Indecent Proposal Ch. 02

Author's Note: Okay, you bullied me into a sequel. The original was received so well that I really had no choice, haha. I was surprised no one has written a story about this topic, but now come the problems...how to continue.

Nick and Jess can't breakup for Nikki to be with Rob, because that destroys all the love they expressed for each other in the first part. Nikki can't meet Rob for fun, because that goes against the premise of the story. Having Rob pay Nikki again is just more of the same. Then there's the idea where Nick becomes Nikki full time and the three of them live happily ever after, but I feel like that's been done hundreds of times. See the problems ;)

So here's what my silly little mind came up with. Once again this takes place in fantasyland, although I tried my best to make all the details seem realistic. Hope you continue to enjoy!

Indecent Proposal -- Chapter 2

A month had gone by since Nikki's last encounter with Rob and my week with Jessica in paradise. When we got back our first priority was to pay off the mortgage and buy two new cars. We kept some money in savings and with the rest I was able to get in on a great annuity that would pay out a nice sum each month for the rest of our lives. With little overheard and guaranteed money coming in, Jessica and I were set for life.

One morning we were having breakfast and my phone buzzed.

-Text from Rob: "Hey, just wanted to say hi."

Unlike previous times, I answered with a big smile on my face.

-My Reply: "Hi, how's it going?"

While I waited for a reply, Jessica asked, "Who's that? Rob?"

"Yeah," I said.

-Text from Rob: "I'm great. Everything okay with you guys? Get everything settled?"

-Me: "We're great and yeah, all settled. Thanks so much again, you were a lifesaver!"

-Rob: "No problem at all. Happy to do it. I was wondering if maybe one day we can hang out as bros?

I hesitated before answering

-Me: Yeah, maybe.

-Rob: "Cool! Anyway, I've gotta run. I'll be in touch."

-Me: "Sounds good!"

I put down the phone and looked at Jessica.

"You miss him, huh?" Jess asked.

"What? No! I don't know," I replied.

"It's okay to miss him. You two had a lot of fun together," she said.

"It's not like that. He wants to be friends," I said.

"So isn't that good?" She asks. "Why do you have that look on your face?"

"It's nothing. Forget it," I said.

"There's no secrets between us, My Love, spill!" She encouraged me.

"Okay fine! I don't miss Rob, I miss Nikki!" I said.

"That's easy then," she said.

"It is?" I asked.

"Yeah, you still have all her clothes and I appreciate that you kept your promise to keeping your body hairless. I'm gonna run out quick. When I get back I expect Nikki to be here and I'll make her feel welcome!" She said.

Jess left and I got ready. As soon as I took off my clothes I got a massive hardon. After a month, I was excited to be Nikki again. I put on a satin dressing gown at sat at Jessica's makeup table. We had kept all of Nikki's expensive makeup and Jess had combined it with her own supplies.

It took me a second to remember everything, but ten minutes later my face looked beautiful. I didn't want to play with hair extensions, so I went with my blonde wig. The holes in my ears hadn't totally closed and I was able to put my diamond studs in. Now to figure out my outfit!

I assumed we wouldn't be hanging out on the couch and watching TV, so I went into Nikki's lingerie drawer. I picked a red bra and panty set that had a matching garter and stockings. My dick was still rock hard and it looked a little silly in the front of my panties. I also didn't want to play with glue on the breast forms, so my C cup bra was empty. For a spur of the moment thing, I didn't care and I'm sure Jessica wouldn't mind either.

I sat on our bed and tried to look as sexy as I could. A few minutes later Jess walked into the bedroom with a couple of bags. She stashed one of them in the bathroom and had one in her hands when she came back.

"Well don't you look lovely Nikki! Long time no see," she said.

Then she looked at my boner sticking out of my panties.

"And I see little Nikki is excited too!" She said.

"I'm happy to see you!" I said.

"Here, take these," she said, handing me a pair of breast inserts. "I had a feeling you wouldn't want to glue on the breasts forms, so I got you these to stick in your bra. I guess great minds think alike!"

"Yeah, you'd think we were married or something!" I said, giggling.

I took the forms that looked kind of like clear water balloons and put them inside my bra. They filled out the cups perfectly and I had the illusion of boobs again as long as I didn't take my bra off.

"Perfect," she said, "Now I seem to be overdressed, care to help your beautiful wife get a little more comfortable?"

"Of course My Love!" I said, standing up.

