Andrew The Unsuspecting Sissy Part VII free porn video

ANDREW THE UNSUSPECTING SISSY PART VII [email protected] *** A NOTE TO ANDREWS' FANS: I DON'T GET VERY MUCH FEEDBACK, PERHAPS 4 OR 5 PEOPLE WITH EACH CHAPTER. WHILE I APPRECIATE THE SUPPORT FROM THOSE THAT ENJOY THE STORY, I CAN'T SEE CONTINUING THE TALE IF SEEMINGLY VERY FEW PEOPLE ARE INTERESTED. SO, IF YOU ENJOY THE STORY, OR DON'T, PLEASE LET ME KNOW! MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM BRECKMAN: BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER SERENA: MODEL/ACTRESS AND THE MANOR'S MOST ACCOMPLISHED "PROFESSIONAL" SISSY DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE MANOR PENELOPE HUGHES: THE MANOR HEADMISTRESS CLAIRE: DR. NEWMAN'S ASSISTANT STEVE JOHNSON: LIFEGUARD, SECURITY, MALE MODEL & MASSAGE THERAPIST ANN: ANOTHER OF AUDREY'S SISSY ASSISTANTS PETER: NEW ARRIVAL TO THE MANOR CARMELLA: PETER'S DOCENT INDIGO: INSTRUCTOR: MALE APPRECIATION AT THE MANOR JUSTINE: KIM'S DOCENT VANESSA: STACEY'S DOCENT KIM: SISSY CLASSMATES STACEY: SISSY CLASSMATES THE SCHOOL BELL TOLLS Sarah stopped out in front of Drew's suite and opened a locked wall slide to reveal a small closed circuit TV. She turned the power on and entered a security code and the screen came on and scanned the interior and quickly found Drew in the bathroom. The simpering sissy was sobbing as she was rinsing her fine things in the sink. Wearing just a small white silk robe, Drew was the picture of vulnerability. "It's time," thought Sarah. She turned off the television and secured the locks and entered the suite. "Ahh," she giggled to herself, "home sweet home until this sissy toy has a husband!" She burst into the bedroom and then startled Drew in the bathroom. "Surprise bitch," howled an amused Sarah who was now laughing. Drew had dropped her panties into the Woolite and was trying to find them. "Oh Sarah, you scared me," said a visibly shaken Drew. "My god, this is just the way I left you some five years ago, still cleaning your shame from a pair of panties. Some things never change. So, how was your massage? Steve told me what you did and then what he did. He was fully erect and yet you didn't, well, return the favor and I was wondering why?" "Sarah, I'm not, gay!" "So you say, but tell me how did your panties get soiled?" "What? I mean, Sarah, please, I don't want to talk about it?" Sarah was ignoring Drew and studying her own reflection in the mirror. "Am I still beautiful Drew? Am I as you remember me?" "I remember how mean you were to me. You picked on me and taunted me and forced me to do all kinds of humiliating things." "Oh stop it Drew, your little stem was poking out before, during and after our special play sessions. As I recall you loved every minute of it!" "Sarah, can't you be nice to me?" whined Drew. "Yes sweetheart, said Sarah as she reached towards Drew's hair and began gently caressing her tresses. We can be best friends all over again, and you can start by removing your robe and then you can help me get more comfortable." Drew hesitated, "Sarah please." "Nonsense Drew, I said off with the robe. Obey or be punished...your choice." Drew knew that Sarah was not kidding and remembered the many times he had been over his step-sister's knee and she gave no quarter. With stooped shoulders, Drew removed the robe and hung it up. Sarah had sat down on the makeup bench and waited for Drew to turn and face her. She was licking her lips and pressing her thighs together with anticipation. God, why did this sissy make her so wet? Drew turned toward Sarah and foot over foot walked towards her. Floating on the balls of her perfectly manicured toes, Drew was a sight. "Stand still lamb, let me look at you." "Look how you've rounded out. Your hips now have a fullness and you have darling small breasts and how about your tiny waist! Mother must be starving you? I'm impressed. Unfortunately, there are areas where you haven't grown at all, said Sarah with a giggle as she eyed Drew's small penis. "Sarah, please don't tease me," whined a crestfallen Drew whose pert nipples were stiffening. "But darling, I'm not. Now don't be coy, come and sit on my lap, I want to talk to you." Drew once again obeyed and the naked boy was quickly perched on Sarah's skirted lap. And, as much as Drew fought it, her small erection was back, but after the day's events, her symbol was very sore. Once Drew had settled himself on Sarah's lap, Sarah was enthralled. She had forgotten how much fun it was to subjugate her sissy stepbrother. And, he was truly as light as a feather. "Drew, we're not going to have secrets, so please tell me what you liked the most about Steven." "But Sarah, I don't know what you mean? He gave me a massage and then he left." Sarah reached her hand out and applied a pinch to Drew's defenseless left nipple. "Ouch, yelped Drew. Sarah what do you want from me?" She reached for his right nipple and Drew, like the complete sissy he was acquiesced. "Alright please stop tormenting me!" "Sooooo?" "He's very strong." "Did you find that arousing?" "I'm not gay, if that's what you mean!" Sarah laughed, "Darling I don't think you know what you are." Sarah was bouncing the naked