Rick’s Story; Beginnings

Deb woke up early Wednesday morning. Between the nap and some reasonable sleep, she felt good, but the events of Tuesday afternoon still weighed on her mind and left her a little apprehensive about seeing Rick. She tried to keep all thoughts of his cock out of her mind but of course the more she tried to do that the more aroused she became. She took a shower and got dressed in her usual shorts and T-shirt and was having a cup of coffee when he arrived.

Rick quickly dressed, this time in red underwear, and headed to the farm. He was completely turned on by the fact that Deb had masturbated while looking at him. He again arrived sporting a huge erection. As Deb let him in, she could clearly see the bulge in his shorts. She followed him as he went into the office and stood in the doorway with her coffee watching as he undressed. Rick was smiling and obviously in good spirits as he took off his shirt and pants. Once again, his cock sprang out of his underwear as he took them off and Deb felt like it was taunting her all over again. She didn't know what to say to Rick about yesterday, so she said nothing, and they both chatted aimlessly until Rick went to work. She stood on one side of the doorway as Rick passed close by proudly erect. She watched his erection as he walked up the stairs and then she went into the office.

In the morning Rick was working in the room facing the road trying to remove some stubborn wallpaper in and around the windows. The sight of cars and trucks going by below while he was (in theory anyway) visible from the window kept him semi-hard most of the morning. Deb for her part stayed in the office but she did watch him when he went up to the barn again marveling at his magnificent ass and cock as he walked to and from the barn, once again feeling freer to watch him from her office. As Rick got to the lower edge of the pond, he saw Deb watching him and smiled at her and waved. As he did so his cock also waggled back and forth luridly waving at her too. She smiled and waved back but her gaze did not leave his erect cock. Rick entered the house through the back door this time and went back up the stairs into the room in a blaze of arousal.

Around noon Deb heard Rick coming down the stairs for lunch. Rick had been looking forward to lunch on the deck all morning and he bounded down the stairs, his erect cock bobbing and weaving in front of him as he did so. Deb watched mesmerized. Rick stopped at the office door deliberately pointing his erection at her and asked, "are you ready for lunch?"

Deb replied "yeah, I'll be out in a bit!" Rick smiled, turned, and went out the door to his car, grabbed his lunch and some sunglasses and stretched out on the part of the deck that was in the sun and began to eat. A short while later, Deb came out and sat down facing away from him. They began making small talk and from time to time she would glance back over her shoulder at Rick. She had put on a pair of dark aviator sunglasses, and while Rick couldn't see her eyes, he knew they were constantly on his erection. When he was finished eating Rick laid back on the deck with his hands behind his head, glorying in feeling the sun on his naked body and his cock pushing up from his belly as if it were some sort of erotic plant.

Deb looked at Rick and asked, "so.... um, do you masturbate?"

"Of course!" said Rick grinning. "Doesn't everyone? I know you do!" and he laughed.

Deb started and looked away again and said to him sheepishly "yeah, sorry about that yesterday. I had a little bit too much to drink at lunch and I got carried away. It won't happen again."

Rick noticed the uncomfortable tone in her voice. "I don't mind if you do that!"

Deb glanced at him and said "thanks! But that's not what we agreed on. I feel like I came very close to crossing a line, and I just want you to know I won't let that happen again."

Rick became concerned at her remorseful tone, and he sat up and faced her with his ankles crossed and his arms around the outside of his knees. He said in a serious tone "Deb, I'm not talking to anyone about this. I mean I'm not saying to any of my friends 'hey guess what's going on with my boss!' Besides the fact that they would probably think it was weird, I would never do that to you. I told you; you could trust me. I promise no one will ever hear of any of this from my lips!"

Deb was touched by his sincere concern for her, and it relaxed her. She turned to him, smiled and said, "thanks Rick, that really means a lot to me!" At the same time, she couldn't help but notice that Rick's erection was pointing straight up between his splayed legs as he faced her.

Rick laid back down on the deck on his left side, slightly turned towards her, propping his head on his left hand and his right leg bent and the left straight out, looking like some priapic Roman at a bacchanalia. Feeling better, Deb stretched out on her side facing him. "So do you masturbate?" She asked again.

"Of course! Why do you ask?" Said Rick.

"Oh no reason." Said Deb. Meaning of course that there was a reason. After a long pause she continued "I mean, I just don't understand how you can be constantly hard all day long?"

