28F bored at home and feeling naughty28F single mom feeling extra slutty tonight… who’s down for nasty sexting?

I’m laying in bed right now, bored and horny, squeezing and playing with my big soft tits. They’re so heavy and sensitive… I keep pinching my nipples and teasing them while imagining someone telling me exactly how to play with them.

I’m craving a guy who’s into filthy, detailed sexting. Tell me how you’d want me to massage these fat tits for you, slap them, bounce them, cover them in oil, suck on my own nipples, or whatever nasty shit you’re craving right now.
The dirtier and more specific your messages, the sluttier I’ll get describing exactly what I’m doing to them while I read it. I want to goon and moan for you tonight.
If you’re into big tits, nasty talk, and actually giving good instructions instead of one word replies… come keep this bored single mom company.
Who’s ready to get nasty with me tonight?

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u/chloecherishx — 7 hours ago

28F single mom bored as hell… looking for a fun playful buddy tonight

I’m 28, single mom, bored out of my mind and feeling adventurous. No strings, just fun flirty chat that might turn spicy.

Tell me a secret fantasy you’ve never told anyone… I’ll share mine if you play nice I’m all about teasing and building that tension.
Curvy, sweet but very naughty when I want to be. If you’re chill, creative, and actually engaging, come entertain this bored mom. Let’s see how playful you can get.

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u/chloecherishx — 1 day ago

I finally booked a tantric massage after being horny and stressed for weeks.

I’m a 28 year old single mom and I’ve been super stressed lately.

A friend recommended a “relaxing tantric massage” and I thought it would just be a nice way to unwind. I had no idea what I was walking into.
The masseur was professional but very skilled. He started slow with oil on my back, then moved to my legs and thighs. When his hands started gliding over my inner thighs and brushing against my pussy, I felt a jolt go through my whole body. I tried to stay calm but I was already getting wet.
He kept going with these long, sensual strokes… teasing, pressing, almost but not quite touching me where I needed it. I got so turned on I was literally dripping.

My mind kept drifting to filthy fantasies , him flipping me over, sliding his fingers inside me, or even climbing on the table and fucking me right there while I moaned.
By the end I was throbbing and so horny I could barely think straight. I had to touch myself the second I got home and came harder than I have in months.
I’m still thinking about it days later…

Has anyone else had this happen after a tantric or erotic massage? Did you end up going back for more?

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u/chloecherishx — 1 day ago

28F I’m scared my secret side will ruin the life I’ve built

I hope it’s okay to post this. I’ve been holding onto this for a while and I’m feeling really heavy tonight.

For the past 6 years I’ve been raising my 6 yrold daughter completely on my own. Her dad left when she was only 6 months old, so it’s always just been the two of us. I work as a tutor because I genuinely love it, but the pay isn’t always enough to give her the stable, comfortable life she deserves.

To make ends meet, I started doing some private sensual modeling and selling intimate content on the side. It’s helped us so much financially, but it also fills me with so much anxiety and guilt. My family keeps asking how I’m able to afford things, and I hate lying to them. I’m terrified that one day a coworker, friend, or family member will find out. The thought of them seeing that hidden side of me while knowing me as the good loving mom breaks my heart.

I try so hard to be strong, but at night I feel so lonely. I’m 28 now and I miss having a real partner, someone caring who can stand by my side. But I get so scared… what if I meet a good man and he eventually discovers what I’ve been doing?
Would he understand or would he leave?

I’m not looking for judgment. I’m just a mom trying her best. If anyone has been in a similar situation especially single moms who had to do things they’re scared to share, I’d really appreciate hearing your story. How did you cope with the fear? Did you ever tell a partner?

Thank you for listening. It already feels a little lighter just typing this out

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u/chloecherishx — 4 days ago

Watching My Neighbor Masturbate While I Was Cleaning the Garden

Yesterday afternoon I was outside cleaning our garden. I cleaning, pulling weeds and tidying up the flower beds. While I was working near the fence, I suddenly noticed my neighbor (he’s in his 40s) sitting on his porch.

He didn’t see me at all. His shorts were pulled down and he was openly masturbating, slowly stroking his cock. I knew I should look away, but I couldn’t. Something about watching him like that turned me on so much.

