Our First Cuckold Exploration
Re: Our First Cuckold Exploration
Yeah, you will probably be checking your phone all night, hoping for a message from her. You will likely check it even when no alert has gone off, lol.
Embrace the feeling. It will be different once reality has set in.
Hope to hear from you later on no matter what has happened or did not. Cool either way. Enjoy the ride!
Embrace the feeling. It will be different once reality has set in.
Hope to hear from you later on no matter what has happened or did not. Cool either way. Enjoy the ride!
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sandy691196
- $2 Ho
- Posts: 761
- Joined: Mon May 10, 2021 2:43 am
Re: Our First Cuckold Exploration
Spontaneous, organic stuff in a club or a lounge or a mall or a beach .. are always more exciting and less prone to frustrations than those planned, complex stuff.McRae wrote: ↑Fri Aug 15, 2025 5:21 amHere with the latest as Angelina and I gear up for her big night out tonight. Since my last post, we’ve locked in the details for tonight. Angelina’s sticking with our “start small” plan: she’ll be open to flirting, accepting a drink, or maybe dancing closely with a guy who sparks her interest, but keeping it non-physical for now.
Sandy691196, your suggestions about flashing and confiding in Sarah have shaped our approach too. Angelina talked to Sarah last night, casually mentioning that I’m “cool with her having fun and flirting a bit” to keep her friends from raising eyebrows. Sarah took it well, saying, “Girl, as long as you’re happy, I’ve got your back.” It’s a relief to have her in on it without spilling the full lifestyle.
The big news: Angelina picked her outfit, and it’s a showstopper. She’s wearing a cut-out mini dress from Jaded London—tight, with strategic cut-outs at the waist and a low neckline that’s sure to turn heads. She tried it on for me last night, and it took all my restraint to not pull her close. The dress is ideal for those subtle moves sandy691196 suggested—bending over or crossing her legs will definitely draw attention.
We’ve also nailed down logistics. Angelina’s heading out with Sarah, Mia, and Jess around 8 PM, starting with pre-drinks at Mia’s place before hitting a high-energy club downtown. She’ll text me updates keep me in the loop and stoke the kink. Safety’s still priority one: she’ll stay with her friends, only engage in public spaces, and keep her phone handy. We’ve got our post-night debrief planned—she’ll come home (probably around 2 AM), and we’ll talk through every detail, which we both know will lead to some intense reconnection.
For me, the waiting game is the challenge. Jujube, sandy691196—your tips on flirting were great, but I’m still curious about the cuck side. How do you guys handle the emotional mix of arousal and anxiety at home. I’m planning to chill with a sci-fi movie and a beer, but I know I’ll be checking my phone constantly. Angelina’s been extra playful, teasing me last night with, “What if I dance so close I feel his breath?” It’s driving me wild, but I’m nervous about real jealousy hitting.
We’re both feeling the thrill of this first step. Angelina’s excited to lean into her party girl energy, and I’m buzzing at the thought of her coming home with a flirty story—or maybe a guy’s number. We’re still debating spontaneous club encounters vs. planned meetups for the future, so any thoughts on that would be awesome. Thanks for guiding us through this, community. We’ll be back tomorrow with a full recap of how tonight goes—fingers crossed for a hot, safe, fun adventure!
It doesn't have to be with her GFs all the time. As she progresses to being a full fledged Hot Girl Friend.. she cant afford to pull those stunts in the company of friends every weekend. It will ruin her reputation in her friends circle.
Best plan is for you to accompany her to bars, clubs and hotel lounges where business travelers come in the evenings (if the senior, powerful man seduction game turns her on).. In any action packed club, you can enter separately and you can watch her get picked up and leave with a guy of her choice.. texting you the address of the guy's pad.
If it's a business traveler, he will have his room in the same hotel. Or for any out of town Joe, you can always confide in him about your cuck game and take him home.. where you can watch them fuck in your bed.
If she wants privacy and doesn't prefer your presence in the room, you can crash on the couch stroking your cock the whole time followed by the reclaiming fun..
Re: Our First Cuckold Exploration
McRae here, back with a detailed recount of Angelina’s night out last night. Angelina left for Mia’s around 7:45 PM. Her group Sarah, Mia, and Jess had their usual ritual: pre-drinks at Mia’s apartment, music blasting, outfits swapped and critiqued. She texted me at 8:15 PM: “Here, girls are hyping me up. Sarah’s got my back.” I could imagine the laughter, cocktails and the music. Sandy691196’s advice about lowering inhibitions with pre-drinks rang true; Angelina later said they’d done a round of vodka sodas, her favorite, which loosened her up. She described the dress fitting like a second skin.