I grabbed the hem of her dress and pulled it over her head. She was wearing a cute pink bra and NO Panties! My sexy little wife had been shopping commando! I wondered for a second what was in the other bag, but then focused on my gorgeous wife.

I kissed her and worked my way down her body, kissing her neck and then her shoulders. I kissed her left breast through the lace of her bra before reaching behind her to unhook it. I threw it across the room and started to suck on her right nipple. She groaned in pleasure. I worked my way down her body until I finally dropped to my knees. Her pussy was dripping wet and I went right in. After a few minutes of going down on her she put her hand on the top of my head.

"Nikki, this is wonderful, but can you please fuck me! I really want to have you on top of me in your sexy red lingerie!" She said.

"Of course, My Love," I said, standing up.

I kissed her deeply and gently pushed her back on the bed. My erection hadn't subsided and I was ready to go. She spread her legs for me and I thrusted inside of her. Unfortunately the excitement of the situation got me so worked up that I came inside of her in less than two minutes.

"Oh no, I'm sorry Sweetie, I guess I was a little to happy to be Nikki again," I said.

"That's okay, I don't have to cum every time," she said.

"Yes you do!" I said as I lowered myself to kiss her pussy again.

"Wait, you just..." She started.

"Yeah, so?" I asked.

"But you've never..." Her thought stopped as I started to go down on her.

She moaned as I put my tongue inside of her. This was new for us. I had never eaten her pussy after I'd cum inside of her. Well at least Nick hadn't. I was in fully Nikki mode and she doesn't mind the taste of cum. I enjoyed tasting her juices mixed with mine and she finally erupted in a huge orgasm.

Once she composed herself she excused herself to go into the bathroom. She told me to wait for her on the bed. Five minutes later she came back in. My eyes went wide and my jaw dropped.

"What do you think?" She asked.

"Holy shit!" I said, "That's huge!"

Jess was wearing a flesh colored strap-on that was glistening with lube.

"I picked the one that seemed closest to Rob's. That's what you like, right?" She asked.

"I guess so," I said.

"You're not excited?" She asked.

"No, I mean yes, I'm thrilled to do anything with you!" I said.

"That's what I thought," she said and winked. "Now how about I get on the bed and you ride me while we make out? I figured your cute little butt has tightened a bit and I want you to get used to it before I flip you onto your knees and pound your ass!"

"Whoa!" I replied.

"You like that, huh?" She asked

"Like I said, anything with you is awesome!" I said.

Jessica got on the bed and sat against the headboard. I pulled my thong to the side and I got in position, hovering over her huge dildo. I lowered myself and felt the lube touching my hole. I wondered if I should've lubed myself too, but it was a little late.

"Come on Sweetie you can do it!" Jess encouraged as she pushed down on my shoulders.

"Mmmmph," I screamed as the head popped inside of me.

"There you go. Keep looking into my eyes and show me how much Nikki missed this," she said.

I gritted my teeth and lowered myself onto her dildo about halfway. Our lips were millimeters apart and she pulled the back of my head towards her. We kissed and I sank all the way down until I was sitting on her lap. I moaned into her mouth as we continued to make out.

"Good girl!" She said, "Now ride my big fat cock!"

"Your wish is my command!" I said as I lifted myself off.

My ass got used to the size quickly. I put my hands on her thighs and I was using them as leverage to thrust myself up and down. As I went up and down I alternated between pecking her on the lips and kissing her deeply with my tongue. She was moaning too and I was happy she was enjoying this as much as I was.

"Okay Sweetie, you've had your fun being in control, now it's my turn!" She said.

"Whatever My Love wants," I said, lifting myself all the way off her appendage.

I groaned at the feeling of emptiness. Her dildo was definitely bigger than Rob, not that I minded.

"Don't worry, I'm gonna be back inside in a second. Get on your hands and knees. After all the times you did me this way I'm gonna enjoy this!" She said.

"Yes, My Love," I said, as I eagerly assumed the position.

She yanked my thong all the way down until it rested on my ankles. Then grabbed my cheeks and spread them. She lined herself up and thrusted all the way into me. I yelped at the sudden intrusion. It felt so good though.

"Shit, are you okay?" She asked, genuinely concerned.

"Oh yeah, you just took me by surprise. Do whatever you want, I can take it," I said.

"That's my girl! She said as she started to pound me.

