u/Conscious-Rule-473

A few days had passed since that humiliating moment in Sarah’s bedroom. I couldn’t stop replaying it. The feeling of her soft, warm ass accidentally pressing and shifting against my face while she innocently tried to get comfortable. Her sweet voice praising me for being such a “good guy” as I came helplessly in my pants. Every time I closed my eyes, I felt her soft cheeks smothering me again and heard her bright laughter when she saw the wet spot.

I was too embarrassed to text her first. What would I even say? Every time my phone buzzed I jumped, heart racing, terrified and hopeful it was her. But nothing came… until Wednesday afternoon.

Sarah: “Heyy bestie 🥰 Me and Ashley wanna go shopping later. You free to drive us around? Pretty please?”

I stared at the message for ten full minutes, stomach twisting. Had she told Ashley? Was this a setup? My thumbs hovered before I finally replied.

Me: “Yeah sure, what time? Uhm could we go and watch Star Wars after too?”

The nerves were eating me alive the whole drive to her apartment. I waited 5 minutes. 5 minutes turned to 15 minutes. 15 minutes turned to 25 minutes. I messaged her…

Me: “Hey. Sorry for being pushy, are you almost done?”

No response, although she read the message.I kept waiting, fidgeting in my seat, overthinking everything.

Finally, after 40 minutes, Sarah and Ashley came down. Sarah looked incredible — tight low-rise jeans that made her ass look even bigger, cropped top, full makeup. She slid into the passenger seat with a casual, “Sorry we took a little long, I needed to get this makeup on fleek.” She checked herself in the rear-view mirror, turning her face side to side, completely unbothered.

“Hey, this is Ashley,” Sarah said brightly. “Ashley, this is Caleb.”

Ashley was curvy too — shorter than Sarah, with thick thighs and a mischievous smile. She looked me up and down from the backseat and smirked. “I’ve heard so much about you, Caleb.”

My face instantly heated. I stuttered, “H-hey… nice to meet you. I hope the stuff you’ve heard is… good?” I forced a weak laugh. Sarah just smiled sweetly and said nothing.

We got to the mall and I trailed behind them while they bounced between stores, laughing and holding up clothes. I carried their bags without being asked. Eventually they disappeared into the fitting rooms. I waited outside on a bench, heart thumping every time I heard them giggling behind the curtain.

After a while Sarah poked her head out. “Caleb, come here for a sec? We need an honest guy’s opinion. You’re safe and respectful, so it’s fine.”

I stepped into the larger fitting room area. Sarah was in a tight new top. Then Ashley stepped out in a short pleated skirt and a cute crop top. She turned around and said casually, “Can you zip the back for me, Caleb? The zipper is tricky.”

My hands were shaking as I stepped close. Ashley’s curvy body was right in front of me — the skirt hugging her wide hips, her smooth back exposed. I carefully pulled the zipper up, fingers brushing her warm skin. The scent of her perfume filled my nose. My cock twitched traitorously in my pants.

“Careful not to touch too much,” Ashley said with a playful lilt, glancing back over her shoulder. “We don’t want another accident happening, right?”

My entire face burned crimson. I fake-laughed awkwardly, trying to play it off. “Haha, yeah… no worries.” But then I caught it — Sarah and Ashley exchanged a quick, knowing look and both let out soft giggles. My stomach dropped. Sarah definitely told her. I wanted to sink through the floor, but I stayed quiet. I still desperately wanted to believe maybe she hadn’t.

When they finished shopping, they piled up a big stack at checkout. Sarah suddenly patted her pockets. “Oh no… I totally forgot my purse in the car.” She turned to me with those massive puppy eyes and the sweetest voice. “Please cover this for us, bestie? 🥺🥺🥺 I’ll pay you back, promise.”

I didn’t even hesitate. I handed over my card. Sarah hugged me tightly, pressing her soft body against me. “Thank you so much, bestie. You’re the best.” Ashley smiled warmly, “That’s so nice of you, Caleb. 🥺”

Sarah turned to her friend, still holding my arm. “See? I told you he’s so nice to me. He’d go to any lengths for his bestie. Right, Caleb?”

I nodded shyly, voice barely above a whisper. “Y-yeah… of course.”

