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I love living in Portland. There is nothing special about the neighbourhood that we live in, but downtown offers so much variety in such a small space that it’s an easy way to have a quick vacation and pretend that we have gone somewhere far away. We love to go down to a hotel in the Pearl district and then just go walking.

There is a seedy little sex shop right by Powell’s bookstore that my wife, Anne, loves to go in and browse. The very first time we went in the clerk was this very cute manic pixel girl type who flirted shamelessly with my wife and offered to help her try on a corset. My wife has all the time regretted turning her down. So, every time we are there we visit the same shop. Mostly due to fond memories, with a tiny little hope that the manic pixie girl will be there again. She never has been.

The last time we were there was a bit strange. Things were lifting from the worst of the pandemic and we were out again. But everything still felt very subdued. Everyone seemed to be on eggshells. The area wasn’t as lively as we remembered either. Dirtier, grittier. Everything felt like there was a pall of sadness hanging over it.

To fight off the gloom Anne decided to be extravagant. She found the wildest, sexiest outfit she could and bought it. A vibrant green teddy splashed with colorful flowers. It had matching stockings and sleeves. The clerk gave her a knowing smile when he handed over the bag.

It was still early in the day, so we didn’t go back to the hotel. We walked down to the river, then back up into weird and eclectic shops. In one Anne found a Venetian mask. She’d all the time wanted a Venetian mask. The mask itself was simple, a gold strip that covered her eyes. But it had a massive crown of green, blue and black feathers. The second she tried it on I knew that I would be buying it for her. Her eyes lit up and she was almost giddy. It was also very expensive. Anne smiled mischievously and told me that she had a plan that would make it well worth my money. The bag they put the mask in was enormous.

On the way back to our hotel we stopped at Voodoo Donuts. The sun was setting, the mood was getting a little livelier and more people were out on the streets. My wife pulled me into the Kit Kat Club behind the donut shop. We’d been to the Kit Kat before. It is not a great club. It’s seedy and the customer service is not great. The dancers paid extra special attention to women who come in though, so Anne liked it.

What we weren’t expecting was to see anyone that we knew. In always that’d we’d been doing mini vacations we’d never seen any of our friends or acquaintances and so we just had no plan for it.

Shawn saw us first. He was with a group of people that we’d never met before, so we didn’t pay them any attention. When he showed up at our table we were both a little shocked. We’d known him for years, but had mostly lost touch. He’d gotten a job on the other side of the country and only came back on rare occasions. He and Anne had all the time enjoyed a flirtatious banter. When he sat down to talk we slipped right back into old patterns. Soon the seedy club just drifted into the background. It was only when one of the strippers showed up and shook a tip bucket under our noses that we remembered where we were. Rather than paying for a show we weren’t watching we decided to go back to our hotel room.

The night got a little chilly and Anne was practically hanging on Shawn as we walked back. The banter was as vivacious and flirty as it had ever been. It was like we’d all the time been hanging out. So it was surprise when we got back to the hotel room and Anne suddenly got reticent and quiet. She sat on the couch, putting the big bag beside her. Shawn sat on the bed and I got everyone drinks.

Shawn was perplexed by the stall in the conversation. Everything had been going smoothly and Anne had been so carefree. Suddenly she seems reserved. Nervous even. He struggled to make conversation, flailing around for topics.

“What’s in the bag?” He finally asked. Anne blushed deeply She squirmed a little and I realized where the change had come from. She’d forgotten all about the bag and her plan until we got here. Putting it down brought everything flooding in to her mind.

“Nothing.” She tried to brush it off. “Just some souvenirs of downtown.”

“I bought Anne a venetian mask.” I interjected. I didn’t know why she was feeling so squeamish about it. But I wanted to understand.

“Oh.” Shawn wasn’t connecting the mask to anything about Anne’s demeanor. “Can I see it?”

“Umm…” Anne didn’t really want to show it off. But there was nothing inherently sexual about the mask. “Sure.”

She pulled the mask from the bag. As she did the bag tipped over and the bag from the sex shop fell out as well. Just enough to see a picture of the model. Anne blushed, again. Shawn looked at it for a minute. Then at Anne, holding the mask. He looked her in the eyes.

“I’d love to see it on you.” His gaze was steady. Anne stared at him. Then she nodded. Almost imperceptibly. She grabbed the mask and walked to the bathroom. She also grabbed the bag from the sex shop.

Shawn and I sat in awkward silence. We could hear rustling in the bathroom. Then the shower running. It stopped, only to be followed by more rustling. Anne was not in hurry.

When she finally came out, Anne was amazing. She wore the teddy and it did little to hide her slim, pale body. Her eyes were covered by the mask and her massive crown brushed the door as she stepped out. She trailed her gloved arms behind her, gently caressing the walls. She looked like a forest nymph stepping into our world. She was also unrecognizable. Only her full red lips were visible below the mask. She had a wide smile.

