Christmas Vacation with Emily [cuckold] [chastity] [edging] [denial]

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Hey everyone, this story happened recently over Christmas and New Years. We were out of town for two weeks back home visiting our families, which mean Emily couldn’t see Derek the whole time. My last cum had been about two weeks before this.

The week leading up to the trip, Emily was already up to something, and would be spending the weekend with him before we left, since they wouldn’t be able to meet up for a while. She had been texting Derek a bunch, and I could tell because she would grab her phone during dinner or while we watched TV. She would answer quickly, wait for replies with this little smile, and giggle to herself. I didn’t know what they were talking about, but it made her extra flirty with me. She would tease me bad, like sitting on the couch with her feet in my lap, rubbing them against my cage until I was throbbing and begging her to unlock me. “Not yet, baby,” she would say, laughing. “No unlocks for you today.” One night, Thursday I think, she tied me up and edged me for like 30 minutes with her hand, stopping every time I got close. I was leaking everywhere, super horny and frustrated. She was too. She made me eat her out afterward, but pulled away before she came, whining about how wet she was, but she wouldn’t let me make her cum.

It started on Friday. We were leaving early on Monday for the drive to her family’s place, which was only about 15 minutes away from mine. Emily packed a bag and headed to Derek’s for the weekend. I was at home handling last-minute packing stuff and just messing around. That evening, she FaceTimed me around 8 PM. She looked relaxed, lounging on his couch with no pants and a tank top. Her hair and makeup were a bit messy like they had been fooling around.

“Hey baby,” she said, smiling. “Miss me already?”

I told her yeah, and asked how the day was. She recapped that they had hung out, watched some movies, and things got heated. She said he teased her a bunch, fucking her slowly and making out. He didn’t let her cum at all. “He is being all dominant today,” she giggled. Then she mentioned he brought up some ideas for our vacation, like only letting me get teased with feathers and brushes while we are away. I love/hate when she uses those to tease me. They drive me insane without ever pushing me over the edge and they’re so gentle. If you’ve ever been edged like that you’ll know what I’m talking about. Emily, however, loves how much I beg and leak when she uses them. I asked if she agreed to that, and she shook her head. “No, not yet. But it does sound like fun… Turning you into a complete mess with those little strokes” She blew a kiss and gave a wink as my cage tightened a bit. After showing me her new pedi she said she had to go because They were ordering food. I went to bed horny and a bit jealous. My cage was twitching.

Saturday was similar. She FaceTimed around 7 PM, this time from his bedroom. She was in a cute set of blue lingeree, looking flushed while doing her makeup. She told me they had spent the day doing little activities, shopping, going out for food, and of course messing around. “I sucked his dick for like half an hour while he gently played with my pussy,” she said. Her voice was low. “Then we had to go shopping. I was leaking everywhere, baby, but he wouldn’t let me cum. He kept pulling his fingers away right when I got close. Then when we got back it was more teasing where he fucked me so slowly. My legs were shaking but he still wouldn’t let me cum.” I groaned, asking why he was denying her. She shrugged. “He says it will make it feel better when I finally get to. Oh, and he mentioned the feathers again. He thinks it would be hot if that is all you get.” I begged her not to agree, but she just laughed and said it might be fun. Then her eyes lit up. “He is taking me out tonight. I gotta get ready. I am dressing up all pretty for him.” She showed me the outfit she picked, a tight black top that showed underboob with no bra, and some booty shorts with heels. She said she had to go. The call ended. I spent the night imagining them at dinner or dancing. My balls were aching.

Sunday, no FaceTime. I texted her a couple times, but she just replied with hearts and said she was busy. She got home around 10 PM, just as I was finishing loading up the car. We had to leave super early Monday, so she jumped right into recounting the day while we got ready for bed. We were both super horny by then. She was all over me as soon as she walked in, kissing me hard and grinding against my cage. “God, baby, I am so worked up,” she said. “That weekend was intense.” I was rock hard in my cage, leaking a bit already. She teased me bad right there in the living room, cuffing my hands behind my back and unlocking me and stroking me slowly for a few minutes while she talked. She stopped before I got close, giggling at how desperate I looked. “Not tonight, but listen to this.”

