Holly's Halloween Gala - (F/F) (M/F)

[Brez510]

My name is Holly. I am the Assistant Administrator of Admissions at Baxter College. My friend Jackie is the Assistant Vice President of Student Finance. Her boss is retiring soon, and Jackie should easily get the promotion.

We have been friends for over ten years, which is significant because we are opposites. I'm married, modest, introverted, and laid-back, while Jackie is single, outgoing, and flirty.

For some reason, as they say, opposites attract, and we have a wonderful friendship.

A couple of weeks ago, Jackie came to my office and asked if I would like to attend an event with her. Her boyfriend was going to be busy, and she was allowed to bring a guest. She felt we could both have a good time.

It was a Halloween fundraising gala, and during the evening, one of the university's most significant benefactors was scheduled to present a $500,000 check for one of Baxter's scientific initiatives. The event was being held in the benefactor's mansion. A very high-class evening!

Jackie told me that if I wanted to become the head of admissions one day, I would have to stop being so introverted and laid back and attend more campus events where the President of Baxter College, senior administrators, and big donors attended. Jackie said that if she didn't network with the top leadership, she would never be considered for the new job.

I pretty much agreed with her. No one from the upper echelons of administration really knew who I was. If I decided to go to the party, Jackie, being so extroverted, would introduce me to everyone in a social setting. My boss would be retiring soon, and this could be what I needed to start doing more of to be in line for my own promotion.

I accepted Jackie's offer. She reminded me it was a costume party. She said she would get costumes, so I didn't need to worry about finding something so close to Halloween.

I had hoped my costume would include a mask I could wear all evening. As an extrovert, I sometimes struggle to look people directly in the eye, often finding myself looking at the floor instead. Even better, maybe the costume would be a ghost, where I could cover myself in a sheet all evening!

I told my husband about the event, he laughed, and said not to get picked up by some wealthy donor or high-paid university executive.

I told him not to worry. I'm very modest and plain; the last thing I needed to worry about was getting picked up.

Finally, Halloween eve came, the night of the event. Jackie invited me over to her place so we could get dressed and head to the event together.

Jackie went to her room and returned with two boxes containing the costumes.

She told me we were going to the party dressed up in a cops and robbers theme. She pulled the costumes out of the boxes. She said the robber costume was for me and the police costume for her.

Jackie told me the two costumes were rented from a company. The outfits certainly looked real, not like the cheap throwaway ones you find in a bargain or party store.

I looked over my costume. It was perfect! It was black pants with a 1940s-style red and white striped t-shirt, and a full-face black mask to pull over my head. Perfect for an introvert. At least the mask would partially hide me.

Jackie's costume was just the opposite. It consisted of a low-cut blue shirt and a blue shiny micro mini skirt. The box also had a pair of black patent leather three-inch heels, a police badge, a whistle, and a belt that held a holster and what looked like a water pistol, all in all a perfect costume for the flirty, extroverted Jackie.

Jackie and I marveled at how great the costumes looked. Jackie told me to change in the guest room and she would go to her room to get ready.

Before I changed, I called my husband Tom to tell him about my costume and how happy I was with it.

As soon as I got off the phone with Tom, I heard Jackie yell from her room that they had made a mistake.

Jackie came to me and said they mixed up the two costumes. The one she had was in my size, and the one I had was her size.

Jackie was wearing the blue low-cut police shirt. It was oversized and baggy. It was several sizes too large. She told me to try on the robber's pants.

I put them on and they were way too short!

Jackie is all of 5'3" and I'm tall. Close to 5'10"

We looked at each other and burst into hysterical laughter.

Jackie told me that since they were custom-ordered costumes, she gave both our sizes to the store's salesperson when she ordered them. The clerk must have mixed up the order.

Jackie was unhappy about having to be the robber. She always likes to look as sexy and hot as possible, and this certainly wasn't the outfit to do that in.

I told Jackie that we still had time to salvage things and think of some homemade costumes we could wear, like a ghost and a scarecrow, or something like that.

Jackie looked at me strangely and said we didn't need to do that. We still had two costumes that fit if we reversed roles. I was now going to be the cop, and she was going to be the robber.

I had a panic attack. I couldn't wear the police outfit. It was too sexy and revealing.