At 9 PM, she updated: “Leaving for the club soon. Feeling good!” The club was a downtown spot and packed dance floor, perfect for her vibe. I set up a sci-fi movie (Blade Runner 2049) and grabbed a beer, but my phone was the real focus. Joel68’s prediction about me getting hard was spot-on—I was already feeling it. Angelina arrived at the club around 9:30 PM. Her first text came at 9:45 PM: “Club’s packed, lights are wild. Dancing already!” I could sense the music’s energy through her words. She and the girls hit the dance floor. Jujube’s advice about her natural energy kicked in—within 10 minutes, she texted again: “Guy just complimented my dress. Smiled back.” It was the start.
By 10:15 PM, things escalated. “He bought me a drink—tall, dark hair, nice smile. Chatting now”. She described him later as confident but not pushy, a guy in his early 30s. His name was Luca, she learned, and he’d approached with a simple, “That dress deserves a toast” She accepted the drink, gin and tonic, her go-to and they talked near the bar. Her subtle cues worked like magic, per Jujube’s playbook. She texted me: “He’s flirty. Told him I’ve got a boyfriend but I’m having fun. He’s cool with it.” I replied, “Keep going, tell me more” .
Luca asked her to dance at 10:30 PM. Her next update: “Dancing with him now. Hands on my waist—feels intense!” I pictured the scene. She stayed mindful of our boundaries, keeping it public with Sarah nearby, who texted me a quick, “She’s handling it!” The dance was close and she felt his breath on her neck. I was hard, pacing, jealousy mixing with heat, just as Jujube predicted.
By 11 PM, the night hit its pace. Angelina texted: “Luca’s persistent but sweet. Offered to buy another round.” She accepted, feeling the vodka and gin loosening her inhibitions, as sandy691196 noted. They danced again, this time slower. At 11:15 PM, she sent: “This is heating up. He’s close, okay with you?” I replied, “Yes, stay safe”. She later said it felt like owning the room. At 11:30 PM she texted: “He just kissed me. Pulled back now.” True to our safety plan, she stepped away, joined Sarah, and Luca backed off with a grin, saying, “Catch you later?”. She nodded but kept her distance. Sandy691196’s tip about setting boundaries paid off, she handled it smoothly, no vibe killed. I was stunned but buzzing
Angelina left the club around 1:45 AM, the group calling it a night. Her final text: “Heading home. Tired but excited. Love you!” I waited, movie long forgotten. She walked in at 2:10 AM, dress slightly wrinkled. We hugged, and the debrief began. She recounted everything: the compliments, Luca’s charm, the dances, and that kiss. We ended up in bed, fucked like rabbits. She fell asleep by 3 AM, and I stayed up, processing.
Though I’ll need better distractions next time. Safety held—public spaces, friends, condoms unused but ready.
We’re tossing around a few ideas: maybe letting Angelina explore a bit more with Luca if he’s around next time, or dipping into something like a planned meetup via an app for more control. Safety’s still key condoms, public spots, and her friends nearby and we’ll keep texting updates to stay connected. I’m also thinking of tweaking how I handle the wait at home, maybe with some of your distraction tips. We’re planning her next night out for next Friday unless something spontaneous pops up sooner. Angelina’s already hinting at a new outfit, and I’m curious if we should push the boundaries a bit.
What do you think—should we lean into the club scene again or try a different vibe.
At 9 PM, she updated: “Leaving for the club soon. Feeling good!” The club was a downtown spot and packed dance floor, perfect for her vibe. I set up a sci-fi movie (Blade Runner 2049) and grabbed a beer, but my phone was the real focus. Joel68’s prediction about me getting hard was spot-on—I was already feeling it. Angelina arrived at the club around 9:30 PM. Her first text came at 9:45 PM: “Club’s packed, lights are wild. Dancing already!” I could sense the music’s energy through her words. She and the girls hit the dance floor. Jujube’s advice about her natural energy kicked in—within 10 minutes, she texted again: “Guy just complimented my dress. Smiled back.” It was the start.
