Accidental Sugar Daddy: A Single Mother, Billionaire Romance

by Kaci Rose

  Her nipples pebbling against her shirt, her breathing picking up as I thrust my fingers into her hot pussy. Ellie tossing her head back and her eyes rolling back.

  I'd rub her clit harder and her hips would jerk, and I'd have to remind her to be quiet. We wouldn't want anyone else to see her cumming. She’d clap a hand over her mouth when she lets go and falls over the edge for me.

  Maybe she'd return the favor, get on her knees, and pull out my cock right there in the theater. The thought of her lips around my cock and watching it go down her throat, all the while her looking at me makes me cum all over my hand and stomach.

  I catch my breath and clean up. I can finally relax enough to fall asleep, excited to see my Ellie tomorrow.

  Chapter 5

  Ellie

  My mom just got here, and I’m starting to think about lunch for the girls when there is a knock on my door.

  I open the door to see a woman about my age and only an inch or two taller. She has long straight dark blond hair tied back, a square box with a strap over her shoulder, and four dresses over the other arm.

  Her smile is a real smile that lights up her face and is contagious.

  "Hi, I'm Shelly, I was sent to get you ready for this Gala," she says.

  Smiling back at her, I point her to my bedroom, and she makes her way back.

  "He sent someone to get you ready?!" My mom whispers excitedly.

  "Yeah." Is all I can say.

  She studies me for a minute, "He has money." She says as a statement more than a question, but I still answer.

  "Yes, mom, you got the girls?"

  "Of course, I'll get lunch, go get pampered. Let him spoil you, you deserve it, sweetie." I can tell she is excited for me.

  "He does spoil me, mom."

  She’s hesitant. "Does he treat you well?" She asks.

  "Yes, he even encourages me to finish my book. He’s the reason I chaperoned the field trip yesterday. He’s a good guy."

  "Good, now go get ready," my mom gives me a hug.

  Shelly has me try on different dresses. I decide to go with a dark aqua dress with an empire waist that is tight around my chest and flowy the rest of the way down.

  It has a deep V in the back covered in lace. The V in the front isn't as deep, but it's deeper than I'd normally wear. There are some cap sleeves in the same lace as the back. It honestly looks like something Duchess Kate would wear, not something I thought I'd have a chance to wear.

  Who is this girl in the mirror? I can't stop staring at myself in the gown. It feels so soft against my body. The dress looks amazing against my skin and makes what little tan I have pop. I mean who would believe just two weeks ago I only had three-hundred dollars in savings and was deciding how much longer I could go before having to buy new underwear.

  Now here I am with more in savings than I make in a month, standing in a dress that probably costs more than I make in two months, and yes, I finally bought new underwear. I even splurged a bit to get a few bra and underwear sets to make me feel sexy.

  Shelly comes over and pulls the sleeves down and tries to pull the top of my dress down. Since I can't wear a bra, I hold the dress up before she pulls it off.

  She smiles, "This type of dress doesn't allow for a bra, so we’ll use these," Shelly says holding up two rubber tan things with rabbit ears at the top.

  "What the heck are those?"

  Shelly laughs, "These are bra cups they go over your nipples and they hold your boobs up in place and cover so there are no nip slips."

  I allow her to pull the top of my dress down and put them on. She aligns them with the dress and man, they pull my boobs up and make the dress look even better.

  "Will they stay all night?"

  "Oh yes, these babies are amazing. Take my word for it, after tonight you’ll love them. They’re yours to keep and can be reused at least a few dozen times, just wash with water and let air dry."

  I pair the dress with the black heels Owen bought me on Monday and Shelly has me sit down and starts on my hair.

  "I think we should do some curls in your hair. I have to ask, when was the last time you had a haircut?"

  "Ugh, I think it's been close to a year."

  "My sister is a single mom, so I get it. I have my cosmetology license. Why don’t I give you a trim and style before we get started?"

  I take a deep breath and nod. "Just no bangs."

