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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?"
"Not if you trust me." She took hold of my hand. It was an intimate a gesture as anything we'd experienced together. She reached out and pushed the button on an intercom panel beside the door. A woman's voice answered. "Hi there. Do you have an appointment?"
"No, sorry. This is an impromptu visit. Can you take a walk-in?" asked Kara.
"Are you currently a client?" responded the voice.
"It's Kara."
"Oh, Kara! Sorry honey, I didn't recognize your voice. My last appointment just finished up, so I'm free." The door lock clicked loudly. Kara opened the door and stepped in, still holding my hand as I followed. I heard it click again as we entered, presumably locking behind us. The room we entered was small but immaculately designed. Tasteful, yet modern finishes. Gentle lighting. I noticed that there was no cash register or checkout counter. There were three chairs arranged in the corner. The place felt more like a showroom than a store, despite nothing being visibly on display. The longest wall was dominated by wide, shallow drawers. Above the drawers was a series of frosted glass panels that went all the way up to the ceiling. What were they hiding?
What grabbed my attention though was the large, impressionistic painting of a nude woman. The subject's head was tilted downward, with one hand sliding down her belly, her fingers pointed towards her sparse bush. Her other hand was cupping her left breast. I found it tremendously erotic - not to mention in line with the kind of exploits that Kara and I had been taking part in lately.
Kara and the shopkeeper embraced warmly. "Great to see you honey," said the shopkeeper. She turned to me, winked and said "Kara is fast becoming one of my favourite customers." Kara blushed at this. "But you don't usually come in with anyone other than your friend. What's her name again?"
Kara's eyes darted to me, making the briefest eye contact. "Genevieve, but everyone calls her Jenny."
"Right, right. I don't know how I could forget that one," said Cynthia. "Now, aren't you going to introduce me this handsome gentleman?"
"Cynthia, this is Will. Will, Cynthia."
I was surprised to find out that her name wasn't the same as the one on the nameplate on the door. I reached out and shook her hand. "Nice to meet you. Your store is really nice. Everything looks so refined."
Cynthia smiled at me. "That's very nice of you to say. I take a lot of pride in what I do."
"It shows. Am I correct in guessing that Evie is your business partner?"
"No, it's just me here. 'Evie's' is just a clever name."
Clever? I wasn't quite sure what she meant but didn't want to sound dumb by missing out on something obvious. I was an adherent of the maxim 'better to remain silent and be thought a fool than to speak and to remove all doubt' so I didn't ask any follow-up questions. Cynthia clapped her hands together and turned back to Kara. I was glad to change the subject. "So what brings you in today, my dear?"
"Well, I need a bit of a wardrobe refresh. I like what I have already but thought something a little more sophisticated might be nice," said Kara. Wardrobe? They sold clothes here? She continued, adding "something for a special occasion maybe?"
"Special occasion, huh?" said Cynthia. She glanced over at me before returning her attention to Kara. "Definitely something I can help you out with. Let's take a look at some options." She pulled a small remote out of her pocket and clicked a button. Almost instantly the frosting on the glass disappeared leaving the panels clear - I'd seen glass like this in a movie, in a very fancy boardroom scene where the CEO wanted privacy while he reamed out his underlings. But I'm getting sidetracked. As cool as it was to see the tech in real life, it's what the panels revealed that conveyed the real reason we were here. Behind the glass was a display - four mannequins wearing the most scandalous lingerie that I'd ever seen in person. It was the kind of stuff that you'd see in a strip club or porn. It bordered on trashy, and I was more than OK with that! "We've refreshed our selection since the last time you were here," said Cynthia.
"I can see that," said Kara. "Everything looks amazing. What do you think, Will?"
Both women turned their focus to me. I swallowed loudly like a nervous cartoon character and I saw Cynthia try to suppress a laugh. "Um, very nice. Pretty," I replied.
"I couldn't agree more. You've outdone yourself, Cynthia."
"Why thank you so much! I'm actually wearing this set right now," she said, gesturing to something that could charitably be described as revealing.
"Oh wow," said Kara. "You're just wearing that under your every day clothes? That's kind of sexy."
Cynthia chuckled. "I have to confess, it's really working for me. Every time I remind myself of what I'm wearing, I get a little turned on."