By 10:15 PM, things escalated. “He bought me a drink—tall, dark hair, nice smile. Chatting now”. She described him later as confident but not pushy, a guy in his early 30s. His name was Luca, she learned, and he’d approached with a simple, “That dress deserves a toast” She accepted the drink, gin and tonic, her go-to and they talked near the bar. Her subtle cues worked like magic, per Jujube’s playbook. She texted me: “He’s flirty. Told him I’ve got a boyfriend but I’m having fun. He’s cool with it.” I replied, “Keep going, tell me more” .
Luca asked her to dance at 10:30 PM. Her next update: “Dancing with him now. Hands on my waist—feels intense!” I pictured the scene. She stayed mindful of our boundaries, keeping it public with Sarah nearby, who texted me a quick, “She’s handling it!” The dance was close and she felt his breath on her neck. I was hard, pacing, jealousy mixing with heat, just as Jujube predicted.
By 11 PM, the night hit its pace. Angelina texted: “Luca’s persistent but sweet. Offered to buy another round.” She accepted, feeling the vodka and gin loosening her inhibitions, as sandy691196 noted. They danced again, this time slower. At 11:15 PM, she sent: “This is heating up. He’s close, okay with you?” I replied, “Yes, stay safe”. She later said it felt like owning the room. At 11:30 PM she texted: “He just kissed me. Pulled back now.” True to our safety plan, she stepped away, joined Sarah, and Luca backed off with a grin, saying, “Catch you later?”. She nodded but kept her distance. Sandy691196’s tip about setting boundaries paid off, she handled it smoothly, no vibe killed. I was stunned but buzzing
Angelina left the club around 1:45 AM, the group calling it a night. Her final text: “Heading home. Tired but excited. Love you!” I waited, movie long forgotten. She walked in at 2:10 AM, dress slightly wrinkled. We hugged, and the debrief began. She recounted everything: the compliments, Luca’s charm, the dances, and that kiss. We ended up in bed, fucked like rabbits. She fell asleep by 3 AM, and I stayed up, processing.
Though I’ll need better distractions next time. Safety held—public spaces, friends, condoms unused but ready.
We’re tossing around a few ideas: maybe letting Angelina explore a bit more with Luca if he’s around next time, or dipping into something like a planned meetup via an app for more control. Safety’s still key condoms, public spots, and her friends nearby and we’ll keep texting updates to stay connected. I’m also thinking of tweaking how I handle the wait at home, maybe with some of your distraction tips. We’re planning her next night out for next Friday unless something spontaneous pops up sooner. Angelina’s already hinting at a new outfit, and I’m curious if we should push the boundaries a bit.
What do you think—should we lean into the club scene again or try a different vibe.
Re: Our First Cuckold Exploration
Did she exchange numbers?
Re: Our First Cuckold Exploration
Angelina didn’t exchange numbers with Luca last night. After that kiss and her stepping back, she kept things light and didn’t feel ready to take it further in the moment. She did mention he asked if they’d meet again, and she left it open with a smile
Re: Our First Cuckold Exploration
Btw, how tall is she?
Can you post more pics of her?
Can you post more pics of her?
Re: Our First Cuckold Exploration
Thxs. She is a total smoke show.
Re: Our First Cuckold Exploration
Just wait until she takes it further, lol.
You will be home alone going totally crazy!
You will be home alone going totally crazy!
Re: Our First Cuckold Exploration
Hi McRae. After viewing the 2 extraordinary photos of Ang, I'd like to nominate you for the Nobel Peace prize. Humanity is a much better place due to you encouraging the gorgeous Angelina to be "available" for we mere men to fantasise about. Please keep the wonderful adventure and photos rolling.
Re: Our First Cuckold Exploration
Thanks for the comments, you’re keeping us motivated. Joel68, you’re probably right—I’ll be a wreck if she takes it further next time, but that’s part of the thrill I’m embracing. idea of going crazy at home while she’s out is already getting me worked up for Friday. Wannabee, haha, I’ll pass on the Nobel nod to Angelina—she’s the real star, and I’m just along for the ride.
Angelina and I spent the day chilling. She’s still talking about the kiss with Luca, and we’ve been talking about how it felt, her confidence is soaring, and I’m loving the connection it’s sparking. We took a lazy morning, watched some TV, and she teased me about next Friday already. No big moves , just soaking it in and planning. More to come midweek
Angelina and I spent the day chilling. She’s still talking about the kiss with Luca, and we’ve been talking about how it felt, her confidence is soaring, and I’m loving the connection it’s sparking. We took a lazy morning, watched some TV, and she teased me about next Friday already. No big moves , just soaking it in and planning. More to come midweek
Re: Our First Cuckold Exploration
Estamos lanzando algunas ideas: tal vez dejar que Angelina explore un poco más con Luca si está cerca la próxima vez, o sumergirse en algo como una reunión planificada a través de una aplicación para tener más control.
