Dare Caption (Patreon)

Suzanne invited you over for a nice night of sipping wine and hanging out. Not typically your thing, but a chance to hangout with Suzanne is always a nice night. You came over, dressed in your casual relaxing clothes, just some sweatpants and a t-shirt.

"Come on in." Suzanne said ushering you into her apartment. Before you know it the two of you are on the couch sipping wine and chatting as some movie you forgot the name of plays in the background. 

The night is going well, two bottles of wine down. You always knew Suzanne was cute, but sitting there in her brown shirt and leggings you realize she is very cute with her brown hair down and an ample behind. She finished her glass and refills it before coming back with a sly smile.

"What?" You ask wondering what she is thinking. You are hoping it is maybe something romantic, but since you are both in your late twenties she offers something you never would have expected.

"Truth or dare?" She asks giggling and you are dumb founded for a second. You quickly answer truth. She asks about your most embarrassing moment and you blush, hemming and hawing before answering. You were regularly beaten up by girls in high school. How she asks, you respond with the classics. Noogies, purple nurples, pantsing, swirlies, indian burns, wet willies, wedgies.

"Wedgies, hmm." She said before you ask. She picks truth, you pick a lame question about her favorite season. The truths go back and forth with neither of you being gutsy enough to pick dare. You are a dozen rounds in when Suzanne finally bites the bullet.

"Dare me. Dare me anything, I'll do it." She said, the wine giving her a sense of confidence. You rack your brain, you want something funny but not mean. Something maybe a little naughty, but not pervy. An idea pops into your head and one you think is a good one.

"I dare you to.........wear your most embarrassing pair of underwear on your head till your next turn." You replied, each word growing stronger as you spoke. She laughed a bit before tapping her chin in thought before agreeing.

"I'll do this dare, but then you HAVE to do a dare after. Any dare I want."

"Deal." The words left your mouth before you realized what exactly you said. She quickly gets up and goes to her bedroom. You realize as you wait you've never seen Suzanne's panties. Not in the hamper, not sticking out of her pants, not even heard her mention them. This was going to be a learning moment for you.

"Now, don't you laugh." Suzanne said as she re-enters the room. There is no undies on her head, but she is holding them behind her back. You promise, not sure that you can keep it. She quickly pulls the panties out and place them over her head, right down over her eyes.

You couldn't keep your promise and laugh. The panties are a pair of black briefs, which on their own aren't embarrassing but adoring the panties are multiple stars. Red, white, purple and pink stars of different sizes all over the panties. They are not the style you expected rom someone as hot and cool as Suzanne. Her smile slowly goes down as she hears your laughter. Now she is looking to get even.

"I did the dare, ha ha laugh at my star panties. Your turn." Suzanne said as she pulled the waistband up over her eyes to see. You gulp realizing you might be in for it.

"Turn around and bend over you are in for the wedgie of a life time."

You realize there is no getting out of this. You finish your wine, get up and turn around. Suzanne smiles as she walks up to you reaching into your sweatpants.

"I can see why you got all the wedgies." Suzanne said whispering into your ear. "White briefs make a hell of a target.