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This is the true story of how my wife (42F) and I (43M) celebrated Halloween a couple years ago. Honestly, I am a little hesitant to distribute this story because of its personal nature. But, at the same time, it is too incredible to keep all to myself and if I don’t document it, the memory may be lost to time. So, I am making record of it here.

It was Halloween weekend and we were staying out of town at a very nice hotel that we’ve stayed at many times for our Halloween fun. The top floors of the hotel are suite level and include entrance to a cocktail lounge that is exclusive to those floors. Drinks are served free inside the lounge. So, while the rooms might be a bit pricey, in the long run it’s really quite economical – if you enjoy enough of the free drinks. We usually do!

The hotel is within walking distance of the downtown area. Every year the city hosts a enormous Halloween festival with live bands, crazy costumes and lots of drinking. For us, it’s a yearly opportunity to get away from home and cut-loose.

Since there is some anonymity to being 100 miles from home, my wife Amanda (everyone calls her Andi) usually takes this opportunity to dress in more sexually suggestive costumes. For reference, she is a curvy 5’7” blonde with brown eyes. She has aged incredibly well, as people usually guess her to be around 10 years younger than she really is. So, it is not a lie to say that she can pull-off dressing a little “slutty”, if she wants to.

This year she was dressed as a sexy, female warrior (she looked very much like Katheryn Winnick’s character, Lagertha, in the show “Vikings”) and despite being 42 years old and a mom, she still has an incredible pair of naturally firm 36D’s. Because her boobs seem to defy gravity, she had no issue going bra-less in the tight, shear “warrior” dress that she was wearing that night.

That dress is made from the typically thin and slightly stretchy costume material that all cheap (Amazon) costumes are made from and it clung tight to her curves while doing very little to hide the two long, hard nipples that were protruding underneath. Those nipples would become even more apparent when we got outside in the crisp 30-something F degree weather later that night.

She did have a faux fur shawl as part of the costume that would allow her to hide her nips from public view, if she chose to. However, for most of the night, she left them on full display. I did not mind at all and I knew that deep down she enjoyed the attention that they received.

We had previously arranged to meet-up with a fun and attractive couple that we had met at the same hotel a few Halloweens prior (Chris and Ashley). Chris is our age while his girlfriend Ashley is about 12 years younger.

She and Andi had hit it off quite well the night we first met – doing shots, dancing together and at one point, each flashing a boob to Chris and I. So we all knew that this night, like the last time we were together, had the potential for great fun.

It should be noted that Andi and I have had sex-fueled discussions where the possibility of a “third” has been brought up. While she most often expresses a desire to be with another woman, I knew she was also intrigued by the wondered of being with another man. To that point, it had at all times been just talk. But that was soon to change.

We met Chris and Ashley in the hotel lounge where we enjoyed several of the complimentary drinks. This gave us a chance to relax and catch-up on things since we had last seen each other. It also allowed Andi and Ashley to ingest a bit of “liquid courage” before joining the thousands of people that would be partying downtown. While they both looked stunning in their costumes and loved the attention they’d be sure to receive, there was a little hesitancy to wearing so little at the beginning of the night. So, free drinks were exactly what the doctor ordered.

After enjoying our fill of free drinks, we left the hotel and joined the fun downtown. We spent the night bar-hopping and drinking. I knew from a number of his texts over the past few years that Chris wondered Andi was hot. So, it was no surprise that he spent most of the night leading her by the hand from bar to bar, taking any chance he could to place his hand on her shoulder, back or ass while they shared private laughs and whispers together.

Years ago, I probably (definitely) would have been angry to see that going on. But, I didn’t feel threatened because Andi and I have been together for 20+years and while she enjoys the attention of other men, she’s never given me any reason to question her loyalty nor the strength of our relationship. Plus, Chris’ girlfriend Ashley is very attractive. So, I had no issue giving her my attention while her boyfriend was focused on my wife. None of us seemed bothered by the arrangement as it was all just harmless, flirtatious fun.

It was a little after midnight and we had enjoyed several hours of drinking, dancing and fun when I recognized that Andi was starting to get pretty tipsy. She wasn’t completely drunk. But, I knew from past experience that getting her back to the hotel, under her own power, meant doing so before she drank much more. So, I suggested that Andi and I head back to the hotel. Chris said that he and Ashley would be staying downtown a bit longer. But, he said that they would text us when they got back to the hotel, in case we wanted to get together for one last drink. So, Andi and I set off on the short, chilly walk back to the hotel.

After getting back in our room, I went into the bathroom to get out of my costume and into some comfortable jeans and a t-shirt. When I got out of the bathroom I saw that Andi had taken off her “fur” shawl and put away the plastic shield and sword that she had carried around all night. But, she remained in her sexy, “warrior” dress as we relaxed with another drink, safely back in our room. It was maybe an hour later when Chris texted to say that we should head to their room for a drink, if we wanted to. Andi and I were up for more fun, so we grabbed our drinks and some booze and then headed to Chris and Ashley’s room…
(Part 2 – Coming soon)

NSFW: yes

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