The Poker Game Pt. 03

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The day after brings fun for all!
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Part 3 of the 5 part series

Updated 02/17/2025
Created 01/27/2025
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Author's Note: Everyone is asking for more, so here we go! Hopefully you'll enjoy this one as much as the first two, especially since Taylor has a friend now. If things seem to move too fast it's because: A) how long can the story be? and B) isn't more fun to read the sexy stuff? Same conditions apply. This is a fantasy and written for my fun and yours!

The Poker Game -- Chapter 3

THE NEXT MORNING

I was sitting at my kitchen table enjoying my morning coffee while JD was getting dressed. I was wearing one of my cute around the house dresses that was white with some pink flowers on it.

My head popped up at the sound of the doorbell. I got up to see who it was. I opened the door to find Willa. She was wearing the blonde wig I had given her with her face covered in makeup. I figured she had done it herself, because it looked like it was done by an amateur. She was wearing a beige trench coat with a belt tied tightly around her waist.

"Hi," I said.

"Hey, Taylor. Can I come in?" Willa asked.

"Of course, you look like you're going for your private detective license!" I joked.

"Ha!!" She said.

"Can I get you some coffee?" I asked.

"Yeah, that sounds great," she said.

"Make yourself comfortable on the couch and I'll grab you some. Milk? Sugar?" I asked.

"Both, please," she said.

"I'll be right back and you can tell me about last night," I said.

She had told me some last night on the phone, but I wasn't sure if she knew JD and I watched a little bit of the main event. I was excited to hear everything in person. I quickly made her a cup of coffee and sat down next to her on the couch.

"Thanks," she said as I handed her the coffee, "I could really use this!"

"Do you want to take your jacket off?" I asked.

"Not yet, thanks," she said.

"So tell me about last night. Sounds like things escalated quickly!" I said.

"They certainly did!" She said. "I was so revved up from the night before that I slept in the bra and panties you gave me. When I woke up I still felt so good I knew I owed it to myself to see what happens."

"That's great," I said, "Continue..."

"I showered and tried to shave my body as best as I could. Unfortunately I don't think I did a very good job," she said.

"I can definitely help with that," I said.

"And then..." she began.

We heard the sound of footsteps as JD walked into the room.

"Good morning Baby," JD said, "And hi Will. Or is it Willa now?"

"Um..." she stuttered.

"It's okay," I said, "Don't let him put you on the spot."

"Yeah, my bad, I'm cool with whatever you decide. What's with the trench coat? Are you going to be a gumshoe or something?" JD joked.

"Ha! That's what Taylor said," she said, "You two really do think alike!"

"Can you leave her alone!" I said, as I heard JD's phone ring.

He looked at his phone and it was Brent.

"Hey Bud," JD said, "Yeah, she just got here."

He held up one finger as if to tell us to give him a minute and he walked out of the room.

"So where were we?" I asked Willa.

"I was saying how good I felt," she said.

Then we heard JD speaking loudly on the phone.

"Hold that though," I said.

She paused and we listened to JD's end of the conversation.

JD: See I told you how great it could be!

Brent: (inaudible)

JD: Yep!

Brent: (inaudible)

JD: Yeah, I'm sure Taylor can help with that.

Brent: (inaudible)

JD: Sure, I don't have any plans.

Brent: (inaudible)

JD: Whoa, really? Oh I don't know if I could do that.

Brent: (inaudible)

JD: Actually, maybe Taylor would. She probably hasn't done that it over a year.

Brent: (inaudible)

JD: Okay, if you insist.

Brent: (inaudible)

JD: You got it. Give me an hour?

Brent: (inaudible)

JD: Great, I'll see you then.

"What do you think that was all about?" Willa asked me.

"Not sure, but I'll find out. JD and I tell each other everything," I replied, "But for now, keep going."

"Okay. I knew I wanted to explore more so I went shopping. The lingerie you had given me fit pretty well so I was able to buy the same sizes without too much trouble. Then I picked up a small makeup kit at CVS," she said.

"Wow, you did all that on your own? I'm proud of you!" I said, "What did you get?"

She stood up and loosened the belt on her coat. She let it fall to the floor revealing her outfit. She was wearing a white bra and panty set.

"I thought white would be best for my first time!" She said.

"It certainly looks good on you!" I said.

Just then JD walked back into the room.

"Wow, nice!" JD said, "So Willa it is!"

"I guess so," she said, "What did Brent say?"

