Three Nights Three Costumes

This is my entry into the

Literotica Halloween Story Contest 2024

. Lots of fun in two different scenes - with everything mixed in! Kind of like an assorted bag of Sexual Halloween Candy!

I always like to reinforce that (like my author name say), all of the stories I tell here have a basis in truth and are always based on actual events from my life. That being said, I do like to add some twists & embellishments to keep the stories fun and interesting for the readers.

Please remember, authors & our stories thrive on ratings. We get better with feedback, so PLEASE leave your comments on our stories. I also love when people guess in the comments what parts are "Truth" and what I added for "Twists"

Everyone in the story is 18 years of age or older.

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Saturday, October 14

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By the second week of October, the leaves in the Midwest had started to change and a distinct chill was in the air during the day while nights were approaching textbook 'cold'. I was in my second year of graduate school and had been dating my then-girlfriend, Tara, for over a year. Being that we were both in our mid-20s, we had a stereotypical twenty-something relationship: both pretty sure it wasn't 'forever' but enjoying our time together while it lasted. My relationship with Tara was the most sexual one of my life, and I've chronicled a number of our adventures before.

One of our first erotic adventures occurred one year prior, on the rooftop of my apartment building after a Halloween party. Since then, we had filled the subsequent year with more escapades that included threesomes with a friend, romantic getaways, and lots of fun experimentation.

All this brings us to a cloudy Saturday in October. I was curled up on the couch in my apartment, watching a random college football game on tv. The effects of the previous night's hangover were starting to wear off but my entire plan for the afternoon and evening were to not leave the comfort of said couch. Rain was tapping off the windows that looked over the small downtown shopping area and the heat was turned up to hold off the creeping chill from outside.

I was sort of drifting in and out of sleep when I heard a key in the door and heard Tara come bustling in. There was a rustling of bags as I heard her taking off her wet jacket and boots. She then came down the hallway with multiple bags in her hands and her hair damp from the rain.

Tara had high cheekbones, long brown hair and brown eyes that were expressive and full of energy. Her arching eyebrows and big smile could light up a room or stop you cold depending on her mood. When she was feeling sexy, she could get you instantly hard with a smirk and sparkle from those eyes. Her body was amazing. She had a toned stomach and wide hips that sat above an ass that filled out jeans perfectly. Her breasts were full and perfectly proportioned on her 5'7" frame. They were enough to fill out a fall sweater and looked positively erotic when she wore the right bra. Without a bra, they sat taut and firm on her chest and were large enough to bounce and jiggle with her every movement.

"Hey babe! What's up?" I muttered from the couch.

"Nothing. Have you been lying around all day?" she asked.

"More or less. I got up, showered, and then went and got coffee this morning. Thought about working out, but decided it was gross out and the couch was calling. You cool if we stay in tonight, like we planned? We can order Chinese and watch a movie or something?"

"Definitely" she replied. "It's awful out and I haven't even eaten lunch yet. Let me grab something and then I'll show you what I bought today. I need your opinion of a few things."

"Sounds good" I said as I went back to watching the University of Somewhere take the ball against Somewhere Else University.

Tara grabbed a bite to eat and then came over to watch some of the game with me. At some point we both dozed off and when my eyes fluttered open the sky outside was starting to get dark as dusk settled in. She also started to stir, then sat up and stretched, lifting her arms high above her head. Her breasts thrust forward and her nipples pushed against her t-shirt as she got out all the kinks from her body.

"So, Beck, Julie and I went shopping for Halloween costumes today and I have a bunch of options for the party at the end of the month. You cool if I shower, then show you what I bought?" she asked.

"Sure. It's only 4:00 and I'm not hungry yet. We can order after that?"

"Sounds good."

While Tara was in the shower, I took that time to clean up a little bit and sort of get re-settled for the evening. I was curious and excited to see what costumes she had purchased and if I was in store for a sexy fashion show. About an hour had passed when I heard her walking down the hall from the bedroom. The click-clack sound of heels made my head pop up as I tried to peer around the corner for a look.

She made the turn and I saw that she was wearing a nurse's outfit complete with a little headpiece with a red cross on it. Her top was mostly covered with her arms exposed. The mini-dress buttoned down the front and ended just above her knees making her legs look even longer. She wore opaque white tights and had on a pair of black heels which looked odd with the rest of the ensemble.

