The wedgie content is making me realize things abt myself....have u ever considered a wedgie BUT theres a dildo stuffed inside first?? So the wedgie keeps the dildo nice and snug?? Bonus points if its bigger than reader can usually handle.
(Not a req or anything but oh god you've awakened something)
You can't just drop an idea this delicious into my inbox and expect my worms not to write something about it. I'm licking the crevices of your brain as we speak. This is delicious
"Just a little bit more, love. You can take it." Simon coos in your ear, pressing down on your back harder to keep you still. You whine pathetically, eyes crossing from the stretch of the dildo as Simon thrusts it fully inside of you. "You want me to fuck you one day, right? You need to get used to the stretch." Simon coos playfully, thrusting the toy once inside of you.
You yelp, toes curling as you feel the tip press that spongy spot inside of you. "Si, it's too big." You whimper, feeling the soft fabric of your underwear being pulled up your legs.
"That's okay, love. It just needs some time to stretch you out." Simon chuckles, shifting on the bed so he can get a good grip of your panties. You realize what's happening far too late, crying out into your pillow when he yanks your panties up hard.
The dildo presses deep inside of you, wedgie still catching painfully between your cheeks as Simon tugs. "Si! Ah - Stop it!" You plea, unable to free yourself from under his heavy leg that pins you to the bed. Your next plea is cut off by the dildo sliding perfectly against your sweet spot and stays there. Every tug of your panties grinds the toy into just right, tears filling your eyes when your panties snap down over your face.
Your back arches, head leaning back to accommodate the panties over your head, your legs shaking slightly from pleasure and pain. "There... Doesn't that feel good?" Simon whispers in your ear, pressing down on the base of the dildo. You whine, gripping at the sheets as you try to pull yourself free.
"It's okay, love. You'll adjust eventually." Simon chuckles as he guides your hands to the headboard. He ties your hands with some silk ties, ones that don't leave marks on your wrists, or feel too tight when you pull. "Just relax. Feel that big stretch for me, okay?"