That made two of us, especially since I couldn't help but envision how Cynthia looked beneath her clothes. Kara pointed to another item. "Can I look at the panties from this blue set, though?"
"Of course," answered Cynthia. She opened one of the drawers, pulled out the panties and handed them to Kara. Kara studiously ran her fingers over the material.
"Wow, these are so soft. Much better than what I wore today! Maybe I should switch to wearing lingerie full-time!" she said with a laugh.
"My dear, I totally get it. I started doing that shortly after I opened the front shop." She turned to me and said "I own the lingerie shop at the front of the building, too." I had figured that was the case. I guess we were just in the 'back half' of that store, hence the entrance being at the rear of the building. "What sort of panties are you wearing today?"
"Oh, I gave them to Will while we were having brunch," Kara said. She tossed off the remark so casually, as if this was just something that people did.
Cynthia turned to me with a smirk and a raised an eyebrow. "I see. Will, may I take a look?" My cock stirred ever-so-slightly. Kara was observing the scene quietly. I reached into my pocket and pulled out Kara's bunched-up panties and handed them over to Cynthia. I don't think there was a purpose for her wanting to check out Kara's panties. I think it was just for her own gratification.
"These are cute," she said. "But definitely not as soft as the ones you're holding, Kara." She moved the fabric under her fingers, making a bit of a show of running a finger slowly over the inside of the crotch. She was touching where Kara's pussy had been. Where she'd orgasmed earlier today. It felt illicit and naughty, which only served to increase the arousal I was feeling.
Kara turned back towards the drawer. "Ooh, you have these ones in other colours." She began sorting through the drawer, weighing her options. With Kara now facing away, Cynthia looked at me, moved her fingertip to her lips and gave it a quick little suck. She pulled it out and made the "shh" sign. This did nothing to solve the issue of my rising cock. Cynthia lowered her hand just as Kara turned back around. She returned the panties to me with a polite smile. "I think I'll take these in red," said Kara.
"Good choice," said Cynthia. "Is there anything else you wanted to take a look at? We have some really fun non-wardrobe items in stock at the moment." The way she said it was loaded with meaning.
"You know me so well," said Kara. Cynthia reached out to the bank of drawers and pulled out two at the same time. Kara moved to stand next to her as they looked upon the contents - about a dozen vibrators, dildos and clit suckers filled the drawer. Each one in its own cozy pocket, immaculately displayed as if they were diamond rings at a jeweller. Kara gave a little squeal of delight and clapped her hands excitedly.
"Oh wow, all new ones! Didn't refresh just the lingerie selection, huh?" she said.
"Variety is the spice of life, my dear," replied Cynthia. She pulled a 'magic wand' style toy from its berth. "If I may offer a suggestion, this model has been updated with three new vibration patterns. Plus, it has a slightly more powerful motor - just in case you want that extra kick."
"And I'm sure it's amazing - but maybe not quite what I'm after today. Will, come help me choose something," said Kara. I hesitated briefly before she took my hand and tugged me gently to her side. "No need to be shy."
"That's absolutely right," added Cynthia. "That's what this place is for. It's somewhere you can explore and discover, judgment-free." Kara ran her fingers over one of the dildos.
"I like the texture." She subtly dropped her free hand and let it slide every-so-briefly over my crotch. "I'd bet it feels amazing when it's inside." Oh my. If Cynthia had noticed Kara's action, she didn't give any indication.
"That one is selling well right now - I'm getting great feedback from my clients," Cynthia said.
"What do you think, Will?" asked Kara.
"Um, yeah. Looks good," I answered. What a helpful answer.
"It does. I'm not sure though," she said, thoughtfully looking over the other toys. "Which one do you think looks the most like you?" She looked at me expectantly, but with an exaggerated expression the barely held back her grin. When I couldn't formulate an answer, she continued, "Like, which one of these dildos looks most like your cock?" Cynthia seemed to take an interest in my reply as well, looking at me with raised eyebrows and a hint of a smile. I think I might have blushed.
The one in Kara's hand wasn't it. I gave the array of toys a once-over. Cynthia's customers must be size queens as most of items were definitely on the larger side. I spotted a more modestly-sized one that seemed to fit the bill. "I'd say this fella right here," I said, pointing out my silicon doppelgänger, molded in a bright blue.