Rick laughed out loud. "I'm not!" He said. "It's just that whenever I hear you coming, I get turned on. I guess I really like you seeing me naked!"

"Ahhh!" Said Deb "but I'm just kind of curious, when do you do it? Late at night in bed or something?"

"Nah, my parents' house is way too crowded, and the walls are way too thin!" Said Rick.

"So where do you do it then?" Asked Deb.

"Oh, you know there's lots of woods around here and I know a few places that aren't frequented by many people..." Rick kind of let that answer drift off, but he smirked a little bit which Deb noticed immediately.

"Oh? Where?" She Asked.

"Just some places..." Rick said.

Deb laughed and grinned and said to him "C'mon spill! Tell me where you go to jerk off!"

Rick laughed and said "why do you want to know so much? Are you going to spy on me?"

"I might!" She said laughing. She then said, "I don't know, I'm just kind of curious about where you get off!"

The conversation was turning Rick on even more, but he grew silent thinking about how much he should tell her. Finally, he said "so I guess we agreed to trust each other with our erotic shit, right?"

She replied grinning "yeeaaahh... We did! So your secret's safe with me! Now where do you go and jack off?"

Rick smiled back and with that began to tell her about his habit of running naked along the trail and jacking off in the woods. As he started talking he began to relax. It felt so good to finally have someone he could trust with his peccadillo! The ease with which he had always talked with Deb returned and the words began to pour out of him, describing to her how he truly felt. He told her how much it turned him on and how afraid he was to be seen doing it, but somehow the fear added to his intense arousal. He told her about also doing it on his lunch hour from time to time, but he didn't mention having done it in the barn once too.

Deb smiled inwardly as Rick told her the truth. She could not believe what she was hearing. "So that's what's causing it!" She thought "he gets turned on by being naked in public. Or something. He's not a nudist and he's not exactly a streaker either, but he definitely gets off on it!" Deb relaxed even further, as she realized that Rick's arousal was no longer a threat to her. Just like a tennis match, she felt the momentum and control over the situation shifting back to her side. She wasn't quite sure what this would mean, but she relaxed about staring at Rick's beautiful penis.

At the end of his explanation, Deb looked at Rick grinning. "So there's one thing I don't quite understand. You like to get naked in public, but you don't actually want to be seen? Then why are you so hard when I'm looking at you?"

"Well," Rick said, "I guess it's because I feel like I can trust you with it. I kind of relax and it feels good to let someone I can trust, actually see me!" He was now completely turned on and completely relaxed, lying in the sun naked in front of her. His cock was still rock-hard, but he didn't feel like he was on the edge of an orgasm. Rick asked her "So what do you think of me now? I'm kind of a perv right?"

She answered "yeah, probably! It is kind of a pervy thing to do to run down a public trail, stark naked with a raging hard on, even if you don't particularly want to be seen doing it!"

"Does that bother you?" Rick asked.

"No, but it does make me think that maybe I'm overpaying you since you probably would've done this for free!" Rick laughed out loud, and Deb laughed too. Rick then closed his eyes, put his hands behind his head and laid down on the deck in the sun. Even though his eyes were closed he could feel Deb was now at ease just looking at his naked body.

Rick then said "well maybe that's true on some level but at the same time there's something about being paid to do this that adds... Something. I'm not quite sure what. But, I can't say that the money isn't part of it."

They were quiet for a bit; finally Deb said "for the record you have a really nice looking cock. It's nice and straight, beautifully hard and I love how red and shiny the helmet is! Nice and veiny too! I really like seeing it!"

Rick opened one eye and looked at her. "Thanks! Even though you think you're overpaying me I hope you feel like you're getting your money's worth!" And they both burst out laughing again. Rick looked at her with a mischievous grin and said "you know you can touch it if you want. I promise I won't sue for breach of contract if you do!"

"Yeah, that's not gonna happen!" Replied Deb.

"Why not?" Rick said with mock disappointment in his voice.

"Because you want me to." Said Deb.

Rick laughed at her answer but part of him was frustrated in that it both seemed to explain everything and nothing at the same time. "By the way, all this talking about masturbation reminded me of something that I forgot to ask." Said Rick. "Am I allowed to masturbate here?"

"Absolutely not! No spilling your jizz anywhere on my property at any time!" Deb replied, grinning.

