Picking a New Sugar Baby Pt. 02 – Anal – Free Sex Story

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I untied Beth’s wrists then smacked her on the Ass. “There’s a nice Shower in that bathroom,” I told her, pointing to a door on the other side of my office. “Towels and washcloths are in the closet. Go ahead and start getting cleaned up. I’ll join you in a couple of minutes. Don’t come out before I get there.”

Beth turned around and sprang up on her tiptoes to kiss me on the lips quickly. “Ok,” she replied. “Hurry up. I’m excited.”

I watched as Beth left the room. She had a spring in her step that made her Ass bounce. I knew I was going to enjoy fucking that young, little whore. I sat down in my chair and picked up the phone, dialed Hayley’s cell phone number, and waited for her to answer. She answered on the third ring. “Hey, daddy,” she said excitedly.

“Hey, darlin’!”

“Have you finished with your appointment already?”

“Not quite. You know what’s interesting, though?”

“No, what?” Hayley asked, holding back laughter.

“Beth said she knew you. She said something about you telling her how to dress.”

“Did you like it?”

“Damn right! Thanks, sweetheart. She’s almost as Hot as you and Ariana.”

“Yeah? I thought you’d like her. So, did you give her the job?”

“Not exactly.”

“What does that mean?”

“Well, let’s just say I’ve got a new sugar baby.”

Hayley laughed. “I had a feeling that might happen. What did she get?”

Now it was my turn to laugh. “You don’t want to know.”

“Tell me.”

“Ok, well. Beth got a grand a week allowance, and she wanted her doctor’s bills paid….”

“That’s twice what you pay Tara. What else?”

“I told her she could live in the beach house.”

“Ok, that’s not a big deal, but it’s pretty generous. Tara’s been with you for a while now, and you better hope she doesn’t get pissed.”

“I was thinking maybe Tara could move into the main house with us soon.”

“Oh, yeah. Do you want to breed Tara now?

“We’ll see. Also, Beth said no Anal.”

“Yeah, I know that was going to happen. No guy has ever gotten into her asshole.”

“Yeah, well, you know how I don’t like to be told no.”

“So, is that why Beth gets to stay at the beach house instead of getting you her an apartment like all the rest?”

“No, the beach house was just part of the deal.”

“What the fuck?! Her Pussy is that fucking good?”

“It’s not bad. Plus, she’s younger than Tara.”

“Yeah, but she’s been around more than Tara, too. So, you’re going to be ok giving her all of this and not being able to fuck her Ass?”

“Uh… well, I didn’t say that.”

“I don’t like the sound of that. What else did she get?”

“I offered her a Mercedes like yours if I could have her Ass.”

“What?!” Hayley yelled. “Oh, hell no! I don’t give a fuck if you buy her a car, but your goddamn whore is not going to have a car as nice or nicer than your Wife‘s just because she lets you fuck her asshole! You fuck my asshole too. And I’m the mother of your kid!”

“Sweetheart, calm down.”

“Fuck you! Go buy her a fucking car. But when you get home, you better have an idea of what you’re going to get for me tomorrow. We’ll give Ariana my car. Hell, technically, she’s your Wife too, and the mother of your other kid, and her car isn’t even as good as mine.”

“Swee…”

“Don’t fucking interrupt me. You know what. I know you promised your whore a new car, so go buy her a new car. But me and Ariana get cars tomorrow, and we’ll use the ones we have as trade-ins.”

“Ok, ok, that’s fair.”

“I don’t give a fuck about fair.”

“Calm down. I’ll take you guys to the Maserati dealership tomorrow.”

“No. I’m thinking Bentleys.”

“Ok, sweetheart. You guys need new cars anyway. Oh, hey, can you call Tom at the dealership and tell him I’ll be there within the hour?”

“Yeah, I can do that. I’m going to call Tara too, so be prepared to talk to her about a raise and a new car too.”

“Yeah, fine.”

“So, what time are you going to be home?”

“Probably earlier than usual. I’m going to take Beth to the dealership then head that way. I’ll show her the beach house this weekend.”

“Ok, well, I’m going to my fuckbuddy’s house right now, but I’ll be clean and waiting for you when you get home. I know you’re going to Shower after fucking her Ass, so fuck her Pussy one more time before you come home so I can suck your cock and taste her. The little bitch still won’t let me eat her cunt, and I’m dying to know what she tastes like.”

“Hey, before I forget. Which one would you rather I breed? Tara or Beth?”

“Beth. She’s closer to mine and Ariana’s age, and I’ve known her longer.”

“Then Tara’s car will be a present for her going on birth control.”

“For now, maybe, but I’d still like to see you breed her too.”

“Ok, darlin’, I’ve gotta go. Enjoy getting fucked. Thanks again for sending the little whore to me.”