"Mmm, that does look familiar," Kara said. "I'm not sure about the size though. You might be a little bigger." I definitely blushed at that. Cynthia cleared her throat to get our attention.
"Did you want to compare?" she asked.
"That's probably a good idea," said Kara. Her hand once again dropped to my crotch. This time, she didn't just let her fingers glide over my me though. This was more of a gentle massage. She was warming me up for... well, I didn't want to assume but I had a feeling it was going to end happily for me. I wasn't at full tumescence quite yet but was well on my way. She tugged at the button of my jeans. "Go ahead, Will," she said.
"Yes, by all means," added Cynthia. I unbuttoned my jeans, unzipped my fly and pushed them down and off. My shirt hung down over the tent in my boxer briefs.
"Get that shirt out of the way, mister," said Kara. I unbuttoned it and pulled it off, tossing it onto the floor. "Well, that removes one barrier." I slid my boxers down. My cock was relieved to be free and stood proudly. "Now then, let's see how this thing stacks up." Kara held the dildo alongside my cock, a serious look on her face. "Hmm. I don't think you're quite at 100% yet." She used her free hand to grip my shaft and began stroking me slowly. I noticed that Cynthia was watching intently. It did not take long for my erection to max out its potential. Kara looked at Cynthia. "I think that should do it."
"I'd be impressed if he could get any harder," Cynthia said. Kara once again compared me to the dildo, but continued sliding her hand over my cock.
"That's pretty close, I'd say. What do you think?" Kara asked.
"I might be a bit longer. But I'd say it's a match otherwise," I said.
"Mind if I take it for a spin?" My cock jumped in Kara's hand. She looked up at me with a cheeky smile. "The toy, I meant," she said.
"Absolutely, dear," said Cynthia. Kara took her hand off of me and took a seat in one of the chairs. "Will, you can sit there." Cynthia gestured to the chair opposite Kara's. I bent down to pull up my boxers and jeans. "Uh-uh. Stay as you are, please," she added. I should have known. I sat down in my assigned seat, fully naked with my cock pointing lewdly towards Kara. Cynthia sat in the third chair and folded her hands neatly in her lap. Kara slid the straps of her sundress over her shoulders and tugged it down to expose her adorable tits. Her nipples were already hard. She pressed the button at the base of the dildo and it began humming quietly. She touched it lightly to her left nipple and sighed contentedly.
"Give me something to watch, baby," she said to me, looking down at my cock. Despite not having Kara's hand around me anymore, my erection hadn't subsided in the least. After previous adventures with Jenny, I was feeling emboldened and far less apprehensive about masturbating with an audience. Cynthia had already taken a good look at my hard cock and didn't seem phased by Kara playing with it, so what was there to be shy about? I wrapped my fingers around the shaft and began pumping slowly.
"That's good. Keep stroking yourself," Kara said to me. Cynthia was alternating her gaze between Kara and I. Kara shimmied in her chair as she hiked her sundress up, revealing her pussy. She moved the toy between her legs and pressed it against her clit. Her eyes closed and a satisfied smile crossed her lips. Gentle moans followed, inspiring me to pick up the pace on my dick. Cynthia was still sitting at attention, hands resting in her lap, but her cheeks had picked up a pink hue. I could see in her eyes that she was turned on, too. Kara looked at me, making sure that I was watching as she pushed the toy inside her.
She moved it in slowly. With each passing inch, her breath leaked out in jagged bursts. She continued until the toy hit her deepest point and held it there, luxuriating in the feeling. Then - without taking her eyes off of me - she began fucking herself with it. Her mouth hung open and her eyes went wide. "Oh my god, you are going to feel so good inside me." That drew Cynthia's attention.
"You two haven't fucked yet?" Kara and I shook our heads in tandem to confirm. "Well, that just seems cruel, Ms. Kara!"
Kara giggled. "I'll put him out of his misery soon."
Her words inspired a drop of precum to gather on the head of my cock. "Mmm, I think he likes that idea," added Cynthia. "I'd bet he can't wait."
