Serving More Than Food: An Insight into a Waitress's Life
No one under eighteen allowed in sexual situations. This is a made-up story. Any similarities between characters and real people are just coincidences. Be respectful when commenting or, at the very least, act politely. It's simply a tale.
More Than Just a Waitress
My wife, Trudy, and I were having a fight. To be honest, I don't remember what we were yelling about, but we arrived at the restaurant rather late - around 9:45 pm - and the kitchen was due to close in 15 minutes. We were quickly seated by a very attractive and curvy brunette. She was very friendly to us, but there were tears in her eyes.
She explained that the kitchen was closing soon, so we needed to place our order quickly, as the cook was about to leave. We asked for two steaks since they don't take much time to cook. Two salads, two New York strip steaks, and mashed potatoes with some butter and sour cream. Make sure everything is ready in 15 minutes, perfectly cooked medium rare.
I asked to see the cook. He came out looking upset, but I didn't waste time and just handed him a $20 as a thank you for handling it so efficiently. That cheered him up! We ate quickly and paid the beautiful waitress right away. I tipped her with two $20 bills for her outstanding service.
We finished up and were about to leave when we spotted our lovely waitress sitting by her suitcase, crying. Her name was Jessica. My name is Barry, but most people just call me Bull, probably because of my muscular frame. I'm not sure if my muscular physique is a blessing or a curse. It's common for men in my family to die at a young age from heart disease, and unfortunately, my father was one of them. To prevent this from happening, I've been working out three times a week with plenty of cardio to try and keep my heart healthy. I love to work out as it clears my mind and makes me feel better.
I've always had a wonderful mother, grandmother, and great-grandmother, but at 30 years old, I was the head of the household, not just in name, but also the one running the multinational company that provided my family with a good income. While it sounds great, the amount of work I need to manage can be overwhelming. It's hard to tell when the job belongs to me and when I belong to the job. Nonetheless, I make sure everything gets done on time.
"What's wrong, Jessica? Why are you sitting here crying?" I asked the weeping waitress. Her face was full of sadness and pain. It seemed like she had lost all hope.
"I have nowhere else to go. My ex-fiancé ran off with my best friend. I'm a college student, and the money I make from this waitress job isn't enough to get by. The apartment was his, and after the affair, he threw me out. I was pregnant with his baby and... and..." she sobbed, unable to finish her sentence. But I got the gist of what she was trying to say.
My wife, with a gentle voice, asked, "The baby?"
Jessica shook her head no. She didn't appear pregnant, but her breasts were quite large, like she was preparing to breastfeed. Her face was full of pain. It wasn't hard to understand what happened.
She broke down and cried hysterically, sobbing uncontrollably. "He's gone. The hospital tried their best, but my baby didn't survive." She cried again. "Even with the insurance, it wasn't enough. I have no money and... nowhere to go. Thanks for listening." She started walking towards the nearby bridge, not bothering to take her suitcase or her jacket with her. Oh my goodness! She was planning to...
"Quick, Bull!" My wife urged. I ran up and picked up the crying girl in my arms. I put her in the back seat of my extended cab pickup and placed her suitcase in the back as well. She held on to me tightly, like a broken doll. This poor girl appeared to have lost all will to live. She was overwhelmed with pain. My heart broke for her. I looked at my wife and she nodded, understanding completely. "We'll take care of you, Jessica. We'll help you get back on your feet and deal with your medical issues. Bull, she's so skinny and leaking milk."
I sped us home efficiently and transported her indoors to our residence. Our house was expansive, offering seven generous bedrooms, yet it seemed we perpetually welcomed an abundance of guests. My mother and grandmother were currently engaged in an Alaskan cruise that would last for several weeks. Afterward, they were slated to visit each of my adored aunts living along the coast for an uncertain length of time. Enjoying time with their grandchildren was a cherished gift for both of them and for the grandchildren. I remained uncertain of their expected return date. I facilitated their financial arrangements from the communal funds. We stayed in touch through phone conversations, as they embraced the pleasurable moments with their grandchildren and captured photos of extraordinary whales. Their faces shone with overwhelming happiness. Their experiences brought joy to my heart.