It was getting dark when we left the mall. I was excited we were still heading to the movies. Then Sarah’s phone pinged. Her whole face lit up and she squealed happily, turning to Ashley in the back. “Oh my god, look! We’ve been invited to Jake’s birthday house party. Jack’s gonna be there too, hmmmm~”

Both girls started making excited girly noises, hyping each other up. I felt a pit in my stomach.

“Um… what about Star Wars? You promised…” I said quietly. They didn’t hear me over their squealing. I swallowed and repeated, voice cracking slightly, “What about Star Wars?”

Sarah barely glanced at me. “That can wait. This is the biggest party of the year, oh my god we have to go.” She tapped a new address into my phone. “Switch route, bestie.”

I drove in silence, telling myself at least I’d still get to spend the night with two beautiful girls. When we arrived at the big house already thumping with music, I unbuckled my seatbelt with a small smile. “At least I’ll get to have some fun with you guys still—”

Sarah cut me off gently. “Ncaaw, sorry Caleb. You’re not invited. Next time, okay?”

My face fell before I could hide it. “Fine…” The frustration leaked into my voice.

Sarah’s tone sharpened. “Are you gonna get mad over that? Stop being so childish right now. You’re not being a considerate friend. A good friend would want us to go have fun at the biggest party of the year.”

The tension made my chest tight. I was terrified she’d get annoyed and pull away from me. My voice came out high-pitched and shaky. “Sorry… I’m not mad. I just really wanted to go to Star Wars. You’re right, I’m being childish. I’m really sorry. Go have fun, please. Sorry.”

Sarah’s face instantly softened back to bubbly. “Aaaaw it’s fine. I forgive you.” She reached over from the passenger seat and placed her soft hand high on my lap, fingers resting dangerously close to my crotch. “Next time we’ll go to Star Wars, I promise. You understand, right? 🥺🥺🥺🥺 That’s why you’re my bestie.” Her touch sent blood rushing straight to my cock. I started getting hard under her palm. I couldn’t tell if she noticed the growing bulge. “Kiss me on the cheek to show me you’re not angry? 🥺”

I leaned in and kissed her soft, warm cheek. She smelled amazing. Then she pulled back with a bright smile. “Text me when you get to the cinema, okay? I’ll check up on you.”

Sarah and Ashley stepped out, giggling excitedly. They walked a short distance and two tall, chiseled guys — Jake and Jack — met them. The guys pulled them into tight hugs, hands boldly grabbing and squeezing their asses. Sarah and Ashley both giggled and pressed into them. I swallowed hard, throat dry, the image burning into my brain.

I drove to the cinema alone, feeling empty. I texted Sarah: “Just got to the movies.”

Then I sat there in the dark theater, surrounded by couples and groups, anxiously waiting for her reply that never came. I couldn’t stop picturing Jake’s strong hand gripping Sarah’s big ass… the same ass that had made me cum hands-free just days earlier…

I’ve been hooked on Sarah for years. She’s my best friend — the one person I can tell almost anything… except how badly I want her. Sarah is breathtaking: long wavy dark hair, sparkling hazel eyes, a tiny cinched waist, and the kind of big, round, plush begind that turns heads everywhere we go. Especially in those tight seamless gym leggings she loves.

Today’s leg day had been torture in the best way. Near the end of the session, Sarah stepped back after a set and her heavy, soft ass accidentally brushed firmly against my crotch. The warmth and weight of her cheeks pressing against me for those few seconds made my face burn crimson. She noticed. That curious little smile she gave me afterward said everything.

Back at her apartment, she was still riding the post-workout high. After I took dozens of photos of her posing — especially the ones where she arched her back and pushed her incredible ass toward the camera — she posted a couple. The comments flooded in fast. She kept reading them out loud, giggling at the thirsty messages from random guys, particularly one muscular guy she called “actually kinda cute.” Every compliment about her ass felt like a little twist in my stomach… and a throb in my shorts.

Then she stretched and winced. “My thighs and glutes are destroyed, Cal. Pretty please with a cherry on top? You give the best massages.”

I followed her to the bedroom like always. She lay face-down first, and I worked her thighs carefully, kneading the sore muscles through the thin gray fabric. Her soft moans of relief made my cock stir. After about fifteen minutes she shifted.

“Hmm… can you get on the bed behind me? I think it’ll be easier to reach the tighter spots that way.”