  Shelly laughs again. "Trust me, I'm very anti bangs for your face shape!"

  As she trims my hair, she starts with some small talk asking what I do and about my girls. Then Shelly asks how I normally wear my hair and makeup.

  I take this moment to pry. "Have you been doing hair and makeup for Owen long?"

  She smiles. "I know what you’re doing. I'm a very direct person. I was brought in at a gala a few years ago to do makeovers to the women there. The girl Mr. Garrett had with him, she was...." She stops and shakes her head.

  "She was as fake as wax fruit. She was also meaner than a wasp trapped in a Coke can. Mr. Garrett saw how she treated me, and I just kept the smile on my face and did my job. Later that night I saw him put her in a car alone and he came back to talk to me."

  She switches sides and keeps curling my hair. "He apologized for her and asked what I wanted to do, where I saw my career going. I thought he was hitting on me, honestly, I told him about my then girlfriend who is now my wife." She holds up her left hand showing off her wedding band.

  "He smiled and said I was beautiful, but he wasn't interested like that. Mr. Garrett said he has lots of these events every month and his dates need to look the part. Since he’s not into forming a relationship, sometimes it's who is available for the night. Asked how I'd like to work for him making sure the girls he brings are dressed appropriately and look the part."

  I look down. I guess that makes sense. He needed to transform a single mom into a socialite.

  "Hey, don't let your mind go there, you’re more put together than most of the girls. I had to fight with one to wear underwear and cover things up. She wanted to go looking more like a streetwalker than a date. I'm not joking, those girls they think a date with him will land them a rich husband and they get trampy."

  I give her a half-hearted smile. She finishes my hair and styles it to keep it out of my eyes.

  "You're different," she says.

  "What do you mean?"

  "Well, he texted me three times already asking about you, what dress you chose, how you’re doing, and if you need anything."

  "I'm sure he just wants to make sure a single mom from the wrong side of town makes a presentable date." I brush it off.

  I kid you not. This girl gets in my face. Her nose is an inch from mine and her eyes bore into me.

  "No, he's never been like this with a girl before. This isn't him worrying, trust me, I've never gotten texts and even calls like that. This is different."

  She stands back up and takes my hair and puts it up into a knotty twist at the base of my neck and secures it with some jewel clips. It's a simple hairstyle, but the clips and the added curls make it look elegant.

  Then Shelly starts on my makeup saying something about making it look like I don't have makeup on, which makes me laugh.

  As she’s finishing up, Owen calls to say he’s downstairs. The girls fell asleep in their room watching a movie, so I tell him he can come up to the door. I start to switch my purse over to the clutch Shelly said goes with the dress.

  Shelly is packing up and stops to look at me.

  "Mr. Garrett is a nice guy. He seems a bit lonely to me, but he's generous and cares deeply about the people in his life. I can tell someone hurt him in his past. I don't know the details and it’s not my place to ask. I think you will be good for him."

  She gives my arm a gentle pat and then heads out the door. I take a deep breath when I hear a knock on the door a moment later. My mom beats me to it and lets him in the house. I take another calming breath and step into the living room.

 
His eyes go right to me when I enter the room and he takes me in. I barely register my mom stepping off to the side.

  When Owen finally looks back to my face, there’s desire in his eyes, and I notice his breathing picks up.

  "You look beautiful." His voice is husky.

  "Doesn't she?" My mom says and her eyes light up.

  I take Owen in. He's in a black tux that looks like it was made just for him, and it probably was. He has a white shirt on under it and a tie that is a few shades lighter than his tux, but I'd still call it black.

  The jacket hugs him in just the right ways, and he looks so freakin’ hot that my clit is throbbing and all I can think about is how much trouble I’m in tonight.

  "You look very handsome, Owen."

  He gives me a half-smile but never takes his eyes off me.

  I notice a box in his hand at the same time he brings it up in front of him.

  "This is for you."

  I take the box from him, open it and my jaw drops. It's the most beautiful necklace and earring set I've ever seen.

