Calico Whirlwind
@calicowhirlwind.bsky.social
Weird programmer and asexual pervert. she/her, 32. pfp using picrew by @hunblooms on twitter (18+ NSFW account)
the closest he came without touching was when i whispered in his ear that this was my favorite kind of stimulation back when i was an egg, and its only gotten better with the estrogen
December 21, 2025 at 4:23 AM
the closest he came without touching was when i whispered in his ear that this was my favorite kind of stimulation back when i was an egg, and its only gotten better with the estrogen
so ill probably have to do it again next week
December 21, 2025 at 4:22 AM
so ill probably have to do it again next week
one evening i spend the entire time sitting behind him rubbing his nipples, just to see if he can get off that way
results inconclusive. he sure seemed to be enjoying it a lot despite the protests, but technically he didnt orgasm until one of the other girls nudged his cage with her boot
results inconclusive. he sure seemed to be enjoying it a lot despite the protests, but technically he didnt orgasm until one of the other girls nudged his cage with her boot
December 21, 2025 at 4:22 AM
one evening i spend the entire time sitting behind him rubbing his nipples, just to see if he can get off that way
results inconclusive. he sure seemed to be enjoying it a lot despite the protests, but technically he didnt orgasm until one of the other girls nudged his cage with her boot
results inconclusive. he sure seemed to be enjoying it a lot despite the protests, but technically he didnt orgasm until one of the other girls nudged his cage with her boot
theres the guy but we never let him fuck me or anybody, at least not with him doing the penetration. not womanlike, you see
December 21, 2025 at 4:20 AM
theres the guy but we never let him fuck me or anybody, at least not with him doing the penetration. not womanlike, you see
at the end of the year one of the girls gets me a replica of his penis as a dildo
so i get to sit on it for most sessions when my ass isnt otherwise occupied with trans gal pole
so i get to sit on it for most sessions when my ass isnt otherwise occupied with trans gal pole
December 21, 2025 at 4:20 AM
at the end of the year one of the girls gets me a replica of his penis as a dildo
so i get to sit on it for most sessions when my ass isnt otherwise occupied with trans gal pole
so i get to sit on it for most sessions when my ass isnt otherwise occupied with trans gal pole
are you really a wifeguy if you dont let a man a foot taller than you fill your ass with his pringles-can of a dick?
December 21, 2025 at 4:15 AM
are you really a wifeguy if you dont let a man a foot taller than you fill your ass with his pringles-can of a dick?
next week the he/him mouth is right back to claiming to be a straight man
he just says hell do whatever makes his wife happy
i get the appeal, his wife is gorgeous
he just says hell do whatever makes his wife happy
i get the appeal, his wife is gorgeous
December 21, 2025 at 4:14 AM
next week the he/him mouth is right back to claiming to be a straight man
he just says hell do whatever makes his wife happy
i get the appeal, his wife is gorgeous
he just says hell do whatever makes his wife happy
i get the appeal, his wife is gorgeous
obviously i convince him to fuck me and the other transfem mouth before he leaves
im sore for the next three weeks
im sore for the next three weeks
December 21, 2025 at 4:12 AM
obviously i convince him to fuck me and the other transfem mouth before he leaves
im sore for the next three weeks
im sore for the next three weeks
he complains at the sexism in that line and his top informs him hes bi, and this isnt how he fucks men, this is what girls get
especially girls who dont know their place
especially girls who dont understand that theyre here to make his cock happy and very little else
especially girls who dont know their place
especially girls who dont understand that theyre here to make his cock happy and very little else
December 21, 2025 at 4:11 AM
he complains at the sexism in that line and his top informs him hes bi, and this isnt how he fucks men, this is what girls get
especially girls who dont know their place
especially girls who dont understand that theyre here to make his cock happy and very little else
especially girls who dont know their place
especially girls who dont understand that theyre here to make his cock happy and very little else
he insists hes a straight man one too many times and we invite in another man to make him leak a puddle from his cage as hes fucked like a girl
December 21, 2025 at 4:10 AM
he insists hes a straight man one too many times and we invite in another man to make him leak a puddle from his cage as hes fucked like a girl
when not otherwise occupied as a mouth, im put on breaking him duty
have you ever used a strap while in shibari? its harder than it looks, keeping your balance like that
have you ever used a strap while in shibari? its harder than it looks, keeping your balance like that
December 21, 2025 at 4:09 AM
when not otherwise occupied as a mouth, im put on breaking him duty
have you ever used a strap while in shibari? its harder than it looks, keeping your balance like that
have you ever used a strap while in shibari? its harder than it looks, keeping your balance like that