I stayed hidden behind some tall plants and kept watching. 🙈

I quickly went back to gardening like nothing happened, but I’ve been thinking about it nonstop since then.

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u/chloecherishx — 5 days ago

Have you ever had sex with someone you never expected to?

I’m 28F, a substitute teacher and single mom.
Ryan 32M was just a normal coworker at the tutoring center, tall, cocky, with that arrogant smirk that always made me roll my eyes. We’d been friends for months, nothing more. Our mutual friend Jake was always teasing us, saying dumb shit like “You two should just fuck already and get it over with.” We’d laugh it off every single time.

One Friday night after work, Ryan and I ended up hanging out alone. A few drinks in, the flirting got heavy. I was feeling bold (and a little tipsy) so I looked him dead in the eyes and half jokingly said, “Well… we could always fuck if you want.”

He didn’t laugh. He stared at me with that dark, hungry look and asked, “You serious right now?”
We barely made it to his car.

He parked in a quiet lot near the beach. The second the engine cut off he pulled me into the backseat like a starving animal. We were all over each other messy, desperate kisses, hands grabbing everywhere. He yanked my top down and attacked my 36DD tits, sucking hard on my nipples, biting them while I moaned like a cheap whore. I could feel how thick and rock hard he was through his pants.

I climbed on top, pulled my skirt up around my waist, moved my soaked thong to the side and sank down on his thick cock in one smooth motion.

“Fuuuuck…” I groaned loudly as he stretched my tight pussy wide open. He was so thick, filling me completely. I started riding him hard, my big tits bouncing wildly in his face while he gripped my ass and thrust up into me like he was trying to break me.

The car was rocking hard, windows fogging up fast. I didn’t even care if anyone walking by could hear my loud moans. “Fuck… your cock feels so good,” I whimpered, grinding my clit against him with every bounce. He slapped my ass hard and growled, “Ride that dick like the slut you are.”

I rode him faster, my heavy tits swinging as I fucked him like a desperate whore. He sucked on my nipples again, biting down hard, making me gasp. The mix of pain and pleasure had me losing my mind.

He suddenly flipped me over, pinned me down in the backseat and started pounding me deep and rough from behind. Every brutal thrust made my ass jiggle and my tits press against the seat. I was moaning so loud I was scared someone would hear us. He reached around and rubbed my swollen clit while slamming into me, whispering filthy shit in my ear..

“You like getting fucked by your coworker like a dirty little slut?.”
I came so fucking hard, legs shaking violently, pussy gushing around his thick cock, screaming his name like a pornstar. He didn’t stop. He kept railing me through it, fucking me even harder until he buried himself balls-deep and groaned “ I’m cumming…” as he pumped me full of thick, hot cum.
I could feel every powerful spurt, every throb as he emptied his balls deep inside me.

We collapsed together, sweaty and breathing heavy. His cock was still twitching inside me, his warm cum slowly leaking out around his shaft and dripping down my thighs onto the seat.

We just looked at each other and started laughing.

“What the fuck did we just do?” I asked, still feeling his load dripping out of my ruined pussy.

He grinned and said, “Best mistake ever.”

That night turned into months of sneaky, filthy fun. We fucked in his car after work, in empty classrooms after tutoring, even once in the staff bathroom during a break while someone was knocking on the door. The constant risk of getting caught always made it ten times hotter.

I never expected to be fucking my coworker… but God, it was one of the best decisions I’ve ever made…

reddit.com
u/chloecherishx — 6 days ago

Have you ever had sex with someone you never expected to?

I’m 28F, a substitute teacher and single mom.
Ryan 32M was just a normal coworker at the tutoring center, tall, cocky, with that arrogant smirk that always made me roll my eyes. We’d been friends for months, nothing more. Our mutual friend Jake was always teasing us, saying dumb shit like “You two should just fuck already and get it over with.” We’d laugh it off every single time.

One Friday night after work, Ryan and I ended up hanging out alone. A few drinks in, the flirting got heavy. I was feeling bold (and a little tipsy) so I looked him dead in the eyes and half jokingly said, “Well… we could always fuck if you want.”

He didn’t laugh. He stared at me with that dark, hungry look and asked, “You serious right now?”
We barely made it to his car.