  "Are these real?" I ask almost in shock. They can't be real right?

  He gives me another one of his panty dropping half-smiles.

  "Yes, they are."

  I am in shock, and I try to hand them back to him.

  "I can't accept these," I say.

  "I knew you would say that. But I saw them and knew they would look amazing on you. They were made for you."

  "But it's too much."

  He leans into my ear. "The fact that you think so proves why I want to do this for you. Please wear them tonight."

  I look into his pleading, blue eyes, and smile.

  "Okay," I whisper.

  He helps put the necklace on me, and I put the earrings in. The set doesn't look like much. The necklace is on a thin sliver chain and has a diamond flower on it a little bigger than my thumbnail. The flower is made up of four pear-shaped diamonds.

  The earrings are the same flower, just a little smaller. Being they are from Tiffany’s, I know this set cost upwards of ten-thousand dollars and I'm suddenly nervous about wearing them.

  "You look stunning," my mom says, and I swear her eyes tear up.

  "Let me get a picture before you go," she pulls out her phone.

  "Mom, this isn't Prom."

  She laughs, "No this is better."

  Owen laughs too. "It's okay," he says as he slips his arm around my waist for the photo. He has my mom send him the photo as well before he takes my hand, and we head outside.

  He helps me into the car before getting in himself. His driver seems to know exactly where to go, and I'm happy not to have to worry about driving the downtown streets.

  "I like your mom. She’s sweet."

  I agree with a smile on my face.

  "She’s pretty good and loves watching the kids whenever she can, but mostly on the weekends."

  I rest my hand on his arm, and his eyes meet mine. "Thank you for the necklace and earrings Owen, they are beautiful."

  He moves his arm so he can hold my hand. "They’re only beautiful because you’re wearing them," he says with a soft smile. This guy is a real charmer, and I am in trouble.

  It takes about forty-five minutes to get to the venue, and Owen holds my hand the whole ride. We talk about what to expect, he tells me about some of the people who will be there and who will be at our table.

  When we get to the venue, there is a line of cars slowly moving toward the stairs at the entrance. The stairs have a line of photographers on the left side and everyone takes their time posing and smiling for the camera.

  I am instantly nervous and must tense up because Owen senses it.

  He squeezes my hand. "Don't worry, they’ll want to talk to me. They’ll ask a few questions, I'll answer them. We’ll smile for the photos then go inside. They might ask you who made the dress. Do you know?"

  I nod. Shelly made sure to tell me and made sure I remembered. Owen leans over and kisses my cheek.

  "You look stunning Ellie, I’m so proud to have you here with me tonight."

  Somehow that calms my nerves just enough until we pull up and it's our turn to get out.

  He gets out of the car, fixes his jacket, and then turns to help me out of the car. He places my hand in the crook of his arm and covers it with his other hand. He rubs this thumb side to side on my hand. It has a very comforting effect.

  As we start walking, they ask him a few questions about the event tonight and a few about his company asking him to confirm or deny a rumor about something going on. One reporter asks me who made my dress and I tell her.

  We pose for a few photos and then head inside. Once inside Owen holds my hand. I notice it's just after six and I have a feeling this is going to be an even longer night than I thought.

  It’s cocktail hour right now and Owen never lets go of my hand as he guides us to the bar and we each order a drink.

  "All this is easier to take in with a glass of wine," he says, and I smile and sip my wine.

  I grab a few meatballs on a stick from a passing waiter because I skipped lunch to get ready.

  "Oh, wow, these are good," I say.

  Owen smiles, "I'm glad you like them. This is the first time I'm using this caterer and I think he’s going to work out well."

  "I kind of want this recipe," I say with a light laugh.

  We walk around the room and Owen introduces me to several people, never leaving my side as promised. When he did have to let go of my hand, the second he could he’d take it back in his.

  By the time we are walking away from the small group, I have already forgotten their names. We head into a room off to the side of the ballroom that has tables set up with items on them.

