Halloween Hotwife 1

"Do you need help?" I yelled from across the street.

"I think I'm okay." Whitney yelled back while dropping a shopping bag. "Well, maybe I little help wouldn't hurt."

"Let me get that." I said picking up the dropped bag.

"How very nice if you. Thank you." Whitney said.

"This is what neighbors are for, right?" I told her.

"Darn, I'm going to break something." Whitney said as she dropped another bag.

"I don't mind helping." I said as I reached down to pick up a second bag.

Whitney put the bags she had back in the trunk and squatted down beside me to help.

"I can get it." Whitney said grabbing the bag.

Whitney is best described at the ultimate trophy wife. She is in her late thirties. She is about five foot seven. She has a fit, athletic body. She has long brunette hair. She is always very stylish and very trendy.

I handed Whitney the bag and started to help pick up the items that fell out.

"It's very nice of you to help." Whitney said.

We were both squatting down and picking up the spilled items. I was trying not to stare but she was wearing a rather short dress with some black high heels. As she picked things up, her legs were not that tight together. I tried not to look but it was hard for my eyes not to glance that direction and I wanted to look up her dress.

"No problem." I said as I handed Whitney a package in a clear plastic bag.

I couldn't help but notice the package. It was a french maid outfit from a local Halloween store.

"How embarrassing." Whitney said grabbing the package with the maid outfit.

I then noticed the thigh highs that fell out of the bag as well. I also saw a box that hand some sort of shoes in it. My guess was that they were probably some heels.

"No need to be embarrassed about anything." I told her.

"This is for Halloween!" Whitney told me. "It's in a few weeks."

"Okay, yes. That makes sense." I said as I wasn't sure how to respond.

"What did you think it was...?" Whitney said. "Oh my gosh. No, no, it's for Halloween. We are having a Halloween party."

"I understand. I mean, I didn't think you were buying that to do house cleaning." I said smiling.

"Oh my gosh." Whitney said putting her hands over her face.

We were both still squatting. As she covered her face all I could do was check out her thighs and legs. I had talked with her a few times up close but I mostly had just seen her from across the street.

"It's okay. I own one myself." I joked.

"Whatever." Whitney said uncovering her face.

"Okay, I don't actually own one, but I am a fan of the outfit. It's one of my all time favorites. To see on a woman that is." I told her smiling.

She gathered the last of the items and put them in the bag. We both stood up and grabbed a few bags and walked to the front door.

"Would you please set them there by the couch." Whitney said pointing towards the couch in her living room.

"I love what you have done here." I said looking around.

"I'm sorry we haven't invited you over. We haven't been the best neighbor's since we moved in. We have had so much going on. We completely remodeled the home. I've had all the kids activities. My husband, Mark, works super long hours. It's been a crazy few months." Whitney explained.

"No, no. It's okay. I'm busy myself. I probably should stop by more...just make sure you are settling into the neighborhood." I said. "You moved here from Michigan. Right?"

"Yes, Mark was transferred down here for his job." Whitney said.

"How are you liking it so far?" I asked.

"We like it. The kids are fitting in. Mark loves his job. I'm still trying to make friends, which has gone slow, but the positive side is I get to do more shopping." Whitney said holding up one of her shopping bags.

"So, you are spending your days shopping for french maid outfits?" I said laughing. Whitney then realized the bag she held up was the one from the Halloween store.

"Funny. No, not shopping for french maid outfits. Sometimes I shop for naughty nurse or schoolgirl outfits!" Whitney joked.

"Ha. I guess I deserved that one." I said.

"Yes, you set yourself up for it!" Whitney said.

"Well, you have my number still, right?" I asked.

"Yes, we do." Whitney answered.

"Please don't hesitate to reach out if you or Mark need anything. I'm always happy to help." I told her walking towards her front door. "And, good luck with that Halloween party!

"Thank you, and if I need anything I will not hesitate to reach out." Whitney said.

The next evening I sat out on my front porch. I saw Whitney's car pull up. Her two kids got out and started playing in the front yard. Whitney stood in the driveway. She was wearing a tight black pencil skirt, dress shirt, and black heels. We waved to each other. I know she is married, but I can't help how attractive I find her.

"How are you this evening?" Whitney asked.