He parked in a quiet lot near the beach. The second the engine cut off he pulled me into the backseat like a starving animal. We were all over each other messy, desperate kisses, hands grabbing everywhere. He yanked my top down and attacked my 36DD tits, sucking hard on my nipples, biting them while I moaned like a cheap whore. I could feel how thick and rock hard he was through his pants.

I climbed on top, pulled my skirt up around my waist, moved my soaked thong to the side and sank down on his thick cock in one smooth motion.

“Fuuuuck…” I groaned loudly as he stretched my tight pussy wide open. He was so thick, filling me completely. I started riding him hard, my big tits bouncing wildly in his face while he gripped my ass and thrust up into me like he was trying to break me.

The car was rocking hard, windows fogging up fast. I didn’t even care if anyone walking by could hear my loud moans. “Fuck… your cock feels so good,” I whimpered, grinding my clit against him with every bounce. He slapped my ass hard and growled, “Ride that dick like the slut you are.”

I rode him faster, my heavy tits swinging as I fucked him like a desperate whore. He sucked on my nipples again, biting down hard, making me gasp. The mix of pain and pleasure had me losing my mind.

He suddenly flipped me over, pinned me down in the backseat and started pounding me deep and rough from behind. Every brutal thrust made my ass jiggle and my tits press against the seat. I was moaning so loud I was scared someone would hear us. He reached around and rubbed my swollen clit while slamming into me, whispering filthy shit in my ear..

“You like getting fucked by your coworker like a dirty little slut?.”
I came so fucking hard, legs shaking violently, pussy gushing around his thick cock, screaming his name like a pornstar. He didn’t stop. He kept railing me through it, fucking me even harder until he buried himself balls-deep and groaned “ I’m cumming…” as he pumped me full of thick, hot cum.
I could feel every powerful spurt, every throb as he emptied his balls deep inside me.

We collapsed together, sweaty and breathing heavy. His cock was still twitching inside me, his warm cum slowly leaking out around his shaft and dripping down my thighs onto the seat.

We just looked at each other and started laughing.

“What the fuck did we just do?” I asked, still feeling his load dripping out of my ruined pussy.

He grinned and said, “Best mistake ever.”

That night turned into months of sneaky, filthy fun. We fucked in his car after work, in empty classrooms after tutoring, even once in the staff bathroom during a break while someone was knocking on the door. The constant risk of getting caught always made it ten times hotter.

I never expected to be fucking my coworker… but God, it was one of the best decisions I’ve ever made…

reddit.com
u/chloecherishx — 7 days ago

28F Naughty Single Mom in Bed Feeling Soft but Soaked

Laying in bed in my tiny silk robe, 28F curvy single mom feeling extra needy.
I want long, dirty text messages about how you’d worship and use my body at the same time.
Kiss me, choke me, cum on me, own me? my body your rules.

I’ll reply telling you exactly how I’m touching myself. Come keep me company tonight 💕

reddit.com
u/chloecherishx — 7 days ago
▲ 4 r/sextoy

looking for recommendations

I’m 28F single mom so my me time is kinda limited and I need something that works fast and effectively lol. I rlly want a good clit vibrator that can make me cum quickly and intensely. I prefer something discreet (quiet or easy to hide), not too bulky, and strong enough for someone who needs a bit more intensity.
Suction toys also interest me a lot.
What’s your favorite clit vibrator right now?Would love honest recommendations from other busy moms here :)

reddit.com
u/chloecherishx — 11 days ago

Update: I can’t believe I’m actually texting my best friend’s dad now…

For those who didn’t read my first post, I’m 28F and I’ve been best friends with Alex (32M) since college. He’s like a brother to me, sweet, funny, and always there when I need him. But everything changed when I finally met his father at their family barbecue.
The second his dad (52M) walked outside, tall, broad shouldered, with that deep voice and calm masculine energy, I felt my pussy throb.
When he hugged me hello, his big strong hand rested on my lower back and I swear I got instantly wet. All afternoon I was supposed to be hanging out with Alex, but I couldn’t stop staring at his dad grilling in that tight shirt, the way his jeans hugged his ass, and those rough hands.