“There are rules.” She told us. Her voice was firm. Only I could notice the quavering behind it and even I couldn’t tell if it was nervousness or excitement. “I am in charge tonight. You will not talk and you will do as I ask. Anything more, anything less, the evening ends and we part as friends. Do we agree?”

Shawn looked like he’d been hit in the head. Hard. Anne’s transformation was stunning. He nodded.

“Good.” Anne sounded relieved. “Stand up and take off your clothes.”

Shawn looked at me. I stood and pulled off my shirt. He undid his belt and took off his pants. In moments we were both naked.

Anne walked in front of Shawn and, grabbing the back of his head, pulled him in for a kiss. He succumbed easily. My cock got hard as I watched them. Anne grasped his cock with her gloved hand and started to stroke him. He thrust softly against her.

Anne pulled back and walked over to me. She kissed me and stroked me softly while Shawn watched. She wished in my ear.

“You OK with this?” I nodded.

With that she stepped back over to Shawn and gently pushed him back on the bed. He was fit. Probably one of the fittest men I’d ever seen. Anne kissed her way down his belly, enjoying the way his stomach muscles writhed under her mouth. She took his cock in her gloved hand and held it upright. He was tense. Very tense. Anne looked up at him and smiled. She licked the head of his cock, massaging him with her tongue. He gasped, thrust upward lightly and sighed. Anne licked his shaft, then his balls, then worked her way back up to head again. She looked over at me, smiled the same smile and took him into her mouth.

He filled her. Her lips stretch tight around him. She pushed forward, slowly, inexorably, while Shawn tried not to thrust. She worked her way down the base and pulled back. Shawn moaned loudly. She pushed down again, moving faster, then again and again. Shawn started to moan and thrust upwards. With one hand Anne held his cock. With the other she held his balls. When his balls started to tighten she slowed. Pulled back. Stepped again. Saliva and precum coated her lips.

She pointed at me. Directed me to the bed. I lay down in front of her. She grabbed my cock and moved to suck me. Just before she took me in she spoke.

“Shawn. Fuck my pussy.” She looked up at him intently. “Do not cum in me.”

Shawn stayed motionless for a minute, watching as Anne went down on me. She waved a gloved hand vaguely in his direction and he got up. I could feel him moving behind her and she grunted softly as he pushed in.

He went slowly at first and Anne matched her mouth to his pace. He moved faster though, and faster again. Anne paused and looked back.

“You can slap my ass. Once. Hard.” When he did the sound seemed to echo in the room. Anne grunted. My cock fell from her lips. She let me rest against her face as she felt Shawn fuck her. She moaned to his rhythm. Shawn went faster and faster. I was sure that he would ignore her instructions, fill her pussy. At what seemed like the last efficient moment he pulled back, gasping loudly.

Anne spun around and dropped to her knees in front of him.

“I want to taste my pussy on your cock.” She said and took him in. She was like a wild thing. She licked him all over, tasting herself and slathering him, then forcing down on his cock until he touched the back of her throat and she gagged softly. He tried to pull back and she held him in place.

“I’m going to cum.” He warned her. The first time he had spoken. Breaking her rule. My cock was hard. So hard it almost hurt. I needed to see him fill her mouth. She pulled back and I was terrified that his transgression would end things.

“Take your phone.” She told him. Her voice was soft and deliberate. “Film me. I want you to have a souvenir.”

I was shocked. Anne never allowed photography. It was her strongest rule. A bad experience had poisoned that well forever. Or so I though. Shawn took his phone and opened it. Anne waited until he was ready, then turned her attention back to his cock. She licked him again, looking up at the camera, performing for her audience. She went deep on Shawn. Gagged herself again. Pulled back so that the strings of precum and saliva could be seen connected her lips to his cock. Then she sucked him in again.

Shawn didn’t last long. The next time she went deep he grasped at her head. Twitched. Started to cum. Anne held still as he forced himself deep into her throat. Then she pulled back, just a little, and let him fill her mouth. Shawn came, then came again, and then slowly slumped back.

Anne looked up at the camera, its lens still trained on her. She opened her mouth and showed off her prize, a mouth full of Shawn’s cum. She moved her tongue a little, moistly. Then she pulled the straps of her teddy off her shoulder, pulled the lingerie down, exposing her gorgeous breasts. Shawn pulled back, catching it all. Anne pushed softly with her tongue and Shawn’s sperm flowed over her lips and slowly dripped on to her perfect tits. She smiled, licked the cum of her lips and swallowed.

Shawn lay back, exhausted. I pushed my wife to the floor and fucked her with wild abandon. I reached down and touched her clit as I fucked into her. She came as Shawn watched. Then I filled her.

Shawn didn’t say anything. Just got dressed and then kissed my wife goodbye. He lingered on her lips. Then he was gone.

[The Chronology of Anne](

NSFW: yes

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