Kara continued looking at me while she replied to Cynthia. "That makes two of us." She hooked one leg over the arm of her chair, spreading herself wider as she continued fucking herself. I began stroking faster. Kara followed, driving the dildo into herself more fervently. We watched each other. Cynthia watched both of us. Minutes passed, and I felt my orgasm building.
"Where should I cum?" I said. Given recent events, maybe I shouldn't have been surprised when Cynthia stood up and moved in front of me - but I was and let out a small, "Oh". She smiled and knelt down, hands resting on her thighs as I continued to pleasure myself. Her face was just inches away from my cock, her eyes locked on it as I approached the finish line.
"May I?" she asks. I grunted out my confirmation. Cynthia giggled, as did Kara.
"She was asking me, silly," said Kara. Of course she was. Since I'd met Kara, I'd felt like little more than a prop in the scenarios that she concocted - and it was a huge turn-on. "And Cynthia? You may." Cynthia looked up at me, making intense eye contact.
"Cum in my mouth, darling." She winked at me as she said this. I continued stroking, picking up my pace. As I reached climax, I inhaled sharply. That was all the indication that Cynthia needed. She licked her lips before pushing my hand away, leaning in, and taking my cock into her mouth. She made a tight seal just below the head and slid down slowly. It wasn't a blowjob per se -- just her giving me somewhere warm and wet to finish. I was seconds away from cumming when Kara's own orgasm kicked off. It was her first whimper that drew my attention. She had the dildo pushed in to its depth while working her clit. Her eyes closed tight as pleasure washed over her.
I could hold back no longer. Kara and I came simultaneously, moaning in tandem as I fired load after load into Cynthia's mouth. She made no effort to touch me. She was simply a receptacle for my cum. She did her best but the last of my ejaculate found its way out the corner of her mouth and dripped down to her chin.
Kara pulled the dildo out with a satisfied sigh just as Cynthia released my cock. I looked down at Cynthia, who swallowed performatively and mouthed "Thank you" before wiping up the errant cum and licking it off of her finger. "Fuck, that was so hot," said Kara.
"You two are sexy as hell," I added, as I picked up my boxers and quickly slipped them back on.
"You're not so bad yourself," said Cynthia.
Kara pulled her sundress back into position and held the dildo up. "I'll take it!" she said enthusiastically.
"Another satisfied customer?" asked Cynthia.
"Very satisfied," she replied.
"I'll bill it to your account then. Always a pleasure doing business with you." Cynthia leaned into the word 'pleasure'. As I continued getting dressed, Cynthia whispered something to Kara. Kara whispered back in reply and they both giggled. I tried to act nonchalant, as if I hadn't heard them - but I was already dying to know what was said. Cynthia looked to me and asked "So, what do you think of my shop, Will?"
"Well, I would say that the customer service is exemplary. Very hands-on," I said.
"Huh. I don't remember using my hands," said Cynthia. Kara laughed at her silly joke.
"Maybe not, but I'll certainly remember my first visit nonetheless." Kara moved next to me and put her arm around my waist and rested her head on my shoulder. The earlier handholding had felt intimate, but this was something more. I felt a warmth spread through my body - but it felt more romantic in comparison to the earlier erotic feelings that Kara had filled me with.
"Remember when you asked me about the name of my shop earlier?" asked Cynthia. I nodded. "The name 'Evie's'. Sound it out slowly. 'E'. 'V'."
I wasn't getting it. "Someone's initials?"
"Not quite. Exhibitionists and voyeurs. 'E's and 'V's."
"Ah, I got it. That's clever," I said.
Cynthia told me a little more about the history of the store - essentially that she felt that women needed a safe place to explore new toys and sexy lingerie - while I listened intently. Kara fiddled with her phone while we talked.
"So, uh, if you don't mind me asking... how do you find new customers?" I asked.
"Maybe Kara can tell you about that," she answered.
"Gladly," said Kara. "I'll tell you when we're in the car." Kara and Cynthia hugged and we bid farewell.
Saturday, 2:56pm
I noted the time as we got back into my car and found myself surprised at how little time we'd actually spent in the shop.
"Let's go to my place," said Kara.
"That sounds great,' I answered - perhaps a little more enthusiastically than I'd intended. Kara chuckled.