That night I came home, jumped in the shower, and fingered myself thinking about him bending me over. The guilt is real… but the fantasies keep getting dirtier.

Anyway, fast forward to now. Two days after the barbecue he added me on socials. I accepted so fast it was embarrassing. He started with a polite “Hey , great meeting you last weekend ” and we’ve been texting almost every day since. It started innocent , asking about my daughter , my teaching job, weekend plans but it’s slowly getting flirty.
He’s complimented my smile, said I looked great in that sundress, and even sent me a photo of him working in the garage with his sleeves rolled up. God, those arms… I stared at it way too long and definitely touched myself right after.

I’ve been masturbating to him almost every night. Last night I came so hard imagining him pulling me into the garage, lifting my dress, and fucking me rough while the rest of the family was right outside. I feel like such a horrible friend, but I can’t stop. He’s twice my age, married, and my best friend’s dad.
I know This is so wrong… yet it turns me on more than anything has in years.
And now it’s getting even more dangerous, he invited Alex and me over for a full weekend barbecue at their house next weekend. He told Alex “the more the merrier” and specifically said I should bring my daughter so she can swim in the pool. I’m excited for completely different (and filthy) reasons.

I’ve already spent way too much time thinking about what to wear. That tight white summer dress that hugs my ass and shows a little cleavage? Or the low cut tank top with shorts? I keep laughing at myself because I’m a grown woman with a kid acting like a horny teenager sneaking around. I still feel guilty as hell, but I’m also lowkey counting down the days. The texting, the secret fantasies, knowing I’ll be at his house for an entire weekend… it’s getting risky.
Has anyone else been this deep in a forbidden crush like this?

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u/chloecherishx — 12 days ago

My boyfriend asked me to fuck his best friend… and I said yes

Everyone sees me as sweet but deep down, I’ve always had a secret slutty side that I kept locked away during my marriage. After my divorce, that side started screaming to get out.
A few weeks ago my boyfriend Austin sat me down on the couch, took my hand, and said the words that made my heart race
“Babe… I want you to fuck Mark.”
At first I laughed, thinking he was joking. But he was completely serious. Mark, his best friend since they were kids, had just gone through a brutal breakup. He was crashing on our couch, looking like a ghost of the confident guy I used to know. Austin told me he wanted me to “take care of him” for one night. No limits. Just pure, raw pleasure.
I was shocked… but also instantly soaked.
I spent the whole week thinking about it.

Every time Mark walked around the house shirtless, or brushed past me in the kitchen, I felt my pussy throb. By the time the night came, I was a nervous, horny mess.
Austin kissed me deeply before he left the apartment. “Have fun, baby. I want every detail when I get back,” he whispered, then walked out.
Mark was in the living room when I stepped out of the bedroom wearing nothing but a thin tank top and tiny shorts with no panties.
The second he saw me, his eyes darkened.
I didn’t even get to say anything. He crossed the room in two steps, pushed me against the wall, and kissed me like he’d been starving for me for years. His hands were everywhere squeezing my ass, groping my 36DD tits, sliding between my legs.
“Fuck, you’re dripping,” he groaned when his fingers found my soaked pussy.

He dropped to his knees, yanked my shorts down, and buried his face between my thighs. His tongue was relentless licking my clit, fucking my hole, even sliding down to my ass.
I came hard within minutes, gripping his hair and moaning like a whore.
He didn’t give me time to recover. He stood up, pulled his thick cock out, and bent me over the back of the couch. When he pushed inside me, I gasped. He was bigger than Austin. The stretch was intense and perfect. He fucked me hard and deep, slapping my ass, pulling my hair, calling me his dirty little borrowed slut.
I came again like that bent over, moaning his name while he railed me. Then he flipped me onto my back, put my legs on his shoulders, and pounded me even harder. The sound of his hips slapping against my ass filled the room. I was a shaking, dripping mess by the time he finally pulled out and covered my tits and stomach with thick ropes of cum.
But he wasn’t done.