Hello, I congratulate you and encourage you for your incredible story. Angelina is a goddess and has so much to discover and explore. It doesn't have to be just one option; with an open mind, she'll surely find willing guys wherever she goes. Her confidence will grow as she meets more guys and you continue to "help" her. LOL. In no time, she can build up a good collection of guys and contacts.
Thanks for your updates.
Hello, I congratulate you and encourage you for your incredible story. Angelina is a goddess and has so much to discover and explore. It doesn't have to be just one option; with an open mind, she'll surely find willing guys wherever she goes. Her confidence will grow as she meets more guys and you continue to "help" her. LOL. In no time, she can build up a good collection of guys and contacts.
Thanks for your updates.
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Midnight Joker
- Player
- Posts: 413
- Joined: Tue Feb 27, 2024 9:00 pm
Re: Our First Cuckold Exploration
viewtopic.php?f=9&t=76690
Wow! Brave man to let her out of your sight. She'll have the pick of any man she wants!!
Wow! Brave man to let her out of your sight. She'll have the pick of any man she wants!!
Re: Our First Cuckold Exploration
Daily update:
After the late-night debrief and passion following Friday’s events, we both slept in. We stayed in bed a bit longer, sipping coffee and replaying the highlights, her dancing with Luca, his hands on her waist, and that surprising kiss. She admitted the kiss felt like a rush. I confessed the jealousy hit hard but turned into arousal. By 10:30 AM, we were up. We talked about the emotional bond. She saying, “I love that you’re into this with me.”
Around noon, we headed to a cozy cafe down the street, a favorite spot with outdoor seating. Angelina wore a casual sundress. Over pancakes and omelets, we dug deeper. She shared how Luca’s confidence drew her in, how his touch felt electric but stopped when it crossed her line. I admitted staring at my phone all night, heart racing with each text, hoping for that next step. We revisited the condoms in her purse.
The conversation shifted to her past a bit, her late teens, around 18 or 19, when she started exploring her freedom with flings. I shared how that history adds to her now, and she blushed, teasing, “Wait till next time.” We agreed to keep safety first
After brunch, we took a short walk in the park. Her hand in mine, we talked logistics for next Friday, August 22. She’s eyeing a new outfit maybe a black leather skirt and crop top. I suggested a dance that lingers or a flirty chat with intent, and she grinned, “We’ll see who bites.” The idea of Luca returning crossed our minds, and she admitted his kiss left her curious. We sat by the lake, watching ducks, and she teased, “What if I come home with more than a story?” My pulse jumped, and she laughed. The walk ended with us plotting a midweek plan: outfit shopping Tuesday, a talk about boundaries Wednesday.
Back home by 4 PM, we watched a romantic comedy, cuddled up. She fell asleep halfway, exhaustion from Friday catching up. I stayed awake - my hope for her to be fucked good by a hotter guy is real, and her readiness is clear. Watching her sleep, I imagined that future scene , her with someone else, me nearby.
Dinner was takeout, pizza and wings.
Spontaneous vs. planned—your take?
After the late-night debrief and passion following Friday’s events, we both slept in. We stayed in bed a bit longer, sipping coffee and replaying the highlights, her dancing with Luca, his hands on her waist, and that surprising kiss. She admitted the kiss felt like a rush. I confessed the jealousy hit hard but turned into arousal. By 10:30 AM, we were up. We talked about the emotional bond. She saying, “I love that you’re into this with me.”
Around noon, we headed to a cozy cafe down the street, a favorite spot with outdoor seating. Angelina wore a casual sundress. Over pancakes and omelets, we dug deeper. She shared how Luca’s confidence drew her in, how his touch felt electric but stopped when it crossed her line. I admitted staring at my phone all night, heart racing with each text, hoping for that next step. We revisited the condoms in her purse.
