First Date

Saturday, 8:18am

I was awake but not out of bed. I stared blankly at the ceiling as my thoughts slowly came into focus. Reaching down to scratch my nethers, I couldn't help but notice that my morning erection was particularly... energized. Maybe I'd been dreaming about Kara in my sleep. Who could blame me, right? She - not to mention her bestie Jenny - had certainly added some excitement to my life of late.

I thought back to our (unplanned?) Thursday escapade. Kara had sent me a nice message about it yesterday morning, reading:

Kara: Thanks for bailing me out last night. Was very sweet of you.

She'd capped it off with the side-kiss emoji. The message definitely felt different than anything we'd sent each other since we first connected. It wasn't sexual, or trying to get me to a certain place at a certain time, or otherwise setting me up for another "adventure". It was just a sincere appreciation of what I'd done for her, and I have to confess that I felt a little pang in my belly when I saw the kissy face. I hadn't been sure how to reply so I sent a GIF of a portly, fedora-sporting gent tipping his hat. It's caption read "M'Lady". Kara answered with the 'haha' reaction, and that was as far as our chat went. The rest of my Friday had passed without note.

Meanwhile, my hard-on wasn't going anywhere. I'd have to solve this "problem" myself. I kicked off the sheets, pushed my boxers down and took my cock in my hand. I couldn't be bothered with porn as of late. Kara (and Jenny) were dominating my spank bank and had given me plenty of inspiration to draw upon.

It didn't take me long to finish up.

As I lay in my post-orgasmic bliss, I started to plan out my day. Not much lay ahead: groceries, mow the lawn, laundry - the typical, boring weekend stuff. Certainly nothing to rush into. I grabbed my phone and played a couple of word games before finally getting myself out of bed. Coffee awaits!

Saturday, 11:07am

I won't bore you with the details, but I was glad to have my day's 'to-do' list largely taken care of so early. My outing had taken me past Sunrise Coffee. My earliest encounters with Kara had taken place there and I'd developed a near-Pavlovian response to the place: even driving by got my heart beating a little faster.

I had finished up by mowing the lawn. I was a bit sweaty afterward and began stripping off my clothes, anticipating a much-needed shower. I was down to my boxers when I heard the chime - a notification from

karalikestowatch

. I sat down on the edge of my bed and unlocked my phone.

Kara: Hey :)

Me: Hey yourself :)

Kara: How's your morning going?

Me: All good so far. Just crossing items off of my to-do list. Boring adult stuff.

Kara: Ditto. I was up early but laid in bed for a while before I actually got moving.

Me: Me too.

Immediately, my imagination began conjuring up what she looked like while she lay there. What did she wear to bed? Nightshirt? T-shirt and panties? Nothing? My mind went with a thin white tee that stopped at her midriff and hipster-cut pink panties. I was a sucker for that look, and I felt my cock fluff up a little.

There was a gap before her next reply. This felt a little odd. Not bad, just different. We haven't really made small talk up to this point. Finally, a response appeared.

Kara: Wanna know what I was thinking about while I was in bed?

Me: Only if you want to tell me.

Kara: I do.

Me: I thought so

I added the smirky-wink emoji. She added the "haha" reaction.

Kara: I was thinking about what happened on Thursday night.

Knew it.

Me: Oh?

Kara: Yeah. You were such a gentleman. I didn't feel judged or embarrassed. You made me feel safe when I was completely vulnerable.

I blushed inwardly. My cock continued to grow.

Me: Well, I'd say it paid off pretty well for me, too

I added a combo of the 'eggplant' and 'droplets' emoji as a reminder - y'know, just in case she'd forgotten about me cumming on her face in a public washroom less than two days ago.

Kara: Oh, I know what that means! How crude...... I love it lol

Me: I'm glad we're on the same level

Kara: Before, when I was in bed? I was thinking mostly about the part where I got to masturbate in front of those guys

I was just about fully-hard now.

Me: I was thinking mostly about the part where I got to cum on your face.

Kara: Yeah? Did you get yourself off while you were lying there?

Me: I did. You?

Kara: Definitely.

Me: What are you doing right now?

A photo arrived. Kara had the camera at arm's length and snapped a picture of herself curled up into the corner of her sofa. She was wearing some comfy-looking sweats and a t-shirt. A cat was snoozing on her lap.