Apparently, after their night out with dinner and drinks where he teased her under the table, they went back to his place for some more teasing. The next day, after breakfast, he tied her up on the bed, arms spread apart and her legs lifted up. He started teasing her pussy with feathers and kissss, making her squirm. Then he lotioned up her soles while she begged him not to and tickled them gently. It was enough to make her giggle and shriek every once in a while, but not super intense. She continued edging me while she told me how his fingers traced the same patterns on her soles while her feet were just helpless there, and she was begging him the whole time. Eventually, he pushed his cock into her pussy and started doing slow strokes again, driving her absolutely crazy. Then he started mixing it up and doing harder tickles every once in a while and harder fucking too, driving her crazy. He kept asking if she would agree to his vacation demands. “I held out as long as I could, baby,” she said, giggling. “But I was a total mess. I was leaking everywhere, so horny I could not think. Finally, I broke and promised. You only get feather teases during the trip, and I’m not allowed to cum at all.” I asked if that meant I would get to cum. She burst out laughing. “Of course not, babe, no releases for you either.” My penis throbbed hearing this and she continued telling me how even after she promised he kept going for like 20 or 30 minutes before letting her cum. She teased me a bit more with her hand, making me beg before relocking me.

We hit the road early Monday for the drive to her family’s house. The first few days were all family stuff like dinners, catching up, games with her siblings and parents. Emily was her usual charming self, but I could tell she was pent up. She would sneak quick makeout sessions with me in the guest bedroom. I would eat her out or finger her, but she would always stop me right before she got close, whispering, “No cumming,” as much to herself as to me. She would whine a little and grind against my tongue harder each time.

Every night in the guest bedroom, after everyone was asleep, she would tease me as promised. She would lock the door, blindfold me, and gag me with a soft cloth so it was quiet and nobody could hear my moans. Then she would uncage me and pull out a feather or paintbrush from her bag. The first night on Monday, she had me lie on the bed naked. She lightly dragged the feather up and down my shaft for about 20 minutes. It was maddening. The soft tickles made me throb and leak precum all over the sheets, but never enough to cum. I begged into the gag, muffled and desperate, but she just smiled and said, “Only feathers, baby. Derek’s rules.” While she teased, her phone buzzed a couple times. She checked it and giggled, typing back quickly. She waited for replies with this excited look, answering right away. I didn’t know what they were talking about, but it made her tease me even worse, like sawing one feather faster on my tip while she used the other one on my balls.

The teases continued every single night like that, whether we were at her family’s or switching to mine mid-week. She would blindfold and gag me each time for quiet. I would get uncaged. She would use the feather or paintbrush until I was a begging, leaking mess. Precum would drip down my balls. I would thrust into the air desperately. Then she would relock me without mercy. Not every session was super long. Some were quick 10-minute tortures after a late family night. They all ended with me frustrated and her giggling. She didn’t always share what Derek texted, but sometimes she would mention it. For example, on Wednesday night, the tease went on for 45 minutes with her soles pressed against my face. She switched between feather and paintbrush on my tip until I was whimpering into the gag. Afterward, she said, “Derek texted earlier and told me to make it longer tonight and more frustrating. He is keeping me on my toes.” I could tell they were texting more because she would pause the tease to check her phone, giggle at a reply, and type back while I lay there blindfolded and leaking.

She wore those rubber socks after lotioning her feet every night too. She would slip them on right before bed to keep her soles super soft “for Derek” when we get back. I would smell the lotion as she propped her feet up near me during teases, denying any touches. It drove me crazy. A couple times, I would eat her out while she texted him. She would lie back, phone in hand, typing away as I licked her clit. She would moan softly. “Mmm, he’s making me so horny, baby.” I didn’t know what the pics were, probably of his cock or something, but she would get wetter. She would grind against my face, only to push me away before she finished. While she texted, I could see her waiting for replies, smiling and answering quickly. It made me jealous, not knowing the details.