"He wants me to go shopping with him. He's gonna pick me up, but first he wants us to help you with some things. Can you two ladies join me in the bedroom?" JD asked.

"Baby, can you give us a minute? We were in the middle of something," I said.

"Of course Sweetheart, but don't take too long, Brent will be here in an hour," he said.

JD walked back to our bedroom.

"So where were we?" I asked.

"I got home and put on my new lingerie. From the instant hardon I got I knew I was making the right decision. I did my best at makeup and called Brent to see if I could go over," she said.

"Nice, taking the initiative," I said.

"I grabbed my coat and drove over. When he answered the door I opened my coat to reveal my outfit. He grabbed me by the waist and pulled me inside. I yelped a bit from the excitement and then his tongue was in my mouth! It was our first kiss and it was glorious!" She said.

"And then?" I asked.

"We made out for a bit and then I asked him if he wanted me to blow him again. He said only for starters because he wanted to fuck me! Before I knew it I was on my hands and knees on his bed and he was thrusting inside of me. I don't know how else to explain it, but it was like a light switch went off in my brain. I knew I was where I was supposed to be!" She said.

"Wow, that's unbelievable!" I said.

"No really!" She said.

"No, I mean that's exactly how I felt the first time with JD!" I said.

"There's more!" She said, "We slept together with him spooning me. When we woke up I blew him and then I rode him until he came inside of me again!"

"You little slut!" I joked.

"I know, right? Who knew?" She said.

"That's really great," I said, "Let me go check with JD and I'll come get you."

"Okay," she said.

I walked into the bedroom and JD was sitting on the bed naked.

"Oooh, somebody is ready for something!" I said.

"Where's Willa?" He asked.

"Still on the couch," I said, "I wanted to talk to you first. What did Brent say?"

"He wants me to go shopping with him and he wants you to take Willa shopping. He's gonna text you a list of what to get. Then we'll meet back here later for dinner," he said.

"That sounds fun," I said, "What else did he say? I heard you say something about me not doing something for a year."

"You heard that, huh," he said.

"Yeah, so what was it?" I asked.

"He wanted to thank me for helping them get together and he said I could fuck her," he said.

"Really?" I asked.

"Yeah, and when I told him I wouldn't feel comfortable doing that, I offered you, assuming you'd want to, of course," he said.

"Me fuck Willa?" I asked.

"If you want to," he said, "And she can blow me at the same time."

"So that way it cancels things out?" I asked.

"Exactly, it's not cheating if we do it at the same time!" He smirked.

"Remember, I know how you think!" I said.

"Hey, you're the one that blew her two days ago!" He said.

"Okay, fine, I'll fuck my friend," I said.

"It might be your only chance to do that for a long time," he joked.

"You never know, I usually wake up before you and well..." I joked back.

"You wouldn't dare!" He said.

"Nah," I said, "I'm your girl and you're my man. The only dick in this room is going inside me!"

"Damn right!" He said.

"Let me fill Willa in. Start up the shower and we'll join you. I'll tell her I'll help her get her body extra smooth," I said.

"You got it, Baby!" He said.

I walked back to the couch.

"Okay, here's the scoop. You and me are going shopping and so are Brent and JD," I said.

"Shopping could be fun," she said, "I definitely need more than just underwear!"

"JD said Brent is going to send me a list, but you can buy your own stuff too," I said.

"Let me help you get dressed for our day. We can start with shaving and then you can raid my closet!" I said.

"Sounds great!" She said.

We walked into the bedroom and could hear the shower running in the bathroom. We walked into see JD under the showerhead.

"Wanna join?" I asked her.

"Sure," she said.

We stripped naked and stepped into the shower.

"Hello ladies," JD said.

Willa looked him up and down and said, "Wow, buddy, you're stacked. I had no idea. You're a lucky girl Taylor!"

"Thanks. He certainly keeps me satisfied!" I said.

"I think he's bigger than Brent!" She said.

"Think? I've seen him in the locker room, I definitely am!" He said.

"Baby, is that nice? She's doesn't need to hear that," I said.

"Sorry Willa, I'm sure Brent's dick is nice," he said.

"It definitely did the trick! I was cumming like a fire hose!" She said.

"Thatta girl!" I said, "But enough chit chat. I need to help Willa with her pesky body hair. So either get out or be quiet!"

"Yes, Ma'am. I just sit here and watch if that's okay," he said.