"Easy there, champ. I'll lead the way," she said. We pulled out onto the road and made our way back towards the centre of town. "So. Did you have fun?" she asked.
I grinned. "I always have fun when I'm with you," I answered. She blushed immediately.
"I'm glad," she said.
"Alright, I have to ask." I paused for a sec to watch her reaction. She looked at me expectantly, eyebrows raised. "How do you meet such... like-minded women?"
"OK. I get what you're asking - you're wondering how many other gals I know who might be interested in your dick. Right?"
"Umm. Yes?" I answered. Kara giggled and slapped me playfully on the leg.
"Well, Jenny you know about already. She knows someone else who's into it. And that person knows another person. And so on."
"Just that easy," I replied.
"Right? And we're a pretty social bunch - I mean, our particular kink requires other people to really work. Hard to be an exhibitionist without someone willing to watch you, obviously. So it's easy to network."
"Wow," I said. I knew there were swingers and hotwives and such but never would've guessed there was a similar subculture for exhibitionist women.
"Yup. There are more of us out there than you think. Turn left onto Third Street." I followed her directions, and a couple of streets later ended up in the parking lot of a low-rise condo. "Here we are," she said. "I'm on the third floor." I was suddenly nervous. Was she? We got out of the car and headed inside. Kara held out her key fob to buzz us into the foyer and led me to the elevator. She pushed the 'up' button. The elevator was sitting on the fifth floor and in no hurry to get to us.
Awkward silence filled the air as we waited. You know that feeling where it seems like time just drags on when all you want it to do is fly by? This was one of those times. It was probably only thirty seconds but it felt like five minutes before either of us spoke.
"Can I confess something?" asked Kara.
"Sure."
"I'm a little nervous." She bit her bottom lip and fidgeted with her hands. Damn, she was so adorable.
"So it's not just me then?" I asked. Kara smiled warmly, looking relieved. I noticed the LED on the elevator wall had finally started ticking down. As it hit ground and the doors opened, Kara took my hand and we entered. I was enjoying this - not just because I was pretty sure I was about to get laid, but because it was with this girl. She had given me real-life experiences that would only ever have been fantasies if I hadn't met her. I think the incident in the park had bonded us, and getting to know her just a little bit better at brunch deepened it. I was eager to learn more about this fascinating woman.
We exited on the third floor. I followed Kara into her unit. It was exactly what I had expected - modern but still a little 'girly'. The place was tidy, but still had a comfy lived-in vibe. I liked it.
"So, this is me," said Kara, waving an arm across the space.
"Very nice. Y'know, I had been tempted to buy a condo so I didn't have to deal with shovelling snow and doing repairs, but I like having a backyard too much."
"I do miss having some outdoor space but not as much as I like not having to deal with all the upkeep that goes with it," she said.
"Fair enough," I replied.
"Go ahead and make yourself comfortable on the couch. I'm just going to get changed," she said. I kicked off my shoes while Kara headed towards her bedroom, and took a seat on the couch. I idled on my phone for a bit before Kara returned, wearing just some loose cotton shorts and a t-shirt that barely covered her midriff. It lifted a little as she sat down in the chair across from the couch, revealing a tantalizing few inches of skin. Even thought I'd seen Kara (nearly) naked in the last hour, it was turning me on to see just a flash of skin now - less is more sometimes, I guess. She smiled at me and said "I'm glad you're here. I like you."
"I like you. I'm glad we're getting to know each other a bit better," I replied.
"Yeah - I'm glad we made the time for each other today. Just so you know, I didn't have any of this planned out," she said.
"I kinda figured. The visit to the shop seemed improvised."
"It definitely was. Even brunch was spur-of-the-moment. I woke up thinking about how good you were to me on Thursday. A perfect combination of gentleman and... pervert?" We both laughed. Hard to argue with her assessment! "I thought having a quote-unquote normal get-together might be nice."
"It was nice," I said.
"For sure. I thought we'd eat, chat a bit and go on with our respective days. But once Jenny made me take my panties off in the restaurant, I knew it was all over." She shrugged as if it had been an inevitability. And there it was again: Jenny had "made" her do something. Earlier, she's mentioned Jenny's "rules" for her. I filed this away for later and stayed focused on the moment.
