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Bondageman VS Caitlin, the Kitty : History listed publicly (88 turns)

Caitlin is Caught Trying to Free Alicia!

Caitlin followed Alicia one night, trying to figure out where her boss was slipping off to. She found her boss tied naked and being whipped. Unfortunately, her tormentor found Caitlin too!

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*I struggle in the ropes, my eyes darting from you to Alicia.* Alicia! Hold on! I'll get us out of here! *I cry out!*
21:14:03
*I grab you by the foot and pull you along the floor away from Alicia* No you won't! I'm going to keep you here for a long time! *I rip your pants off of you*
21:15:26
skipped
21:15:54
Ha! No panties on! What a slut!
21:16:08
*I groan as I slide along the floor. I feel my pants being ripped away, exposing me to the cool air of the warehouse.* N..no! Let me go!
21:16:47
You definetly belong here - tied up naked right next to your slut friend Alicia here!
21:17:19
*I roll you onto your back and grope your tits through your shirt posessively*
21:17:41
*I look up at you, fear in my eyes as I desperately try to squirm away from your grasp, but I am not able to.* We...we aren't sluts! Don't call us that!
21:18:27
skipped
21:18:31
Don't deny it! I know a slut when I see one and I'm looking at two huge sluts right now! *I unzip the zipper on my pants and my hard cock pokes out as I kneel down at your side*
21:19:59
Now do what a good slut does and suck my cock! *I slap you across the face with my hard cock*
21:20:33
*My eyes fall to your cock and I stare at it for a moment, seemingly fixed on it before it slaps across my face. No Caitlin! You are not a dog anymore! I plead with myself as I resume struggling again.*
21:21:20
** Police Cadet Caitlin rolled 1d6: 6! **
21:21:24
/dice
21:21:24
*I take advantage of your fixation with my face to break out of the ropes. As they drape around me I desperately slide away, my ass wiggling at you as I do.*
21:22:28
Hey!! How did you escape those ropes?! *I follow you across the floor, still pushing my cock to your face* Tied up or not I still want my cock sucking!
21:23:47
*I groan as your rod keeps hitting me.* Stop it! *I cry before your balls swing against my lips for a moment.* Mmph! *I moan into them before I pull away.*
21:25:29
I'm not letting you pull away - my cock is going to overwhelm you...just like it did to Alicia! *I smirk in Alicia's direction as she struggles against her bonds*
21:27:01
*I strike you several more times across the face with my rock solid cock*
21:27:19
*I continue crawling, my eyes desperately searching for anything to help me. Then, I see it, in a corner lies a discarded strap-on. The cock slapping me makes it clear that this wasn't for him, does he make his victims fuck each other? I quickly grab it and and start to slip it on.*
21:29:08
Hey!! That belongs to me. You shouldn't be stealing other people's property - what kind of police woman are you?
21:30:39
I won't let you hurt my friend anymore! I don't care if it's yours!
21:31:32
*I grab you by the hair and bend you over one of my many bondage benches* You need to be punished for stealing *I pick up a cane and aim it at your ass*
21:32:30
/sound cane sound
21:32:45
/sound cane sound
21:32:50
*I cry out in pain as you hold me down. I struggle for a moment before I jump and scream in pain as you strike my ass!*
21:33:29
/sound cane sound
21:33:40
/sound cane sound
21:33:43
(I'll count that as a hold and skip two?)
21:33:44
(sure)
21:33:53
skipped
21:33:57
We can have a competition - let's see who's ass I can make the reddest, yours or Alicia's!
21:34:30
Alicia already has a big head-start on you so I'll have to punish your ass a lot more to catch up!
21:35:03
/sound cane sound
21:35:06
/sound cane sound
21:35:11
*I desperately shake my head, my brunette ponytail whipping about as I squirm under the repeated blows, my ass stinging with pain!* No! Ohww! Please!
21:35:54
*To your relief I do stop...but only to fetch a collar from the drawer, attaching it around your neck* Here you go! Now you match Alicia!