“You’re welcome. I Love you, daddy.”

“I Love you too, baby.”

I hung up the phone. Hayley and I maintain an open relationship. We both know the other has fuckbuddies that we enjoy regularly. But she also knows I’m not a huge fan of her getting fucked by other men. She told me that she was going to her fuckbuddy’s house, hoping I’d get pissed and take it out on Beth’s Pussy or Ass. I made a mental note to ask Beth about their friendship. I got up from my desk and went into the bathroom. Beth was already in the Shower, and the bathroom was steamy. I opened the Shower door and stepped in behind her. “What took you so long?” Beth asked, pressing her Ass onto my cock and wiggling it.

“I had to call Hayley,” I told her.

“Did you tell her about me?” she asked.

“Tell her what? Didn’t she know that you were coming?” I asked.

“Did you tell her about our arrangement?”

“Yeah. Your Pussy is costing me a lot. You’re lucky I like it. The fact that you’re Hot doesn’t hurt either,” I told her.

“Will you wash my back?” Beth asked.

I took the loofah from her and gently washed her bock off. I grabbed her shoulders and turned her to face me when I was done. “Now it’s your turn. Wash my cock off so I can fuck you again,” I told her, handing the loofah back to her.

Beth took the loofah and got down on her knees. She gently washed my cock and balls then rinsed the soap off. She stood back up and put her arms around my neck. We stared into each other’s eyes for a moment. Beth spoke first, asking, “Am I allowed to kiss you?”

“Why wouldn’t you be?” I asked her.

“I didn’t think it was ok to kiss whores,” she replied.

“You’re my personal whore. Not some used-up disease bag that sucks cock in an alley. Besides, with me, you’re only a whore when you’re naked. Any other time you’re just my sugarbaby,” I told her.

“We’re naked now,” she said coyly.

I grabbed her just above her hips. As if she read my mind, she raised up o her tiptoes and kissed me. As our tongues explored each other’s mouths, I ran a hand along her body. Beth moved her hands down to my cock again, which was getting hard. She pulled away and looked up at me, batting her eyelashes. “You want to fuck me again?” she asked.

“Yes, but not now. We need to hurry up so we can go get you a car,” I replied.

Beth smiled from ear to ear. “Ok. I’m clean. Let’s go,” she said.

I couldn’t help but laugh at her. “Get out and get dressed. I’m right behind you.”

Beth stepped out of the Shower. “Um, I’m going to need some clothes,” she said as she closed the Shower door behind her.

“What’s wrong with what you were wearing earlier?”

“I can’t wear this slutty outfit in public,” she replied.

“Oh, yeah, you can,” I told her.

“What?” Beth asked, sounding shocked.

“You want a new Mercedes, right?”

“Well, yeah, but….”

“Ok, then you’ll wear the same slutty outfit into the dealer’s office as you wore into mine,” I told her.

“Fine,” Beth replied in a pouty tone.

I turned the water off and stepped out of the Shower. Beth had taken her clothes and gone back into my office. When I walked in, she was in my chair finishing getting dressed. “As soon as I’m dressed, I’ll be ready,” I told her.

Beth looked up at me blankly. I walked over to where she was to start getting dressed. “Stand up,” I told her.

She stood up and moved out of my way. I lifted her skirt to look at her Ass on her way by me. “I don’t feel comfortable in this,” Beth said.

“Why? You’re fucking Hot.”

“No. I’m not,” she replied.

“Are you kidding? You’re beautiful. You have an amazing body. Perfect round tits, with cute little nipples. And an awesome Ass,” I told her.

“You’re just saying that,” she said, smiling.

“No, I’m not. You’re Hot and sexy,” I reassured her.

Beth started blushing. I finished getting dressed and grabbed my cell phone and keys. “Ok, are you ready?” I asked Beth. “Are you riding with me? How did you get here?”

“Yeah, I was hoping I could ride with you. I came in a taxi,” she said.

I had to laugh. “You took a cab to get here, and you don’t feel comfortable in public dressed like that?” I asked rhetorically.

“Yeah, well,” she replied, smiling.

Beth followed me out of the door and to my truck. “What if I want one of these?” she asked as she climbed in.

“Sure. It’s about half the price, and I’m fine with that, and if I get you one of these, I won’t have to buy Hayley and Ariana Bentleys tomorrow. So, yeah, let’s get you one of these,” I told her.

“Wait, what?! You’re getting that bitch a Bentley?” Beth asked.

“Uh… that bitch is my Wife, and I’ll be damned if my whore drives a better car than my Wife and the mother of my child,” I told her as if buying Hayley and Ariana new cars was my idea. “Don’t ever think you’ll equal to her. I Love her. I use your body as a fuck toy to make myself cum. Got it?”

“Yeah,” Beth replied quietly.