Kara: Just enjoying a lazy morning. Do you like my pussy?

Face with tongue sticking out emoji. Cat emoji.

Me: Adorable.

Kara: That's Elmo. He's my little buddy.

I responded by sending a chicken emoji (yup, there's an emoji of a chicken).

Me: Like my cock?

Kara: Hey, no fair! I showed you a real pussy and all I got was an emoji? I think you should remedy this injustice immediately.

Well, who was I to argue? I opened the camera and sent a pic showing my obvious erection tenting my boxers.

Kara: Getting closer....

Heh. I slid my boxers down and sent a follow-up photo of my bare cock standing at attention.

Kara: That's more like it!

There was a momentary pause in our conversation. I pulled my boxers back up.

Me: Your turn?

I waited with bated breath - and was not disappointed. Kara sent another selfie. Still on the couch, but Elmo was gone. Gone also was her t-shirt, exposing her adorable titties to me. She'd also ditched the sweatpants. Her free hand was inside the panties they'd been covering. I could see her fingers bridging the heart-covered fabric Her eyes were closed and she was biting her bottom lip.

Kara: You've got me all hot and bothered

Me: Likewise

Kara: I'd bet you want to jerk off right now, hmm?

I sent the 'shrugging man' emoji.

Me: Maybeeee

Kara: Don't.

Huh.

Me:?

Kara: Are you busy in the next couple of hours?

Not a reply I'd expected. Where was this headed?

Me: Not really. Just finished up some chores but don't have anything lined up. Just a lazy weekend.

Kara: What do you think about grabbing some lunch or something? Or just coffee?

She quickly sent a follow-up message comprised of the one-two combo of the 'grimacing face' and 'praying hands' emoji. It told me that she was perhaps nervous about asking me.

Me: Oh, I know a **great** spot for coffee....

This time, she replied with the 'blushing face' before continuing on.

Kara: I think I know the one you mean. It's a good place to meet cute guys.

She followed with two emoji: 'sunrise' and 'coffee'. Adorable.

Me: That's the one! But lunch sounds better, to be honest - I could eat.

Kara: OK... Martin's? They have a pretty solid brunch buffet.

Me: I know it. I've never eaten there but would love to try it out! Can you make it for 12:30?

Kara: 1:00?

Me: Deal.

I sent the 'handshake' emoji.

Kara: It's a date.

It's "a date." Was it? I didn't know how to reply. Kara saved me from myself, adding:

Kara: And remember what I said before...

She sent 'eggplant' and 'prohibited'. Sure seemed important to her that I not cum. She was up to... something.

Kara: See you soon.

I left it at that.

Saturday, 12:52pm

I was a little early, as was my preference. I entered the restaurant. The hostess greeted me.

"Hi there. On your own today? Table for one?"

I heard a voice behind me. "Two, actually. He belongs to me." I turned to see Kara smiling at me. She looked amazing. Casual, but still somehow dead sexy in an adorable sundress. She stepped forward and pulled me into a hug. "You walked right past me when you came in," she said, gesturing to a little bench in a nook beside the door.

"I can show you to your table," said the hostess. We followed her into the dining room and to our table.

"I'm so happy you could make it," said Kara.

"Me too," I replied.

"It was kind of a spur of the moment idea. Hope that's OK."

"Yeah, absolutely."

We sat down, me seated across from her.

"This feels kind of different," she continued. "Y'know, meeting each other for an innocent brunch."

"It's definitely different than the other night," I said with a chuckle.

She shrugged her shoulders in a playful manner. "Well, that was pretty fun too." She lowered her voice and leaned in. "Maybe I'll get myself into trouble again some other night - but only if you promise to bail me out again."

A rush of heat ran through my belly.

"It's a deal."

The server approached and we ordered drinks (coffee for me, Diet Coke for her). She invited us to head to the buffet when we were ready before making her away to another table.

"Ready to eat?" asked Kara?

"Definitely."

We worked our way through the buffet, making idle small talk ("These waffles look good", "I like putting hot sauce on my eggs", and other scintillating gems). I quickly realized that I didn't really know what to say to Kara now that we were in a "regular" situation. We'd really only talked when orgasm was the goal.

As we returned to our table and tucked into our food, barely a word was exchanged. It felt awkward until Kara voiced what I was thinking. "This kind of feels like a first date, huh?"

