Sam
It was a Saturday afternoon, and I had nothing to do. Molly was working, and the few other friends I checked in with already had plans, too. It was a rare, beautiful day in Chicago, so I went out to wander around. Heading north on Clark Street, I was just sort of walking aimlessly, stopping in some shops here and there. Of course, I couldn't resist texting Mark to see what he was up to.
Sam: Having fun family time? :)
I figured he wouldn't be able to get back to me right away, so I clicked my phone back off and continued shopping. When I checked back about fifteen minutes later, Mark had responded.
Mark: Yep
Mark: Out for dinner, then a movie
Mark: What are you up to?
Sam: Just wandering around and shopping a little on Clark
Sam: I was bored lol
Mark: Where on Clark?
Sam: Near Diversey now
Mark: We're at a restaurant just a few blocks East of there
Sam: Small world :P
Mark: You should walk by
Sam: Yeah? :)
Mark: Yes
Mark: We're sitting outside
Sam: What if she sees me?
Mark: She's facing the other way down the street
Mark: I'll see you first
I needed no more convincing.
Sam: Okay :)
Sam: Walking that way now
I'd already adjusted my route to head towards the restaurant before Mark had even told me to. Of course, I hadn't thought through what I'd do when I got there. But it was too tempting not to at least walk by and see him.
I smiled as I approached the restaurant and spotted Mark and his family seated on the outdoor patio. I slowed my stride and took out my phone again to send another text.
Sam: I see you :)
I watched as Mark checked his phone for my text, then smiled and looked up, scanning the area until he spotted me, too. For a few moments, we just looked at each other, smiling. Then he looked back down at his phone to type out another text.
Mark: Cute shorts
Sam: Haha, thanks :)
Mark: And your boobs look great in that shirt
I smiled to myself, getting turned on by how daring he was being, with his wife sitting right across the table. I sent him something naughty too, wanting to make him squirm a little.
Sam: I bet your cock would look great tenting those shorts ;)
Sure enough, I saw Mark shift in his seat as he read my message, tilting his phone back, further out of his wife's view. Then he put it down completely to help his kid open his straw wrapper. I kept going, seeing how far he'd allow me to push things.
Sam: It's hard to be this close without feeling you... makes me want to try tempting you away for a minute ;)
I waited and watched until Mark picked his phone back up to check my latest message, figuring his wife had to be getting a little suspicious by that point. It didn't stop him from responding again.
Mark: Go to the alley next to the restaurant
Fuck.
I looked up, grinning as I watched him get up from his seat. He appeared to be giving his wife an excuse, probably saying the messages were work related, and that he needed to make a call. He met my eyes again briefly, and I felt like there was a message in his gaze. I needed to hurry and do as he said.
Not wasting any more time, I hurried down the block and around the side of the building, looking for a spot to wait for him, away from the street a bit. There was a somewhat secluded area by a fence separating the alley from a yard connected to a house on the next street. I looked around, making sure the coast was clear, breathing hard as I waited for Mark to come find me.
A minute later, he was coming down the alley the same way I had. I smiled when I saw him, waiting and watching him hurry over to me, checking over his shoulder cautiously.
As soon as he was close enough, Mark grabbed me around the waist and behind my head, kissing me quickly and reaching down and inside my shorts, straight into my underwear.
I moaned into the kiss, pressing my hands against his chest as I felt his fingers slipping between my lips.
"God, you're so wet already," he breathed, pushing one, then two fingers inside.
"Oh god..." I moaned. "It's so hot that you snuck away from your family like that. I want you so much."
Mark groaned, kissing me again and reaching under one thigh to pull my leg up and hook it around his waist as I leaned back against the fence. His hand slid right back into my shorts and he began fingering me furiously, his other hand squeezing the back of my neck, then gripping a handful of my hair.
"Fuck..." I muttered into him, moaning and squeezing around his hand.
Mark's lips slid along my jawline, up to my ear. He sucked and nibbled on my earlobe, then moved down to kiss, lick, and suck on my neck, behind my ear and then further down. "I want to make you cum fast," he whispered as his fingers curled inside me, stroking my g spot, his palm rubbing against my clit.
I clenched around his fingers when he said that, as if on cue. "Oh god, I'm going to... so close already..."
"I want to feel you cum. Now! Be my slut and cum for me right now, Sam. Cum all over my fingers right here."
And then I was. Before I could even tell him, I felt myself writhing and grinding on his fingers, my pussy gripping them tightly. "Fuck, I'm cumming!" I moaned as I held onto his shoulders and rode out the intense orgasm.
"Fuck! So hot," Mark muttered, leaning in to kiss me deeply once again as I came down, gradually releasing the clamp of my walls around his fingers, my thighs around his hand.
I moaned and sighed into the kiss as Mark pulled his fingers out, grabbing my ass and squeezing with both hands, pulling me against him and grinding his hard cock against me through our clothes. I wanted to feel more of him.
He pulled back again to whisper in my ear, "Quick, suck my cock. Make me cum."
Fuck. I felt my pussy clench again at his request. I responded immediately, smiling and turning us so that Mark's back was against the fence, allowing him to keep a lookout for anyone who might come back and catch us in the alley. Then I crouched down in front of him, unhooking his shorts and pulling him out, stroking as I brought his cock straight to my mouth.
"That's it, Sam. Good girl. I want to cum in your mouth as fast as possible."
I moaned on his cock, wrapping my lips around him and sliding them along his shaft, pressing deeper right away, getting his cock wet with my saliva. I sucked and stroked him hard, building up to a fast but steady pace.