21:37:12
*As soon as the collar slips around my neck I lose control of my body and mind and let out a loud* BARK! *The noise echoes, causing me to wake back up as I freeze in terror. What the fuck? Not this again!*
21:38:44
skipped
21:38:48
Two collared police sluts! I'm rather proud of myself! *I chuckle as I rip off your top*
21:40:25
** Police Cadet Caitlin rolled 1d6: 2! **
21:40:33
/dice
21:40:33
*I feel you strip off my uniform top forcefully, my pens scattering across the floor as they are thrown from the fabric. I struggle, now only wearing a pink sports bra!*
21:41:35
skipped
21:41:38
And now back to the punishment! *I pick up my cane again and attack your sore ass some more*
21:42:46
/sound cane sound
21:42:52
/sound cane sound
21:42:56
** Police Cadet Caitlin rolled 1d6: 2! **
21:42:59
/dice
21:42:59
*I cry out as I grip the wood table. It burns so bad!* Please! Oww! No more! Ahhh! *I scream as you continue disciplining me.*
21:44:00
skipped
21:44:06
*I hear Alicia crying out for mercy for you...so I walk over to Alicia and give her a strike across the ass, then walking back to you, then Alicia, then you...caning you both*
21:44:31
/sound cane sound
21:44:36
/sound cane sound
21:44:40
/sound cane sound
21:44:43
** Police Cadet Caitlin rolled 1d6: 5! **
21:44:46
/dice
21:44:46
Scream for me, girls! Scream loud!!
21:45:01
*We both scream out as your hits land! I keep fighting and eventually I break away from your grip. I slowly hobble away, spreading my ass as I do, groaning in pain as I try to relieve the pain, the stinging that marks my reddened ass.*
21:46:25
*I look at your red ass with a smile of admiration, proud of my work* Hmmm...it's a close contest now. You both have a mighty red ass! *taking off my shirt*
21:47:50
*I look over my shoulder and see Alicia whimpering in pain, unable to break her binds. I grit my teeth and turn my gaze to you.* Fuck you! You abusive freak! *I then charge towards you, pulling down your pants in an effort to slow you down.*
21:49:51
*I pull you in close to me and grope your ass cheeks* Wowww! I can feel them radiating heat! You're not going to be able to sit down for a week!
21:51:47
*I yelp in pain as you touch my ass, causing the pain to spike again.* Fhhuck! *I cry out as I whip around and push you down, the strap-on slapping across your face as I push you.*
21:53:20
Ooof! Hey!! Watch what you're doing with that thing! *I shout at you angrily, holding my face*
21:54:24
*I growl angrily as my ass still burns.* Let her go, now!
21:55:11
*I get to my feet and drop my boxers, my cock springing out into the open* That strapon is no match for the real thing!
21:55:48
*As your cock bounces out in front of me again I feel the familiar feeling of losing control slip over me again. No! Not now! What did Francis do to me? I plop down on my knees and slide your cock into my throat, taking it all the way until I gag.*
21:57:43
Oh wowww! Yesss! That's it, slut! On your knees and suck my big cock!! Worship it! Submit to your new Master! *I watch you take me deep in your mouth with a huge grin on my face*
21:59:24
*My mind is still lost as I take your full length for a second time. Another gag comes out as I again take all I can as a bit of drool rolls down my cheek.*
22:00:40
Ohhh fuckkk! Yesss! Goddd...you suck cock like a pro!! Gag on it some more!! *I grab your head and force you to take all of me down your throat*
22:02:08
*When I feel your hands touch me I snap out of my trance. All I can see is cock and your chest. I struggle in fear for a second as my tongue frantically licks the bottom of your cock as I gargle some spit.*
22:03:33
Now you've got me ROCK HARD and ready to FUCK! *I bend you back over the bench where I caned you earlier and this time slide my cock into your pussy from behind and start hammering into you hard and fast*
22:04:08
*I cry out as your large cock slides into my wet pussy. No! I have to save Alicia! I struggle for a moment and manage to pull you out and slip out to the side of the bench. I spin and tear off my sports bra, letting me breath better, but also displaying my breasts to you. I then look down and grab your cock as I start jerking it.* Give up, now! *I pant.*
22:06:30
You're the one who should give up. You could have a great life here - ask Alicia! She's slowly come to like it here as my collared bondage slave.