I returned her shrug. "I've been OK with the day's events so far."
"I'm sure you have," she said with a wink. "I still need to give you a proper thank you, though." I felt that familiar tingle yet again. Kara was good at invoking it. She moved over to my couch and put a hand on my leg. I reached up and lightly caressed her cheek. She took my hand and guided two fingers into her mouth - something that was a massive turn-on for me - and suckled them gently while we locked eyes. The hand on my leg slid a little further up. I reciprocated by moving my other hand along her thigh. She pulled my fingers out of her mouth. "So, what do you think? Am I wearing anything under my shorts, or no?" I moved my hand up a little until my fingertips started to creep under the opening of the leg. Another few inches and I'd know. But Kara unexpectedly swatted my hand away. "Uh-uh. No touching," she teased. "You have to guess. And if you get it right... I'll give you a prize."
"Hmm, I do like prizes," I replied. "I'm going to guess that no, you're not wearing anything." Kara pulled up the leg of the shorts herself, ever so slowly. I watched eagerly as more of her upper thigh was revealed until the answer was clear: she was naked beneath her shorts.
"We have a winner!" said Kara. "Let's go get your prize." She stood, took my hand and led me to the bedroom. We turned towards each other and kissed deeply. Kara felt so good in my arms. She pulled away from me and said, "Excuse me for a moment. Just need to freshen up quickly." I sat on the bed as she turned to leave the room. I was tempted to peek in the drawer of her nightstand -- I'm sure there were some toys in there and I was curious. Of course I wouldn't want to violate her trust so I put that idea aside. Thankfully Kara returned quickly... and naked. "Oh, geez -- I forgot to tell you the rule about my bed," she said.
"What's that?" I asked.
"No clothes allowed." I stood up and pulled off my shirt. "Good start," she said. She ran her hands over my chest and down to the button on my jeans. I leaned in and kissed and nibbled her ear and neck while she unbuttoned me, pulled down the zipper and pushed my jeans to the floor. Her breasts brushed against me when she reached down to cup my rapidly-growing cock through my boxers.
"Allow me," I said. I slid my boxers to the floor. We kissed again while she stroked me. Once I was fully erect, Kara pulled me in tighter and let my shaft slide between her legs so that it nestled against her pussy. I slid it over her lips.
"Mmm, I like that," said Kara.
"I guess since we're both naked, we're allowed in the bed now?" I asked.
"I don't see why not," she said. We climbed in and made out for a few minutes. I played with her breasts, she played with my cock. Kara broke away from the kiss.
"It feels kinda funny to be doing this in the middle of the day," she said with a laugh. It wasn't quite even 3:30, after all. "Maybe we should've done dinner instead of brunch."
"Sure... but does Cynthia work at night?" I asked playfully. An image of Cynthia's lips wrapped around my cock flashed across my mind.
"Funny guy. But no. She has to get home to her husband sometime!"
"Husband?" I asked. Maybe he was one of those guys who got off on seeing (or at least hearing about) his wife fucking around with other men.
"Yeah. Don't worry though, he knows all about it. No big tough guy is going to come and beat you up for messing around with his wife, if that's what you're worried about," she replied.
"Now who's being funny?"
"Seriously though. I've met him before, he's super nice. You could take him in a fight anyhow, with your big strong arms" she said, giving my bicep a squeeze. I do not have 'big strong arms' but was happy to be buttered up. So she'd met Cynthia's husband? Huh. I couldn't help but wonder if he'd had the same treatment that I'd received today, but with Kara being the one on her knees. I mean, no fewer than three different women had tasted my cum since meeting Kara - all arranged by her. I wonder if she would eventually ask me to share her with other men. I guess we'd cross that bridge when we came to it.
I reached down between Kara's legs and slipped a finger into her. I rolled towards her and leaned in to give her right nipple a gentle bite. She squealed and jerked. I moved down further and peppered her stomach with kisses. I was fully intent on continuing downwards until I was face first in her pussy when she said "That feels so good. But I don't need that right now. I just want you inside me."