"Before you say anything" she admonished. "I know the heels don't match so I'd need different footwear. I'd probably just go with my white sneakers so I could be comfortable at the party."

"Do you want my honest opinion?" I asked.

"Yep. That's why I'm showing you options."

"It's kinda generic. I mean, lose the tights, add some stockings, and get some white heels. Then, I'd let you nurse me back to health. But otherwise, it's kind of plain."

"First, you're an ass. Next, I agree. I got this more as a backup." She leaned against the side of the couch as she chatted. "It so easy for guys, pretty much any costume will work. But girls have to think about looking good, but I don't want to be totally trashy, either. The party is indoors and outside, I don't want to deal with a coat or being hot or cold. Then there's footwear. I'm going to be standing all night which rules out most heels, but sneakers can look shitty. UGH! Let me show you the next one."

Tara turned and walked back toward the bedroom. Despite the fact the nurse costume wasn't the best I'd ever seen, the sight of her wearing it caused some stirring in my pants. I figured that even if the costume wasn't the best for the party, we could still put it to use one night.

About 15 minutes later, I heard the bedroom door open again and this time I looked up in anticipation. Tara had a completely different look this time. Her long brown hair was up in a ponytail with a long scarf wrapping from her neck over her head. Her nose and mouth were covered by a sheer mesh mask. She was a sexy Halloween Genie!

Her body was covered in shiny purple satin with a v-cut neck that showed a bit of cleavage. Her shoulders were padded with pointy peaks in the same purple and golden trim. The same gold details went down the V-neck and were echoed throughout the costume. Her arms were covered in the same sheer gauze that attached to gold cuffs at her wrists. The bodice of the outfit was form fitting with gold boning. She wore long pants that ended at her ankles with the same gold cuffs as her wrists. The sheer gauze covered her legs, but there was another layer of satin underneath it, making it less revealing. When she turned, I noticed that the sides of the pants were slit from her calf to mid-thigh showing some bare skin. She wore a pair of golden sandals that wrapped around her ankle (that I recognized from her normal summer wardrobe.) Throughout the costume there were dangling gold pendants that turned and shimmered in the light.

"Wow! You look incredible! Do the blink!"

"The what?"

"C'mon! You're a genie! Cross your arms and do the blink!" I echoed.

She rolled her eyes at me but reluctantly crossed her arms in front of her and did the Jeannie blink and head bob.

"There. Now what about the costume? You like it?"

"I think it's awesome. What do you think?"

"I like it. I may tweak it a bit, but overall, I like it. The mask and scarf have to go or be adjusted. They'd drive me crazy all night wrapped around me like this. But it's comfortable and not as plain as the nurse, right?" She turned a bit as if to see how it felt to move in the costume while giving me a look at her ass. "Are you sure it looks ok?"

"Babe. I'd rub your bottle anytime...if you know what I mean." (If I had a dollar for every eyeroll I received, I would have been raking in the cash that night.) "Will it work for the party?" I asked.

"Yeah. It's pretty comfortable. I'm still covered up and if it ends up being crazy cold out, I could wear yoga gear underneath for a bit of warmth. But it looks good? You're sure?"

"One hundred percent and it's better than the last one."

"Cool. I have one more to show you, but I'll keep this as a possibility." As she walked away, I could hear the pieces of the costume jingle with each step and shake of her ass.

The wait for the third costume took even longer than the first two. When I heard the door open, I leaned forward not even trying to hide my anticipation for the next outfit. Her footsteps were heavier, definitely not heels and when she turned the corner, she had transformed again, and I understood what had taken so long.

Her brown hair was gone, replaced with a long, jet-black wig that seemed to flow down her back. Her skin was pale but her lips were black. She had contoured her eyes with a dark purple eye shadow that were tipped with black peaks at the corners. Her eyebrows looked darker and long, fake lashes fluttered when she blinked.