I hated when he called me Ma'am, but I let it slide this time. He sat on the bench in the shower and I lathered Willa up. She hadn't done that bad of a job, but I wanted to make sure she was silky smooth.

I took care of most of her body and then I had her bend over to do her ass. I pointed her directly at JD. The plan was to get her to blow him and then I would fuck her. The thing was I wanted it to be her idea.

I gently shaved around her hole, noticing it was still a little red from getting fucked twice in the last couple hours. She was a champ and didn't complain once. Then I saw her staring at JD's cock and I knew I had her.

"Nice isn't it?" I asked.

She licked her lips and said, "A few days ago I never thought I would be saying this, but yeah, it's a really nice dick!"

"You can suck it if you want the practice, I won't mind," I said.

"Really?" She asked.

"Yeah, and Brent said it was okay too," JD interjected.

"He did? I guess it wouldn't hurt to practice. I want to be an expert for my man!" She said.

She kissed the tip of his dick and he let out a sigh. She took him in her mouth and began to bob on his dick. It seemed like she was a pro already the way she was taking him. I started to rub her body as she continued to blow JD. I could tell she was enjoying herself and she started to wiggle her ass. I didn't know if she was giving me a signal, but it didn't matter. She was going to get fucked.

I was getting excited myself. JD said he didn't think I had fucked anyone in about a year, but in fact it had been almost two. Since my relationship with JD started my dick had merely been a prop. Sure he blew me one time in the beginning, but I hadn't even cum from it. Since then I only touched my penis to pee and wash it. I never jerked off and only came when he was inside me. I was going to enjoy fucking Willa. I just hoped I could last long enough for both of us to really enjoy it.

I started to rub her hole and she jumped at the surprise. I coated my pointer finger in body wash and it slipped insider her easily. Being fucked had loosened her up considerably. When I put my second finger in she stopped sucking JD.

"Um Taylor?" She questioned.

"Just relax," I said, "Brent said this was okay too."

"Oh, he did?" She questioned again.

"Just focus on me and Taylor will make you feel really good!" JD said.

"Okay," she agreed and started to suck him again.

I didn't need to finger her anymore, she was ready. I wasn't huge, so I would have no problem getting inside of her. Just to be safe I rubbed my now throbbing erection with some body wash and lined myself up. It dawned on me that I was in my shower with my lover and one of my best friends was blowing him. I had massive tits hanging from my chest and I was about to blast the ass of the friend who just discovered herself. I didn't waste anymore time and I buried myself inside Willa all the way in one stroke. She made a sound like a loud groan that probably would've been much louder if her mouth wasn't filled with cock!

I grabbed a hold of her hips. I was pulling her back on to my dick and then pushing her forward onto JD's. I looked underneath her and she was rock hard as well. After only a few pumps she was cumming on our shower floor!

She pulled her head off of JD and yelled, "Oh My God!"

JD took her head and pulled it back down. She started to suck him fast again as I drilled her ass. Seconds later JD yelled out and he came in her mouth. I was getting close but wasn't there yet.

With her mouth empty Willa started to yell "Fuck Me! Oh God! Fuck Me!"

I had an idea and I wanted to do to her what JD had done to me often. I pulled out and she whimpered at the feeling of emptiness. Before she could say anything I stood her up and flipped her around. My tongue was in her mouth and we made out. I moved her to the wall and pressed her back against it. I reached under her ass and she hopped up. All of those personal training sessions had helped. I pushed back inside her ass and fucked her against the shower wall. I tried to kiss her again, but her mouth moved down to my boobs. Even better! She sucked my nipples as I pounded her ass. She came again before I unloaded inside her.

"That was amazing!" She said.

We washed up and dried off. JD got dressed and left with Brent. Willa was a little upset that she didn't see him, but I told her it would be better if we got all dolled up and surprised him later. I picked up my phone to see the text from Brent. I read it to her.

"Hi Taylor. Thanks so much for helping out. Here's what I want you gals to do, assuming Willa agrees. Buy a full wardrobe, bras, panties, stockings, dresses, shoes, etc. Get her ears pierced and buy some earrings. Get your nails and makeup done. Money is no object and I will reimburse her for everything. Also anything you want is on me, so you won't have to spend a penny. JD and I are going to spend the day together and then we will be back around five. Then we'll go to dinner. Make sure you get at least one fancy dress. Thanks again, B"

"Sounds like he's all-in," I said, using our poker lingo, "But are you?"

"Are you kidding? I pushed all my chips into the middle halfway through that text!" She said.