Jackie told me not to worry. The outfit was perfect for me. She told me I have nice, big boobs, ideal for the shirt, a pretty backside, and legs for the micro dress, and the heels would make me even taller and more statuesque like a model. She said everyone would wonder who the hot blonde was.

As I mentioned, I'm modest, and while everything she said might be somewhat true, I still fretted about standing out from the crowd at the party. I didn't want any undo attention. I would panic if guests started looking at me.

Jackie told me she would not leave my side for the whole night and had everything planned out for our entry into the party.

With a lot of trepidation, I went into the guest room to change.

As I put each part of the costume on, my heart started to pound. The blue top was very revealing, with areas of my chest visible and pushed out. The micro skirt was so tight and short that I worried I wouldn't be able to sit down at the event without getting stares. The high heels were so high that they made walking difficult.

I went into the living room to wait for Jackie. When she came out, she looked great. The costume fit her perfectly. She looked very cute.

Jackie looked me up and down and said You look amazing. I said I looked more like a lady of the night than a cop.

We got into Jackie's car and headed to the party. I was hoping we would run out of gas, get a flat tire, or get lost —anything to avoid having to go.

We pulled up to the mansion. I was impressed by an enormous red brick house located right on the Baxter River.

My first sign of trouble was when I got out of the car and the valet who was going to park it stared me up and down. I was so embarrassed. Unfortunately for me, it would only get worse in a few minutes.

As we approached the mansion's entrance, Jackie took me aside and reassured me not to worry; she had everything planned out.

This pep talk was making me a little more confident until she took out a pair of handcuffs and told me to put my hands behind my back.

When I asked her what they were for, she told me matter-of-factly that they were originally for her when she was going to wear the police costume, but now they were for me.

I felt like jumping into a hole and disappearing. The thought of walking into the party dressed the way I was and handcuffed was wild.

I looked at Jackie's face and could see she was disappointed. Like she said, she had the whole thing planned out and wanted to make a grand entrance. I reluctantly crossed my hands behind my back.

While she was handcuffing me, she let me know that the scenario was that she kidnapped me while she was robbing a store and left, taking me as her hostage. This is what she would tell everyone during the evening to keep with our theme of cops and robbers.

I should have told her at this point that no handcuffs were necessary; the costumes were enough. However, if the roles were reversed, as they were supposed to be before we tried on the costumes, she would have been the one handcuffed, so she wasn't asking me to do anything she wouldn't do herself.

I took a deep breath and tried to psych myself up enough to get ready to enter the mansion, but unfortunately, one thing was omitted.

Jackie told me that as the hostage, she was going to gag me.

Gag me, I thought. Isn't this humiliating enough!

Jackie took a white cloth out of her bag and placed it between my teeth, tightening it tightly and tying it behind my neck.

I was almost hoping she would also blindfold me, so I would not have to look at guests' reactions!

We entered the front doors. There were probably 150 people in the large rotunda-like entry area, drinking and eating passed around appetizers.

Everyone has a costume on. Celebrity costumes, scary and funny masks, historic figures, ghosts and goblins, and everything in between.

I'll have to admit, I was the only handcuffed and gagged cop there.

Immediately after we entered, George Slocome, who is the President of the University Foundation, came up to us. He was dressed as a cowboy.

He greeted Jackie and asked who I was. Jackie let Slocome know I was her hostage and that she had kidnapped me during a store robbery.

Slocome looked at me and asked if he could join the gang. He and Jackie started to laugh.

Jackie told him I was Holly Andrews from Admissions. Slocome said it was nice to meet me and that he would have to visit my office and say hello sometime.

Slocome was waved over to speak to someone else and excused himself.

Jackie said to me, "See, I told you. You need to come to events like this to meet all the bigwigs. George wants to visit you in your office."

It's strange, I passed George a hundred times in the hallways in the administration building. He never acknowledged my existence. I usually wear pants and modest clothing to work, keeping my eyes on the floor as I walk.

I didn't want to think that he only wanted to visit me because of how I looked now, tight blouse, micro skirt, high heels, and oh yeah, handcuffed and gagged! Lol.

Jackie was leading me around as we tried to find a bar. We spotted one, and Jackie ordered white wine for both of us.