She was fucking me hard and we were both moaning loudly. I wondered what pleasure she was getting out of this, because I figured she couldn't feel much. Me on the other hand was really enjoying how she was hitting all the right spots. I felt a tingle in my dick and knew what was about to happen.

"Yes, yes, keep going. I'm so close. Right there," I said.

"Me too!" She yelled.

I was confused, but I didn't care, I was feeling too good and was on the cusp of a massive orgasm.

"Ah, ah, ah, I'm cumming!" I screamed as I blasted our marital bed sheets with my load.

She continued to fuck me and it seemed like my orgasm would never end. I started to shake and I heard her yell out.

"I'm cumming too!" She yelled.

I was still confused, but I still didn't care. She pumped me a few more times until she slipped out. I rolled over onto my back and she joined me. We were both panting heavily. She unhooked the dildo and I saw a small device right behind it. The mystery was solved. She had a vibrator working her clit while she fucked me. That's why she enjoyed it so much.

"You sneaky little thing!" I said.

"What? I had to get some pleasure out of this," she said.

"No, no, I'm happy you thought of it," I said.

"You know they make ones that ejaculate inside you," she said.

"Maybe next time," I said.

I went back to being Nick and our sex life was better than ever. Rob would still check in every couple weeks with the idea of hanging out as friends, but then at the last second he had to run before we could make plans.

I hadn't thought about Nikki much, but every time he reached out she popped into my mind. Jessica being my soul mate knew exactly what to do and we had a repeat of Nikki and Jessica in the bedroom each time he reached out. Jessica bought the ejaculating dildo and Nikki loved the feeling of cum being blasted inside of her again. We also found an expensive adhesive that only lasted 24 hours. It was gentle on my skin and Nikki had realistic boobs that felt wonderful again.

While I had the possibility of having a new friend, one of Jessica's moved back to town, her best friend from growing up, Brenda. She was thrilled I was happy for her. Brenda and Jessica were almost twins. They were the same exact size with the only difference being Brenda's red hair. Brenda and I got along great. They had the same personality and we always joked that if something ever happened to Jessica, Brenda could sub right in and not miss a beat. The two of them liked to hint that there were nights where they got drunk and hooked up, but whenever I tried to pry for details they would change the subject. I still wasn't sure if it actually happened or they were just messing with me.

The girls would hangout and Rob would continue to text me. I had other friends, but there was something about Rob. We always had a good time together and I truly believed we could be friends without sex being involved. My relationship with Jessica was better than ever and Nikki still got to play with her from time to time.

It was about two months later when Rob texted with actual plans to hangout.

-Text from Rob: "Hey Bud, I've got tickets to the Yankees game tonight if you want to come. I know its short notice, so no worries if you can't."

-I reply: "Hey, that's actually perfect! Jess has her friend coming over tonight, and that will get me out of the house."

-Rob: "Cool, pick you up at 5."

-Me: "Great."

"Hey Jess, I'm gonna go with Rob to the Yankees game tonight, so you and Brenda have the house to yourselves," I said.

"That's great Sweetheart. I'm sure you guys will have fun," she said.

The day went by quickly and I was waiting by the door in my Yankees jersey when Rob rang the bell. He shook my hand and gave me a bro hug, slapping my back. Jessica came over and they kissed each other on the cheek.

"You boys have fun!" She said.

"We will!" He said.

"And you girls behave!" I said.

"Not if I have a say in it!" She said and laughed.

Rob and I laughed and we headed to his car. It was a little different getting into his limo in a Baseball Jersey and Jeans instead of a tiny dress, but it really was just two guys going to a ballgame. We chatted and caught up as his driver navigated around the traffic. I was worried that I might feel a little weird, but I reminded myself that Rob did stuff with Nikki not Nick and now Nikki only plays with Jess. We had a wonderful time and saw the Yankees win. When he dropped me off we shook hands and agreed we would definitely hang out more.

Back home a different scenario was playing out. The girls were talking and having fun with some cheesy rom-com playing in the background. They both loved red wine and were into their second bottle. Brenda reached for something on the table and spilled an entire glass of wine all over her white dress and our sofa.

"Oh Shit, I'm so sorry," Brenda said.

"Don't worry about it," Jessica said.

"But I just ruined your couch and my dress," Brenda said.

"Let me worry about the couch, you go find something in my closet. Good thing we're still the same size," Jessica said.