I wasn't going to argue. I mounted Kara and let the head of my cock rest against her opening. She gave me a little smile and a nod. "I'm on the pill, it's OK. I want you to cum in me." And so -- after blowjobs, facials and borderline threesomes -- I pushed inside her. Kara let out a satisfied moan. We looked into each other's eyes and... giggled? It must have been the collective relief we felt at finally coupling after our other exploits.
"Finally," she said.
"Finally," I agreed.
We kissed while I held myself inside her, letting the sensation wash over us. I raised myself up on my arms and began thrusting, slowly at first but quickly picking up the pace. "That's good, right there," said Kara. If there was one thing that I'd learned over the course of my love life, it's that if a woman told you you were doing something right, just keep doing it. I maintained my pace and watched Kara's reactions. Her eyes were closed, head lolled to the side. Her pussy was heavenly. Time fell away. I wasn't sure how long we'd been at it when I felt my orgasm building. I wanted to delay as much as I could so I pulled out and told Kara I wanted to move behind her -- I generally had a little more stamina in this position. She rolled over and got up on all fours. I knelt behind her and slid back in. I found my rhythm quickly, driving into her more forcefully now. I reached around her and started circling her clit with two fingers. Kara's moans were continuous now. "I'm close," she said. She reached under herself, put her hand on top of mine and pressed into her clit. Her orgasm followed. I continued fucking her as she cried out. I felt her pussy clench and pulse around me. As her sounds of pleasure faded away I began to slow my pace. She collapsed onto her back. "My god that felt amazing," said Kara. "Now let me ride you."
I lay down and Kara climbed atop me. She wasted no time lowering herself onto my cock. "You are so fucking sexy," I said. Her eyes were on fire. She began riding me. I was a sucker for this position and knew I wouldn't last long. "That feels amazing. Don't stop," I said. She grabbed the headboard to steady herself as she picked up the pace. I loved watching her tits bounce in time with her hips and couldn't resist reaching up to grab one.
"Pinch my nipple," ordered Kara. I did. "Harder." I increased the pressure and she squealed and grinned. I closed my eyes and focused on the feeling of her tight cunt. I was close to orgasm, that delicious sensation working its way up my shaft. There must have been some telltale sign, as Kara said "Let me me feel you cum, baby." I grabbed her hips and held her in place as I emptied myself into her with a long, loud groan. When I was done, Kara pulled herself off me but didn't lay back down. Instead, she hovered over me and spread her lips. We watched my cum slowly slide out of her and onto my cock. When she was empty, she moved between my legs and took me into her mouth. I felt her tongue swirling over my shaft as she cleaned me of the mess she'd made. When she finished, she swallowed the cum she'd gathered into her mouth and shimmied up to lay next to me.
"Oh my god that was so good," she said. I wasn't sure if she was referring to my cum or the sex -- but who cares, really?
"Incredible," I said. "Thank you."
"Was it everything you were hoping for?" She had to have known how badly I wanted to fuck her right from the moment I saw her.
"Definitely. You're amazing," I said.
"I think we should share the good news." Kara grabbed her phone from the nightstand. She sat up against the headboard and I did the same. She initiated a FaceTime call with Jenny, who answered promptly. Kara and I were both in frame.
"Are you guys in bed? Did you finally fuck?" she asked excitedly. Kara and I nodded as we laughed at her enthusiasm. "Yes! How was it?"
Kara and I spoke in tandem. "Fantastic." Everyone laughed now.
"Once I heard that you two were going on a brunch date--"
Well, that confirmed it. We'd been on a romantic date, not just another sexual escapade - although I guess it had become that anyhow.
"--I knew it was a done deal."
"It wasn't just brunch. We stopped to see Evie, too," said Kara. Jenny smirked.
"Wow, good job making the most of your afternoon. How did you enjoy her store, Will?"
"Oh, five stars. Exemplary customer service," I said.
"I take it then that Kara is only one of two gals lucky enough to get to play with you today?"
"Yup. It's been a good day." I squeezed Kara's hand and gave her a warm smile.
"Two so far," said Kara. She reached down and gave my deflated cock a little pat. "Think you can get it up again for number three?" she asked.
"I could be convinced," I said. Jenny smiled widely.
"Thought you'd never ask," she answered. "See you soon."
What a lucky man I was.
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