Stepping up next to me was Elliott Steele, the school's Dean of the Jackson Technology Center, dressed as Dracula. He greeted Jackie and asked who the prisoner was. She told him it was a cop that she kidnapped and was holding. Our two drinks came. Steele asked if he could rescue me and take off my gag. Jackie told him it was his responsibility if I did anything funny, but that she was going to leave me handcuffed.

Someone tapped on Jackie's shoulder, and she turned around to speak to a group of four people.

Steele pulled the gag from between my teeth and rested it on my neck.

He asked who I was and told him I was Holly Andrews from Admissions. He said it was nice to meet me, forgetting that just a week ago at an admissions seminar, he sat right next to me. Again, my outfit was masking my true identity. Even though I was a hostage to Jackie's robber, I felt like Wonder Woman or Supergirl. My identity was not recognized.

At this point, there was nothing I could do. I was here for the night. No one seemed to recognize me, so strangely, I was starting to feel almost comfortable.

Steele asked if he could bring my wine glass to my lips to let me take a sip since I was cuffed. I was hesitant, but I told him to go ahead.

We made small talk, and he was very charming. He, like Slocome, said he would come to visit me sometime, and if there was anything I needed in the future that was college-related, to let him know.

After several minutes, Jackie returned. Steele said he would see us later and walked away.

Jackie again mentioned how great it was that I came, and how important it was for my career.

She mentioned that everyone in the group she spoke to asked about me. They didn't recognize me, but some knew my name.

Jackie put the gag back between my teeth, tightened it, and we continued around. Whenever we stopped to talk to guests, Jackie would remove the gag, but always put it back when we started roaming around again.

It was close to dinner time, and as we entered the Ballroom of the donor's home, he was standing at the door greeting each guest as they entered. With him was Mr. Lynch, the President of Baxter College.

There was a line, and we waited for our turn to greet the donor, Lawrence C. Goodwin III, and Mr. Lynch. They were the only two in the crowd wearing tuxedos and not costumes.

When it was our turn, we shook hands with Mr. Goodwin and then President Lynch.

He asked, "What do we have here, Jackie?'

She told Mr. Lynch I was her hostage. He laughed out loud and told Jackie to remove the gag.

"And who are you, young lady, when you're not the police hostage of a ruthless gangster?"

I told him I was Holly Andrews from Admissions. I had never met Mr. Lynch before. I had seen him at meetings and events, but never close up and personal. It was amazing to be in a social setting and be accepted by someone as important as Mr. Lynch.

He welcomed the two of us, and we went to our table. Jackie removed my gag and handcuffs, and we introduced ourselves to the guest sitting with us. Some were faces I recognized from the upper management of the College, and others were important donors to Baxter College.

Sitting next to me was Mr. and Mrs. Harris Van Houghton, the owners of Van Houghton's Department Store in downtown Baxter.

I had shopped in their store for many years and never thought I would ever meet them in person!

Mrs. Van Houghton told me that her husband said he never saw a police women with nicer legs. We both laughed. She told me to revisit the store and go to the executive office to ask for her so that we can enjoy some tea.

This night was magical. A costume size mix-up that I dreaded turned into an evening I could have never imagined. I met so many important people; the skimpy costume, handcuffs, and gag no longer bothered me.

The dinner of surf and turf was delicious. It was time shortly for dessert and the program, which would feature the presentation of Mr. Goodwin's $500,000 check and a special live auction of items like golf outings and dinners in fancy restaurants.

I was talking to Jackie when I got a tap on my shoulder. I looked up from my seat. It was Mr. Goodwin and President Lynch. They asked Jackie if they could borrow her hostage for a while.

Jackie laughed. I was shocked. What did they want to borrow me for?

I got out of my seat and followed them out of the Ballroom. We went to a study off to the side of the room.

In addition to Mr. Lynch and Mr. Goodwin, the auctioneer for the night, Ed Heely, was there.

President Lynch told me it would be fun if, after the check presentation and remarks, at the start of the auction, I appeared on stage bound and gagged. Ed Healy stated that he would tell the audience that we desperately need to raise ransom money to secure the release of Officer Holly.

All three men were looking at me, waiting for an answer. Tied up and gagged on stage in front of all these people? I guess I made an impression with my "unique costume," complete with handcuffs and a gag.