As the head of household, I bore the immense responsibility of managing corporate affairs and our household finances. The position of head of the family may feel like a burden at times, yet I did not shrink from it. It mirrored my father's and his father's ways. My gender did not abolish the duty, and I wrestled with the envy of my siblings' quasi-independence. Rendering service was unavoidable.
My sister, a physician, frequently tended to our family's health. She consistently aimed to enhance my heart's health, demonstrating how deeply she cared. She had granted me additional years. My gratitude for her persistent concern was immense.
My brother operated a large, flourishing hedge fund. He deposited a staggering ten million dollars into the family's coffers, confident it made zero impact on his personal fortune. His skills were exceptional. His knowledge of the art surpassed expectations. If not for his own independence, family finances would reside under his capable supervision. However, wherever family business necessitated his contributions, he supported me in my responsibilities. He acknowledged the incessant barrage of chores thrust upon me. I cherished him and my sister. I comprehended their unique lifestyles, distinct from our shared family affairs.
With the tasks steered toward a close, I ushered the traumatized Jessica into our den. Overcome by anguish, Jessica endured a whirlwind of misfortunes. Overwhelmed, she possessed the desperate need of our assistance. The room felt warm and welcoming, where distress was comforted by the always-burning fireplace. Trudy wrapped her up in a delightfully soft, furry blanket while whispering encouraging words.
"Jessica, this will not be solely my effort but my wife and me joining forces. Your proposed inquiry has long been a cherished fantasy for my husband. You wouldn't cruelly deny him this opportunity, would you? His gentleness is legendary with women. His behavior encompasses care and protection, defined by his nature. Are you content with this prospect, Jessica?" She reacted positively, albeit hesitatingly. Her pain was profound. Her fear of men understandably deepened in the face of her experience. With my size and immense physique, I felt alarmingly intimidating. I desired to avoid terrifying her.
"Additionally, it's vital to mention one more detail, Jessica. I identify as bisexual. My spouse, Bull, permits me to indulge in female company now and then. I reciprocate his generosity should he choose to partake in a female's company. This scenario is uncommon. I find you captivating, but I recognize you're negotiating a different emotional terrain with your ex-fiancée. No one will compel you into performing actions you dislike. You're our guest. There's no obligation. We genuinely want you to recover and feel comfortable with us." Jessica nodded her agreement, even though she swayed with hesitation. She seemed to be emotionally torn apart. This produced an undercurrent of apprehension toward men. I needed to be cautious in my interactions with her, employing a gentle voice and tone.
Upon returning home, I found my wife feeding on Jessica's massive breasts. Swollen from milk, one breast hung heavy, releasing a stream of milk as she nursed with her mouth. Intrigued, I joined in, sucking on the other breast. Both women moaned in pleasure. Jessica's pain had been immense, so any moment of joy was greatly appreciated, including a little assistance from her motherly duties.
"This feels so much better, thank you both for your kindness. Oh, this is so nice... my tits get too full. I need you two to feed from me daily." She looked over to Mr. Jenkins, commenting on the pleasant scent of his soup.
All carried away by the sentimental moment, the young woman climaxed. She emptied both of her breasts then took full advantage of the warmth of the soup. When finished, she asked for a second serving - clearly a fan of his cooking. I presented her with dessert: rice pudding topped with real whipped cream. Trudy, happy with the day's events, was now undoubtedly in need of a rest. Upstairs, in the sister's old room, her small frame sat among the remaining clothes. Almost weightless, the young woman kissed me and my wife, thankful for the love and care they had bestowed upon her. To bed we went, leaving Jessica to recharge upstairs.
I awoke in the middle of the night to find her sharing a special moment with my wife. My dick rock hard, I watched this simple act of satisfaction. Nervously, my wife moaned - hushed as not to wake me. Jessica massaged my dick, unsure of how to take me in. Her cries of pleasure echoed in the room as she stretched herself. As if a snap, she came, her eyes locking my gaze before leaping onto my chest. Stretching her chest out, Jessica allowed herself to fully relax. Exhausted, I noticed my wife suckling milk from her overflowing breasts.
Switching to my side, my wife dove into an oral show, her head bobbing on Jessica's still dripping cunt. This was presumably what she'd done to satisfy Jessica earlier. She moved closer, determined to join in the growing ecstasy. My wife simultaneously came, thrashing and moaning on my face. Jessica, on the other hand, found herself cumming repeatedly. When my dick was at its peak, Jessica shifted to take it. Still, I couldn't get it all in. Frustrated, Jessica cursed and screamed. Her eyes locked with mine. She moaned as she finally managed to swallow the entire length. Feeling close, I unleashed a torrent of semen onto my wife. Both women exchanged the remaining drops and embraced in a passionate kiss.
