6 comments/ 4020 views/ 5 favorites The Waitress Pt. 01 By: Bobshore (This is completely from my head. This story is inspired by Danielle Houghton. Awhile age, I saw photos of her online. To further understand the main female character's appearance, I would suggest looking her up. If any names or situations match, it is solely by accident. I do not know any Restaurant's Policies. Enjoy...) ***** 'Boobers' Waitress (Part 1) Thursday Willy is in his office in the back of the restaurant. He is counting and separating the kitchen staff's tips for the day. Kitchen staff gets 20% of the waitress's tips. As Head Fry cook, one of his jobs is to collect the tips from the waitress to give to the kitchen staff. Willy has the money separated in to five piles. Of course, Willy takes a bigger split like normal. Since no one knows the total amount, it is easy to take more. Willy has worked at 'Boobers' restaurant for almost 15 years. He started, at the age of 25, cleaning tables. Now, at 40, Willy has advanced to the second highest position in the restaurant, Head Fry Cook. He remembers; when he first started, everyone knew the Head Fry Cook took more of the nightly tips. So, Willy figures he is just continuing the tradition. He hears a knock at the door. "Yes, what do you want!?" The door opens and Elle Houston walks into the office. "Mr. Willy, I almost forgot to bring you my 20% for the night." ... Elle Houston, 18. She has been working at 'Boobers' for almost 6 months.She is a student at HSU (Hooter State University). On her first day, Elle was given the title of the "Bustiest Waitress," a title given and known only by the kitchen staff. It was last held by Julia, also a HSU student. Since this 'Boobers' is next to HSU, the university supplies all of the waitresses. HSU is an all-girls college. At 'Hooter State' every female student accepted is endowed in the breast category. The University gives a male free campus for voluptuous girls, so the students can focus on their studies. "NO BOYS ALLOWED" is posted all around campus. Opening a 'Boobers' near HSU is genius. The smallest bra size of the waitresses is DD. The restaurant is popular and known nationally. Lunch and weekends the place is packed. The girls usually make $1000 in tips nightly, and the restaurant's policy is each waitress has to share 20% of her tips with the kitchen staff. This policy is to encourage great food. Now, Elle has the largest breast of any 'Boobers' girl Willy has ever seen. At 5'3, petite, and maybe 118 pounds soaking wet, her 32H breasts look massive. She has blonde hair and green eyes. When she walks in a room, ever guy turns to look. Some nights, there is a two hour wait to sit at one of her tables. Even though Elle attends an all-girl college, she still has a boyfriend. A jerk jock named, Larry Hard, who attends Jock University across town. ... ..."Mr. Willy I almost forgot to bring you my 20% for the night." Willy looks up and sees Elle. He perks up immediately. A smile comes to his face, and he sits up straight. Willy even tries to suck in his beer belly. "Elle, I trust you. You are such a nice girl. How did tits ... tips go, tonight? "I did great. $1,275 and only a four hour shift." "Sweet, let's just say 250" "Well, Mr. Willy. I have one question." Elle says looking down nervously. "Sure. Dear. Anything. Please feel comfortable." "Umm.. I.. I am saving to buy a car. I need 20 thousand. And, I want to have the money before the semester starts." Willy smiles, his brain not quite following. His eyes focus mainly on her chest. Elle's is wearing her tight white 'Boobers' shirt which clings to her full chest. The shirt is so tight; it gives a hint of her lace bra. Plus, her shirt is cut low. It shows an ample amount of her cleavage. He tries to think of a reply. Willy decides to just be encouraging. "With the tips you make, you will have it soon enough." Elle looks up. She bites her lip nervously and smiles lightly. "Yes, I will, eventually. However, if I make it before the semester starts, my dad will double it for my new BMW, and Then, I can focus on school. So, I was thinking of a deal." "Deal? A deal. What do you mean?" Willy crosses his arms over his chest. They rest on his beer belly. His posture shows concern about being scammed. Still biting her lip, Elle continues. Shyly, this next part comes out a little awkward. "Willy, if