I agreed. President Lynch thanked me, said I was a good sport, and told me he owed me a favor in the future. From never meeting Mr. Lynch to him now owing me a favor was mind-blowing.

It was time to get me ready. Instead of the handcuffs, one of Ed Healy's auction workers tied my hands and elbows behind my back with white rope that Mr. Goodwin's butler had found. He then, while I was standing, tied my ankles together, and my legs above my knees. Then, and I have no idea where they got it from, a red ball gag appeared. Jon, the assistant, pushed it into my mouth and buckled it in the back. I thought the elbow tie and ball gag were a little much, but I didn't want to disappoint President Lynch.

Everyone asked me if I was ok. I shook my head yes.

I actually felt sexy, being tightly tied and gagged hand and foot in a private room amongst such powerful men. I for a second imagined what it would be like if I was a real police officer stuck in this predicament with a group of evil men in tuxedo's holding me silenced in a hidden room in a mansion with my fate in their hands and a few hundred people just several feet away not knowing I was trapped bound and gagged in their study needing to be rescued.

I could see that the men in the room also found my plight, shall I say, stimulating.

President Lynch and Mr. Goodwin III left the study to proceed to the stage for the check presentation and remarks.

Ed said that when the auction starts, they will dim the lights in the room, and his assistant will stand me on the stage. I shook my head yes.

Healy said they should have waited a bit to tie me up, since the program would likely last around half an hour.

I mumbled through the gag that it was ok, but nodded to a chair so I could sit for a while.

Ed and His assistant asked if they could take some selfies with me. I nodded.

Healy said he never auctioned anyone for ransom, but I wondered if that was not his only motive for taking the pictures. He looked pretty hot and bothered seeing me tied and gagged, sitting in the chair with my skimpy police uniform on. My chest was pushed forward by my arms and elbows being tied. I could see Healy and his assistant staring at my chest, gagged face, and tightly tied-together ankles.

One of the staff from the Advancement office, who had planned the evening, knocked on the door and said the speeches and check presentation were just about over.

Healy started to head for the stage. His assistant Jon helped me keep my balance as I hopped down the hallway.

We reached the side entrance to the Ballroom, and the lights were dimmed to the point of being almost totally dark. Jon helped me hop to the stage.

The lights went up, and there I stood, bound and gagged in front of almost 200 people. Healy told the crowd that they must have seen Officer Holly throughout the evening with the notorious robber, Jackie, holding her as hostage.

Healy said that we should work as a group to ransom Officer Holly from the clutches of the robber, but we needed everyone in the room to be generous to raise as much money as we can.

As Healy spoke, guests from all over the room were taking pictures of me. There was applause and some whistles.

Someone yelled that if they produced the ransom, could they take Officer Holly home?

Another yelled, "Does Officer Holly come bound and gagged if I win?" I wouldn't want my wife to know!"

Ed started the auction. He opened the ransom at $500. Immediately, someone raised their hand. The price then went to $1000, then $5000, then $8000, then $ 10,000, and finally the auction ended at $50,000!

It was amazing. I had no idea I was worth $50,000!!

President Lynch came to the podium and thanked the auction winner who raised the highest ransom of $50,000. It was Mr. and Mrs. Van Houghton!

The crowd burst into applause.

President Lynch said to the audience that he wanted to thank Officer Holly for being such a good sport. He mentioned that I was the Assistant Administrator of Admissions, a valued employee of the College, and a personal friend.

I couldn't believe what I was hearing.

From a night that started at Jackie's house, where I was an introvert who walked staring at the floor, to a mistake in costume sizes, to having to go through the initial fear of being handcuffed and gagged in a skimpy outfit, to meeting the movers and shakers of Baxter College and the community to being ransomed for $50,000 - it was a life changing event.

A lot of good things were about to happen.

Jackie was right. I needed to get out more often.

The next week, a whole spread on the Halloween Gala appeared in the Baxter Society Gazette. There was a story and numerous pictures of the event featuring the cream of the crop of Baxter society in their costumes. And among those pictures were three, one in the crowd, one at the dinner table, and one on stage of the restrained and gagged Officer Holly!

The Baxter Times wrote a story titled "Officer Holly Ransomed for $50,000 to Benefit Baxter College." That one had the picture of me taken sitting down in the study, bound and gagged in the chair.

What a night!