The conversation shifted to her past a bit, her late teens, around 18 or 19, when she started exploring her freedom with flings. I shared how that history adds to her now, and she blushed, teasing, “Wait till next time.” We agreed to keep safety first
After brunch, we took a short walk in the park. Her hand in mine, we talked logistics for next Friday, August 22. She’s eyeing a new outfit maybe a black leather skirt and crop top. I suggested a dance that lingers or a flirty chat with intent, and she grinned, “We’ll see who bites.” The idea of Luca returning crossed our minds, and she admitted his kiss left her curious. We sat by the lake, watching ducks, and she teased, “What if I come home with more than a story?” My pulse jumped, and she laughed. The walk ended with us plotting a midweek plan: outfit shopping Tuesday, a talk about boundaries Wednesday.
Back home by 4 PM, we watched a romantic comedy, cuddled up. She fell asleep halfway, exhaustion from Friday catching up. I stayed awake - my hope for her to be fucked good by a hotter guy is real, and her readiness is clear. Watching her sleep, I imagined that future scene , her with someone else, me nearby.
Dinner was takeout, pizza and wings.
Spontaneous vs. planned—your take?
Re: Our First Cuckold Exploration
Dear McRae
Thanks for sharing your journey and pictures of your incredibly sexy Girlfriend.
I am guessing this will make it more fun for both of you....
Sincerely
elina
Thanks for sharing your journey and pictures of your incredibly sexy Girlfriend.
Planned with the option for Her to deviate in a spontaneous way
I am guessing this will make it more fun for both of you....
Sincerely
elina
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sandy691196
- $2 Ho
- Posts: 761
- Joined: Mon May 10, 2021 2:43 am
Re: Our First Cuckold Exploration
McRae wrote: ↑Sun Aug 17, 2025 8:14 pmDaily update:
After the late-night debrief and passion following Friday’s events, we both slept in. We stayed in bed a bit longer, sipping coffee and replaying the highlights, her dancing with Luca, his hands on her waist, and that surprising kiss. She admitted the kiss felt like a rush. I confessed the jealousy hit hard but turned into arousal. By 10:30 AM, we were up. We talked about the emotional bond. She saying, “I love that you’re into this with me.”
Around noon, we headed to a cozy cafe down the street, a favorite spot with outdoor seating. Angelina wore a casual sundress. Over pancakes and omelets, we dug deeper. She shared how Luca’s confidence drew her in, how his touch felt electric but stopped when it crossed her line. I admitted staring at my phone all night, heart racing with each text, hoping for that next step. We revisited the condoms in her purse.
The conversation shifted to her past a bit, her late teens, around 18 or 19, when she started exploring her freedom with flings. I shared how that history adds to her now, and she blushed, teasing, “Wait till next time.” We agreed to keep safety first
After brunch, we took a short walk in the park. Her hand in mine, we talked logistics for next Friday, August 22. She’s eyeing a new outfit maybe a black leather skirt and crop top. I suggested a dance that lingers or a flirty chat with intent, and she grinned, “We’ll see who bites.” The idea of Luca returning crossed our minds, and she admitted his kiss left her curious. We sat by the lake, watching ducks, and she teased, “What if I come home with more than a story?” My pulse jumped, and she laughed. The walk ended with us plotting a midweek plan: outfit shopping Tuesday, a talk about boundaries Wednesday.
Back home by 4 PM, we watched a romantic comedy, cuddled up. She fell asleep halfway, exhaustion from Friday catching up. I stayed awake - my hope for her to be fucked good by a hotter guy is real, and her readiness is clear. Watching her sleep, I imagined that future scene , her with someone else, me nearby.
Dinner was takeout, pizza and wings.
Spontaneous vs. planned—your take?
Spontaneous can be planned.
The setting and venue are planned.. the agreed pathway is planned. The specific person, the exact chemistry and events can be organic and spontaneous.
Like I said in an earlier post.. Lose the friends on a weekend.. You go with her.. Enter separately. Let her dress to flash and to give easy access.. Encourage her to go all the way if there is chemistry with the guy.
Decide on the "cheating" story she will feed the guy.. If things work out she can bring him back to your place .. with a "boy friend is out on work tour" gag..
Have fun..
Re: Our First Cuckold Exploration
Monday brought a cafe shift for Angelina. She came home around 8 PM, tired but mentioning a busy day with tips and chatter. We ate leftovers, and she casually dropped, “One of the baristas was extra flirty today.” - Ethan, mid-20s guy. She texted me mid-shift: “Ethan’s flirting—called me bright.” I felt that familiar turn on, arousal mixing with a jealousy, and replied, “Tell me more later.
