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Apologies for the long post, but this was one of the hottest and most intense sexual experiences I’ve had in a while and I just needed to get it out there.
So this past week has been one of my hardest to get through since me and Dekota began our chastity lifestyle. Her college friend Anna, who is a part-time professional athlete, was in town for a local competitive fitness event. As you can imagine she’s pretty tall and has an incredibly fit and toned body and is always dressed in the tightest activewear and workout clothes that show off her curves and muscles in ways that turns everyone’s heads as soon as she enters a room. I’ve tried my best to chill around her but it’s she’s made it impossible for me to control my gaze as she’s been lounging around the apartment between gym and training sessions. It didn’t help that Dekota recently got me a sized down chastity cage, so my cock has been absolutely packed tight and constantly leaking in a frustrating state of arousal.
The night before Anna’s competition the 3 of us went out for dinner. Dekota wanted to stay out a bit later but Anna went home early to get some rest, so me and Dekota ended up at a bar nearby. I stayed for a drink and it wasn’t long before Dekota started flirting with one of the guys she met at the bar. While he was in the bathroom she came back over and told me that she tried to convince the guy to let me come and watch as he took her home but he wasn’t into it.
“I know it’s been hard baby with Anna staying with us, you must be so pent up.”
She gently gave my chastity cage a gentle rub under the table, which instantly made my cock twitch.
“But I’m so fucking horny too, I haven’t had a proper pounding since Anna’s been with us. I promise I won’t stay out late tonight, I know we’ve got to be up early to watch Anna’s comp. I’ll make sure to send you a video at least and I give you permission to use one of my vibrators on your cage tonight as a little treat”
I know it sounds so pathetic but that genuinely got me excited since I was so fucking desperate for any sense of stimulation – I would gratefully take any sense of relief I could get. I quickly finished my drink and called an uber home.
To my surprise, I walked in on Anna masturbating in the living room, spread out over the couch in the silk dressing gown, moaning in the way you do when you know you’ve got the entire place to yourself. She let out a surprised yelp when she realised she had been caught. She covered herself immediately, but I had already seen that she had a buttplug up her ass and a dildo deep inside her pussy. We were both clearly flustered.
“Fuck I’m so sorry, I had no idea you’d be back so early” she said while tying up her dressing gown.
“It’s no problem at all. I uh- Dekota went to grab a drink with a friend but I thought I’d have an early one so I could watch you tomorrow- I mean, so I could be up early to come watch your comp tomorrow.”
She was still breathing heavily, but I could tell she found some humour in how awkward the situation was.
“I’m so sorry, I just needed to blow off some steam before tomorrow morning. I get so worked up when I’m training.”
I nodded and reassured her that it was fine and tried to play it cool, but I couldn’t stop myself looking at the huge dildo in their hand and thinking about how she still had a plug in her ass.
She smirked when she saw me staring with my mouth hanging slightly open. She apologized again and went to clean up in the bathroom. I let her know it was fine and that I’d probably head straight to bed.
I spent the next hour in my room with Dekota’s vibrator pressed up against my leaking cage thinking about Anna spread eagle fucking herself with her dildo on our couch. I had fantasized about her a lot in the past and couldn’t believe that I finally got to see her naked. She had the body of a total goddess; long toned legs, a tight core with abs, and the most perfectly round tits with the most perfectly perky nipples that were so fucking hard I could still see them through her dressing gown. I imaged what it would be like to suck on them, and I had to bite my pillow to stifle a loud moan.
At some point Dekota eventually sent me a short video of her getting pounded out by that guy from the bar. He had the phone in his hand filming while he took her mercilessly from behind, his other hand pulling her hair back while she moaned and screamed his name. He tilted down to show his thick cock sliding in and out of her dripping wet pussy. I swear it almost sent me over the edge, but her vibrator ran out of battery. I thought about getting another one from Dekota’s collection but my body was totally spent and I didn’t feel like tonight was the night I would have my first caged orgasm anyways, so I fell asleep with swollen blue balls still filled to the brim with sexual frustration.
The next morning I woke up alone and realised Dekota still hadn’t made it home so I started making breakfast as Anna was getting ready. She seemed pretty preoccupied so we didn’t speak about last night. Dekota arrived home halfway through breakfast and Anna made a joke about how she looked like she had spent all night getting railed. Dekota laughed it off and then pulled me in for a long, deep kiss. I could taste his cum in her mouth. She gave me a wink before she ducked into the bathroom to quickly got ready.