“So, what’s the deal with you and Hayley anyway?” I asked.

“We used to be close friends, but as we grew up and realized our sexuality, we started competing against each other for the same men,” she replied.

“That’s it?”

“Yeah, pretty much. So, is that all I’ll ever be to you, a fuck toy?” she asked.

“I don’t know. If you’re lucky, I’ll breed you. Then you can move into the main house with Hayley and Ariana. You’ll also be treated as an equal but still third in line,” I told her.

“If I’m lucky, you’ll breed me?” she asked. “I don’t want to get pregnant.”

“You can’t stop it,” I told her.

“What? Why not?”

“You won’t be on birth control, and I’m going to cum in you a lot,” I told her.

“That wasn’t part of the deal,” Beth protested.

Cumming in you was, and for $52,000 a year, paid medical bills, a beach house to live in, and now a $120,000 car, yeah, no birth control is part of the deal too,” I told her.

“The car is because you wanted to fuck me up the Ass! And you offered that!” she yelled, then asked softly, “Do you want me to get pregnant?”

“Yes.”

“What?! Why?!” she yelled again.

“A few reasons. You’re beautiful and smart, and I think you’ll give me a wonderful kid. As well as be a good mother to him or her,” I replied.

“You don’t even know me. How do you know I’m smart?” she asked.

“Hayley knows you, and she sent you to me. She’s in this with me. We both have a breeding Fetish. Now, let me finish. I also like fucking pregnant women, and I think you’d be Hot pregnant,” I said.

“What do you mean Hayley is in this with you and that you guys are breeders?” Beth interrupted again.

“Look, you said you and Hayley used to be close, then you got competitive and grew apart. This is Hayley trying to make it up to you. She knew that if you came into my office willing to let me fuck you, I’d at least offer you the chance to be my sugarbaby. Hayley approves of all of my sugarbabies because she knows I cum in them, and they aren’t allowed to be on birth control, so there’s a good chance I’ll breed them. If any of them end up pregnant, they have to move into our house with the other mothers, a harem of sorts.

“Because we all live together, it’s best that we all get along. So, I think Hayley wants you back in her life. Hayley is Free to fuck whoever she wants, as am I, with certain rules. The other mothers can only fuck whoever lives in the house. So, it’s in your best interest to let me breed you. Our house is huge and has a full staff,” I told her.

“I don’t know what to think. What about the kids?” Beth asked.

“They all grow up together, and there is no favoritism. They all get the best of everything. Because there are different moms, they are all special and unique in their own way,” I said.

“How many other sugarbabies do you have?” she asked.

“Right now, just one, you make two. My other girl has been with me for about a year now, and she still doesn’t make $52,000 a year. I haven’t bought her a car. And she has a modest apartment that I pay for. I also cum in her mouth more than in her Pussy. Honestly, I don’t know how much longer she will be around,” I told her.

“So, what makes me special?” Beth Asked.

“Hayley sent you. I think she wants you to live in the house,” I told her.

“So let me move in with you instead of the beach house,” she said.

“Sure, get pregnant, and you can move in. Plus, are you into girls?” I asked.

“Does that matter?” Beth asked.

“Yeah, are you paying attention?” I asked. “Hayley can fuck whoever she wants, but Ariana, my other Wife and mother of my other child can only fuck me and Hayley. As my sugarbaby and whore, you can only fuck me right now. But when you move into the house, you’ll be expected to fuck Hayley and Ariana too. Especially Arianna, she doesn’t have much variety.”

“When I move into the house? Don’t you mean if? And is Ariana Elena’s little Sister Ariana?” she asked.

“Yes, she is. And you need to face it, Beth. I’m going to breed you, and probably soon. Of course, there’s still time to change your mind, but once I buy you this car, I expect you to be around for at least a year. Tomorrow we’ll open you a bank account for you, and I’ll put $5,000 in it. Then you’ll get $1,000 a week every Friday. I’ll also take you shopping tomorrow and get you all new clothes and stuff you’ll need for the house. You’ll have a $100,000 limit. After all of that, I expect to breed you within the year, Beth,” I told her.

“How are you married to two women? And would I be your Wife too?” she asked.

“Marriage laws aren’t always black and white internationally. Hayley and I were married first in America. I met her first and fell in Love. That’s why she’s number one. I Love Hayley unconditionally. Ariana and I were married in Mexico, so her family could be present. I Love Ariana very much, but she’s no Hayley. We didn’t do every single thing we were supposed to do, so I guess technically, Ariana and I aren’t married. I don’t know exactly, but that’s how things are. As far as you being a Wife, I doubt that ever happens, but if we start to fall in Love, we’ll figure something out.” I told her.

“This is a lit to take in,” she said.

“We’ll you need to hurry up and make up your mind. The dealership is right there.” I told her.