He made me get on my knees and clean his cock with my mouth while he told me how much better my pussy felt than his ex’s. Then he bent me over again and fucked me a second time, slower this time, whispering filthy things in my ear about how he’d always wanted to fuck his best friend’s girl.
When Austin came home later that night, I was still naked on the couch. He took one look at me, got instantly hard, and fucked me right there while I told him every dirty detail how big Mark was, how many times I came, how I begged for his cum.
I’ve never felt so used… and so fucking alive.
Now I can’t stop thinking about doing it again. Maybe even letting Austin watch next time.
I know this is twisted. But being “loaned out” like a dirty little toy is quickly becoming my biggest addiction..

reddit.com
u/chloecherishx — 13 days ago

really want to peg the guy I’m seeing but nervous to bring it up..

I’ve been hooking up with this guy for a few weeks and I can’t stop fantasizing about pegging him. I only discovered pegging after my marriage ended and I’m honestly obsessed with it now. The thought of him on all fours moaning while I fuck him with my strap on turns me on so much.
He seems pretty open-minded in bed, but I’m still nervous about bringing it up. I never got to try it with my ex hubby , so this feels like my first real chance.

How did you introduce pegging to your partner? Did you start slow with fingers/toys first or just go for it? Any tips on how to bring up the topic without making it weird?
I’m so excited (and a little anxious) at the same time. I keep imagining him moaning like a slut while I’m behind him… help a girl out 😩

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u/chloecherishx — 15 days ago

I can’t stop fantasizing about fucking my best friend’s hot dad

28F , I’ve been best friends with Alex (32M) since college. He’s like a brother to me, sweet, funny, and always there when I need him. But everything changed last weekend when I finally met his father. We went over to his parents’ house for a barbecue.
The moment his dad walked outside, I felt my heart skip. He’s 52, tall, broad shouldered, a deep voice, and this calm, masculine energy that instantly turned me on. When he hugged me hello, his big hand rested on my lower back and I swear I got wet right there.

All afternoon I tried to act normal, but I couldn’t stop staring. The way his shirt stretched over his chest when he grilled, the way his jeans hugged his ass, those strong rough hands… I was supposed to be hanging out with my best friend, but my eyes kept drifting to his dad.That night when I got home, I couldn’t stop thinking about him. I took a long shower and ended up touching myself while imagining it was his hands on my body instead of mine. I pictured him pulling me into the garage during a family gathering, lifting my dress, and fucking me hard and fast while everyone else was outside. I came so hard I had to sit down.
Since then it’s only gotten worse. Every time Alex texts me to hang out, part of me gets excited because I might see his dad. When I masturbate at night, I close my eyes and fantasize about his dad bending me over the kitchen counter, covering my mouth so I don’t moan too loud, and pounding me deep while Alex is in the next room. I feel so guilty… but it makes me cum harder than anything else. I know this is so wrong. He’s my best friend’s father. He’s more than twice my age. He’s married. But I can’t turn these thoughts off. I keep imagining wearing something revealing next time I go to their house, or finding an excuse to be alone with him. I feel like such a bad friend, but the fantasy is getting stronger every day.

Has anyone else ever been dangerously attracted to your best friend’s parent?
How do you deal with it? Do I just keep this dirty secret ?

reddit.com
u/chloecherishx — 18 days ago

28F [F4M] Just got out of the shower and I’m feeling way too horny to sleep

Just got out of the shower, lying in bed naked and I’m ridiculously horny tonight. My mind is in the gutter and my hand keeps slipping between my legs.Anyone else awake and in the mood to get nasty over text? I want someone who can talk dirty, tell me what they’d do to me, and trade pics if the vibe is right. The filthier the better.

reddit.com
u/chloecherishx — 20 days ago

I can’t stop fantasizing about fucking my best friend’s hot dad

28F , I’ve been best friends with Alex (32M) since college. He’s like a brother to me, sweet, funny, and always there when I need him. But everything changed last weekend when I finally met his father. We went over to his parents’ house for a barbecue.
The moment his dad walked outside, I felt my heart skip. He’s 52, tall, broad shouldered, a deep voice, and this calm, masculine energy that instantly turned me on. When he hugged me hello, his big hand rested on my lower back and I swear I got wet right there.