He asked if she’d join him for a post-shift drink, catching her off guard. She declined with a laugh, saying, “I’ve got plans,” but his persistence—winking and saying, “Next time, then?" We talked it out late into the night. Angelina’s flattered but cautious. Ethan’s a colleague, and cafe gossip could complicate things. She wondered aloud, “What if I flirted back a little?” I grinned, aroused but wary, and we decided to monitor it—maybe a playful response next shift.
With Friday, on the horizon, we’re gearing up
He asked if she’d join him for a post-shift drink, catching her off guard. She declined with a laugh, saying, “I’ve got plans,” but his persistence—winking and saying, “Next time, then?" We talked it out late into the night. Angelina’s flattered but cautious. Ethan’s a colleague, and cafe gossip could complicate things. She wondered aloud, “What if I flirted back a little?” I grinned, aroused but wary, and we decided to monitor it—maybe a playful response next shift.
With Friday, on the horizon, we’re gearing up
Re: Our First Cuckold Exploration
Tuesday ramped up our Friday plans. We hit the mall , as scheduled, to shop for her outfit. Angelina tried on a black leather skirt and crop top. She modeled it in the dressing room. We bought it, plus lacy underwear she chose with a sly, “Just in case,” which sent my pulse racing. Lunch at the food court followed, where we honed boundaries: flirting, dancing, maybe a number exchange. She’s excited to channel it Friday, and I’m prepping my wait. Safety’s non-negotiable: public club, Sarah’s support, condoms ready, constant texts. We’re debating if Ethan’s vibe might inspire a bolder dance, but we’ll keep it club-centric. Ethan’s moves and Luca’s kiss fuel a jealous thrill I’m learning to ride 
Re: Our First Cuckold Exploration
Hope your Friday goes well 

Re: Our First Cuckold Exploration
Yeah, me too. But he hasn’t been here since Wednesday morning.
I thought he would’ve returned to let us know if tonight is still on.
Oh well, we will wait to see what happened when he returns whenever that is.
I thought he would’ve returned to let us know if tonight is still on.
Oh well, we will wait to see what happened when he returns whenever that is.
Re: Our First Cuckold Exploration
Here is the update from last night:
She came home at 3 PM, shifting to night-out mode. The black leather skirt hugged her frame, crop top showing her midriff, heels her long legs. She modeled it, asking, “Ready?” I nodded, and said, “You’ll drive them wild—think of me waiting.” She laughed, “Oh, I will,” and we shared a kiss. Pre-drinks were set for 7:45 PM at Mia’s with Sarah, Mia, and Jess, the club at 9:30 PM. Condoms were in her purse, safety locked—public spaces, friends, texts.
Angelina arrived at Mia’s around 8 PM. Her first text came at 8:15 PM. At 9:15 PM, she updated: “Heading to club". Her text at 9:45 PM: “Guy noticed me—smiled back". By 10:15 PM, it escalated. His name was Jack, mid-20s, athletic, he complimented her dress. She played along. She texted “Told him I’ve got a boyfriend but I’m fun, he’s cool,” and I replied “Keep going—details”. At 10:45 PM, Jack asked her to dance; Her update: “Dancing with him—hands on my hips”. They danced close. By 11:15 PM, Jack offered another drink, and she accepted, the vodka and gin lowering inhibitions.
They talked near the bar, and he asked for her number. Her text: “He wants my number—giving it?” I replied, “Yes—have fun". She texted “Got his". Angelina left the club around 1:45 AM, group tired. Her final text: “Heading home—wild night! Love you!” She walked in at 2:10 AM, skirt slightly askew, hair messy, a tired but smile. We hugged, and the debrief began.
We talked jealousy. No kiss this time, but the number swap felt like a victory. We ended in bed, we had sex and she slept by 3 AM - I stayed up, processing.
My wait was intense, music helping, but I’ll refine it. The number swap opens doors. We're debating a text to Jack or waiting for him.
Questions:
Number follow-up: Text Jack or wait?
Wait tips: Better distractions?
She came home at 3 PM, shifting to night-out mode. The black leather skirt hugged her frame, crop top showing her midriff, heels her long legs. She modeled it, asking, “Ready?” I nodded, and said, “You’ll drive them wild—think of me waiting.” She laughed, “Oh, I will,” and we shared a kiss. Pre-drinks were set for 7:45 PM at Mia’s with Sarah, Mia, and Jess, the club at 9:30 PM. Condoms were in her purse, safety locked—public spaces, friends, texts.