“Ok, then, I’m in. What the hell do I have to lose? Besides my butthole virginity, which is gone now. Besides, I do miss Hayley. Fuck it, knock me up!” she said.

I laughed. “Calm down, and let’s take this one step at a time,” I told her, pulling into the parking lot of the dealership.

Tom was in the parking lot waiting for us when we pulled in. I soon as I parked, he started walking toward my truck. “Welcome back!” Tom said, reaching out to shake my hand. “Your Wife called and said you’re looking for a new car.”

“That’s right,” I replied, putting an arm around Beth’s shoulder as she walked up beside me. “This Hot little piece of Ass is my new sugarbaby. About an hour ago, she sold me her virgin asshole for a new car.”

I looked over at Beth as I finished my sentence, and she was looking down and blushing. “You are one lucky man,” Tom said with a smile. “So, what are you looking for? A new C class?

“Tom, does this look like a C class piece of Ass to you?” I asked, pulling Beth tight against me. “She wants a fully loaded S class.” I looked at Beth, “What color do you want, baby?”

Beth looked up at me and shrugged. “I don’t know, black maybe,” she replied.

“Perfect! We’ve got a black S class 580. Right this way,” told said.

As Tom walked away, Beth looked up at me again and quietly asked, “Why did you tell him that? I thought you said you’d respect me when we weren’t fucking.”

“Are you ashamed of what you did?” I asked her, following far enough behind Tom so that he couldn’t hear us.

“A little,” she replied.

“You need to get over that,” I told her.

When we got to the car, Beth’s attitude changed. She got excited and bubbly. “Oh, my, god! Can I sit in it?” she asked.

“Sure,” Tom replied. “It’s open, let me go get the key, and we can take it for a spin.”

Beth opened the door and got in the driver’s seat. When she was in the car, Tom turned to me. “How old is she?” he asked.

“Nineteen,” I replied with a smile.

“She has a nice body,” Tom said before leaving to get the keys.

I walked to the door and looked in at Beth. “Do you like it?” I asked her.

“Fuck yeah!” Beth practically screamed. “But is fucking me in the Ass really worth this?”

“Of course not. But the chance to breed you is,” I told her.

“So, it goes back to that. Is that all you want me for, my womb?” she asked.

I had to laugh at her. “Of course not,” I told her. “Tom’s coming back. Do you want to drive it?”

“Can I?” Beth asked, perking back up.

I didn’t answer her. I turned to Tom and reached for the key to hand it to Beth. “She wants to drive it,” I told him.

“Yeah, sure. I need to make a copy of her ID,” Tom replied.

“No problem. Do you have someone you can give my info to so the paperwork will be done when we get back?” I asked.

“I’ll stay here and do the paperwork. I trust you to go out without me,” he said.

“Trust me. You want to ride along,” I told him.

“Uh, ok, sure. Grab her ID for me, and I’ll set everything up,” Tom said.

I squatted down beside Beth. “Here’s the key, darlin’. He needs your ID so you can drive it,” I told her.

“Ok, it’s in my purse, in the truck. Can you get it?” Beth asked.

“Sure.”

Tom walked with me to my truck. I found Beth’s ID in her purse and gave it to Tom. “I’ll just be a few minutes,” he said, taking the ID and turning to go back inside.

I walked back over to the car Beth was in. “How do you like it?” I asked her.

“I Love it!” she said with wide eyes. “Are you sure you want to do this, though? The sticker says it costs $137,999,” she said.

I walked around to the passenger side and got in with her. “As long as you keep up your end of the deal, yeah, I’m sure I want to do this,” I reassured her. “Why haven’t you started it up yet?”

“Can I?”

I couldn’t help but laugh a little. “Of course. It’s yours,” I told her, putting a hand on her thigh and running it up her leg, under her skirt. Stopping just before touching her Pussy. Beth closed her eyes and bit her lower lip. “Ok, start it up,” I told her before moving my hand.

Beth opened her eyes and looked around, trying to figure out how to start the car. I laughed again. “Here it is,” I said, pushing the start button.

The car turned on, and Beth smiled from ear to ear. Her smile almost made it all worth it. “Is it really mine? I mean, already?” she asked.

“Yeah. Tom is getting everything set up now. He’ll be out in a minute, so you can drive it around a little while the paperwork is being prepared. By the way, this is a model year newer than Hayley’s, and I think it’s a little nicer too. So, for the next twenty-four hours or so, my little whore will have a nicer car than my Wife‘s,” I told her.

Beth just looked at me and smiled. I started the in-dash GPS and entered an address. “What is that?” Beth asked.

“Where I want you to drive to,” I told her.

Just then, Tom opened the back door behind Beth, surprising both of us. “Ok. You guys ready?” he asked.

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