All afternoon I tried to act normal, but I couldn’t stop staring. The way his shirt stretched over his chest when he grilled, the way his jeans hugged his ass, those strong rough hands… I was supposed to be hanging out with my best friend, but my eyes kept drifting to his dad.That night when I got home, I couldn’t stop thinking about him. I took a long shower and ended up touching myself while imagining it was his hands on my body instead of mine. I pictured him pulling me into the garage during a family gathering, lifting my dress, and fucking me hard and fast while everyone else was outside. I came so hard I had to sit down.
Since then it’s only gotten worse. Every time Alex texts me to hang out, part of me gets excited because I might see his dad. When I masturbate at night, I close my eyes and fantasize about his dad bending me over the kitchen counter, covering my mouth so I don’t moan too loud, and pounding me deep while Alex is in the next room. I feel so guilty… but it makes me cum harder than anything else. I know this is so wrong. He’s my best friend’s father. He’s more than twice my age. He’s married. But I can’t turn these thoughts off. I keep imagining wearing something revealing next time I go to their house, or finding an excuse to be alone with him. I feel like such a bad friend, but the fantasy is getting stronger every day.

Has anyone else ever been dangerously attracted to your best friend’s parent? How do you deal with it? Do I just keep this dirty secret ?

reddit.com
u/chloecherishx — 21 days ago

My best friend and I masturbated together again… but this time I couldn’t behave [Part 2]

After that first night with Carl, I thought we’d just laugh it off and go back to normal. But the next evening he texted me “Still thinking about last night. You free?”
I was already wet just reading it.
He came over again around 10pm. This time we didn’t even pretend we were just going to watch a movie. We went straight to the basement, wine in hand, and sat on the same couch.
“Same rules?” he asked with a smirk.
I bit my lip and said, “Maybe we can bend them a little tonight…”
We stripped faster this time. The second my tits were out, Carl’s eyes were locked on them. I spread my legs wide and started rubbing my clit while he stroked his thick cock right in front of me. The tension was even stronger than the first night.
After a few minutes I couldn’t take it anymore. “I want to watch you closer,” I whispered. I got on my knees on the couch, leaning over him while still fingering myself. My tits were hanging right above his cock as I rubbed my clit faster.

Carl groaned, “Fuckk… your tits look so good like that.”
The dirty talk got filthier. He told me how many times he’d jerked off thinking about me over the years. I confessed I’d touched myself to the thought of his cock after seeing it the night before. That made both of us go harder.
I was so turned on I broke another rule. I leaned down and let my tits wrap around his cock, sliding them up and down while still rubbing my pussy. Carl moaned loudly and grabbed my hair. “That feels so fucking good…”

A few minutes later I was riding the edge. “I’m gonna cum,” I gasped. Carl sat up, wrapped his hand around my throat again, and that pushed me over. I came hard, moaning his name, my pussy dripping down my thighs.
Seeing me cum made him lose control. He stood up, stroked his cock furiously over my tits and exploded. This load was even bigger than the first night , thick cum covering my tits, neck, and even some on my chin.
I looked up at him, scooped some of his cum with my finger, and slowly licked it off while maintaining eye contact.
We cleaned up and cuddled again. This time the vibe felt different, like it more more charged. Before he left, he kissed me on the forehead and whispered, “Next time… I don’t know if we’re going to be able to keep the rules.”
I smiled and replied, “Maybe I don’t want to.”
We both know we’re playing with fire… but it feels way too good to stop now..

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u/chloecherishx — 24 days ago

My best friend and I masturbated together after a years of sexual tension

My best friend Carl and I have been close since high school. We’re both 28 now. We’ve always been super open with each other about sex.

I’ve told him about my hookups, sent him nudes for feedback, and even called him right after my first threesome to give him every dirty detail. But we never actually did anything physical. We were both scared it would ruin our friendship.

The other night I was home visiting family and feeling extremely horny after a long dry spell.I texted him at 11pm. “Come over. I’m bored and need to take the edge off. Bring wine.”
He showed up with a bottle and that stupid grin he always has. We went down to the basement so we wouldn’t wake my parents. After finishing most of the wine and complaining about dating, I finally admitted it.
“I’m so fucking horny but I don’t want to hook up with some random guy right now,” I told him.
He laughed and said something like “Well I’m right here…”
I hesitated for a second, then asked him straight up: “Would you be down to just masturbate together? No touching each other. Just… next to each other?”