"I'm great. It's so nice out. It had been so hot, the weather starting to cool down feels great. Would you like to take a seat?" I asked while offering her a seat in the chair next to me in my front porch.

"I would love to." Whitney said while grabbing a chair and adjusting it so she can keep an eye on her kids while they played in their front yard.

"How was your day today?" I asked.

"It was good. I just took the kids out for dinner and now I get to relax for the evening." Whitney said. "I am glad you are out. I wanted to come over and talk with you."

"Oh yeah? How can I help you?" I inquired.

"It's about the other day. I just want to apologize for any embarrassment with that costume." She said.

"What costume?" I joked.

"Funny." She joked back.

"So how is the party arraignments coming?" I asked. "When are you having it? This weekend or next weekend?"

"It's Saturday night. Things are going well. I've been decorating on the inside. It looks like we will have a smaller group. It will probably be only ten or so people. Mostly other couples." She answered.

"Where is Mark tonight?" I asked.

"He is working late tonight." Whitney said. "He pretty much works late every night."

"Now that you say that, I have noticed he comes home late a good amount." I stated.

"It looks like you work late sometimes yourself." Whitney said.

"Yes, I'm hit or miss. Some days I put in the later hours and others I get off earlier. Sometimes you have to take off early to keep from burning yourself out." I said.

"Mark should take a tip from you and come home early some days. He is always stressed from work." She commented.

Whitney and I sat next to each other in chairs on my front porch looking out at her kids playing in their yard across the street. Her pencil skirt was about mid thigh and she had her legs crossed. I couldn't help but check her out.

"I like your anklet. It's very beautiful." I told Whitney looking down at her ankle bracelet.

"Thank you. I really don't wear it that often. Mark got it for me a few years ago." Whitney said while extending her leg up to show off the anklet.

"What are those? Charms?" I asked looking for a way to continue on the conversation and letting me look at her legs!

"Charms?" Whitney asked with some hesitation in her voice.

"Aren't they charms? Are they called something else? Those things right there." I pointed down at her anklet and moved closer in my seat to take a better look.

"Yes, those. Well, those are charms my husband got me with the anklet." Whitney answered in a somewhat nervous voice.

"Okay. They look nice. What are they?" I continued to ask.

"Well, one is the letter H and one is the letter W." Whitney answered. "I've never had anyone comment on or even ask me about my ankle bracelet before. I guess I don't wear it out that much so maybe that's part of it."

"Sorry, I just thought it was a pretty anklet." I said noticing that Whitney seemed a little flustered by talking about it.

"It's okay. Thank you for saying it's pretty." Whitney said.

"Does the W stand for Whitney?" I asked.

"Well, no." Whitney said with a pause after answering.

I could tell there was more to the ankle bracelet. I felt like she wanted to talk about it but wasn't sure how exactly to answer. It was like she was slight nervous to answer. Maybe she didn't know how I would respond.

"Have I started another embarrassing conversation by commenting on your anklet?" I asked.

"Yes. Well, no. I mean, I wear it, so I have to own up to it. I honestly never thought anyone would ask. Mark got this for me and wanted me to wear it. It stands for 'Hotwife'. I guess it's something you wear to show you are a hotwife. Your the first to ever ask me about it." Whitney explained.

"Hotwife? Is that what I think it is?" I asked. My mind was racing.

"Yes, I think it's what you are thinking it is. But I'm not actually a hotwife. At least, not yet anyway. I think. Well. Actually, I don't know." Whitney said.

"So you are wearing the anklet but your not a hotwife? You are confusing me." I told her.

"Like I said, my husband gave it to me. Maybe the best answer is that he wants me to be a hotwife, but I don't think I'm official yet." Whitney said.

"Okay. Clear as mud!" I joked.

"I know. It's confusing. So the thing is, I love attention. Especially from the opposite sex. As it turns out, my husband also loves me getting attention from the opposite sex. So it's a win win." Whitney said smiling.

"I might be confused on what a hotwife is. I thought it was something like where the wife has boyfriends. Or is that something different? So, are you two swingers?" I asked.

"Wow, I didn't expect this conversation tonight." Whitney joked after pausing for a moment.

"I'm sorry. I am just curious. I don't have the best filter and tend to ask what is on my mind." I told her.