Jessica went into the kitchen to get cleaning supplies and Brenda went into the bedroom. Brenda began to flip through the outfits in Jessica's closet and was surprised to find multiples of certain dresses. There were tons of fancy dresses, but Brenda just wanted to be casual. She settled on a classic black dress. When she pulled it out of the closet it seemed bigger than she expected. Thinking she must be mistaken she pulled it over her head. The dress was huge. The straps barely stayed on her shoulders and while she expected it to fall around her knees, the bottom was almost around her ankles.

She thought about taking it off, but in her buzzed state she wanted to investigate. She walked out to see Jessica cleaning the couch.

"Um Jess, is there something you want to tell me?" She asked.

Jessica looked at Brenda wearing the comically large dress and said, "Oh."

"Oh is right. What's up with this huge dress and multiples of other ones?" Brenda asked.

"It's nothing," Jessica replied, "Don't worry about it."

"Bullshit its nothing, tell me!" Brenda said.

"It's a secret," Jess said.

"Since when do we keep secrets? Come on girlfriend, spill!" Brenda said.

"Okay fine, but this stays between us," Jessica said.

"Of course," Brenda said.

"Good thing I'm drunk or I would never tell you this," Jess said.

"Oooh it must be something good," Brenda said, sitting down.

"I'll give you the cliffs notes version, but swear to me this stays here," Jess said.

"Yes, for the last time, yes. Now spill!" Brenda said.

Jessica filled both of their glasses and the girls began to drink again.

Jessica took a deep breath and began, "Okay here goes. Nick and I were having a bad time financially. He met a man who agreed to help us if Nick would become Nikki and spend some time with him."

"Shut the fuck up! No way!" Brenda said.

"Yep," Jess said.

"So Nick dressed up as a girl and let a man have sex with him for money? And you were okay with it? He was okay with it?" Brenda asked.

"Yep, we felt like we had no choice. Oh and one time I had a threesome with the two of them and the guy fucked me in the ass," Jess said.

"I can't believe this," Brenda said.

"I can't believe I told you," Jessica said, "Must be the wine talking."

"I'm happy you told me, even though it's the craziest story I've ever heard," Brenda said.

"It gets crazier, the two of them are out tonight at Yankee Stadium as friends," Jessica said.

"Now I know you're lying," Brenda said.

"Would I lie to you?" Jess said.

"Nope. Maybe when we're not drunk you can tell me about getting fucked in the ass by another guy with your husband right there. That's definitely more wild than anything we did together," Brenda said.

"You might have to get me drunk again for more details," Jessica said.

The girls continued to drink and finished the second bottle. By the time I walked in they were both asleep on the couch. It was common for Brenda to sleep over, especially when she was drunk. Neither of us would ever want her to attempt to drive home when we had plenty of room for her anyway.

I didn't want to startle them so I whispered, "Looks like you girls had a great night."

They both started to stir and Jessica was the first to open her eyes. She kissed me and I could smell the wine on her breath.

"Hi My Love, have fun?" Jessica asked.

"Not as much as you I see," I replied.

"I'm exhausted, do you mind walking Brenda to her room so I can go to bed?" Jessica asked.

This again was not uncommon. I gently rubbed Brenda's shoulder until she opened her eyes.

"Hey Nick," she mumbled.

"Hey yourself. Jess went to bed, let me help you to your room," I said.

"You're the best," she mumbled.

I helped her stand up and wrapped my arm around her waist. She was almost stumbling as she walked and it was a good thing I was there to help. When we got to the bedroom I didn't turn on the light.

"You okay?" I asked. "Need anymore help?"

She sat down on the bed and said, "Unless you want to help me pee, I'll be fine."

"Good night Brenda," I said, "See you in the morning."

"Good night Nikki," she said.

I froze for a second. I wondered if I heard her right, but then again I knew how drunk she was. I closed the door and joined Jessica in our bed.

Whenever I drink a lot I find that I don't sleep very late. It was the same with the girls. By the time I woke up Jessica was gone and I could faintly hear the two of them talking in the kitchen. I got up and took care of business in the bathroom.

Meanwhile in the kitchen...

"I had the weirdest dream last night," Brenda said.

"Really?" Jessica asked.

"Yeah, I dreamt you told me that your husband has an alter ego named Nikki and he used it to pleasure another man for money," Brenda said.

Jessica blushed.

"It wasn't a dream, was it?" Brenda said.

"No," Jessica said, nervously.

"I have to meet this Nikki!" Brenda said.

"No way, you promised not to say anything," Jessica said.