He looked surprised but agreed. We set rules no kissing, no touching each other’s privates, and we stop if it gets weird.
We both stripped on the big couch. When I took my top off, I saw his eyes go straight to my tits. I teased him, “You’ve seen them in pictures but never like this, huh?” Then I slid my shorts and panties off. I was already soaked.

When he pulled his cock out, I couldn’t help but stare. He was rock hard and thicker than I expected. “Okay… damn,” I said with a nervous laugh.
I leaned back on one end of the couch, spread my legs, and started slowly rubbing my clit. He started stroking while watching me. The sound of his hand moving on his cock and my wet pussy filled the room. It was so much hotter than I imagined.
We started talking dirty. I told him I’ve touched myself thinking about him before. He admitted the same. That made me even wetter. I slid two fingers inside myself and started fucking myself while rubbing my clit faster. My moans were getting louder.

I looked over at his hand pumping his cock and it turned me on so much. “Choke me a little?” I asked breathlessly..
He reached over and wrapped his hand gently around my throat.
The second he did, I came hard shaking, whimpering, my legs trembling.
Watching me cum must have pushed him over the edge. “I’m gonna cum,” he groaned.
I quickly sat up, pushed my tits together and told him, “Cum on them.”
He exploded all over my chest and neck. It felt so warm and dirty. I loved it.
After we caught our breath, I tasted a little bit of his cum off my finger and smiled. We cleaned up, cuddled under the blanket like normal, and talked about how surprisingly not weird it felt.
We both agreed we should do it again sometime.

has anyone else ever masturbated with their long time best friend? Did it stay casual or did things go further?

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u/chloecherishx — 25 days ago

I went back for another massage… and things got intense

I couldn’t stop thinking about what happened during that first massage with Ethan. For days afterwards, every time I had a quiet moment ,folding laundry, driving home from school, even while my daughter was napping,my mind kept drifting back to his strong hands sliding up my thighs and the way I came so hard on his table while trying desperately to stay quiet. The memory made me wet all over again.

Three days later I caved and booked another session with him. I told myself it was just because my shoulders were still tense… but that was a lie. I wanted to feel his hands on me again.When I arrived at the spa, my heart was already racing. I changed into just a tiny black thong again and lay face down on the table, this time forgetting to properly cover myself with the towel. I left it draped loosely over my ass, hoping he’d take the hint.

Ethan walked in and I swear I heard him pause for a second when he saw me. He started normally warm oil on my back, strong hands working my shoulders and lower back. But as soon as he moved down to my legs, the energy completely changed.His hands were slower this time, more deliberate. He poured more oil than necessary and let it drip down between my thighs. Every long stroke up my legs sent shivers through me.

When his thumbs started pressing into my inner thighs again, dangerously close to my pussy, I had to bite the sheet to stay quiet.He leaned in close and whispered, “You seem even more tense today… let me take care of that for you.”I didn’t say anything. I just spread my legs a little wider.
His fingers finally slipped under the thin fabric of my thong. He rubbed my soaked pussy slowly, teasing my clit in circles while two fingers pushed inside me. I was dripping. The wet sounds of his fingers moving in and out of me filled the quiet room. I was moaning softly into the table, my hips pushing back against his hand like a desperate slut. Then he did something I wasn’t expecting , he slid the towel completely off my ass and spread my cheeks. I felt his warm breath against me right before his tongue licked slowly from my pussy all the way up to my asshole. I almost came right then. He ate me out like that for a few minutes while fingering me, until my legs were shaking uncontrollably.

When I finally came, it was intense. My whole body tensed up, my pussy clenched hard around his fingers, and I had to bury my face in the table to muffle my moans. I came so hard I actually squirted a little on his hand. After I stopped shaking, he leaned down next to my ear and whispered, “Next time… I won’t stop at just my fingers.”
I left the spa with my legs still weak and his cum wait no, my own juices still dripping down my thighs.I already booked another appointment for next week… and this time I’m thinking I might not wear the thong at all..