"It's okay. I don't mind talking about it. I'm actually trying to figure it all out myself. At this point I'm not sure what all we are. We are probably nothing because we haven't actually done anything. If you were to ask Mark, he would probably say we are swingers because he wants us to be." Whitney said.

"I understand. So what do you want?" I asked.

"I want to flirt. Other than that, I don't know. I guess I like the idea of some of the things Mark likes. It is fun to talk about them. It's fun to image it. I'm not sure about actually doing any of it however." Whitney answered.

"I can see that. It's good that you two are open about what you like and want out of your relationship." I said.

"Jason, are you single?" Whitney asked.

"Yes, I am." I answered.

"Have you ever been married? Or been in a serious relationship?" Whitney asked.

"I was with someone for a long time. We were engaged, but we never got married." I answered.

"When you were together, would you have wanted her to be with other men?" She asked.

"Hmmm. That's a hard question. I'm not sure. I think each relationship is different and might even have different stages in that relationship. It wasn't the relationship where I was engaged, but I have had threesomes in other relationships. I'm not sure that's the same." I answered.

"Was the threesome with another man or woman?" Whitney asked.

"It was another woman. A woman I was dating, it was her friend." I answered.

"I'm pretty sure that's not the same. I think that situation is basically every man's fantasy. No man ever is turning that down!" Whitney said laughing.

"I agree. I don't think that's a situation I would ever turn down." I said laughing with her.

"Your lucky, not many men get to check that one off their bucket list. I'm pretty sure that's every man's number one fantasy too." Whitney said.

"Well, it was in my top five!" I joked.

"Top five? So what's your number one?" Whitney asked.

"My number one? Hmmm." I answered thinking about what my number one actually might be. "My number one would be the french maid fantasy!"

"Really?" Whitney asked. Her eyes got a little more open as she asked. I could tell she wasn't sure if I was joking or not.

"Of course, who doesn't love a sexy french maid costume?" I said back smile.

"I have no idea if you are serious or not." Whitney said.

"I'm serious and joking. I don't know if it's my actual number one or not, but I do find it sexy." I said.

"What do you like so much about it?" Whitney asked.

"I like role play. I'm very visual, so anything involving costumes or dressing sexy is high on my list. I think a lot of guys have that sort of thing high on their list." I explained.

"Gotcha. That makes sense." Whitney replied.

"I also have a weakness for a woman in heels!" I told her as we both glanced down toward her heels.

"I love wearing heels!" Whitney said showing hers off.

"Your husband is a lucky man!" I told her.

"Well, I need to get home and get my kids settled down. I'm sure Mark will be home soon."

"It was nice chatting with you." I told her.

"Yes, a pleasant surprise. We should chat more." Whitney said as she got out of her chair and headed back towards her house.

A few days went by and I didn't see Whitney outside. I looked multiple times and even sat out on my front porch hoping she might come over to talk some more. I was beginning to think I might have been to forward with talking to her until I got a text from her the Friday before her Halloween party.

I heard my phone go off with a text. I saw it was Whitney. I was happy to hear from her.

"How are you this evening?" Whitney texted.

"I'm great. How are you?" I texted back.

"I'm good. I've been super busy trying to get ready for this Halloween party." She said.

"How is that going?" I asked.

"It's going well. I'm just stuck on the costume." She texted.

"Stuck? What do you mean?" I asked.

"I can't decide on the nurse or the maid. I mean, you have to love Halloween, it's the only holiday you can get away with wearing a slutty outfit and most people seem to accept that it's normal." She said.

"I know. It's my favorite holiday! There definitely seems to be two directions to go with costumes, slutty or scary. Well, for women, you can go either way." I texted.

"A few years ago I had a job working in a corporate office. We all dressed up for Halloween at work. I went as a pirate. A sexy pirate. My costume consisted of high heeled boots, a dress blouse, a pirate hat and scarf, and a short black skirt." Whitney said.

"That's sounds hot!!" I replied.

"It was. I thought I planned out the perfect outfit. I was a pirate, yet sexy. I thought it also covered enough not to be slutty. But, when I got to work and sat down, the skirt went up. It was way shorter than I thought." Whitney texted.

"Wow, I wish I could have seen that." I replied.