The next morning, Jessica enjoyed breakfast with a new passion. After feeding, she tried my wife's tits with much more ease. My wife, content with her own breastfeeding session, lent a hand in an almost spiritual moment: sharing suckles of milk between the two women. The other breast full, she turned around. Now it was the wife's turn to provide. Despite milk dripping from her fingertips, Jessica keenly licking herself from her cheek to her chin. A look of pure bliss was evident as Jessica clearly was in harmonious heaven.
Trudy hovering over her naked form, she rested her hand under each of Jessica's unnaturally large breasts and held her close. I looked on as my wife's fingers touched my wife. It was magic. No, a fairytale. My thick erection was cushioned by the lips of both of my loves. I rolled onto my back, ready to complete the dream. Sharing one last kiss, these two made love to me simultaneously, both coming well before I'd reached my release. It faded as Trudy swept my limp dick into her chest between her now relaxed breasts. Concluding with my own orgasm, the pair exchanged the last drops of my seed into one another's aching mouths. At peace with the experience, we all finally fell into a deep, shared slumber.
"Bull! Trudy! I adore both of you!" Jessica sprayed her sugary pussy juices everywhere. She collapsed onto the bed, passed out. My wife swiftly climbed on top of my cock, mercilessly fucking the life out of me. She climaxed like a bomb. Trudy also released her moistenings all over me. I spewed plasma after plasma into my contented wife. She became limp on me. I was wet, satisfying. I felt exceedingly fortunate. I hoped I'd pleased both women.
Trudy opened her eyes, now conscious. "Bull. I've never requested anything from you. Could we keep hers? I believe I love her, and maybe you do too, at least a little bit. What's your opinion?" Trudy sort of pleaded with me.
"What about jealousy and all the complications that could arise?"
"I... I love observing her ravage you Bull. I adore you so much, I love to keep you cheerful. I notice how much you crave her larger titties. I enjoy them as well! I realize that's quite twisted. Can you bear with fucking us both? She looks enamored with you."
"She appears quite enamored with you as well. Don't tell me you didn't perceive that? She can live with us as long as she desires, but I do not want her waiting on people. That neighborhood seems fairly shady to me, specifically after business hours. We can pay her a generous wage to live with us and accomplish chores around the house. Are you okay with that? Essentially, would she concur with that proposition? I don't want to force anything on her. She's been injured gravely."
"Yes. Um... Can I fuck her during the day? I don't wish to conceal it from you." My wife was straightforward. She already planned foul deeds, from the glitter in her eyes. At least she was honest about it. I know she's also drawn to women. We're who we are. I adore that lady.
"Acceptable. Perhaps I should request her to join me at work so she could lurk beneath my desk, heh heh!" I chuckled. Just a dream of mine.
"Bull, you're so debauched! How could you never ask me to suck your dick at work?" Trudy questioned me. "I can fit snugly under your desk." How the heck did she know that? Hmmm.
"I never assumed you'd consent!" I grinned. "I'll obtain ergonomic knee pads. Perhaps Gertrude could replace her when the two of you can't meet?" Gertrude was my right-hand at work. Executive secretary sounds inadequate to describe her amazing support. I might rank her Vice President in charge of, well... everything. She's already ready and manages everything we face day-to-day. She's the best there is.
I couldn't conceal everything we accomplish daily without this outstanding woman. She's alert, always.
"Honey, Gertrude is fifty years old. You assume she'd want to suck your cock beneath your desk? She'd possibly treasure being bent over the desk instead. I'll have to talk to her." She flashed a joyous grin at my astonished face. I hope Gertrude doesn't quit. How would I ever replace her? I swore to give her a raise and a sizable bonus. Perhaps she'd want a substantial bonus along with a monetary gift.
I guess our conversation was too noisy, as Jessica woke up and joined the chat. "May I support Gertrude? I'd relish being bent over at work, all day long!" In earnestness, I ran out of money while I majored in business. I'm delighted that I can help you both! One more thing. I adore you both. I comprehend that we just met, yet I believe I'll be incredibly happy with you both." Jessica kissed me and her. That was unexpected. This sexy woman appears to be way more than just an exceptional waitress. Beyond a doubt, she made me feel like I'd gained a second wife.