"And he sounds like he's being very considerate and not pushing you too fast," I said.

"Yeah, he's been great. If anything I've been the aggressor!" She said.

"So you're sure about this?" I asked.

"Didn't you hear me before? A switch flipped in my brain!" She said.

"I know, but I just want to be a good friend and make sure you're sure. I waited a week to go full girl. I just want to make sure you're not going too fast. You have more options than I had," I said.

"What do you mean?" she asked.

"You have money, I didn't. I was desperate, and sure my switch flipped too, but having the feeling of being taken care of certainly pushed it. There's also family. I haven't talked to mine in years, so it didn't really matter. If memory serves you're close to yours," I said.

"I appreciate what you're saying, and although I'm pretty sure I want this, it's only sex and clothes for now. You did just have your dick in my ass and I loved it!" She said.

"Yeah I feel a little silly asking considering what we just did, but I had to," I said.

"You've been more of a help than you know. You are smoking hot and think I want everything you have," She said.

"Okay, my new life is pretty awesome," I said.

"Look, I don't think I'm gonna run to get breast implants or more. You're right about the money, it's not an object and if after a week, month, year, I decide this is just a phase, no harm no foul. As for family, I know they love me very much and they still will no matter what I do with my life," she said, "But I have to ask, how good did it feel when I was sucking on your tits?"

"Soooo good!" I said.

"See! I want to feel like that too!" She said.

"Speaking of tits, Brent just texted to make sure we get all DD bras," I said.

"Oh right," She said.

"So much for not getting implants right away!" I said.

"Oh, I'm definitely not doing that right away. I mean probably not. Well maybe..." She kept changing her mind.

"So why do you think DD bras are the thing to buy?" I asked.

"Inside joke," she said.

Then I remembered what I heard on Facetime.

"Bullshit, girls tell each other everything!" I said.

"Okay, fine, while Brent was fucking me last night he said he wanted me to have bigger boobs than you," she said. "JD must've told him your cup size."

"That's right, these puppies that were just in your mouth are D cups," I said.

"Well maybe we should get some A cups to go with the DD in case I'm not ready. I don't want to let Brent down right off the bat, so let's also get what he wants," she said.

"Let's get all DDs. I have plenty of A cups that are collecting dust," I said as I cupped my voluptuous breasts, "I certainly won't be using them ever again!"

"Thanks for caring about me so much," she said.

"It's going to be so much fun to have a girlfriend. Now let's get dressed," I said.

I led Willa to my closet and opened the drawer with all of my smaller bras. I told her to pick one and I would get her a bag to take the rest home. I reminded her that she would be trying on a lot of clothes, so not to stress her choice. She ended up picking a black pushup bra. I stood behind her and helped her clasped it. I reached around her and settled her small pecs into the cups. The padding of the bra gave her the impression of breasts.

Next I opened up one of my panty drawers and pulled out two black thongs, one for each of us. I still didn't wear panties around the house but I loved the string tucked in between my cheeks when I did. I had a feeling Willa loved it too from the look on her face when she pulled her thong up. My makeup had washed away in the shower and hers was a mess to begin with. We were going for makeovers, so I did the bare minimum on myself and did hers just enough for her to look like a lady.

Her blonde wig was a little disheveled so I gave her one of my old red ones. She commented that she might like being a redhead more than a blonde, but she would let Brent decide. Then we picked out two casual dresses, keeping in mind we would be taking them on and off in dressing rooms for most of the day.

Then we were off to the mall to attack the list. First was to the lingerie store where we stocked up on bras, panties, and stockings. I even bought a couple matching things in my size so we could be twins. Next was to stock up on dresses, blouses, and skirts. Willa asked about buying pants and I told her absolutely not, commenting that I don't own any anymore. Lastly we bought about a dozen pairs of shoes ranging from sandals to 6" fuck me heels. Willa struggled in the bigger heels, but I reminded her like everything else they just took practice. She paid for everything, saying she would give Brent the receipt.

Next was off to the jewelry store where she bought a pair of diamond studs, a gold necklace, and a matching bracelet. I thought about getting something for myself, but I didn't want to be greedy with their generosity.

We took the earrings to one of those kiosks in the middle of the mall where Willa could get her ears pierced. She winced as the needle punctured her earlobe. She grabbed my hand and squeezed it. I smiled because she was so cute, just like a little kid! The girl put in her new earrings, commenting that they were the nicest ones anyone has ever used as a starter.