"Yes boss!" Said Rick. He smiled but he was also a little disappointed to hear that he had a new restriction.

A short time later Deb glanced at her watch "1 PM Rick! Time for you to get back to work!"

"Yes ma'am!" He said as he jumped up. As he did so, his cock bobbed in front of her just above her head. This time Deb just looked at it admiringly. She got up and opened the kitchen door holding it for him as he slipped past, all the while staring directly at that magnificent penis as it nearly brushed her belly as he went through the door. She watched him as he went up the stairs and then went into her office.

Rick went back to work, and the lunch conversation had him buzzing with arousal. Deb stayed in the office, but she felt much more relaxed and in control of the situation. When Rick went up to the barn in the afternoon, she again watched from the side chair. In a haze, she undid the button on her shorts and unzipped them pushing them and her panties to her knees. She slipped her hand down to her waiting wetness and began to tease her clit with her fingers. She continued stimulating herself as she watched Rick's cock bobbing and weaving as he came back from the barn. When Rick went around the corner of the house, she shifted back to the desk chair but did not pull up her pants, leaving them around her knees. Instead, she just sat there bottomless as Rick came into the house. Rick looked into her office as Deb sat behind the desk bare-assed pretending to read a book. She looked up at him admiring his nudity just as she had always intended. "I'm almost done with the room. I should have it done tomorrow."

"Great!" Deb replied, reveling in Rick's being completely unaware of her semi nudity. "Get things cleaned up and come back and get your clothes!" She said smiling.

"Okay, will do!" Rick replied and turned and went upstairs.

When he returned, Deb had re-buttoned her pants. As he entered the office Rick was incredibly turned on. Deb got up from behind the desk and stood beside him resting her rear end and her hands on the front edge of the desk. Rick turned and did the same next to her. For a moment, he and Deb just looked at one another smiling. Rick's cock started to throb, pulsing in time to his racing heartbeat. Deb noticed the gentle motion and as she looked at his cock a bead of pre-cum appeared at the tip.

Deb pushed up from the desk, turned and faced Rick. Without thinking about it much, she flicked the bead off his penis with her thumb and forefinger. In one quick motion brought her hand up and put her thumb in his mouth. Rick involuntarily swallowed it. As she did this, she had a wicked grin and said to Rick "so are you going to go masturbate now?"

Rick was shocked at what had just happened. He mumbled "yeah, probably...." Another bead of pre-cum appeared on his dick.

Deb, deliberately this time, again swept the bead onto her thumb and fed it to him, as she said, "Don't!"

"Don't? Don't what?" asked Rick in a bewildered tone.

A third bead appeared and Deb again fed it to Rick. "Don't go and jack off." She said.

"Why not?" asked Rick. "You said I couldn't do that here..." Something in her manner was turning him on and Rick couldn't help it.

A larger bead of pre-cum appeared and was again fed to him. "I know;" she said. "But I feel a little bit like you cheated me when we made our deal. I'm paying you three times your hourly rate, but you would've done this for free. Right?"

Rick replied sheepishly "well I said maybe... And like I said the money is part of it I'm just not sure how..."

"Still... I feel like you owe me something!" Said Deb grinning as she fed Rick's fifth taste of his own jizz.

"So... so you want me to not masturbate tonight?"

"No; I don't want you masturbating any more at all during the term of our deal!" She said with an evil grin.

"The entire two weeks?! My cock will explode!" Moaned Rick.

"That thought had occurred to me." Replied Deb, feeding him another taste. "I mean, there's no way I can force you to do this for me. But if you do it I promise I'll make it up to you!"

"Make it up to me how?" Rick asked

"I don't know, but I promise that I will. So... you'll do it?" She said, feeding him his final taste of his own pre-cum.

"Ummm... Okay." Said Rick feeling very confused.

Rick got dressed in a daze. He was both wildly aroused and stunned that he had been eating his own semen. Deb watched as he again struggled to stuff his engorged member into his red underwear. She smiled as she saw a stain of pre-cum oozing onto them. It took quite a while for Rick's erection to subside as he drove home in a cloud of confused arousal. He wasn't sure what it meant. In bed later that evening, Rick tossed and turned for quite a while and finally fell into a fitful sleep. Deb for her part was quite happy and content. She joyfully fantasized about being pounded by Rick's beautiful cock as she masturbated to a delicious orgasm, and then drifted off and slept soundly.