She pushed herself up onto all fours. My heart slammed in my chest. Sarah’s massive ass was now directly in front of me, barely a foot from my face. The leggings clung to her like a second skin, stretched tight over her thick cheeks, the seam disappearing between them. I knelt upright behind her on the bed and placed my trembling hands back on her thighs, trying to focus.

At first it was normal. I dug my thumbs into the meat of her hamstrings and lower glutes, working the knots. Sarah sighed happily. “God, you’re so good at this, Caleb. Seriously.”

But after a couple of minutes she started adjusting herself, trying to get more comfortable. She arched her back a little deeper, then slowly pushed her hips back toward me. Her big, warm ass moved closer… closer… until the soft, heavy flesh of her right cheek pressed gently against the side of my face.

I froze. The heat radiating through the thin fabric was incredible. I could smell the faint scent of her vanilla body wash mixed with the light, natural musk from the workout. My cock surged instantly, straining painfully hard against my shorts.

Sarah didn’t seem to notice at first. She kept shifting slightly, wiggling her hips in small, slow movements as she tried to settle into a better position. Each little adjustment caused her plush ass to rub and press more firmly against my flushed face — first one cheek, then both, the weight smothering my nose and mouth for long seconds at a time.

“Mmm… right there, yeah,” she murmured. “You’re such a good guy, Caleb. Like, genuinely one of the best I know.” She let out a soft, contented sigh as she made another tiny shift backward. Her ass cheeks spread slightly around my nose through the fabric. “Most guys… if I was in this position with them? They’d probably try to grab it or something. But not you. You’re always so respectful. It’s really sweet.”

Her voice was warm and affectionate, completely casual, like she was just chatting while I massaged her. Meanwhile, I was losing my mind. Every slow, unintentional grind as she got comfortable dragged her thick, warm ass across my face. The softness was overwhelming — heavy, pillowy, yet firm from all the squats. I could feel the heat, the slight dampness of her skin through the leggings. My breathing became ragged and shallow. I was surrounded by her.

“You okay back there?” she asked gently, still shifting her weight in tiny movements that kept her ass rubbing against me. “You’re being so good for me. I don’t know what I’d do without my sweet bestie who actually knows how to behave.” Another slow push backward. Her left cheek pressed fully over my mouth and nose now, smothering me in warmth and softness for several long heartbeats before she eased forward slightly, only to settle back again.

I couldn’t help it. A broken, pathetic little whimper escaped my throat — high-pitched and needy. My cock was throbbing violently, leaking into my boxers. The combination of her praise, her scent, the constant soft pressure of her massive ass against my face, and the humiliating realization that she was just “getting comfortable” while I was on the edge… it was too much.

My hips jerked forward involuntarily. Thick ropes of cum started pulsing out of me, soaking my boxers and spreading into a warm, sticky wet spot on the front of my gym shorts. I kept cumming in humiliating waves while her ass was still pressed softly against my face, my whimpers muffled.

Sarah finally shifted forward and turned around to sit on the edge of the bed. Her eyes dropped straight to my lap. The dark, obvious wet spot was impossible to hide.

For a moment she just stared, lips parted in surprise. Then she burst into bright, delighted laughter.

“Oh my god… Caleb!” She covered her mouth, eyes wide. “Did you just… cum in your pants? Hahahahahaha! What!? From the massage? No way…”

She leaned in closer, still giggling uncontrollably, her expression a mix of genuine shock and adorable amusement. “Look at that mess… you really made a big sticky spot, huh? That’s so cute, oh my gosh 🥺🥺🥺 You got that excited just from being close to your best friend’s ass?”

I sat there on my knees, face burning hotter than the sun, chest heaving, cum cooling stickily in my shorts. Sarah reached out and gently cupped my cheek, still smiling.

“Don’t be embarrassed, bestie. Seriously. It’s actually really flattering. Most guys would’ve grabbed me the second I got on all fours… but you just stayed respectful the whole time and still came in your pants like that.” She bit her lip, trying to suppress another giggle. “Your little cum face is so adorable. Aww, come here…”

She pulled me into a warm hug, pressing my embarrassed face against her chest while she stroked my hair, her body still shaking with soft laughter.

“My good, sweet, respectful bestie… who would’ve thought you’d lose it like that for me?”