22:08:04
*I shudder as I listen to your words. My nipples harden in front of you as I reach a hand up and touch my collar for a moment. I then turn my gaze back to you as I push you down and climb on you, letting your cock pop into my pussy again. I ride you, only wearing my patrol boots!*
22:09:53
*I look up and call to Alicia.* I have him pinned! Try to get out!
22:11:12
Arghhhh....what the...??! Get off of me! Ahhh!!! *I resist your riding for a minute...and then suddenly lift you up in my strong arms and take charge of the fucking, fucking you in mid-air*
22:12:15
This cock broke Alicia...and it will break you!
22:12:52
*I'm shocked by your strength as you easily lift my petite frame into the air as you take control of the situation.* Mmph! *I moan as I am bounced on your cock. My pussy starts to leak, my juices starting to run down your shaft and my thigh. I lean forward and my lips brush across your skin as I'm fucked.*
22:14:10
*I press you up against the wall and pound you for two, three minutes non-stop...but then I start to get tired and am forced to put you down and recover my strength*
22:15:43
skipped
22:15:51
*I struggle free as soon as you release me. I growl angrily as I take advantage of your weakened state and slap your cock, hard!* That's what you deserve, freak!
22:17:02
Arghhh! Hey!! That's no way to treat a cock!! *I grab my cock trying to protect it*
22:17:56
*I sigh as I pull back, my chest heaving, tits bouncing softly as I try to regain some energy as well.*
22:18:44
You're in great shape with excellent stamina I'll give you that. But I'm still going to break you!
22:20:05
*I shake my head as I continue panting.* I'm going to break you! And leave here with my friend! *I cry out as I move forward and grab you by your hair, forcing you into my dripping pussy.*
22:21:19
Hey!! *I push away* I'm not going to eat your pussy...but I am going to fuck it some more! There's no way you can resist a round 2!
22:23:02
is resisting cumming (32% chance of cum) => Resisted!
22:23:13
*I take you from behind, pulling on your ponytail to keep you in place*
22:23:35
*I cry out in pleasure as I feel you slide into me. No! Not like this! I bite my lip and focus. Soon it seems like you might not be in control as I squeeze down on your cock and start riding you harder!*
22:24:21
*I push off of you, somehow managing not to cum as instare at you, my mouth hanging open as I breath hard.*
22:25:17
Grrr! You've got fight! But I'm not going to stop until I've fucked you into submission, slut! *I wrap a hand around your throat and re-enter you*
22:26:26
is resisting cumming (51% chance of cum) => Resisted!
22:26:41
*I groan and choke as you grip my collared neck. My hands flail underneath you before one finds your cock and yanks it out forcefully!*
22:27:28
*I lay there under you, my pussy glistening with my wetness.*
22:27:50
*I back away, exhausted, panting, my hands on my hips* Damn! I'm still going to...*pant*...get you...*pant*
22:29:15
skipped
22:29:21
*I cry out to Alicia.* I can't stop him much longer! Please! Go! *I then turn back to you and with all of my remaining energy I push you into your back and start riding you again.* Alicia! Run! *I scream.*
22:30:41
*Alicia struggles against her bonds hard* Ahhh....what??! Nooo! Stay here Alicia! Don't you go anywhere!! Ohhh fuckkk!! *I reach up and try to push you off of me but I'm quite weak at the moment*
22:32:31
*I continue riding you, panting as I bounce. My eyes squint, eyebrows arched as I fight the pleasure as I watch Alicia trying to wiggle free.*
22:33:44
is resisting cumming (48% chance of cum) => Resisted!
22:33:54
*Amazingly I manage to resist long enough that I get some energy back and start dominating from below, fucking back up into your hard* Take this, bitch!