Her body was mostly covered in a two-toned ombre floor-length gown. The black velvety upper gown was off her shoulders and was cut low on her chest showing the tops of her breasts being supported by the bodice. Long, dangling sleeves had panels in them to show the red, lace edging. The gown flowed into a blood red hemline that opened and flowed at knee-length showing more of the blood-red inner lining. She had on black fishnet stockings under the gown and wore a pair of black ankle boots with a thick heel. A black lace choker around her neck and silver chain belt around her waist completed the ensemble.

"Holy fuck" was all I could utter. See, even as a teenager, I had multiple crushes on "vampire-like" female characters: Lily Munster, Morticia Addams and the pinnacle of them all ... Elvira, Mistress of the Dark. Tara strode in like a living hybrid of all three: Lily's long hair and flowing sleeves, Morticia's form-fitting bodice and Elvira's bosom and eyes.

"I take it you like this one?"

"It's fucking amazing. I mean...holy shit." I was grasping for words, still stunned by the image in front of me.

"Better than the genie?"

"Yup. This costume is incredible. You look so hot, I kinda want to fuck you right now."

She laughed and took a step back. "No. If I decide to wear this one, I don't need it all stretched and stained because we gave it a test run. But I'll keep your reaction in mind! Now, why don't you order us some dinner while I take this off and wipe off my makeup?"

"You could at least leave the makeup on! And maybe the bra?"

Tara continued down the hall laughing, "I don't think the delivery guy would appreciate getting greeted by a weird vampire-mime with big tits in sweats, babe."

Personally, I think she was overestimating the delivery guy. Regardless, I called and placed our order and settled back on the couch for the night. The next few hours were a typical Saturday night, we ate pad thai, watched Beetlejuice, and drank wine. The rain was still coming down when the movie ended, and I asked if she wanted to watch another one.

She was snuggled against me on the couch and ran her hand up my thigh. "I have a better idea. Why don't you pour us both some bourbon and go wait for me in the bedroom. After teasing you with those costumes before and since it's still early, I have a pre-Halloween treat for you."

My dick immediately swelled, and she stroked it through my sweats while she kissed my neck just under my ear. With a quick lick of my earlobe, she popped up and went toward the bedroom again.

Following her instructions, I poured a couple of drinks and went to the bedroom, as well. She had gone into the bathroom, and I could hear her shuffling about behind the closed door. I pulled down the sheets and stripped down to boxers. I lit some candles on the bureau and turned on some gothic, classical music (to keep the Halloween vibes going). I laid back on the pillows waiting for Tara while my erection tented my boxers.

I heard the bathroom door open and close and watched the lights in the hall go out. When the bedroom door opened, I was greeting by a fourth fantasy of the night. Tara's natural hair was back, hanging down with a golden tiara perched on her head. The familiar red bustier with a golden eagle had her tits pushed up and overflowing. Star-spangled, blue panties were cut high on her hips, revealing lots of bare skin down her legs. Silver cuffs adorned her wrists. She had on long sheer red socks to her knees under a pair of heels which had her standing straight and powerful in the room. A matching blue & silver cape hung off her bare shoulders and a golden loop of rope hung off her hip.

"Holy fuck" I repeated. It was becoming the theme for the night.

She stepped into the room and did a twirl, causing the cape to float up and give me a better view of her star-spangled ass. The panties were tight on her and pulled her cheeks up high and firm.

"I thought you'd like this one, you nerd. So, I got it for us...not the party." She walked toward the side of the bed and reached out for my hand, pulling me up. As soon as I stood up, she smiled and dropped to her knees, pulling my boxers down with her. My cock bobbed out and she giggled slightly before enveloping it in her ruby red lips. There is no man alive who would say it isn't their fantasy to see Wonder Woman on her knees, her tits pushed up, bobbing on their cock, and I was no exception.

She took my entire length in her mouth and I felt her throat open slightly. She worked her tongue and throat to milk my cock while her eyes peered up at me. Pulling back, a trail of spit trailed from my cock to her lips. With a smile, she licked down my shaft and took one of my balls in her mouth. She sucked it in and licked it before releasing it with a wet slurp and doing the same to the second one. She moved back to my shaft and licked the underside of my cock all the way to the head before sucking it between her lips. Her tongue danced on my sensitive head, swirling around the sensitive skin. She plunged down again with a low moan taking me back into her throat. She gripped my ass and held me there as the heat of her mouth enveloped me.