Whatever transpires, this bewitching woman is surely much more than merely a spectacular waitress. Certainly.
I went to work and found Gertrude, busy already. I embraced her and planted a kiss on her lips. She reciprocated and wrapped her arms around me. I called Trudy, spoke to her for a few minutes. Next thing, Gertrude took out her dentures and undressed. She locked the office door. She was kneeling in front of me with my penis in her mouth, sucking me off. I couldn't believe it; I could have had this moment anytime in the past ten years. I came in her toothless mouth. I lay down on my desk, and she climbed on top of me. She yelled as she slid down my hard dick. She lifted her large breasts in my direction and I sucked on her dark nipples. She loved it. She was climaxing on my penis. I flipped her around and fucked her passionately. For years, she'd been devoted to me. I wanted to show her my love. I put her back on top, still shaking from her orgasm. She rode me, grinning as she enjoyed the aftershocks of the climax, her head thrown back and joy etched on her face. I could not resist pinching her lovely brown nipples, and she just moaned. I started sucking on her left breast. She shivered in anticipation. Suddenly, Gertrude experienced a powerful orgasm, climaxing hard on my dick, squeezing me in her amazing vaginal grip. She screamed.
"I LOVE YOU! I ALWAYS HAVE. AUGH, OH MY GOD, I'M COMETING AGAIN!" Gertrude climaxed on me over and over. I filled her wet pussy with cum. She cleaned my penis with her mouth and got me hard again. I took her from behind. She loved it. My dear Gertrude was highly multi-orgasmic. We embraced each other with me still inside the incredible woman.
"Gertrude, I think I have ignored you for far too long. I am increasing your pay, effective from the beginning of the year, and offering you an extra bonus of cash, shares, and stock options, to add to your retirement account. I am also promoting you to Executive Vice President of the company. I should have done this years ago. I hope you'll accept my apology for my ignorance. All the other Vice Presidents in the various divisions will report directly to you, as they already have been for many years, but now you have the power to hire and fire. Are you cool with that?"
"Why now?" She questioned.
"My grandmother is retiring as chairman of the board, and I'm planning to take her place. If that happens, you'll be the new president of the company. We have a request, too. We've taken in a young woman who's been emotionally wrecked and pretty much abandoned. She wants to work. Do you want to mentor her? If not, we can just put her into the secretarial pool. But right now, it takes six people to cover your position when you're away. Six people!" I handed her a key and a remote.
"What's this?" She inquired. I was still deeply embedded in the beautiful woman.
"A key for your home and a gate opener. Just press the green button. If the security system is armed, there's a code on the back to deactivate it for five minutes, until it resumes."
"Why are you giving me this?"
"A standing invitation. You've saved me on many occasions over the years. I should have done this long ago. Gertrude, you're essential to our family. You can come over whenever you want. Tuesdays are taco nights. I make a great margarita. My wife would like to chat with you. Nothing bad. Please call ahead so we can tidy up!" Seven-ish is fine? I mean, if you plan to come visit. We'd love to have you.
"Won't Trudy be jealous?"
"Trudy encouraged me to compensate you. I've been truly ignorant about how much I need you and how special you are to all of us. I'm very sorry for being so foolish. I owe you a lot. Oh, by the way, both Trudy and Jessica are quite open to same-sex relationships. I think you'll click with them." I suggested.
"If I'm with you, then that's good."
"Yes, Gertrude, you'll fit in perfectly. I'm curious about being with girls. Perhaps I'm bisexual, too?"
Sure thing, boss. You know I love taking your gargantuan member into my mouth. So yummy! She's giving me the best blowjobs I've ever had. Don't knock it 'til you've tried it.
All of a sudden, the door lock turned and there was sexy Jessica entering the room. Clothing coming off, naturally.
"Hey, hey, hey! I'm supposed to do that!" Jessica laughed and giggled. She was there in a flash. This girl is more than just a waitress. Such a multitalented cutie.
Read also:
- Love and Truth Aid in Rescue Mission
- En route to Psychiatric Facility
- Afternoon Sex Techniques
- Making an Exit
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