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u/chloecherishx — 28 days ago

[FM] My best friend and I masturbated together after years of sexual tension

My best friend Carl and I have been close since high school. We’re both 28 now. We’ve always been super open with each other about sex.
I’ve told him about my hookups, sent him nudes for feedback, and even called him right after my first threesome to give him every dirty detail. But we never actually did anything physical. We were both scared it would ruin our friendship.
The other night I was home visiting family and feeling extremely horny after a long dry spell.I texted him at 11pm. “Come over. I’m bored and need to take the edge off. Bring wine.”
He showed up with a bottle and that stupid grin he always has. We went down to the basement so we wouldn’t wake my parents. After finishing most of the wine and complaining about dating, I finally admitted it.
“I’m so fucking horny but I don’t want to hook up with some random guy right now,” I told him.
He laughed and said something like “Well I’m right here…”
I hesitated for a second, then asked him straight up: “Would you be down to just masturbate together? No touching each other. Just… next to each other?”
He looked surprised but agreed. We set rules no kissing, no touching each other’s privates, and we stop if it gets weird.
We both stripped on the big couch. When I took my top off, I saw his eyes go straight to my tits. I teased him, “You’ve seen them in pictures but never like this, huh?” Then I slid my shorts and panties off. I was already soaked.
When he pulled his cock out, I couldn’t help but stare. He was rock hard and thicker than I expected. “Okay… damn,” I said with a nervous laugh.
I leaned back on one end of the couch, spread my legs, and started slowly rubbing my clit. He started stroking while watching me. The sound of his hand moving on his cock and my wet pussy filled the room. It was so much hotter than I imagined.
We started talking dirty. I told him I’ve touched myself thinking about him before. He admitted the same. That made me even wetter. I slid two fingers inside myself and started fucking myself while rubbing my clit faster. My moans were getting louder.
I looked over at his hand pumping his cock and it turned me on so much. “Choke me a little?” I asked breathlessly..
He reached over and wrapped his hand gently around my throat.
The second he did, I came hard shaking, whimpering, my legs trembling.
Watching me cum must have pushed him over the edge. “I’m gonna cum,” he groaned.
I quickly sat up, pushed my tits together and told him, “Cum on them.”
He exploded all over my chest and neck. It felt so warm and dirty. I loved it.
After we caught our breath, I tasted a little bit of his cum off my finger and smiled. We cleaned up, cuddled under the blanket like normal, and talked about how surprisingly not weird it felt.
We both agreed we should do it again sometime.

has anyone else ever masturbated with their long time best friend? Did it stay casual or did things go further?

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u/chloecherishx — 29 days ago

I came during a full body massage and couldn’t hide it

I’m 28,single mom. Last week had been nonstop stress, so I booked a massage with a gift card.

The masseuse was Ethan tall, calm, with incredibly strong hands. I stripped down to just my thong and lay face down on the table.

He started professionally on my back and shoulders. But when he moved to my legs, things changed. His oiled hands glided up my calves, then my thighs. Every slow, deep stroke made my body heat up. When his thumbs pressed into my inner thighs, dangerously close to my pussy, I felt a rush of wetness soak my thong.

I tried to stay quiet, but my breathing was getting heavier. He asked softly if I was okay. I whispered “Yes…” but my voice cracked.

He kept working higher. The towel had slipped, but I didn’t pull it back. His fingers brushed right against the edge of my thong, pressing firmly into the sensitive skin where my thigh met my pussy. That was it. A sudden, intense wave crashed over me. My clit throbbed hard against the soaked fabric as my pussy clenched repeatedly in strong, uncontrollable spasms. Warmth flooded through me. I could feel my juices leaking out, soaking the thin thong completely. My toes curled tightly, my legs trembled uncontrollably, and I gripped the sheet so hard my knuckles turned white.

I bit down on my forearm to stop myself from moaning out loud, but a soft, shaky whimper still escaped. The orgasm rolled through me in long, pulsing waves deep, throbbing pleasure that left me breathless and dripping.

Ethan paused for a moment, his hands still on my thighs. I’m almost certain he knew exactly what just happened. When the session finally ended, my legs were still shaky. He handed me water with a small, knowing smile and said, “You seem much more relaxed now.”
I could barely look at him. I was still pulsing between my legs as I left.I definitely touched myself again that night thinking about it..

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u/chloecherishx — 1 month ago