the other gals jokingly tell him hes gotta show up in a chastity cage, we cant have his manly penis all flapping about in a room full of girls
were a little surprised he shows up in one next week and drops the keys in our safe
were a little surprised he shows up in one next week and drops the keys in our safe
December 21, 2025 at 4:07 AM
the other gals jokingly tell him hes gotta show up in a chastity cage, we cant have his manly penis all flapping about in a room full of girls
were a little surprised he shows up in one next week and drops the keys in our safe
were a little surprised he shows up in one next week and drops the keys in our safe
the second guy we let into our little club goes very differently
egg never cracks, he he/him for life, no matter how many times we make him wear the cheerleader unforms
egg never cracks, he he/him for life, no matter how many times we make him wear the cheerleader unforms
December 21, 2025 at 4:06 AM
the second guy we let into our little club goes very differently
egg never cracks, he he/him for life, no matter how many times we make him wear the cheerleader unforms
egg never cracks, he he/him for life, no matter how many times we make him wear the cheerleader unforms
winner gets her pick. she deserves it, she won
loser gets other other, to get her back into the right mindset to win
obviously she cant be expected to play at the top of her game while watching two sluts drool all over each other
not when she hasn't empted her sack in over an hour
loser gets other other, to get her back into the right mindset to win
obviously she cant be expected to play at the top of her game while watching two sluts drool all over each other
not when she hasn't empted her sack in over an hour
December 21, 2025 at 4:02 AM
winner gets her pick. she deserves it, she won
loser gets other other, to get her back into the right mindset to win
obviously she cant be expected to play at the top of her game while watching two sluts drool all over each other
not when she hasn't empted her sack in over an hour
loser gets other other, to get her back into the right mindset to win
obviously she cant be expected to play at the top of her game while watching two sluts drool all over each other
not when she hasn't empted her sack in over an hour
a few games later a tall girl with killer deck optimizing skills posits that the real benefit of having two cheergirls is that keep each other hot and ready during the games, and seeing them on the sidelines encourages the players to win and get back to ravaging them
December 21, 2025 at 4:01 AM
a few games later a tall girl with killer deck optimizing skills posits that the real benefit of having two cheergirls is that keep each other hot and ready during the games, and seeing them on the sidelines encourages the players to win and get back to ravaging them
the week after next, shes got her own uniform, the rituals are over, and in all the downtime while the games are ongoing, the two cheerleaders make out in the corner
December 21, 2025 at 3:59 AM
the week after next, shes got her own uniform, the rituals are over, and in all the downtime while the games are ongoing, the two cheerleaders make out in the corner
turns out cracking an egg gets a lot of dom-leaning transgals hot, and since she hasnt been properly inducted yet (there are rituals, you see) they cant really use her like a cute fleshlight, yet
so i get all their sexual energy
im certainly not complaining
so i get all their sexual energy
im certainly not complaining
December 21, 2025 at 3:58 AM
turns out cracking an egg gets a lot of dom-leaning transgals hot, and since she hasnt been properly inducted yet (there are rituals, you see) they cant really use her like a cute fleshlight, yet
so i get all their sexual energy
im certainly not complaining
so i get all their sexual energy
im certainly not complaining
i end up going nude the rest of the night as they stuff her in my uniform
lots of pictures posted on our socials of her cute pre-everything cheerleader most featuring me in the background leaking from a couple holes
lots of pictures posted on our socials of her cute pre-everything cheerleader most featuring me in the background leaking from a couple holes
December 21, 2025 at 3:55 AM
i end up going nude the rest of the night as they stuff her in my uniform
lots of pictures posted on our socials of her cute pre-everything cheerleader most featuring me in the background leaking from a couple holes
lots of pictures posted on our socials of her cute pre-everything cheerleader most featuring me in the background leaking from a couple holes
it doesnt leave his mind
churning thoughts of possibilities not before considered
and its not long before shes asking if the club has room for two cheerleaders
churning thoughts of possibilities not before considered
and its not long before shes asking if the club has room for two cheerleaders
December 21, 2025 at 3:53 AM
it doesnt leave his mind
churning thoughts of possibilities not before considered
and its not long before shes asking if the club has room for two cheerleaders
churning thoughts of possibilities not before considered
and its not long before shes asking if the club has room for two cheerleaders
hes too weirded out by the situation, and turns me down.