I can keep my 20% each night, I will save faster. What if instead of giving you the money, I give you something else?" "Elle, the rules are the rules. Every waitress has to share. I have to mark the books. What else are you going to give?" "My Breasts" Willy's jaw drops. He is stunned. Since Elle started working at his 'Boobers', he wanted her large breasts. Speechless, he tries to reply, but only, "awww.. umm. Nnn" comes out. Elle giggles at his reaction to her statement. Of course, she knows men stare at her chest all day, but she still doesn't understand their powers. She is naive and a bit an air head. Hearing Willy's reply, she decides to explain some more. "If I let you see my breasts, now, can I keep my 20%?" "I.. I ummm" Willy's brain clicks in, "Yes. Yes, that works." After his response, he starts to thinks how easy it will be to change the numbers from the other waitresses to hide the loss. 'Shit,' he thinks, 'even if I have to throw in a few dollars, it's worth it.' Elle arms press to her chest. She jumps up on her toes in her white sneakers slightly with a happy smile on her face. She hopes he would take her offer, but also, she fears she might get into trouble. She walks over to his desk, and her arms fall down to her side. "Awesome, thanks. You're the best Willy. I was worried you may get upset." Willy is shocked. She just thanked him for the opportunity to show him her big large over developed breasts. He should be on his knees thanking her and the gods above, but she thanks him. Willy now realizes the blond bombshell is a ditz. He thought it before, but thought she may just be acting in the restaurant for tips, but now, he knows the truth. He plans to use this knowledge. Willy is not sure how or when, but he is saving this bit on knowledge. "Now, should I just stand here?" Elle asked. She has an innocent blank look on her face as she asks. "Umm.No! First, lock the door. We don't want to be caught. Right?" "Good idea. I didn't think about being caught. That would be bad." Will watches her lock the office door. As she turns back to him, he turns the desk chair to face the side of his desk. "Come stand in front of me." Elle walks over to the side of Willy's desk. She is smiling softly. Elle bites her lip and wants to get this over, so without asking; she starts to pull her 'Boobers' shirt up over her head. "No touching. Right?" Her pale flat waist and the underside of her white lace bra are exposed. Willy eyes go wide. His eyes are open so wide, they are the size of a fifty-cent coin. He cannot believe it. He is watching Elle Houston remove her shirt, and she is standing right in front of him. As she starts to lifts the shirt over her head, he gets the first complete glimpse of her bra. He hears her say, "No touching," he can only get out a hum "mmm hmm." At this point, he would agree to anything. She has on just a white lace bra and her red shorts. The bra covers only half her massive H cups. Elle's breasts are pouring out over her bra. A massive amount of cleavage is visible. Her cleavage is more breast than half the waitresses in the restaurant. Her lace bra just gives a possible hint of a nipple. The lace H-cup bra does a heroic job at lifting Elle's massive breasts which explains the abundant amount of cleavage. "Ok, Willy. You've seen them." Willy's heart drops in his chest. He almost starts to cry thinking, 'it's over?', but it just began. He stumble for words, "W..w..what? You still have your bra on?" "I never said I would remove my bra, silly. I barely expose my breasts completely." Elle's expression shows, she seems shy about her breasts. Maybe even a little embarrassed about their extremely large size. She looks down at the ground with a timid smile on her face. "I... um... I have only let a couple guys see my bare breasts. Willy, It's you know, personal. I guess." Willy tries to search for a reply. He is taken off guard. "I thought we had a deal. I miss understood. I thought you meant completely. Man, Elle!!" "Sorry," giggling soft and timid in her reply. "I get it. It's OK. I understand Elle. You are so nice to let me see your breasts in your bra. Wow, they look amazing. You are the prettiest waitress" Willy notices Elle is embarrassed by his talk of her breasts. "How about a little change, Elle? Some touching." "I don't know" "With your bra on, I mean. Touching