. The nylon again clearly highlighted his cock. But his uncertainty about being naked before Cindy kept him soft as he drove to work.

Deb arose refreshed and put on her customary uniform of a tight T-shirt and split short shorts. When Rick arrived, Deb again met him on the front steps and watched as he stripped naked in the driveway. A truck rumbled past just as Rick removed the last of his clothing but did not slow. Rick nevertheless instinctively tried to cover himself. Deb laughed but said "sorry buddy I must be able to see that thing at all times, so no covering it ever!"

Rick smiled sheepishly and replied, "yes ma'am!"

"Come on in, I have something different that I want you to do this morning!" Said Deb. As he followed her, the swaying of her beautiful ass brought his cock to full attention. Deb entered the office and told Rick "I want you to clean up the office. Here's a duster and a small step stool. Take each of the books down and dust them. Wipe down the wood and the chairs with the cloths in the bucket by the window." Deb sat in the desk chair and started to look at some paperwork. In reality, her eyes remained fixated on his beautiful erection. As Rick continued around the office stepping up and down off the stepstool his cock bobbed in front of him. Being watched by Deb continuously had him throbbing with arousal, and beads of pre-cum again appeared, and were eaten. Deb smiled, put down her paperwork and just watched him as he worked. She was again amazed at the intensity of his hardness and the fact that he never seemed to go soft. She made no secret that she was staring directly at his penis. She again puckered her lips with delight which Rick noticed. At one point Rick stepped up on the stepstool in the corner of the office near her chair. His cock was at perfect eye height for her, and she gloried at its shiny red head and nicely veined shaft. Rick was aware of how close he was to her and another bead of pre-cum appeared.

Rick continued cleaning the office until lunch, when he and Deb both went out on the deck. Rick again lounged in front of her, loving the feeling of being completely naked and erect before her, Deb enjoying her naked workingman in all his glory. "After lunch, start in the room just above us. You know, when Cindy gets here it would be nice if she could first see you soft. Can you do that for me?" She said smiling.

"I'll try, but it still has a mind of its own!" Said Rick laughing.

Deb adopting a mock serious tone said "well see that you do better than just try. I feel as my employee you should do what I say!" Then she laughed.

Rick laughed too, but then he was quiet for a moment. He said "you know, you asked me if I would've done this for free and I said that might be true but the money was somehow part of it."

"Yes? And?" Said Deb.

"I mean, I do like getting naked for you that's obvious" said Rick waving at his erection, "but the money is part of it. I don't know why, exactly, but being paid to be naked for you adds to it. I don't know, it's like I have to do it! I mean, if I were just doing it voluntarily, I think I'd be trying to come on to you more. But because you're my boss and I'm paid to be doing this I feel like I can't. I have to be naked and that's a turn on. It's like I have to do what you say, that you're in control."

Deb smiled inwardly, her pussy pulsating, recognizing the implicit submission to her in Rick's statement. "Good! I admit that I like being in control and I'm glad that it turns you on too!" Rick's cock pulsed in agreement.

After lunch, Rick returned upstairs into work. While he was hard for a while, as the afternoon wore on he became more and more nervous about Cindy. While he was uncomfortable, the good news was that he was able to at least keep his cock soft. The combination of both fear and arousal of being seen by someone he did not know had him on edge.

Around three, Rick heard a car come into the driveway, and the sounds of two women shouting and giggling, as Deb greeted Cindy. A short time later he heard their steps and chatter as they came up the stairs. Taking a deep breath, Rick turned towards the door, a little engorged, but for the most part, flaccid. Deb entered the room accompanied by a strawberry blonde. "Cindy, meet Rick; Rick meet Cindy!"

Cindy was a little taller than Deb, but thinner. She had small breasts and slightly more shapely hips. She was wearing a thin pink nylon blouse with several buttons undone revealing that she wasn't wearing a bra. She had on a white pleated skirt that came to just mid-thigh. Cindy's eyes grew wide as she stared at Rick's naked penis. "Oh wow! Nice!" Cindy said without even saying hello to Rick first. Turning to Deb she said quizzically "but I thought you said he was hard all the time?"