"Sort of!" I replied. "I wasn't sure if this was going to be a real date, to be honest."

I couldn't help but notice a light blush creep across Kara's cheeks. "I don't know. Maybe? I just thought it would be nice to get to know you a bit. Every time we've seen each other we've been, um... focused on other stuff."

"I like that. I want to know more about you, too," I said with a smile. "I think I only know about one of your friends, and where you work?" Kara's blush deepened. Both her friend (Jenny) and her workplace (a spa) had figured prominently into past encounters.

Nonetheless, the door to more meaningful conversation had opened. I learned a bit about her family, her early years, hobbies and interests ("well, I think you know a bit about at least some my interests", she'd said with a chuckle) and so forth. Turns out she and Jenny were actually the owners of the spa that she'd invited me to (ahem) visit previously. I told her I was impressed with her entrepreneurial spirit and she smiled warmly. "It kind of fell into our laps. We worked there during summer breaks. The owner was looking to get out right around the time we were finishing school and we ended up taking over for her. We just managed the place for the first year-and-a-half or so. My parents were kinda pissed because they thought I was wasting my degree, but once we bought the business outright and started making some decent money, they got over it."

"I guess being the owner means you can invite random dudes in for after-hours appointments, huh?"

She laughed and said, "Random? No. Nice, interesting dudes? Sure."

I was a sucker for a compliment, and I liked the idea that she might like me for me, even though we didn't

really

know each other that well.

Speaking of which: it was nice getting a fuller picture of who she was. I could see myself spending more time with her. I wondered if becoming an item would inspire

more

devious behaviour? Or would she not want to do that sort of stuff with a legitimate romantic partner? As we relaxed into our conversation (and after having made a second pass at the buffet), I drummed up the nerve to address something that I was curious about.

"So, uh, how did you get into your 'hobby'?"

A sly grin crossed her face. "Jenny, of course."

"Oh yeah? Do tell!"

"I'll save the details for another day, but suffice it to say that we were roommates in university."

"I'm sure there are some good stories to be told."

"There are, there are. Maybe we can all have story time together one day." She winked playfully.

"I think I'd like that."

"I'm sure you would. We haven't let you down yet, now have we?"

"Not in the least. I've always gone home happy."

"Likewise. And I know Jenny feels the same." I felt a stirring down below. Kara stood. "Just need to use the ladies'. Back in a minute," she said. I picked up my phone and scrolled through Instagram while I waited for her to return. How did anyone pass empty minutes before smartphones? I truly couldn't remember. Kara returned shortly. "So, what do you have planned for the rest of the day?" she asked.

"Honestly, nothing pressing. Just hanging out," I replied. "You?"

"About the same." I felt like she wanted to ask me to spend some more time with her, but what if I was misreading the situation? Or maybe she was just hoping that I would ask

her

. I didn't say anything, and an awkward quiet hung between us momentarily. Mercifully, she broke the silence. She spoke quietly. "I have something for you."

"Oh?"

At that, she reached into her purse, pulled something out and quickly deposited it onto the table in front of me.

It only took me a moment to realize that she'd just given me her panties. There they were, just sitting wadded up on the table in front of me. In the middle of this two-thirds full restaurant. The table next to us was empty, but the one on the diagonal wasn't. The woman sitting with her husband would've seen the pink, heart-patterned cotton if she looked over. I felt a surge of blood find its way to my cock. I discretely covered the panties with folded hands and looked at Kara, noticing that her nipples were poking against the light fabric of her dress.

"I hope you like them," she said.

"You know that I do," I replied. Kara blushed and giggled.

"Oh, good! Do you recognize them? From the pic I sent this morning?" I hadn't connected the dots at first, but they

were

most certainly the ones that she'd been wearing during our chat. I wondered if she had brought herself to orgasm while wearing them. My basest instinct told me to bring them to my nose to see if I could identify her scent -- but of course I couldn't do that in public.

I nodded to confirm that I did indeed recognize them. "By the way, I didn't

really

need to use the washroom before," Kara replied. "I told Jenny I'd check in with her while we were out. Y'know, to let her know how things are going."

"Ah, OK - she has something do with this, I'm guessing?" I lifted my hands momentarily to flash her own panties at her.

