Sissy Maid Service Training - Part All - Brookelynne Briar | JOI Strap-on

Sissy Maid Service Training - Part 1: The Interview And Servicing The Mistress

You are interviewing for a sissy maid position at a prestigious household and are meeting your prospective Mistress for the first time. She informs you that while your references at the Sissy Academy spoke very highly of you, she will still need to see you in uniform and assess your skills before deciding whether or not to take you on. She begins by having you strip naked in front of her. One at a time, she hands you each piece of clothing that will make up your uniform - beginning with the white stockings, then the garter belt, the frilly panties, the petticoat, and finally the maid dress and headpiece. You are feeling very comfortable in your new uniform, when she informs you that there is one last item that you will be required to wear at all times. A chastity cage. She locks up your clittie and warn you that any tampering with the cage will be met with strict punishment. Once she has you securely locked away in chastity, she announces that it is now time to test your cock-sucking skills. She instruct you to get down on your knees and suck her cock while she tells you of all the the ways you will be servicing her and her guests. You have heard stories of the wild parties that your Mistress is known to throw and would do anything to be presented to her future guests as one of her favoured sissies . You hold nothing back and suck cock with everything you have. You are finally be rewarded with her hot, creamy load of which you swallow every last drop. Impressed with your skills and dedication, she welcome you into her service.

Sissy Maid Service Training - Part 2: The Inspection And Reward

You have settled right into your duties as a Sissy Maid for your distinguished Mistress. In fact, she has been so impressed with your performance that she announces that it is time for a uniform upgrade. This will indicate an upgrade of your rank in the hierarchy of her sissies. It is quite an honor. She has your strip out of your old uniform and slowly has you adorn and model each new piece of your attire. The first item is a new pair of black, opaque stockings, which she has you then attach to a black lace garter belt. Next comes a new pair of red, ruffled panties, topped off by a penis gag for your mouth and a pair of clamps that you are instructed to wear on your nipples. She then informs you that while she cannot remove your chastity cage, since you have performed your duties so well, she will offer you some release. She lubes up a finger and slides it into your ass. As she begins to milk your prostate, she rubs your clittie in it's cage. The brief, fleeting sensation and warm of her hand running over your caged clittie while she fingers your ass is amazing! She tells you that you have such a good girl an that she wants you to cum for her while your clittie is locked up. You do as you are told and milk your cummies into a cup held by your Mistress, which she then raises to your lips and tells you to swallow from. Being the good girl that you are, you lick it all up. Even Mistress takes a little sip. She then sends you on your way to clean up and continue with the preparations for her highly-anticipated Sex Ball.

Sissy Maid Service Training - Part 3: Punishment By Endless Gooning

It is the evening of you Mistress's high-anticipated Sex Ball. Since taking on the role of a sissy maid in her household, you have quickly risen through the ranks. Though you have done everything in your power to follower her rules and abide by her commands, the other night you allowed the excitement of the upcoming Sex Ball get the best of you. Much to your shame, you attempted to tamper with your chastity cage in hopes of being able to stroke your clittie in lust-fueled craze. You were not successful in your attempt, and had hoped your shameful attempt would go unnoticed by your Mistress. Unfortunately for you, Mistress knows all. She calls you into her study hours before the Ball begins for a curt interrogation. She tells you that she is very aware of your transgression and that she is extremely disappointed. She informs you that you had become one of her favorite sissies and that she had planned to offer you up to her guests tonight as a prized party-favor; unlocking your clittie and allowing all of your holes to be used and filled for her guests' pleasure (as well as your own). Sadly, this will no longer be the case. You will still be attending the ball, but instead of being paraded out as one of her prized sissie, you will be banished to lurk around the edges of the ball, googning endlessly without the possibility of release, being humiliated for her guests' cruel entertainment. She releases your clittie from it's cage and commands you to begin gooning. You will goon constantly throughout the night, observing all of her beautiful guests using your sissy peers in ways you could only dreamed of being used. Even though your hand is never permitted to leave your clittie, you will not be allowed to cum. To drive her cruel point home, your Mistress commands you to stroke to her titties as she verbally humiliates you. As you sink deeper into a gooned state, she lifts her skirt and makes you goon to her pussy. Seeing her glorious cunt for the first time is almost too much. You want nothing more than to milk your cummies in tribute to her perfect pussy, but you are forbidden. It is absolutely agonizing to goon to your Mistress as she fingers and spreads her pussy right in front of you. If you are a good girl and goon throughout the night MAYBE she will allow you relief and lock you back in chastity. If not, you must continue to goon relentlessly for days, maybe even weeks until you finally accept your fate.

Runtime: 01:03:27 * Type video: 1920x1080 FullHD (16:9) * File Size: 2.27 GB

---