Angelina arrived at Mia’s around 8 PM. Her first text came at 8:15 PM. At 9:15 PM, she updated: “Heading to club". Her text at 9:45 PM: “Guy noticed me—smiled back". By 10:15 PM, it escalated. His name was Jack, mid-20s, athletic, he complimented her dress. She played along. She texted “Told him I’ve got a boyfriend but I’m fun, he’s cool,” and I replied “Keep going—details”. At 10:45 PM, Jack asked her to dance; Her update: “Dancing with him—hands on my hips”. They danced close. By 11:15 PM, Jack offered another drink, and she accepted, the vodka and gin lowering inhibitions.
They talked near the bar, and he asked for her number. Her text: “He wants my number—giving it?” I replied, “Yes—have fun". She texted “Got his". Angelina left the club around 1:45 AM, group tired. Her final text: “Heading home—wild night! Love you!” She walked in at 2:10 AM, skirt slightly askew, hair messy, a tired but smile. We hugged, and the debrief began.
We talked jealousy. No kiss this time, but the number swap felt like a victory. We ended in bed, we had sex and she slept by 3 AM - I stayed up, processing.
My wait was intense, music helping, but I’ll refine it. The number swap opens doors. We're debating a text to Jack or waiting for him.
Questions:
Number follow-up: Text Jack or wait?
Wait tips: Better distractions?
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sandy691196
- $2 Ho
- Posts: 761
- Joined: Mon May 10, 2021 2:43 am
Re: Our First Cuckold Exploration
Her binges go like clockwork. A report every 30 mins without fail, by the clock.. Her friends never get in the way.. no one ever throws a monkey wrench in the works. As if their role is just to be there as support and give her a free run week after week!!! 🥰
Last edited by sandy691196 on Sun Aug 24, 2025 10:48 am, edited 1 time in total.
Re: Our First Cuckold Exploration
Has he contacted her yet?
Re: Our First Cuckold Exploration
My cock throbbing as I spill the filthy details of Angelina’s latest girls’ night out on Friday. Your advice has been our dirty playbook, pushing us deeper into this cuckold life, and last night was a fucking game-changer. Angelina, my 21-year-old bombshell, took it to the next level in a slutty-as-hell outfit, sucking a guy off in the club bathroom while I waited at home, hard and aching
Friday evening, Angelina turned into a walking wet dream - she slipped in skirt and top that screamed fuck me, her tits practically spilling out. Underneath, lacy black panties. Her heels made her legs look like they were begging to be spread and when she spun for me I was rock-hard, precum already leaking. She laughed when I said she's gonna make cocks explode tonight, vowed to text every dirty detail. At Mia’s, the girls were in full slut mode. Sarah ready to cover without spilling our cuckold secret to Mia or Jess. They took Uber for the downtown club by 9:30ish. The place was a fuckfest.
Barely ten minutes in, a guy made his move. Ryan, mid-20s, blond, jacked. He leaned in, voice low, telling her that outfit was asking to be taken. He bought her a gin and tonic, and she leaned closer, letting him know she had a boyfriend but was down to play. They moved to the bar her body angled to show off her curves. Back home, I was sprawled on the couch, some sci-fi movie ignored, my beer warm, my cock straining as her texts lit up my phone.
They hit the dance floor, and shit got filthy fast. Her ass ground against his crotch, his hands gripping her hips, pulling her tight. Sarah stayed close, watching per our safety plan, her presence keeping things secure. Angelina’s skirt inched up, flashing those lacy panties, her tits pressed against him as the music throbbed. I scribbled in my journal, your tip to channel the nerves, but her texts were my drug, each one pumping more blood to my groin.
Ryan's whispering he wanted to fuck her brains out. She felt his cock, rock-hard through his jeans and she led him away to the bathrooms, Dropping to her knees, she yanked his jeans down. Her lips wrapped around him, sucking hard, tongue swirling, his hands fisting her hair as he groaned. She worked him like a slut as he fucked her mouth, his load exploding down her throat. She swallowed every drop, her eyes locked on his, pure power in her smirk. Sarah guarded the door, keeping it safe
At home, I was a fucking mess, pacing, my cock throbbing as I waited for her text. When it landed saying she’d sucked him off, swallowed his cum, and was back with her girls—I nearly blew my load. The jealousy seared, but it fueled me, like Jujube said to embrace. She rejoined Sarah, Mia, and Jess, dancing like a slut, Ryan slipping away with a smug “see you soon.” The girls partied until 1:30, then bounced in Uber.