"Sometimes we like to give each other little dares when we go on dates," she explained. "This was her idea." So much for our "innocent brunch".

"Well, I'm glad you went along with it," I said.

"I have to tell her I did it," she said, pulling her phone from her purse. "Those are the rules." She said it with a hint of finality, as if it were an obvious truth. I'd thought that I'd previously detected a little bit of submissiveness in the way Kara responded to Jenny's instructions. The way she was following her "rules" here seemed to reinforce that idea.

As she texted Jenny, I slid the panties off the table and jammed them into my pocket. Kara flipped her eyes up from her phone and said, "You can keep those. If you're the kind of guy that would want used panties, that is." Was I? This was certainly breaking new ground for me. But the idea was exciting. She looked up from her phone and said, "Remember when I told you not to.... y'know. When we were chatting before?" She made the universal sign for jerking off.

"I do. Took me a while to, um, calm down," I answered.

"Well, I didn't follow my own advice. I just kept my hand inside those panties until I finished." Hearing her confirm that she'd masturbated in the panties that I now had in my possession caused my nascent erection to grow further. Kara put her phone away and returned her attention to me. "Anyway. Want to hang out for a while after we're done here?"

I swear to you, my heart skipped a beat. I hope I wasn't too eager when I brightly answered "sure!".

"OK, cool," she said. It looked like she was trying to suppress a smile as she answered - maybe she was trying to feign nonchalance too. "We're done eating, right"?

"Yeah, I'm finished." I looked back over my shoulder and saw our server a few tables away. I gave a little wave to catch her attention and she approached our table.

"Ready for your bill?" she asked.

"We are," I replied. As she placed it in front of me, I felt Kara's foot slide up my calf, gently along my thigh and come to a rest on my cock. I guess she'd slipped her shoe off under the table. I jerked and banged my leg on the underside of the table, causing the silverware to rattle. Our server gave me a funny look and I saw Kara smirking. I handed over some cash and thanked her.

As soon as she walked away, Kara pressed her foot a little more firmly against me. I was as hard as a rock. "Hmm. Are you gonna be able to walk out of here with this thing in its current state?"

"Sure. If you give me five minutes, maybe," I said.

She laughed as she said, "You're in luck. I actually

do

need to use the washroom now. See if you can cool down a bit, stud." She used her toes to give me a little squeeze before she walked away. I never would've considered myself to be a "foot guy" (or a "panties guy" for that matter) but Kara had planted both ideas in my head in short order. Maybe I was just a "Kara guy." I picked up my phone and pulled up the latest sports news - that should distract me. By the time Kara returned a few minutes later, my erection had subsided enough that I could walk out without scandalizing anyone.

"Is everything, uh, manageable?" asked Kara.

"I'm good to go," I replied. I stood and followed Kara towards the door. As we exited, I asked "What's next?"

A mischievous look flashed across her face. "Well," she said. "Still have my panties in your pocket?"

"I do." I pushed my hand into my pocket and felt the delicate cotton.

"Great. You drive. Let's have some fun."

Saturday, 2:19pm

Kara had me go east out of the parking lot, onto our town's main drag.

"Just keep going for a bit. I'll tell you when we need to turn," she said. We continued on for 15 minutes or so before Kara guided me into the parking lot for a little group of live-work condos. I'd seen a few of these pop up around town, the kind of buildings that had a business on the bottom level and a residential unit on top. I guess they were the modern version of a mini-mall. There was a barber shop, a tailor, and something called 'Indulgence Boutique'. They had a couple of mannequins in their window modelling some expensive-looking lingerie.

"A barber shop, huh? Need a quick trim?" I asked.

"Funny," said Kara. As I parked, she pulled out her phone and quickly tapped out a message.

"Jenny again?" I asked. My question was ignored. We got out of the car and I followed her. I'd kind of assumed - based on Kara's previous shenanigans - that we might be heading to the lingerie shop, but instead she walked around the back of the building. We passed by some nondescript doors with nameplates on them. "Utility Service". "Recycling." Boring behind-the-scenes stuff that the building needed, I guess.

We stopped at a door that had another nameplate on it, this one a little more mysterious (as was Kara's style, I'd discovered). It said "Evie's. By Appointment Only." Was it a store? Why was the entrance at the back of the building?

"Ready?" Kara asked.

"Is there something I need to be ready for?"