by the end of the night his gf convinces him to try me, and i get my face covered by another spattering of geek cum
by the end of the night his gf convinces him to try me, and i get my face covered by another spattering of geek cum
December 21, 2025 at 3:52 AM
hes too weirded out by the situation, and turns me down.
by the end of the night his gf convinces him to try me, and i get my face covered by another spattering of geek cum
by the end of the night his gf convinces him to try me, and i get my face covered by another spattering of geek cum
later hes at a table and im on a couch for this part
he goes "uh... so you dont play?" "nah i mainly get tied, groped, and and i blow people. did you want a bj? im happy to, im here for morale!"
he goes "uh... so you dont play?" "nah i mainly get tied, groped, and and i blow people. did you want a bj? im happy to, im here for morale!"
December 21, 2025 at 3:51 AM
later hes at a table and im on a couch for this part
he goes "uh... so you dont play?" "nah i mainly get tied, groped, and and i blow people. did you want a bj? im happy to, im here for morale!"
he goes "uh... so you dont play?" "nah i mainly get tied, groped, and and i blow people. did you want a bj? im happy to, im here for morale!"
a couple join us, after we vote to allow husbands and boyfriends to play as well. hes a little shocked to see one of the members of the group tied up in a too-small cheerleading outfit lying on the ground, but i give him as much of a wave as i can when hes introduce
December 21, 2025 at 3:49 AM
a couple join us, after we vote to allow husbands and boyfriends to play as well. hes a little shocked to see one of the members of the group tied up in a too-small cheerleading outfit lying on the ground, but i give him as much of a wave as i can when hes introduce
they end up spending more time and effort on the cali-bondage tournament than the mtg one theyre supposed to be training for
December 21, 2025 at 3:47 AM
they end up spending more time and effort on the cali-bondage tournament than the mtg one theyre supposed to be training for
after a month being the stained cuddleplush for the group, they give me a gift
theyre promoting me to the official cheerleader of the group
i protest that i dont know cheer, theyll have to teach me
they pull out the rope, saying it wont be a problem
theyre promoting me to the official cheerleader of the group
i protest that i dont know cheer, theyll have to teach me
they pull out the rope, saying it wont be a problem
December 21, 2025 at 3:46 AM
after a month being the stained cuddleplush for the group, they give me a gift
theyre promoting me to the official cheerleader of the group
i protest that i dont know cheer, theyll have to teach me
they pull out the rope, saying it wont be a problem
theyre promoting me to the official cheerleader of the group
i protest that i dont know cheer, theyll have to teach me
they pull out the rope, saying it wont be a problem
inviting me to the trans mtg meetup. they know i dont play, but theyve got an odd number of players right now
and if i come along, the odd player can just spend their time groping me on the sidelines
and if i come along, the odd player can just spend their time groping me on the sidelines
December 21, 2025 at 3:45 AM
inviting me to the trans mtg meetup. they know i dont play, but theyve got an odd number of players right now
and if i come along, the odd player can just spend their time groping me on the sidelines
and if i come along, the odd player can just spend their time groping me on the sidelines