22:34:37
*I cry as you break through my attempt. My breasts bounce as you start using me.* Nnhggh! *I moan out as you slap against my pussy.*
22:35:41
*I pound you from below for a little longer before stopping my attack, pushing you to the floor and my cock to your lips* Just surrender!
22:36:41
There's no shame in giving up now. You've given it one hell of a fight.
22:37:05
*I cry as your cock rubs against me, leaving a trail of precum and my wetness as it teased my lips. I try to turn my head away, some of my dark hair falling down across my face. The hair sticks to my face, the mixture of precum, sweat and drool providing a perfect trap for it.*
22:38:49
*I rub my cock more across your face, enjoying my moment of dominance on top, smearing your lips with precum*
22:40:02
*I continue whimpering as your cock slides all over my face, smearing the makeup that wasnt already ruined by my tears. No! I have to do something! With a groan I swing a hand out and grab your cock. My lips wrap around the tip and I start sucking with everything I have!*
22:41:48
Ohhh godddd! Are you....ahhhh....trying to suck me off, slut?! Ohhh fuckkkk! I won't...ahhhh....let you drain me!! Gahhh!!
22:42:52
is resisting cumming (66% chance of cum) => Came!
22:42:59
*As I hear you moaning I speed up my stroking, my tongue dancing around your tip!*
22:43:35
*I try to hold it back but the twin attack of your stroking and sucking is too much for me* Ohhhh fuckkkk!!! I'm gonna...I'm gonna...cummmmm...oh fuckkkkk!!!
22:44:14
*I cry out in surprise as your load sprays across my face. I close my eyes as your hot goo covers me.*
22:45:18
*My cock explodes and shoots a massive load of cum all over your face as I fall back and collapse in a chair*
22:46:11
*I'm down for the moment. This is your chance to free Alicia!* (roll a dice - 5 or 6 you untie her)
22:46:59
skipped
22:47:03
*I see you collapse and I take my chances! I run over to Alicia, my strap-on bouncing around as I run over to her side.* Hold on! I'll get you out of here!
22:48:08
** Police Cadet Caitlin rolled 1d6: 4! **
22:48:14
/dice
22:48:14
(the crowd ooohs as I fail!)
22:48:38
*I struggle with the ropes, forgetting to look over my shoulder as I desperately try to untie the skillfully tied knots.*
22:49:17
*You take too long and I recover, getting up from the chair and approaching you with a menacing smirk* Ha! You fool! You're wasting your time. You'll never be able to untie my expert knots! I'm called Bondageman for a reason!
22:51:17
Now I'm going to fuck you into submission right in front of Alicia! Look her in the eyes when you cum hahaha!
22:51:53
*I position you so that you are facing Alicia's face, almost touching face-to-face*
22:52:28
is resisting cumming (76% chance of cum) => Resisted!
22:52:34
*As I fuck you from behind once again*
22:52:40
*I turn around, fear on my face as I hear you approach. I scream as you grab me and start pounding me again.* No! Please! Mmmhpphh! *Some drool drips down on Alicia's face as I am ficked. But seeing my friend right here, right in front of me gives me strength! I desperately try to contain my orgasm as I try to escape!*
22:53:57
*I squirm as I pull off of you. Your cock briefly pressed against my asshole as I do, causing me to jump in surprise!*
22:54:52
*As my cock lines up with your asshole I decide to push myself inside*
22:56:16
*As your cock forces it's way inside my ass I cry out as pain and pleasure mix in my body and my head! I just lay there for a moment, panting hard as I try to deal with my tight hole being filled!*
22:57:28
Come on, slut!! Cum with my cock in your ass while you look at your helpless friend in the eyes as she watches you fail her!! Hahaha!
22:58:27
*I whimper as you mock me.* No! No! *I groan as I focus on Alicia's face. I crawl forward, your cock popping out of my tight ass as I spin to face you. My eyes dart around and I spot my next move, rope! I grab the bundle that you had tied me with initially and I charge forward, crudely wrapping your hands together as I yank them above your head. My other hand reaches down and starts jerking your cock!*
23:01:13
(can I start rolling immediately or is the two turns thing for me too?)