over your bra. Gentle and Innocent, I promise." "I don't know, Willy. We said just looking, but since misunderstanding each other, OK. Just a little." Willy moves to the edge of his desk chair. With Elle taking a timid step forward, she is standing directly in front of him. Willy reaches up with both hands. He cups Elle's breasts. His hands have just caressed heaven. As Willy finger tips come down fully on her breasts, his fingertips touch her bare cleavage. He almost shoots his a load right then. Willy feels his cock start to grow in his pants. Willy starts to squeeze. He's gentle to start. Just caressing and groping softly to not alarm her of his complete perversion. Willy, after a few minutes, starts to get rougher. His fingertips sink deeper in her cleavage. As his thumb slides over the white lace of her bra, he feels her nipple. Elle's nipple starts to stiffen in response to his touch. Feeling her nipple as his pinkie finger slide over her bra, he can't control himself. Her nipple feels so firm and perky. He starts to drool thinking of licking her firm pink stiff nipple. He starts to squeeze harder and harder. His fingertips catch and pinch her nipple. "Owe. Willy, not so rough. I don't let guys." "Owe Willy, my nipple! We are done." Willy lowers his arms. He realizes he may have ruined any future deals. "Elle, I am so sorry. You are so beautiful. I just got carried away. I can't help it. I promise to be nice. Next time?" "Ok, I know." A soft giggle as she blushes. She likes hearing him call her beautiful. Her jerk boyfriend barely gives her compliments. "It's just I don't usually let guys.. you know.. touch them.. do this." "Wow, Ok. Promise." Willy is turned on even more at hearing about her innocence. He stands to give her a hug. "How about a hug before you go?" Willy's arms are open wide. Elle leans in and opens her arms. She feels Willy pull her in close to hug her tight and firm. She also feels something hard. 'OMG', she thinks. It's his cock. He is rock hard. She feels it poke her stomach as he hugs her tight. "Oh ummm. Willy! You're poking me." Willy holds the hug longer. He feels her massive chest pressing into his beer belly. Then, he realizes what she is talking about. His cock is rock hard. He knew he was excited, but never thought this much. "Man, Elle, I am... Oh wow, at my age, this doesn't happen often." Willy releases Elle from the hug. As they separate, she sees his pants have a large bulge Elle is flattered from Willy's words, 'doesn't happen often,' she knows she turns on men. But, she isn't face to face with it often, or stomach to dick. Elle giggles, "Ohh," is her only response. "Shit, People can't see my like this. Man, it will be bad for both of us." "Both. How both?" Elle relies confused. Willy takes his golden opportunity. He has a plan. "Because, people will know we are doing something. Who knows what they will think. You have a reputation of being a good girl. Right?" "Yes! Willy, people can't talk about me. What if my boyfriend hears about it?" "I know. Right!. Look, I can get it to go down, but I need help." "My help?!! Why help? Can't you just.. um you know. Handle it yourself?" "Yes, usually I can. When I was younger, it was no problem. But, now, I need stimulation. Touching your breasts got me this hard. Touching them while I ... handle it. Should help. That's not much. Right?" Willy sits on the edge of his chair. "This is just to help. This is not sex. Right?" "Yes, totally not sex. Just touching. Like a hand shake. So we don't get caught" With Willy's reassurance, Elle steps closer to him. She figures, he has already touched her breasts. "OK. Bra stays on. I have a boyfriend, remember." "Yes. Of course. I know. This is just so we don't get in trouble." With that said, Willy stands. He undoes his belt and his pants drop to the floor. He tucks his thumbs into his boxers and leans over as he lowers them to his pants. When Willy leans back upright, Elle can see his large hard member. Elle's eyes go wide at the sight of Willy's big exposed willy. She has only had sex with her boyfriend, but she has seen a few other penises. However, she never saw one as big as Willy's. His cock is longer than the other men she has seen, but that is not what took her by surprise. She never thought a cock could be so thick. 