Watching Anna compete was as a glorious experience. I was squirming in my seat, still frustrated from spending the entire night in an intense state of arousal, and seeing Anna running around the track and at each workout station with her muscles dripping in sweat and grunting with each event in the tightest shorts and sports bra had the front of my underwear completely soaked in sticky precum by the end. I could tell Dekota knew worked up I was, and I swear she was getting a little jealous at how much I was openly leering at Anna’s strong athletic body.
Anna’s team had come 2nd, and we could tell she was a little disappointed. After she showered and said her goodbyes to her teammates Dekota suggested we all go out for a drink to celebrate.
Anna wasn’t a big drinker, especially during her training seasons so it didn’t take much for her to get a bit tipsy. After a couple of drinks she mentioned to Dekota that I caught her masturbating on our couch last night. Dekota found it hilarious and thought it was kinda hot.
“You know, if you’re ever feeling pent up and need to relieve some stress, feel free to use his mouth.”
“Oh?” Anna raised an eyebrow curiously.
“Yeah I’ve been training him and now he gives the best head I’ve ever had from a guy”. Dekota smirked, almost with a sense of pride.
She had never offered me to anyone like that before and my cock hardened in its cage at the thought of being objectified like that.
Eventually Anna asked about the dynamics of our relationship and before long Dekota basically told her everything about our journey into the cuckold lifestyle, how I was struggling to satisfy her sexually, and how the chastity cage had helped transform me into a more attentive lover that was completely dedicated to giving pleasure. It was so humiliating having her talk about it out in the open like that, and they were being pretty loud since they were getting drunk. I was afraid the other patrons in the nearby booths could overhear every detail, but I’d be lying if I said it wasn’t a huge turn on.
Anna seemed to be pretty aroused by it too.
“Well, I never got to finish myself off last night, so it seems to me like he owes me an orgasm at the very least” she said with a wry smile. My cock felt like it was about to explode out of my chastity cage.
Dekota made me completely undress as soon as we got home. Anna had to stifle a laugh as I slid my underwear off, revealing my pink chastity cage that was already drooling a long trail of precum.
“Oh my god I’m sorry I didn’t mean to laugh, I’ve just never seen one of these before. Fuck how small is that thing??”
Dekota giggled as well. “Go on babe, tell her”
My face started getting a little red in embarrassment.
“It’s uh… it’s a one inch cage.”
Anna dropped to her knees so she could examine it closer.
“Fuck I can’t believe you can fit into that thing.” She turned to Dekota.
“I can see why you need to see other guys to get properly satisfied. Oh god it’s twitching!”
It was the first time another girl that wasn’t Dekota had been so close to my cage, and my brain was going into overdrive from a mixture of intense arousal and embarrassment. Another glob of precum had formed at the head. Anna wiped it up with a finger, and I shuddered when she made contact with my sensitive head.
“Oh whoa it’s so thick and sticky”
Dekota made her way to the couch and hitched up her skirt as she started to rub her clit through her underwear.
“Yeah the cage makes him leak so much, especially when his balls are full. I’ve seen him soak through both his underwear and shorts before. It’s a bit pathetic, but also kinda impressive considering his balls aren’t that big. You can feed it to him if you want”.
Anna perked up at the idea. She wiped up more and slowly stood up, holding out her fingers that were coated in my precum. She watched me with a slight look of surprise and disgust as I submissively started to suck her fingers.
“I’ve never seen a guy eat is own precum like that before. Do you like the taste?”
I nodded, still lapping up her fingers. She pulled them away and reached down to my balls to give them a squeeze. I let out a low moan as more precum oozed out.
“These balls must be so full. How long since he last came?”
“Mmm probably just over 6 weeks. I usually let him out once a month to relieve him but I had to delay it this time round since you were staying over”.
Dekota’s hands were enthusiastically stroking her pussy through her soaked panties now. She watched eagerly as Anna scooped up another glob of precum. I opened my mouth in anticipation but instead Anna brought it to her own lips instead.
“Mmm I can see why you like it, your precum tastes so sweet”.
My knees were getting weak at the sight of Anna sensually sucking my precum off of her dripping fingers.
Dekota got off of the couch. “It’s been a while since I’ve tasted him, let me try”
Dekota got off the couch and pulled Anna in for a long, slow kiss. I watch in awe as Dekota slid her tongue deep into Anna’s mouth, swirling it around and collecting my glistening precum before swallowing.