23:02:28
(roll immediately, Caitlin is no master rigger!)
23:02:44
Ha! *I openly laugh at you as you attempt to bind my hands* Are you sure you know how use that rope, girl?
23:03:30
** Bondageman rolled 1d6: 2! **
23:03:32
/dice
23:03:32
*I twist my wrists trying to slip out of the rope and am surprised that they hold me* Hmmm....fuck! Not bad...
23:04:23
*I bite my lip as I pull the rope tighter as I hear you taunt me!* We are getting out of here! *The rope strains, maybe it will break easier (at a 4) next time!*
23:04:34
skipped
23:05:07
*I struggle to contain you. As a punishment for your taunts I stop jerking you for a moment and slap your cock!* I'm going to make you untie her myself!
23:06:32
** Bondageman rolled 1d6: 6! **
23:07:29
/dice
23:07:29
*I don't notice as the rope strains and breaks, I'm too busy looking over to Alicia!*
23:08:01
*I break through the rope and grab you by the collar with an angry look in my eye* Now you're going to pay for that!
23:08:25
*I cry out in surprise as you grip my collar, the material digging into my skin!*
23:09:16
*I fold you up in a full nelson, locking my hands behind your head pinning your legs up over your head and spread wide. My cock finds your ass again and I press it inside, bucking my hips, fucking you thrust after thrust*
23:09:25
is resisting cumming (100% chance of cum) => Came!
23:09:44
*I scream as you force your way into me again!*
23:10:18
(squirt, ruined or eye rolling orgasm?)
23:10:41
(squirt)
23:10:55
*I am forced to bounce on your cock. My ass is completely filled by your massive cock.* Alicia! *I scream as I start to tremble before a spray of my fluids forces it's way out of my empty pussy! No! I just squirted from anal!*
23:12:13
*I crumple in your arms as I continue getting fucked.*
23:12:53
Hahaha! Yesss! That's it, slut! Cum! Cum hard! Squirt for me!! *I taunt you as your body betrays you and you squirt juices everywhere*
23:13:33
*I mutter incoherently as you continue dominating my ass. My fluids drip everywhere!*
23:14:13
*I finally release my grip on you* Alicia is going nowhere. You are going nowhere. You are going to submit to me and join her as my bondage slave. What do you say, slave?
23:14:58
*I pant as I continue to bounce on your cock. My ass burns as it is filled beyond my capacity! I try to shake my head no as I whimper.*
23:16:03
skipped
23:16:14
I didn't hear 'Yes Master!' I obviously need to keep fucking your ass until you analgasm for me again! *I lift you up off the ground and carry on pounding your butt*
23:17:34
*my eyes feel heavy as I struggle to fight your grasp at all. I feel my squirt sliding down my crack and around your cock as it starts to drip off of my cheeks.* Pl..please ma! *I start to say the phrase but manage to stop myself.*
23:18:58
skipped
23:19:01
Nearly...nearly...say it! Say it! Submit to me! *I carry on hammering your ass with my cock, turning you slightly so that your pussy is perfectly lined up with Alicia's face* Oh she's going to get a faceful of squirt!!
23:20:51
** Police Cadet Caitlin rolled 1d6: 6! **
23:21:08
/dice
23:21:08
*I let out a scream as I start to fight against you.* No! You...mmphh! You won't break us!* I defiantly cry.*
23:22:11
Oh I will! Now squirt all over your friend's helpless face!!
23:23:04
is resisting cumming (42% chance of cum) => Resisted!
23:23:13
*I lock my hands tight behind your head, giving you little chance to escape my cock pistoning in and out, in and out*
23:23:45
*I fight with everything I can! No! Not here! I will get her free! I skip a hand down as you fill me, pounding the resistances out of me! The hand grabs about, first getting a hold of your balls, which I release, before I frantically pull your cock out of my ass!*
23:25:01
*I struggle around in your grip, my ass and pussy on display for Alicia.*
23:25:28
Grrrr! *I growl in frustration* Why won't you just break??!