'He has to be as thick as a can', she thinks to herself, 'and his balls as big as tennis balls. Also, just as hairy.' He notices Elle staring at his dick. The Fry cook smiles to himself. He knows his dick is big, but he never thought to impresses the hottest bustiest girl ever to work at 'Boobers'. Willy is standing directly in front of her; he looks down into her green eyes. "Everything OK, Elle?" "Yes. I umm. Yes, I am fine. Are you OK?" Elle replies her eyes still on his monster cock. "Yep, all good. Before we do this, Elle look up." As Elle looks up, her eyes meet his. Willy leans down; his hand goes to behind her neck as he leans in to kiss her. He kisses her deep and passionately. As he parts his lips, he feel her part hers. The kiss is about half a minute, but to Willy it seems to be an instance. It excites him feeling her enjoy the kiss. Elle pulls back after the kiss, shy and timid, "Willy! I have a boyfriend. I am just helping you. Right?" "Yes, so we don't get caught." Willy sits down on his desk chair. Sitting on the edge of the chair, he leans back. Her hand in his hand, Willy pulls her closer to him. Without thinking, she straddles his knee. Her red shorts move up on her thighs. Thick and firm, the shorts tighten around her thighs. The shorts make her legs look longer and thighs thicker as they ride up. His leg feels her hot warmth from between her legs resting on him. He grasps his cock with one hand and the other hand rest on one of her full thighs. Willy's hand starts to move up and down on his cock. His other hand moves up to Elle's massive breasts. He cups her breast through her white lace bra. His fingertips press into her bare cleavage. Willy feels his penis grow ridged as he continues to grope the naïve waitress. "Man, Elle. Your boobs are so fucking big. You are making me rock hard." With a slight giggle and an embarrassed tone in her voice, Elle replies, "Willy! Don't say that. I have a boyfriend. You can say such thing." Continuing to stroke his rigid penis, he replies, "Fuck Elle. I can't help it. I just... oh man. Oh god. My hand... owe fuck." Willy lets go of his member, he starts to shake his hand like it hurts. He suppresses a grin as he continues his act. He opens and closes his hand as he moans. With a look of pain on his face, the Fry cook lies, "Oh man. My hand hurts. It's my arthritis. All the years working in the kitchen, I have no hand strength. I haven't tried jerking off in years, Elle." "Oh No. What are we going to do?" She replies with a look of concern. Thinking they may get caught. "I don't know. I just can't use my hands." He hopes she doesn't think about him roughly handling her breasts. "I can have sex." "Ewe. NO! Willy, I have boyfriend. I can't cheat." "No. NO. Not regular sex. Like tit-fuck." Willy says, his eyes go straight to her massive chest. His eyes light up. "Ewe. Eweee, No. I have never done that. I saw that on-line, and the girl was covered in the guy's...ewe. NO." "Well. Ummm" Willy plays dumb. "I guess. I could. You know. I could jerk you off," Elle says softly. "Yeah!?," he acts like it is completely her idea. "Yes, that would work." "Not cheating or anything. Just to help, so we do not get caught. OK?" "OK. Yep, I understand. Totally, just helping." As Elle slowly reaches her hand out, she wraps her hand around his engorged cock. Her hand doesn't fit around his entire girth. Her hand only covers half of it. Her fingers fit over the top to the middle and her thumb wraps around the underside with it resting on the large vein on the underside of his penis. "Oh Man! My hand doesn't fit. Will this even work?" Seeing her concern, Willy quickly reassures her, "Oh yeah. Wow, your hand is so soft. It will be fine. Just make sure to go up and down the entire length." He can't believe it. She starts to masturbate him. He didn't think she would agree to sex, but he prayed she will think about using her own hand. Her soft small hand feels awesome. Plus, to reach his cock she has to bend down some. This improved his view of her cleavage. As Elle starts to move her hand up and down his cock, He moves his hand back to her chest. He starts cupping her breast. His hand is large, but still, only covers about half of her breast. He feels her pace increase. She moves her hand up and down faster. With Elle sitting on his left leg, his right hand is free to grope her massive breast. He smashes his large hand