“Mmm god it is so sweet. It almost tastes feminine. I’m so used to the heavy salty cum from the guys I fuck.”
Dekota led Anna to the couch, and I watched them makeout like I wasn’t even in the room, while I obediently stood there, my cock twitching pathetically in its cage.
Dekota slowly started undressing Anna, pulling her tank top down to reveal her round tits. Her nipples were swollen and rock hard and she let out a sharp gasp as Dekota lightly grazed them with her fingers. I remembered that Anna had said that she didn’t end up finishing herself off after I walked in on her last night. She must have been so fucking sensitive and desperately horny. I honestly felt a bit bad. Anna reached down and was about to start touching her pussy but Dekota grabbed her hand and stopped her.
“Oh Anna, there’s no need for you to touch yourself. That’s what he’s here for”
Dekota turned to me and seductively asked “Do you like her body?”
I nodded obediently.
“Then come worship her like she deserves.”
I got on my knees and crawled over as Dekota grabbed Anna’s wrists and pinned them up over her head. I didn’t waste any time and immediately swirled my tongue over one of Anna’s nipples and started massaging the other with my hand.
She let out a soft moan as I started sucking and licking. Her nipples were extremely erect and sensitive and I could feel her body convulsing as I flicked them with my tongue. I started making my way down her body, making sure to kiss and lick every inch of her tight abs. I slowly slid her soaking wet panties down her long legs before pausing to admire her gorgeous pussy. It was literally glistening and her clit was throbbing in anticipation. I looked up and Anna stared at me, her eyes almost pleading.
“Tell him what you want him to do”
Anna was squirming now.
“Please… please worship my desperate pussy.”
I happily obliged. She let out a deep guttural moan as I placed my mouth over her quivering cunt, before giving her clit long heavy strokes with my tongue. Her juices immediately flooded my mouth and she was fucking delicious. I savored it for moment before moving down to her lips, pushing my tongue as deep into her as I could. She was unbelievably tight – even her pussy felt athletic and muscular. I imagined for a moment what it would be like to enter her with my hard cock and how I would probably spill my load before getting my 4.5 inches in all the way, but I quickly had to cleanse the thought from my mind. This was about her pleasure.
She was moaning so loudly now and started bucking her hips up against my face. Dekota must have let her hands go as I felt Anna grab my head, grinding more of my face into her. I started sucking her clit hard, giving it as much stimulation I could muster. Anna went quiet, and I all I could hear were her deep, heaving breaths that quickly crescendoed into a long drawn out groan while her body convulsed while wave after wave of orgasms rippled through her as she came fucking hard into my eager mouth.
It felt like minutes had passed before she finally let go of my head.
Between heavy pants all I could hear her say was “Oh god. Oh my fucking god. Dekota you are one lucky fucking bitch”.
Dekota let out a devilish laugh.
“He’s the lucky one getting to service such a hot little slut. What do you say baby?”
I glanced up from Anna’s pussy and looked her in the eyes. I was still catching my breath so all I could muster was a “Thank… thank you for letting we worship your delicious athletic cunt.”
Anna’s eyes closed in bliss and I watched her perfect breasts heave hypnotically up and down as she relished in her post orgasm glow.
Eventually Dekota whispered something into her ear and Anna pointed to the guest room. Dekota disappeared but quickly came back with a satin drawstring bag and handed it to me. I opened it up and inside were a collection of the sex toys Anna was using.
“I hope you don’t mind me getting a sample of what you were doing before being interrupted last night?”
“I was hoping you’d ask” Anna replied excitedly.
I reached in and pulled out a bullet vibrator but Dekota tossed it aside.
“I think I’ve got a craving for something bigger than that tonight babe.”
I reached back into the bag and pulled out Anna’s dildo from last night. To my surprise, seeing it up close it was a lot bigger than I remembered from my brief glimpse of it. It was about 9 inches long with an intimidating girth to it, and it was fucking heavy.
Dekota’s eyes widened. “Oh fuck Anna I didn’t know you were packing such a monster!”
“I know I’m sorry I’m a bit of a size queen. I just loved getting fully filled, it makes me feel like such a dirty slut”.
Dekota laughed. “I know I remember from collage. I think I learned a thing or two from you”.
She turned to me, “Babe, make yourself useful and get that monster wet for me”.
I nodded and started to get up to fetch some lube but Anna pulled me back down.