She came back home at 2am, skirt barely covering her ass, makeup fucked, her smile pure sex. We crashed into each other, my hands grabbing her. Over whiskey, she spilled it all - the dance that soaked her panties, the bathroom where she swallowed his cum. She described his dick, thick and pulsing, the taste of his load, how her cunt ached as she sucked. I admitted the wait was hell, my journal barely keeping me from stroking, the jealousy making me want to fuck her senseless. She passed out by 3:00, her body spent, while I stayed up.
Saturday, we woke late as we relived the night. I confessed the jealousy hit like a truck but made me want her more. Angelina said swallowing Ryan’s cum was a power. At our favorite cafe, her in a tight sundress, we ate brunch outside, digging into what’s next. Her outfit was a slut’s wet dream, pulling Ryan like a magnet, and we’re craving more.
Jack’s ghosted, so Ryan’s our focus or a new cock at the club. Her cafe flirt, Ethan, is still teasing, but we’re keeping it chill to avoid drama.
Friday evening, Angelina turned into a walking wet dream - she slipped in skirt and top that screamed fuck me, her tits practically spilling out. Underneath, lacy black panties. Her heels made her legs look like they were begging to be spread and when she spun for me I was rock-hard, precum already leaking. She laughed when I said she's gonna make cocks explode tonight, vowed to text every dirty detail. At Mia’s, the girls were in full slut mode. Sarah ready to cover without spilling our cuckold secret to Mia or Jess. They took Uber for the downtown club by 9:30ish. The place was a fuckfest.
Barely ten minutes in, a guy made his move. Ryan, mid-20s, blond, jacked. He leaned in, voice low, telling her that outfit was asking to be taken. He bought her a gin and tonic, and she leaned closer, letting him know she had a boyfriend but was down to play. They moved to the bar her body angled to show off her curves. Back home, I was sprawled on the couch, some sci-fi movie ignored, my beer warm, my cock straining as her texts lit up my phone.
They hit the dance floor, and shit got filthy fast. Her ass ground against his crotch, his hands gripping her hips, pulling her tight. Sarah stayed close, watching per our safety plan, her presence keeping things secure. Angelina’s skirt inched up, flashing those lacy panties, her tits pressed against him as the music throbbed. I scribbled in my journal, your tip to channel the nerves, but her texts were my drug, each one pumping more blood to my groin.
Ryan's whispering he wanted to fuck her brains out. She felt his cock, rock-hard through his jeans and she led him away to the bathrooms, Dropping to her knees, she yanked his jeans down. Her lips wrapped around him, sucking hard, tongue swirling, his hands fisting her hair as he groaned. She worked him like a slut as he fucked her mouth, his load exploding down her throat. She swallowed every drop, her eyes locked on his, pure power in her smirk. Sarah guarded the door, keeping it safe
At home, I was a fucking mess, pacing, my cock throbbing as I waited for her text. When it landed saying she’d sucked him off, swallowed his cum, and was back with her girls—I nearly blew my load. The jealousy seared, but it fueled me, like Jujube said to embrace. She rejoined Sarah, Mia, and Jess, dancing like a slut, Ryan slipping away with a smug “see you soon.” The girls partied until 1:30, then bounced in Uber.
She came back home at 2am, skirt barely covering her ass, makeup fucked, her smile pure sex. We crashed into each other, my hands grabbing her. Over whiskey, she spilled it all - the dance that soaked her panties, the bathroom where she swallowed his cum. She described his dick, thick and pulsing, the taste of his load, how her cunt ached as she sucked. I admitted the wait was hell, my journal barely keeping me from stroking, the jealousy making me want to fuck her senseless. She passed out by 3:00, her body spent, while I stayed up.
Saturday, we woke late as we relived the night. I confessed the jealousy hit like a truck but made me want her more. Angelina said swallowing Ryan’s cum was a power. At our favorite cafe, her in a tight sundress, we ate brunch outside, digging into what’s next. Her outfit was a slut’s wet dream, pulling Ryan like a magnet, and we’re craving more.
Jack’s ghosted, so Ryan’s our focus or a new cock at the club. Her cafe flirt, Ethan, is still teasing, but we’re keeping it chill to avoid drama.