into her breast. Feeling his fingertips brush her bare cleavage, his penis leaks pre-cum. "Ewe. Did you cum?" "No. NO!," he relies quick. "It's just pre-cum. It's nature's lubricant. It's normal during a hand job." "OK. Just warn me before you cum." "OK. You can continue. Doesn't it happen when you do this to your boyfriend?" She starts to move her hand up and down his cock, again. Willy lets out a loud moan. "My boyfriend hasn't asked me to do this for him. We don't do much." She says looking away, "Of course his thing is half as big." "Man, this feels great Elle. He is an idiot. I am getting close. Just keep going." With his encouragement, she increases her speed a little. As she moves her hand up and down, her chest bounces up and down in her bra. Willy can't take his eyes off of her chest. His hand on her bra starts to shift higher on her cleavage. Without thinking, he slides a finger under the top of her bra at the edge of her cleavage. With her bouncing and his groping, her nipple starts to come in view. With the slight hint of her light pink areola, Willy feels his balls fill and tighten. He knows he is about to explode. "Oh Fuck Elle. Oh fuck. Keep going." His desire is at its fullest, he is not thinking about anything besides cumming. Willy's free hand moves to his cock. He wraps his hand around her hand. He jerks his cock to the rhythm that he likes using her hand. His other hand moves deeper under her bra. He cups her bare breast fully in his big hand. He feels her nipple poke the middle of his hand. "Willy! What are you doing? We said over the ..." Elle has a look of surprise. "Owe Willy!! Not so rough... ewe" Feeling her massive breast in one hand, he squeezes her hand tight around his cock with his other hand. After a few quick strokes, he holds her hand down to the bottom of his shaft, and he starts to cum. As Elle complains about his rough grip on her breast, he is starting to cum. His load fires out hot, hard and in huge ropes. His first shot hits her stomach directly above her red shorts. With Elle sitting on his leg, she is turned slightly to him and bent over to grasp his dick. So when she looks down to her stomach as his fluid land on her, her breasts are closer to his raging hard on. The Waitress Pt. 01 "Ewe... Willy.. You shot your stuff on me." As she is occupied with his first huge rope landing on her stomach, her bent posture lines her cleavage up perfect. His next rope fires out and goes between her breasts and down her deep cleavage valley. He smiles as his last shot lands on her thigh. "Oh man. Ooooooh." Willy moans. He removes his hand from her chest, and releases her hand on his dick as he lies back in his office chair. "Ewe.. Willy, not on my clothes! I can't believe you came on me." Elle complains more as she stands. Willy hands her a kitchen towel from the back of his office chair. "Elle, this can help." As she is wiping off her stomach and leg, his smile remains on his face. He knows his cum will be between her massive globes all day. Willy feels so good. He can't move. His cock lies on his thigh. It just hangs as he watches her dress to leave his office. Still thinking about all that happen, his penis keeps its length, and just falls down from its size. It lies on the chair limp between his thighs. Elle pulls on her 'Boobers' shirt after adjusting her bra. She is shocked to see the tip of her nipple is visible. Looking over at Willy, she notices a smile on his face and his eyes directly on her chest. She thinks, 'Jerk.' She still smells his potent semen. Elle can't believe the smell is still in the room. She seems to have no idea his semen is moistening her cleavage as she adjusts her outfit to leave. She glances back at Willy. She pauses for a moment. His cock is still so big. It looks soft, but still bigger than her boyfriend. She has only seen two other cocks. Her eyes widen thinking gladly, 'she will not see this monster again.' "Willy, you ummm need to dress. Right?" "Oh yes, I will. I am just...tired." He turns to the desk. One he faces her, and two hides his exposed flaccid cock from the door. "I work only Thursday and Saturday this week, and not any days you work next week, so I think this deal might end. I only need a few more days to complete my savings. Well, bye Willy" Willy minds starts racing. He is off Saturday. 'What no more!!' To be continued...