  "This is the silent auction," he says.

  We walk the tables and take them in. "What should I bid on?" He asks. "What would you like?"

  I laugh and reach up to touch the necklace he gave me.

  "Oh no, this necklace is more than enough."

  We keep walking and he places a bid on a spa treatment, which makes me smile.

  "Have a secret spa fetish I need to know about?" I joke.

  He grins, "I think it would be nice for you and your mom to go."

  My heart melts. It jumps and tries to leap toward Owen. I don't know how much longer I'll be able to hold on to the darn thing.

  I can't do anything but smile at him.

  Towards the end of the tables, there’s a chance to bid on a weekend vacation in a fancy cabin at a mountain ski resort a few hours from here. There are pictures of the cabin and the resort that I stare longingly at.

  "How beautiful is this place?" I ask, "I've heard of it, but never seen photos of it."

  He leans in and whispers in my ear, "If I win it, will you go with me?"

  "Owen, it's too much."

  "That doesn't answer my question," he says with a hint of amusement in his eyes. "A weekend date, will you go with me?"

  I hesitate, a whole weekend away sound amazing. The only hold up is babysitters.

  "If I can line up babysitters for the weekend, then yes, I'd go with you."

  His smile lights up his face and he leans in to make a bid. I can't even look at the amount, so I concentrate on looking over the room and just taking it all in.

  He comes up and takes my hand back in his and we head out to the main room. We are stopped by an older couple. Owen talks to the gentleman and his wife talks to me about some new restaurant they tried out this week.

  When we finish chatting with them, we make our way to our table and he pulls out my chair and helps me get seated.

  "Would you like another glass of wine?" He asks.

  "Yes, please."

  I watch him walk to the bar and let me tell you the view is amazing. The suit is obviously custom made because it hugs him in all the right places. He orders our drinks and is waiting when a girl about my age with platinum blond hair walks up to him. Even from here, I can't tell she’s flirting with him and
doesn't try to hide it.

  I guess she’s one of the girls he talks about being here to find a rich husband. A couple we talked to earlier sits down at the table and I smile but turn my eyes back to the bar and my smile disappears.

  The girl flirts aggressively. She leans in and brushes her breasts across his arm and then places her hand on his arm. I don't like the feeling I have in my chest as I watch them. It's a lot like jealousy, but he isn't mine to get jealous over, is he?

  Even still, I’m thrilled when he shrugs off her hand and looks annoyed. He grabs our drinks, takes a step back and looks right at me. When he sees me smiling, he smiles and walks back over to me without a word to the girl.

  He sets the drinks down and then sits next to me. He kisses my cheek whispering in my ear.

  "You think it's funny watching me get pawed?"

  I can't help but laugh, and then I lean over and whisper in his ear.

  "You sure you don't want to line up some fun for after you drop me off?"

  I mean he isn't getting sex from me, so he has to be getting it somewhere, right? I instantly realize how wrong I am in my thinking when I look back at him and his eyes are stormy, almost like he's angry.

  "Come with me," he takes my hand and excuses us from the table. He walks down a hallway and pulls me into an office. He closes the door behind us and locks it.

  "Is that what you think of me?" he asks.

  I take a deep breath. "I don't know what you do in your spare time."

  He shakes his head and runs his hand down his face.

  "Do you see the photographers out there? That's normal in my life. I know you haven't seen much of it yet, but it is. I do this," he points between us, "To avoid drama. To be on a date with one girl and taking another one home is gossip and drama I don't need. So, no, when I take you out, I'm not taking another girl home."

  I look at the desk and take a deep breath.

  "I know you have needs..."

  "Don't," he interrupts me. "Don't go there. I'm not a playboy who can't keep it in my pants."

  I shake my head and sigh. "Sorry, it's none of my business."

  He runs his hand through his hair. "It is your business while we’re together."

  "No, it's not. We aren't in a real relationship, just don't make a fool of me in public is all I ask."