Deb laughed "he usually is but I asked him to try to be soft for you! Rick! Show Cindy how hard you're usually working!" Rick was already struggling to stay soft, and at his employer's words he was hard within seconds.

Cindy's eyes opened wide "oh my God! You're right! That thing is beautiful! And so hard!" As she said this Cindy approached Rick reaching out to grab his penis. Rick started and drew back from her. "Whoa! You must be the only straight guy who doesn't want a hot woman to play with his dick!" Said Cindy peevishly as she stood before him with her hands on her hips.

"No! It's not that! It's... It's that..." stammered Rick.

"It's what?" Said Cindy smiling but with a cross tone in her voice.

"Um, it's that Deb said there is no touching. So, I'm not sure you're allowed to touch me? I mean I don't mind, but I guess maybe you have to ask Deb?" Rick said sheepishly.

Deb and Cindy shared a smirk. Looking at Deb Cindy said to her "well, can I fondle your employee's dick or not?"

Laughing out loud Deb replied "I said I wouldn't touch him. But if he has no problem with you touching him and you want to touch him, then you can touch him!"

Cindy turned back to Rick with an evil grin and reached out and grabbed his erection and began fondling it. "Oh my God Deb! You have no idea how hard this thing is! Look!" She said as she pushed Rick's cock down letting it snap against his belly. She stroked his cock marveling at its rigidity and yet the soft velvet feeling of its skin. She again pulled his cock away from his belly with her fingers and let it snapback making that delicious slapping sound.

Rick let out an "Uhh!" Cindy continued to fondle Rick's cock and as she did, Rick closed his eyes and tried to steady his breathing. Her hand felt so good; he had so long wanted to be touched as he had worked naked day after day for Deb. But her fondling was bringing him to the edge of an orgasm and while there was no pre-cum Rick started to pant from the exquisite pleasure.

"Okay Cindy, you'd better let him go! He's not allowed to cum!" said Deb.

"He's not allowed to cum? Poor baby! Why not?" asked Cindy.

Deb laughed, "you could say it's an addendum to his contract." As Cindy let go of Rick's penis he stood there panting. Finally, Deb said "Rick, go get Cindy's luggage out of her car." As Rick went out of the room he passed between Cindy and Deb who both stared at his erection. Their eyes followed his ass as he went down the stairs and they followed him as he went out onto the driveway. Cindy had parked her car behind Rick's, and therefore it was even closer to the road. Rick dashed out and tried to open the trunk but discovered that it was locked. Cindy and Deb standing on the side porch laughed. They watched his cock as it bobbed up and down as he ran back to Cindy as she offered him the keys. Rick got the luggage out of the car and carried it upstairs and into the guest bedroom. Cindy and Deb ogled him the whole way. Entering Cindy's bedroom, Rick asked "where do you want me to put the case?"

"Right there on the bed is fine," said Cindy. As Rick put her case down on the bed Cindy walked over to him and said "thanks! Here's your tip!" as she again flicked Rick's penis against his belly. Deb and Cindy laughed.

"Go ahead and finish up Rick," said Deb. "We'll be waiting for you in the office when you're done!" She and Cindy giggled as they went out the door and down the stairs leaving Rick pulsing.

Cindy and Deb went out onto the deck below the window where Rick was working. They could clearly see Rick in the window, and he could see them watching. He could hear them talking and laughing. While he could not make out what they were saying, from the way they looked at him he knew it was about his cock and that made it throb and ooze. From below Deb and Cindy watched as Rick continued to work with a raging erection. They giggled when they saw how readily he ate his pre-cum. Rick continued working until it was 5 o'clock. He leaned out the window naked and erect and called down "it's time to finish up!"