By the weekend around Day 5 to 6, we were at my family’s place. Things were escalating. Family days were normal like barbecues, visits with my parents and cousins. Nights in the guest bedroom were intense. Emily started getting dressed up sexy a few times for pics to Derek. On Friday night, after a family movie, she locked the door and said, “Derek requested a pic. Help me take it, baby.” She slipped into a tight lacy top and panties she had packed. She posed on the bed looking all flirty. First, she did a pose sitting up with her legs crossed, smiling at the camera. Then she lay back, arching her back a bit to show off her curves. I had to take the photos on her phone, snapping a few angles while she adjusted her hair or pulled the top down a little for cleavage. She sent them, giggling as she typed. “He says I have to change before your teasing…” Then she put on her pajamas, blindfolded and gagged me. She teased me for 30 minutes with the paintbrush.

The one-week mark hit on the following Sunday. Emily was super pent up by then. We had just had a big family lunch. That night in the guest room, I fingered her clit while she lay back, whining the whole time. “Oh god, baby, that feels so good. I wanna cum so fucking bad.” She was bucking against my hand. Her pussy was soaking when she forced me to stop, her voice all shaky. To take out her frustrations, she made my teases extra long. It was an hour of feather strokes up and down my shaft and balls with the paintbrush constantly working over my sensitive head. I was begging into the gag, leaking a puddle and twitching uncontrollably. “Please, babe, just let me cum,” I groaned, muffled. She shook her head. “Nope, and Derek texted to make sure I tease you until you are a mess tonight.” While I begged, her phone buzzed again. She responded one-handed, smirking. She waited for his reply, giggling softly. I didn’t know what they said, but it made her extend the tease a bit more and I could feel her toes wiggling against my face.

Week 2 was even worse or hotter, depending on how you look at it. We switched back to her family’s for the last few days. The daily teases ramped up to 25 to 35 minutes every night in the guest bedroom. She would blindfold and gag me for quiet. Summary-wise, it was the same frustrating routine each time. Her horniness made them meaner. She would whisper things like, “Oh my god I miss his cock right now…” She did another sexy pic session on Tuesday night. She had me help take photos of her in a skimpy dress that didn’t even cover her ass, posing seductively. She did one pose laying on her stomach, soles in the air. Another was her bending forward a little, showing off her ass. I snapped them on her phone while she posed. “He requested these to tide him over,” she said, sending them while I watched. “Look how hard he is for me… His pics are killing me,” showing me a picture of his massive cock that he sent. I could tell she was texting him more that night because she kept checking her phone during my tease, answering and waiting for replies with excited giggles.

A highlight was Wednesday, when I ate her out while she sexted him. She was on the bed, phone in hand, typing furiously as I licked and sucked her clit. Her hips were grinding into my face while I could hear the phone dings. She did not share details. She was waiting for each reply, smiling and typing back fast. It made me so jealous. I held her right on the edge while she whined until she finally said. “Stop, baby, I can’t take any more.” Then it was my turn for edging, and I got the longest yet, continuing long after I was begging incoherently into the gag.

By the final days around Day 12 to 14, Emily was a horny mess. She would whine during every fingering or oral session, getting closer each time but always stopping. The nightly teases stretched out, and it was feather on my balls, paintbrush on the head. I was leaking like crazy and begging her name into the gag. “Derek wanted it extra long tonight,” she said, showing me a text briefly. Something like tease him good, miss you. She paused feathering my balls a few times to text him back, giggling while waiting for replies.

The drive home on the final Sunday was tense. Emily texted Derek the whole way, excited about seeing him soon. “He is planning something hot for when I get back,” she teased me, but kept me locked. When we got home, she unpacked and headed to his place that evening. She came back glowing and with a story.

Overall, those two weeks were pure torture. Derek was pulling the strings from afar and it made me so jealous knowing her pent up pussy was all for him.


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