Pulling back, she licked and sucked the head and tip of my cock while one of her hands stroked me. When she slowly inserted more of my length into her mouth, her hand shifted to my balls that she gently squeezed and rubbed.

Her actions were starting to have the desired effect as I felt my balls start to tighten and my dick twitched. Tara pulled back and let my cock pop out of her mouth again. While she was not shy nor reserved sexually, the one thing she didn't like was cum in her mouth. She allowed me to cum in her pussy, on her tits, her back and even in her ass - but she always resisted taking it in her mouth.

"I want you in me." She said as she untied her cape, dropped it to the floor and climbed up on the bed. She leaned back on the pillows and spread her legs, inviting me to her. The blue satin panties were stretched across her pussy and her swollen lips were pushing against the fabric. I approached her and her eyes narrowed, eager for what was to happen next. I teased her by pressing my erect rod against her panty-covered pussy and started to slide up and down. The satiny fabric allowed me to easily slide against her and rub her pussy through the slight garment.

"Please, babe...stop teasing me." she mewled.

As much as I wanted to be in her, I suddenly had an inspired idea. I reached down to her hip and grabbed the golden rope that was coiled there. I lifted her wrists up over her head and looped the rope around them a few times.

"Oh fuck" she cried as she realized what was about to happen. I tied the rope to the corner of the bed and secured my captured heroine. Her eyes were wide in surprise and anticipation of what was going to happen next. I held my dick in one hand and slid it over her lips. She parted them slightly and I pushed so that she took my head back in her mouth.

"Maybe I should shoot this load down your throat, babe. What do you think?" Her eyes went wider and she shook her head. I pulled out and moved down the bed further, unclipping the top of her red top. Reaching in, I pulled her tits up, so they were now fully exposed over the cups of her golden eagle top. Her nipples were stiff and her breasts were pushed up into even fuller globes.

Tara spread her legs wider when I positioned myself between them. I reached down and pulled her panties to the side, exposing her dark, trimmed pussy. There was something erotic about sliding my cock into her, without removing her panties. I pushed forward and felt the familiar warmth envelop me. Her cunt lips opened to take me in as her juices coated my shaft. I lifted her stocking-clad legs further up with my arms, stretching her back and opening her up wider.

With her hands tied and me effectively pinning her legs back, she was powerless to stop the strength of my thrusts.

"Ugh. Ugh. Ugh." She grunted each time I pounded into her. The room was filled with the sound of our skin slapping against each other. Her large tits bounced with each motion, spilling further out of her top. I watched as they shook and jiggled with my every thrust. She strained against her bonds but had no way to resist or adjust - I was in full control.

"Your pussy feels so good, babe." I moaned as I felt my balls begin to tighten again.

"Then fill it up, Jay. Fill my cunt with your cum. Let me feel it shoot inside me. Please, I want to feel it." she pleaded as she neared an orgasm of her own. I saw the desperate look on her face, and her primal need to come. Her chest was flushed and read, a sure sign that she was nearing an orgasm. I felt her pussy start to clench around me when I did the last thing she wanted. I pulled out of her.

"NOOOOOOOO!" she yelled, loud enough for neighbors to hear. "What are you doing?"

I gripped and stroked my wet dick so she could see it. The head was bright red and swollen, clearly close to exploding.

"I don't know. You teased me all day with your costumes. Maybe I owe you a little Halloween treat?" I moved up and started to slowly stroke my dick over her head and face. She tried to twist and turn her head, but there was nowhere for her to go to avoid the impending facial.

"Please...no....don't" she pleaded.

"Maybe I want to see what Wonder Woman would look like with her face covered in cum. My seed coating her lips and dripping out of her hair?"

"Jay...no! Please....."

I stroked my cock faster and I watched her close her eyes and grit her teeth in preparation. While she didn't enjoy what I was threatening to do, she hadn't used our safe phrase to put an end to it, either. My brain spun, trying to decide what I wanted to do.

Just before I reached a point of no return, I slid off the bed, grabbed her hips and rolled her over, her legs partially dangling off the side, her arms stretched out over her. I pulled her panties to the side again and slammed into her from behind.