Mark's hands found the back of my head. He gripped two handfuls of my hair and held tightly, dragging my mouth further onto his cock and thrusting deeper at the same time. I tried holding his hips still as I gagged, coughing on his cock and moaning, taking more, tugging him closer and encouraging him to keep thrusting, to use my mouth to make himself cum. He groaned and complied, suddenly turning us again and taking another step closer until he was pressing my head back against the fence. He held me there and kept fucking my mouth, ignoring any further gagging sounds I made. I focused on breathing through my nose, my lips wrapped around him tightly, fingers digging into him and pressing back instinctively as he kept thrusting harder, forcing his cock down my throat.
"That's it. Take my whole fucking cock, Sam. You're such a good slut for me, letting me use your hot, slutty mouth in the alley like this, while my family is just around the corner. I got hard as soon as you said you were nearby. I knew I was going to have to feel you. Your mouth feels so fucking good. I love feeling your throat clench as you gag on my cock. You're going to make me cum so hard."
I felt wetness seeping into my panties from Mark's words, and the thought of feeling his cum shooting down my throat while his wife and kids were so close by.
"Look up at me," Mark commanded.
I did as I was told right away, slipping a little as I crouched on the gravel. Mark responded by stepping even closer, pressing my head against the fence and sliding himself down my throat until my lips were around the base of his cock. With another groan, he pulled back, his hands holding the sides of my head as he looked down at me and continued thrusting. He slid nearly all the way out until my lips were wrapped around the ridge of his head. Then he pressed all the way back in, hard, fast, and deep.
"Fuck, that's it... I'm gonna cum."
I coughed and moaned, still looking up at him. Tears streamed down my cheeks and saliva dripped from my chin as Mark took a few more hard, deep thrusts before pulling back to his head again. Then I felt his cock pulsing between my lips as he grunted and groaned, shooting hot spurts of cum into my mouth in quick succession. I moaned and swallowed right away, so turned on to feel him pulsing and cumming for me like that.
"Fuck..." Mark muttered as he finally finished and pulled out of my mouth.
"Mmm," I moaned, smiling up at him and licking my lips, wiping away the spit and tears.
Mark smiled down at me, then held out a hand to help me up.
I took it and thanked him, laughing a little as I cleaned myself up.
"That was so good," he said again, hooking and zipping his shorts.
"Yeah, it was," I agreed, smiling back.
He pulled me in for another quick kiss. "I have to get back. I'll text you later, okay?"
I nodded, forcing myself to keep smiling. I knew that was coming, but couldn't help wanting more. I still felt so turned on from that blowjob and needed to feel his cock inside me. "Sure. Enjoy the movie."
With a wink, Mark took my hand and led me back out from the alley, dropping it again as soon as we rounded the corner, back onto the street. I let him go ahead, waiting on the side of the building for a few minutes as he made his way back to his table.
Mark
I felt a little like my brain had just been scrambled after cumming so hard in Sam's mouth in the alley, then rushing back to the dinner table to act like nothing had happened in front of my family. I knew it was a stupidly risky move, but as soon as Sam said she was close by, it didn't feel like an option not to have her.
Back at the table, I caught another glimpse of those hot pink shorts in the corner of my eye and couldn't help watching as Sam crossed the street in front of the restaurant to the bus stop right there. She turned and met my eyes right away, catching me staring and smiling at me. I allowed a small smile back before forcing myself to look away.
Temptation continued to get the best of me, though. I looked up again a few moments later to see Sam typing into her phone. Figuring that she might send me a message, I reached for my phone, too, expecting to see the three dots moving on the text screen. But nothing.
Then the bus pulled up. I kept glancing over as Sam got on and found a seat next to the window. We met eyes once again, and she smiled and waved at me before turning back to her phone and typing again as the bus pulled away.
I checked my phone again, thinking maybe the text was delayed. But still nothing. The curiosity nagged at me throughout the rest of the meal. I knew I was acting too obviously distracted, and hoped my wife Heather was still buying my excuses as I blamed it on work.
About ten minutes later, as we walked back to the car and got the kids settled in their car seats, I couldn't help it any longer and sent Sam a text.
Mark: Who were you texting as you got on the bus?
I kept looking at my phone for a reply. Sam started typing almost right away, the three dots bouncing. Then they stopped. Then bouncing again. Then nothing. I had a feeling I already knew what was causing her to overthink her response like that.
"Hey, can you drive?" I asked Heather, knowing I wouldn't be able to concentrate on anything else until I heard from Sam. "Looks like I'm still dealing with this work issue. I want to get it figured out before the movie."
"Yeah, that's fine," she agreed, easily.
We traded sides, and I handed off the keys. Once in the car, I watched Heather in my peripheral vision as she busied herself with adjusting the seat and mirrors, and clicked my phone on again, tilting the screen away just in case.
Still no reply from Sam, so I messaged again.
Mark: Chris?
Sam's response came more quickly with prompting, confirming my suspicion.
Sam: Yes
Mark: What did he say?
Sam: He just asked what I was doing... I told him I ran into you
Mark: What did you say?
Sam: I told him what happened
Mark: What did he say after that?
Sam: He said it sounded hot, and hearing about it made him really hard, and he wants to fuck me as soon as I get home
Well, fuck. I felt my cock stirring in my shorts again, despite how thoroughly Sam had just drained me in the alley.
Mark: Is that what made you smile?
Sam: I guess so
Mark: Are you headed home now?
Sam: Yeah, I was going to...
Mark: Well, you know I am going to be busy for a few hours