23:26:03
skipped
23:26:08
*I squirm around in your hold as I start to break free. I look down and see precum dripping from your cock.*
23:26:54
(shit sorry misclick!)
23:28:00
(I wanted that bj!)
23:28:09
(want to rp the bj instead?)
23:28:31
(yes, because you stuck the tip in my mouth right?)
23:28:46
(yes)
23:28:57
(ok)
23:29:02
*I finally tire myself out, setting you down on your knees, my cock pressing to your lips*
23:29:36
*Yes! My chance! My mouth let's your cock slide in as I begin sucking you again! My slurps and moans fill the room as I frantically try to serve your cock!*
23:30:34
Ohhhh...godddd! That mouth again!! Oh fuckkkkk!
23:31:12
I can't...ohhhh...let her....ahhhh....drain me again!! Fuckkk!
23:31:50
*I summon all my strength as I keep taking the cock, deeper, faster, more suction!*
23:31:55
is resisting cumming (72% chance of cum) => Resisted!
23:32:06
*I use all the willpower I can muster to resist your skilled oral skills and go back to fucking you - this time doggy style in the pussy* This ends NOW!!
23:33:12
is resisting cumming (60% chance of cum) => Resisted!
23:33:22
*I whimper as your cock pops out of my mouth and is jammed into my pussy again. No! Not my pussy! Oh fuck!* Mmphh! *I mean as Alicia struggles nearby. After the initial shocking the position change I try to settle myself and I soon find a rhythm and start riding you.*
23:35:14
*my boots slip off my feet as I ride you.*
23:35:36
*I roll you onto your back and plough into you - thrust after thrust - fucking your pussy hard* You...will...cum...for me...slave!!
23:36:34
is resisting cumming (76% chance of cum) => Came!
23:36:43
*I cry out as I am rolled back. No! This is it!* Al! Ali! Aaaahhhh! *My body shakes as I squirt hard!*
23:39:29
Hahaha! Yes! Cum for me! Squirt for me!! Call me Master when you cum, slave!!
23:40:36
*I twitch and moan uncontrollably as I writhe about as Alicia starts to cry nearby.* Master! *I scream!*
23:41:14
Yes!! That's it! Louder!! *I continue to fuck you all the way through your orgasm and you squirt so far that some of it even reaches Alicia splashing her in the face*
23:42:29
*I bite my lip as my juices spray everywhere.* Fhhuck! Master I'm cumming! Ghhhahh! *I cry as I can't fight anymore. Alicia! No! What will he do to us now?*
23:43:53
[I would have loved to have done some post-game rp but it's really late for me now so we might have to do a quick ending now and carry on in the DMs tomorrow]
23:44:51
[Ok! Sorry, I'm kind of a long-winded player!]
23:45:21
[No worries - it was a fun rp that deserved a lot a time dedicated to it. I'll wrap up the scene now]
23:46:02
[Ok! And give me any pfp and or name changes before you go if you can!]
23:46:38
*I continue to fuck you until you are absolutely broken and trembling, laughing out loud really proud of myself as your cries of 'Master!' echo around the dungeon*
23:47:18
Glad that you finally accept your place, slave. Welcome to my collection!
23:47:49
*I can do nothing but moan helplessly under you as I am used. My mind fading as I break apart!*
23:48:27
(As for your name I think 'Bondage Slave Caitlin' would be good - and this is the pic I will probably use for my gallery so make it your pfp too: https://64.media.tumblr.com/7f873acba04bc492a47191ce528cc081/tumblr_ms72pzFVJl1ry2rtco1_500.jpg)
23:50:24
(ok! I will make those changes now! Thank you so much! You are an amazing RPer! I loved it! I really thought I had you at the end but no actions fit well!)
23:51:14
(Was a great scene - and I like people who play along with the actions like that)
23:51:56
(eek! So excited for the after session! Ok, thanks again!)
23:52:36
(See you!)
23:52:56

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