“Here, let me show you how it’s done” she said before she aggressively spat onto the dildo. Then she placed in between her legs like it was her own cock and gestured for me to get on my knees in front of her. I obeyed.
“The quickest way to get this ready is for you to throat it as deep as you can handle. You don’t need to take it all the way, so long as you feel it hitting the back of your throat. That’ll make you salivate and slobber all over it like a little whore.”
It was so hot hearing Anna speaking so directly and aggressively. I had no idea she could be so dirty, but then again I wasn’t surprised since her and Dekota used to be such close friends.
I did as she asked and within minutes the entire dildo was lined with a thick coat of my saliva.
“Oh fuck Anna I think he likes that” Dekota exclaimed excitedly as she pointed to the puddle of precum that had formed at my knees while Anna was pressing my head further down the shaft of the dildo. I barely noticed my cock leaking like a faucet while I was gagging and choking.
“I think your boyfriend might be a little slut for cock as well as pussy!” Anna laughed.
“Oh it wouldn’t surprise me. He’s definitely got a talent for giving pleasure instead of receiving it”.
Anna eventually pulled the dildo out of my mouth and brought it over to Dekota who was eagerly waiting with her legs spread wide open. Anna held the glistening tip of the dildo at Dekota’s dripping pussy lips for a moment, before she started to slide it in.
Dekota’s eyes started to roll back into her head as she slowly stretched over its girth.
“Oh fuck Dekota you’re so tight it barely fits. Do you want me to keep going?”
Dekota bit her lower lip and nodded.
My mouth was agape as I watched Anna slowly push in all 9 inches of it. I had no idea how she was taking it. I had seen Dekota fuck huge cocks before, but nothing this thick. She let out a little squeal as the last inch made its way in, and the fake balls of the dildo pressed up firmly against her asshole. I was in awe.
“Good girl.” Anna said encouragingly, just as she started pumping.
Dekota could barely moan as she was still concentrating on adjusting to the huge size. She was gripping the edge of the couch with white knuckles as Anna kept thrusting the dildo back and forth. After a few minutes Anna got me to have a go.
She watched with a devilish smile as I tried to pump as gently as possible, but Dekota was still so tight I ended up having to use a fair bit of force.
“Oh god I feel so fucking filled”.
“I bet you’ve never heard her say that to you before” Anna said with a cruel chuckle. I couldn’t deny it though, but it somehow still felt good knowing that I was providing this pleasure for her.
I was concentrating so hard on Dekota I didn’t even notice that Anna had grabbed something from her bag and was now holding it underneath my dripping cock.
I saw Dekota’s eyes open and her lips curl into a smile.
“Fuck you’re such a devious slut Anna”
I looked down and saw Anna lubing up her butt plug with my precum. For a second I was worried that Dekota might not be able to take that in addition to the dildo before I realised that it wasn’t meant for her.
I let out a sharp squeal as I felt Anna press the cold metal up against my asshole. She whispered gently into my ear “take a deep breath in babe”.
I did and I felt it slide right into me with a slight pop.
“Good boy”.
My eyes widened – I had never had anything my ass before.
I felt a deep pressure and heaviness inside of me – it was such a new and foreign sense of stimulation that I stopped pumping for a second.
“Ughhh don’t stop baby I’m so close!” Dekota moaned.
I snapped to and kept working the dildo, trying to return to the same rhythm I had before. My own breathing started to deepen as a sensation I had never felt before started to spread within me. I clenched my ass cheeks and I felt an intense wave of pleasure as the butt plus must have grazed my sensitive prostrate. I did it again and another wave of pleasure rolled through me. I started doing it to the same rhythm of the strokes I was giving Dekota.
All this new stimulation was making me lightheaded, but I was determined to push through and make Dekota cum. I watched as Dekota’s eyes started rolling into the back of her head as she was about to give in to an orgasm. As she started moaning in ecstasy I felt Anna’s hands gripping my balls tight with one hand and the other was placed over the tip of my chastity cage.
I felt a deep and intense sensation from my prostate and I groaned loudly as a rope of cum squirted pathetically out of the tip of my swollen cock head right into Anna’s hand. I let out a high pitched moan as another squirted out, and I soon both Dekota and I were making noises neither of us had heard before as we both came intensely in unison.
After a while I slid the sopping wet dildo out of Dekota’s wrecked pussy and I collapsed onto the floor, my body totally spent. The last thing I remember seeing was Anna feeding my cum to Dekota who lapped it out of her hand eagerly before I felt myself passing out.
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