"I also decided to wear thigh highs with the boots. So when I sat down, the skirt went up, and my thigh high tops were exposed. I tried, but I couldn't get the skirt to cover them. By the end of the work day, I had every guy stopping by my office to chat." Whitney said.

"And this year you are trying to decide between going as a nurse or a maid?" I asked.

"Yes. Can you give me your input?" Whitney asked.

Immediately following that message was a picture. Whitney texted a selfie of her in the nurse outfit.

"Well, hello!" I replied to Whitney's picture.

Whitney sent over a picture of her in a very short, white, nurses outfit. She had on a little hat. She had a stethoscope around her neck too.

"What do you think on this one?" Whitney asked.

"I like it. I suddenly feel like I have a cold. I think I need to see a nurse!" I joked.

Another picture came through on my phone. This picture was of Whitney in a maid outfit. The top was tight. Almost like a corset. It showed a good amount of cleavage. I hadn't noticed Whitney's breasts, but I did now. The outfit was tight all the way down to her waist. The skirt flared out. It was too short to actually cover much. I couldn't tell from the picture but I could only assume her panties would be showing.

"What about this one?" Whitney asked.

"That's my fantasy! Wow, you look good in that!" I replied.

"So I should go with the maid?" Whitney texted back.

"Yes, I would." I replied.

"The top is a little sheer. Do you think it's too much?" She asked.

"I can't tell from the picture. I guess it looks a little sheer. I think it's okay. I would go with that one!" I replied.

"In person you can tell how sheer it is, but I agree. I like it better." She texted.

"Who all is coming to the Halloween party? Are these friends? Work associates of Marks?" I asked.

"Well, it's a mixed group. Mostly it's Marks friends. One is a couple we have known a long time. A few of the guys are old college friends of Mark's." Whitney replied.

"I bet his old college friends will be happy they were invited when they see you!" I replied.

"I think Mark is thinking the same. I told him it's not happening though. He keeps telling me to be open. I agreed to wear the sexy costume. That's as far as I'm going for this party." Whitney told me.

"You will have fun. I'm sure your guests will enjoy your costume. I know I wish I could see you in it in person." I responded.

"Why don't you come see it then?" Whitney texted.

"See you? When?" asked to clarify.

"Why don't you come see me. Why don't you come to the party. We would love to have you here. Do you have a costume? I know it's short notice." Whitney texted.

"Yes, I have a costume. I can make it to the party. I can't wait to see you there!" I texted.

The next day I hit the stores looking for a costume. I told Whitney I had one but I didn't. There was no way I was passing up an opportunity to see her in that maid costume. I went to three stores before I finally found something that would work. It was a mobster type outfit. It was black and white. It had a nice hat. It was good enough for me to attend.

"Jason, good to see you!" Mark said as he answered the door.

I had only talked with Mark a handful of times. We mostly just waved from across the street when we saw each other outside. I didn't have any clue as to how much Whitney had told him about our conversations.

"Good to see you as well!" I said as I walked in the door.

"Whitney mentioned she saw you outside the other day and invited you. I'm glad she thought of you and you were able to make it on a short notice." Mark said.

The party had been going for a while. With me tracking down a costume I had to be a little late. There were about ten or so people there. They had music playing. They cleared out their living room and were using it as a dance floor. Everyone was dressed in a costume. There was a couple dancing. The guy was dressed in a toga outfit and the woman seemed to be dressed as cleopatra. Her costume was essentially see through. There was another couple talking by the fireplace. He was dressed as a football player. She was a vampire. She had on a long cape, black bra, black booty shorts, pantyhose, and heels. She was the sexiest vampire I had ever seen.

"You made it!" I heard Whitney say from behind me.

"Yes. Thanks for inviting me." I turned around and told Whitney.

Whitney was wearing her maid outfit. I could only see her from the waist up in the picture. I had to take a step back to look at her complete outfit.

"What do you think?" Whitney asked as I looked over her costume. She turned around to let me get a complete look.

"So much better in person." I said.

Whitney was wearing black thigh highs and some very high heels. When she had turned around I noticed the skirt on the maid outfit only covered about half her ass. She had on black sheer panties under it. They were very visible from behind. No so much from the front.

"Thanks. I was nervous about it. I really appreciate you helping me with it." Whitney said as she leaned in and gave me a hug.