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1. beg for it by Small_Fireball

   Fandoms: Star Wars Prequel Trilogy, Star Wars - All Media Types, Star Wars: The Clone Wars (2008) - All Media Types  

   • Explicit
   • Creator Chose Not To Use Archive Warnings
   • M/M
   • Work in Progress

   16 Apr 2026

   Tags

   • Creator Chose Not To Use Archive Warnings
   • Obi-Wan Kenobi/Anakin Skywalker
   • Obi-Wan Kenobi
   • Anakin Skywalker
   • CT-7567 | Rex
   • CC-2224 | Cody
   • Ahsoka Tano
   • Padmé Amidala
   • Darth Maul
   • Top Obi-Wan Kenobi/Bottom Anakin Skywalker
   • Top Obi-Wan Kenobi
   • Bottom Anakin Skywalker
   • Alternate Universe - Modern Setting
   • Anakin Skywalker is a Disaster
   • Obi-Wan Kenobi is a Tease
   • Alternate Universe - College/University
   • Crimes & Criminals
   • Semi-Public Sex
   • Anal Fingering
   • Rough Sex
   • Dirty Talk
   • Power Exchange
   • Gentle Sex
   • Begging
   • Sexual Tension
   • Oblivious Anakin Skywalker
   • Blow Jobs
   • First Time Blow Jobs
   • First Time Bottoming
   • Lingerie
   • Phone Sex
   • Spanking
   • Light Bondage
   • Orgasm Edging
   • Non-Penetrative Sex
   • Competent Anakin Skywalker
   • Dark Obi-Wan Kenobi
   • Crime Boss Obi-Wan Kenobi
   • Warnings May Change

   Summary

   Obi-Wan smiled. “But I’m right? Those are the rules?”
   Anakin released his seatbelt and flashed a cocky smirk. “No strangers and no bottoming. Your loss,” he confirmed.
   Anakin felt a rush of pure, unadulterated triumph, his chest swelling with the satisfaction of having utterly outmaneuvered a man so much older, wealthier, and more composed than himself. It was the ultimate high – proving that his wit was sharper than Obi-Wan’s tailored suits and that his boundaries were the only ones that mattered here. He was ready to bask in the older man’s defeat.
   Yet, all of a sudden, came:
   “How about a bet?”

    
   OR Anakin tries to bite something he's not ready to swallow and gets involved into something he never knew he needed

   Language:

   English

   Words:

   50,365

   Chapters:

   6/?

   Comments:

   118

   Kudos:

   111

   Bookmarks:

   26

   Hits:

   2,430