Sam
"What about the guy over there in the Bears hoodie?"
It was Friday night, and I was out at a bar with Mark, discussing his latest assignment for me: I was to flirt with another guy while wearing the remote control vibrator he'd gotten for me, while he controlled it through an app from across the room.
I smiled and waited a beat before turning around to check out the guy Mark picked out, trying not to be too obvious about it. I followed his gaze until I found the hoodie. The guy was pretty tall; definitely over six feet, and taller than the other guys around him. Other than that, the first things I noticed were his broad shoulders and sandy brown hair that was long enough to be messy in a stylish way, but not enough to be a mop.
"Yeah, he's cute," I shrugged when I turned back, taking a sip of my drink to hide my smile.
Mark smirked back at me, knowingly. "You should walk past him on your way to the bathroom to turn Eggy on, so I can watch and see if he checks you out."
"Okay," I agreed easily, still feeling a nervous thrill from the thought of Mark attempting to set me up with another guy like this. But I owned it, pulling down the front of my shirt a little, undoing an extra button. "Let's see if I can improve my chances a little."
"Do one more," Mark encouraged, reaching for my top and pulling open another button, revealing more cleavage and some lace from my black bra, which he'd picked out for me to wear.
I laughed and finished my drink before getting up to go fulfill Mark's dare, glancing quickly at the guy in the hoodie as I walked by, opening my purse and digging around. I came to a full stop just a few feet in front of him, turning back as if I'd forgotten something. Then, I spilled the contents of my purse, giving me an excuse to bend over and give him a look up my denim skirt as I looked around and started gathering my things.
Teasing Mark was a bonus. I smirked when I looked up to see him smiling and shaking his head at my obvious ploy. Then he nodded towards my right, and I turned to see the guy in the hoodie reaching out to hand me back my keys. He'd taken the bait.
"Thanks," I smiled, laughing a little and not having to fake my blush. "Sorry, I guess the drinks must be pretty strong here."
The guy laughed with me kindly. "No worries. You got everything?"
I looked around and checked the floor again, leaning just enough to give him a good angle to see down my shirt. "I think so..."
As I turned back, I caught him clearly staring at my cleavage on display.
"Thanks again," I said, smirking as I turned to continue on my way to the bathroom.
In the stall, I propped one foot up on the toilet seat and hiked my skirt up, then pulled my black lace underwear aside. Gripping the tail of the toy, I pressed the button to turn it on and felt it immediately vibrate to life. Then, taking advantage of the privacy, I tugged on the tail until the egg-shaped part of the toy was breaching my opening, pushing and pulling him in and out a few times. It was coated in wetness and made a slick sound that I could just hear over the muffled music coming from out in the bar area. Apparently, teasing the stranger was getting me excited.
On my way back from the bathroom, I couldn't help glancing over to where the guy in the hoodie and his friends stood near the bar. He caught my gaze, looking at me and smiling again too.
"That was fun," I said to Mark as I sat back on my stool.
He'd moved to sit on the corner across from me, creating a space between us.
"Yes, it was," he agreed. "It was hot watching his reaction when you bent over in front of him like a horny slut."
"Yeah?" I asked, feeling a strange excitement at his fairly degrading comment.
"He keeps looking over here," Mark added without responding.
I smiled, somehow resisting the urge to turn around and see for myself. "Should I button back up?" I asked to check in, to make sure he was still fine with things going further.
"No," he answered quickly.
I smirked back at him. "Any other dares, then?"
"Hmm..." Mark thought, considering his next command.
"Can I get you anything else?" the bartender asked from the other side of the counter, gesturing at my empty glass.
"She's okay for now," Mark answered for me, getting up suddenly with his drink.
I looked up at him, the confusion evident on my face.
"Stay here with your empty glass," he said with a wink, before I could get up to follow him.
The nervous excitement bubbled up inside me as I kept my seat at the bar, biting my lip and waiting to see what would happen. I didn't dare look back at the guy in the hoodie right away, asking myself how long I should wait before making another move.
But it turned out I didn't need to worry about that.
"Looks like you're ready for another drink. Or did you lose that, too?"
I turned on my stool, already knowing I'd see the gray hoodie with a big orange C when I turned around.
"No, not lost," I joked back. "But I'm thinking I might want to take it easy since I'm already dropping my shit all over the place tonight."
He smiled. "Yeah, I'm not sure that's a problem, though."
"No?" I asked, the corner of my mouth crooking up into a questioning smile.
"Well, you definitely caught my attention when you bent over to pick it up. I wouldn't mind following you around and watching you do that all night."
I laughed and blushed, enjoying the attention and feeling turned on enough to push things further.
"Can I get you another drink?"
"Sure," I agreed, easily. "I'll take a screwdriver."
He got the bartender's attention and ordered my drink and another beer for himself.
"I'm Jeff, by the way," he said, turning back to me while we waited for the drinks.
"I'm Sam," I answered.
"Very nice to meet you, Sam. Having a fun night so far?"
I felt the ongoing tingles as Eggy continued vibrating inside me and couldn't help smiling. "Yeah, it has been pretty fun so far."
"Glad to hear it. Hope it continues that way."
"What about you?" I asked, my eyes flitting between his and his lips.
"Well, I have to say your tease has been the highlight so far."
"Hmm. But you're only interested in following me around and watching for the rest of the night?"
Jeff smirked. "I'm sure I could be talked into more."
The bartender returned with our drinks then, a momentary interruption to our banter. Deciding to push things a step further, I shifted on the stool until I was facing Jeff, my legs spreading open as I reached for my purse, taking out my wallet.
"I can pay for it," I said, even though he'd already offered.
"Nah, I got it," he responded, paying the bartender and then turning back to me.
His eyes were pretty instantly drawn to the milky skin of my uncrossed thighs, as my skirt had ridden up. He didn't look away, and the attention sent another shiver of excitement through me. I bit my lip to hide a smirk, my chest heaving slightly with more labored breaths. It felt like we were in a standoff: I wasn't going to close my legs, and he wasn't going to look away until I did.
Rather than giving in, I hooked my foot around his calf, slyly tugging him another half step closer.
Then I felt Eggy's vibrations suddenly increase in power. I hadn't looked around to see where Mark had ended up, but I guessed he had found a new spot to watch from a distance, controlling Eggy. As much as I felt the tingle of the increased vibrations, I was more excited by the reminder that Mark was nearby watching, possibly getting hard as I flirted with another guy.
"Cheers," Jeff smiled then, his voice coming out a little shaky as he held up his beer, waiting for me to clink my drink against his.
I smirked and returned the gesture, taking a sip before setting my glass back down on the coaster that the bartender had provided.
"So what kind of trouble are you trying to get up to tonight, then?" he asked playfully, stepping even closer as we continued to drink and flirt.
"Me? Trouble?" I asked, with an expression of mock offense.
"Oh, big time," he asserted, his eyes roaming slowly down, landing on my cleavage and then the spot where the tops of my thighs disappeared under my skirt. "You're all kinds of trouble, I can tell."
While I was distracted, following his gaze, his fingertips brushed over my leg lightly, just above my knee, causing another tingle that shot straight up to my pussy, mingling with the tingles from Eggy.
"Sounds like you're complaining," I teased back, as he placed his hand more firmly on my leg.
He shook his head, leaning in closer, his hand sliding up my thigh until it reached the hem of my skirt. I was too close to notice where he was looking, but I knew that at this angle, he must have a pretty good view down my shirt. I could feel his breath on my neck as he said, "I wouldn't dream of it."
My back arched suddenly with another involuntary shiver, bringing us even closer together. His fingers played with the hem of my skirt before slipping down between my inner thighs.