Deb smiled and said "OK! Meet us in the office!" As Rick came down the stairs his cock bobbing before him he could see both Cindy and Deb in the office waiting for him. They smiled and made some small talk as Rick started to get dressed. Cindy stood wide-eyed and giggled as Rick struggled to stuff his rigid member into his bikini underwear. It bulged obscenely against the thin nylon fabric and Cindy squealed "delicious!" as Deb laughed.

"See you Monday! You two have fun this weekend!" Said Rick as he left. That evening Rick went out with some friends and just relaxed. Eventually he calmed down and managed to get a good night's sleep even though the steady thrum of arousal burned through his body.

After Rick left, Cindy and Deb cleaned up and went out to dinner. After they returned home, they continued talking outside on the deck enjoying the warm evening. A little bit drunk, Deb had changed into her silk wrap but hadn't bothered to tie it closed. Cindy for her part was topless wearing only a hot pink bikini that was ruched in back. "Oh my God! He's a streak?" Squealed Cindy.

"No, no, no!" Laughed Deb "I don't know exactly. But apparently, he was getting naked and running down some public trails, trying not to be seen but I guess, wanting to be seen? He gets off being naked in public places but doesn't seem to want the embarrassment!"

Cindy giggled "and he just told you all this?"

"Yeah, kind of. I was pressing him to explain how he could be hard all the time and I asked him if he even masturbated!" Said Deb.

Cindy laughed out loud "If how hard he is is any indication he's definitely super turned on by it! I can't believe you haven't touched that thing; you can't believe how hard it is!"

"I have eyes in my head!" Laughed Deb.

"Seeing's one thing," replied Cindy "but you have to feel it to believe it. I mean it's like pure steel but at the same time the skin is velvety soft! It's super hot to the touch and not the largest dick I've seen but it may be the prettiest! And it's certainly one of the hardest!"

"Thanks for confirming what I can see with my own eyes!" Laughed Deb but she felt a distinct buzz of arousal as Cindy described touching Rick's beautiful erection.

"Have you thought about training him?" asked Cindy. Deb laughed but didn't say anything. "So, I take it he doesn't know anything about your past?" Cindy said looking at Deb.

Deb replied "No, no. No one does. Not even Dave. I've left that part of my life behind."

"I know you say that" said Cindy, "but I just don't see how you can walk away from the whole thing. You were one of the biggest dommes in the City and one of the best. You had it all! Hottest clients, you were in demand...."

"That's true," said Deb. "But it became a royal pain, always worrying about the police, the press, or some outraged spouse or obsessed client. Once I met Dave, I really didn't have any desire to continue, so I just walked away, no regrets!"

"But you don't miss any part of it? What about the thrill of controlling a sub?" asked Cindy grinning. Deb just smiled but again didn't say anything. "Hmmm. That non-answer suggests that you do miss the control! The only thing is you used to be paid to do it and now you're paying him to be naked!" Laughed Cindy.

Deb laughed and said "yeah, I guess that's true, but somehow this is different. Even though I was the domme, somehow being paid to do it left a little bit of control in my clients, a sort of bottom aspect to it that doesn't go away when they're paying you to abuse them. So, this is different. This is for me!"

Cindy was quiet for a while and then said "I guess I see that but, it seems like Rick has a little bit of the sub in him naturally, doesn't it? I mean look how you already have him eating his pre-cum! And then there was that whole thing that he wouldn't let me touch his dick until you said it was okay! I don't know Deb, but if he was trained to properly use that thing you'd be doing us girls a huge favor! Seriously! I have some stuff in the car I can lend you!" Chuckled Cindy.

Deb laughed and said in a slightly scolding tone, "First, I told you I didn't want any of that stuff around here! Second, that would mean getting way more intimate with him than I want to. I'm already gone as far as I dare and I'm not really interested in cheating on Dave, at least to that extent! Third, yeah, he may be a little submissive but I'm not sure he realizes it."

Cindy looked at Deb and said "why don't we invite him over tomorrow just as a plaything?"

Deb almost snorted and laughing said "A plaything? Just what are you intending to do with my handyman?"

