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Filling Tony

Summary:

Tony is finally able to live out his long time fantasy

Notes:

So, usually I post fics once they're 100% completed, this will be the first time posting a WIP.
I promise I will finish it but since I have a tiny human, I can't guarantee a specific time line sorry! That being said, I hope at least a couple people will read along as I post.
Comments and Kudos will probably motivate me to get it written faster since they both make my heart soar!
Thanks so much to EerieBarbarian for Beta reading this fic for me. I have so much love for you!
I know I'm suuuuuuper late to this party but I'm determined to finish the Kinktober 2020 challenge we were doing so this fits day 19 "Anal Plug"
If you've made it this far, I hope you enjoy this fic!

Chapter 1: Prologue

Chapter Text

Tony awoke slowly, consciousness seeping in around the edges of his mind and dispelling a rather lovely dream. As he turned to snuggle up to the body that was usually in his bed, he became aware that he was alone, and by the feel of the cool sheets, he had been for a while.
As the fuzziness receded, he remembered, today was the day! He had requested to sleep alone last night so that he could get a full night of sleep in preparation.

Tony had had this fantasy for almost longer than he could remember. About a year ago he had finally worked up the courage to casually mention it to Tasha, who was the most adventurous of his lovers. She was, as always, completely on board and encouraged him to talk to the others, unsurprisingly, not one of them was against it. Deep down he had known all along that they would all go for it, but try telling his insecurities that.

Tony just had to work his way up to one day changing fantasy into reality. He’d considered making it his Christmas present but ultimately he didn’t want to make the holiday all about himself, so he decided that another 6 months' wait wouldn’t kill him and he would make it his birthday present to himself instead.

Stretching luxuriously, Tony spoke, “JARVIS, report.”

“Good morning, Sir. It is 7:47am on Tuesday the 29th of May 2018. It is sunny, currently seventy degrees Fahrenheit and will reach eighty eight degrees Fahrenheit today. You have no meetings scheduled for Stark Industries. You have no meetings scheduled for S.H.I.E.L.D. You have no meetings scheduled for the Avengers. As requested, you may not enter your workshop until midday tomorrow. Ms Romanov wishes to inform you that she is waiting for you in her quarters whenever you are ready. Happy Birthday, Sir.”

Tony smiled as he rolled out of bed, “Thanks, J. Start the shower please buddy.”

The bathroom was steamy when Tony entered, the shower temperature near scalding as usual. Tony took his time in the shower, making sure to clean himself thoroughly, he didn’t want any nasty surprises today.

Rubbing a towel through his hair, Tony headed to his walk-in wardrobe to dress for the day. He chose his most comfortable grey sweats and a faded, well-worn Black Sabbath t-shirt, comfort and easy access were a must today after all. Tony threw his towel in the general direction of the bathroom before he fished the locked chest out from underneath his bed.

The chest contained his sizeable collection of sex toys. Plugs of all shapes and sizes, dildos, vibrators, lube in just about every flavor that existed, bulk condoms, handcuffs, ball-gags, nipple clamps and spreader bars were just half of what his collection included.

Tony fished out a few of the satin toy storage bags from one corner and began to choose his weapons for the day. Into the first bag went a lube applicator and 10 tubes of the lubricant he kept well-stocked, making sure to pack the different flavors he knew everyone liked best.

He eyed the selection of plugs, trying to decide which sizes he would need, he decided that six in progressing sizes would be enough. The smallest three sizes went into the second storage bag, the next two into a third bag and the last and biggest plug went into the final bag by itself.

The final plug was the biggest he owned and Tony had actually never used it. He had purchased it a few months ago, specifically in preparation for today. He was slightly nervous about it, but he figured that when the time came to use it he would be stretched and sloppy enough that it wouldn’t be too difficult.

His favorite padded spreader bar was the last thing he removed before locking the chest and pushing it back underneath the bed. Tony was trying to decide how to carry everything when he remembered the old leather satchel he had stashed in the back of his wardrobe. He used it at MIT many years ago to carry his books around and it would be perfect for today.

Twenty minutes and a substantial amount of dust later, Tony had unearthed the satchel, cleaned it up and stashed the filled storage bags and the collapsed spreader bar inside. He was as ready as he was ever going to be, with a deep breath he stepped onto the elevator and instructed Jarvis, “J, take me to Tasha’s floor.”