"Look, I know you think you're just keeping him as a visual toy, but it seems to me on some level you've been teasing him pretty hard, pun intended!" Said Cindy. "So, let's see if we can make him aware of what he really wants. You don't have to do anything, I'll do it! Besides if you're not going to use that thing of his, let me! I just gotta have that thing in my mouth at least!"

"Jesus Cindy! If you give him a blowjob, you'll definitely kill him!" Said Deb laughing "you give the best head in the business, and nobody's ever gone down on me like you did back in school!"

"Well, I had to teach you somehow!" Laughed Cindy "you didn't know anything when I first met you!"

Deb laughed again. "That is so true! I was completely naïve! But you definitely fixed that! I confess that even to this day I still dream about you eating me out!"

Cindy sat up and looked straight at Deb "I think about that a lot too." She said, "I could remind you of what it was like again if you want."

Deb gave Cindy a smoldering look and said "mmmm! that would be great!"

With that Cindy got up off her chaise lounge and slipped off her panties standing naked before Deb in the moonlight. The yellow glow of the candle reflected off her now nude body, and Deb could clearly see her hard nipples jutting out from her small breasts. She could see Cindy's trimmed red bush and her bare outer labia. Deb could see the moistness between her legs flickering in the candlelight. Cindy came over to Deb's chaise lounge and straddled her on all fours. Their eyes burned into each other. Deb's fantasy was coming true, and her pussy began to ooze and throb with arousal. Cindy brushed Deb's wrap open and stared directly into Deb's eyes. Deb's mouth opened awaiting the taste of Cindy's lips. Cindy undulated gently above Deb teasing her. "So ready for me to go down on you?" She asked.

"Oh yeah!" moaned Deb.

"Then there's just one thing," said Cindy "if I go down on you, I get to fuck Rick tomorrow. So how bad do you want me to go down on you?" Cindy said, smiling wickedly into Deb's eyes.

"Okay! You can fuck him! But just don't kill him doing it!"

Cindy laughed "I'll try! But I can't promise you anything! That cock of his is just too delicious!"

Cindy lowered her lips to Deb's, and they kissed passionately, their tongues rolling around each other's. Cindy's body pressed in against Deb and Deb could feel Cindy's erect nipples pushing into her breasts. They kissed more passionately and began caressing each other. Deb's hands slid over Cindy's small breasts, across her belly and down to her ass cheeks, which she began kneading in each of her hands. Cindy's hands caressed Deb's full breasts, then slid down her belly to Deb's waiting wetness. Deb slipped her hand between Cindy's legs and they writhed in pleasure as they continued to kiss passionately while fingering each other.

Cindy rolled on top of Deb and began kissing her neck. She slowly moved down to Deb's nipples. Licking one while flicking the other with her fingertips. She kissed her way down Deb's belly and slid in between her legs. Deb moaned with delight. No one had ever gone down on her like Cindy! Cindy began by running her tongue up and down the skin between Deb's pussy and her thighs. She pressed her tongue against Deb's taint, licking upwards across Deb's pussy to her mons. Deb moaned.

Cindy began to tease Deb's labia and clit with her tongue lightly flicking it across the tip as it protruded from Deb's hood. She gently slid a finger deep into Deb gently moving it to relax the muscles around her opening. Slipping a second finger into Deb she began to massage the front wall of Deb's pussy pressing firmly but gently against it. Her tongue continued to flick across Deb's clitoris. Cindy pursed her lips and began to suck gently on Deb's clit as if it were an erect penis.

Deb's pussy was on fire, and she could feel her orgasm coming on like a giant wave within her belly. Her pussy tightened around Cindy's fingers and Cindy could hardly move them as she continued to tease Deb with her mouth. As Deb's entire body went stiff and her muscular legs clamped tightly onto Cindy's head as she began to writhe in ecstasy. Her body jerked wildly; it was all that Cindy could do to hold on. As the spasms eased, Deb's legs released Cindy and looked up at her friend who was breathing heavily and looked stunned; "God Almighty girl, that was just as good as I remembered!" Sighed Deb.