sissy on her lap. He was so utterly defenseless. Little did he know what was destined for him, but by tomorrow afternoon, Drew would meet his husband to be. Drew was now nuzzling Sarah, but Sarah didn't relent. "Drew darling what did Steve do to make you spurt?" Sarah felt the heat of Drew's blush on her cheek and was waiting for an answer. She knew the truth, Drew knew the truth, and it was time to get it into the open. IT'S A SCHOOL NIGHT Stacey and Kim had been friends for as long as they could remember. They took dance class together, appeared in several beauty pageants, and spent all of their free time doing the things young girls do. Tonight was no different and the girls were doing each other's nails and talking about boys...what else. "Kim, tomorrow we start male appreciation, what do you think will happen? "Stacey, we'll appreciate males," teased Kim who was beyond perky. Kim, I'm nervous, I don't know much about men except that they're hairy, smelly and well, they have penises. "Large ones like the lifeguards, not like us said Kim who was pointing to her panties and giggling. But I'm sure you'll do what comes naturally, at least that's what they're always telling us." "But what is that?" "I don't know," said Stacey as she picked up a pillow and clunked Kim on the head. "Hey careful, it took me an hour to get these rollers in my hair, don't you dare ruin them!" "I wouldn't think of it," said Stacey as she took another playful swipe with the pillow. "Stacey, you're going to mess up your nail polish," warned Kim, and then Vanessa will tan you're hide for sure! "Really," mocked Stacey, "well I'll handle Vanessa," as she puffed her small arms playfully and made an insignificant bicep muscle in her yellow baby doll nightie. Kim was in a matching nightie and was over for a sleep over. The two faux girls wore the same outfits with matching sissy pants and a darling satin panty underneath and of course a tight gaff to ensure that the two sissies didn't get completely out of hand with each other. Stacey and Kim had been at the Manor for over ten years and they loved each other. As long as they were supervised, they were allowed to kiss and pet but nothing more and certainly nothing below the waist. They knew the rules, and the Manor encouraged sissy romances, as they were the bridge to accepting men as lovers. If a sissy was less then a man, then they would be a perfect precursor to a real man. So these two had been frolicking since they were 15 and that was two years ago. "Who is going to handle me?" said Vanessa upon entering the room. "Ah I was just kidding, we were ah, just teasing." Vanessa was an experienced Docent and kept her charge firmly in hand. Under her direct supervision, Stacey had developed into a sweet and docile sissy. The many hours of intimate training had made Stacey a highly suitable candidate to be a handmaiden for the proper mistress, but Audrey insisted that Stacey be introduced to men. Vanessa moved quickly and reached the bed where the two sissies were sitting quite dumbfounded. With a quick yank, the lithe Stacey was on her feet. Her short baby doll nightie swirled above her midriff. Her sissy pants with their row upon row of lace fully on display as well as the sissy's smooth legs. Vanessa took both of Stacey's small limp wrists in her hands and pulled them above her head. Stacey was breathing hard and began to negotiate. "Ma'am I'm ever so sorry, I was jjjust playing and well...." "Too late," said Vanessa and started unbuttoning the small pearl buttons on the side of the sissy pants and in short order they fell to the floor revealing a matching silk French cut panty. Vanessa ran her hand over the front of the panty and then the back. Her knowledgeable hand traced the line of the gaff and found the trapped sissy nub and teased it. And then without warning, five quick and biting slaps were administered on the sissy's defenseless bottom. The room was filled with Stacey's screams. "Don't you dare cry, or you'll get worse." Stacey bit her lip and just then the door opened and Justine walked in. Justine was Kim's Docent. "What's going on here?" "Well, Stacey was displaying her smart mouth and got her bottom heated up as a result." "Really and what of our dear Kim, was she an accomplice?" "No I'm afraid not." Justine and Vanessa were both wearing floor length nightgowns and they were spectacular creations. The garments hugged their generous curves and revealed every asset by virtue of the design. It was hard not stare at these women, but these sissies had learned rule one as they cared for their Docents: You can look, but staring is unacceptable and will be immediately punished. Justine sat on the bed next to her charge Kim. "Too bad, I was hoping I might get to mete out a little justice this evening, but my angel always obeys, isn't that right? said Justine as she played with the rows of lace on Kim's sissy pants. It was so innocent until Justine slipped her hand boldly into the waistband of Kim's sissy pants. Kim rolled her hips to give her Docent full access. Justine felt around for a few seconds and then removed her hand. "That's my good girl!" Said Justine and gave the sissy a peck on her lightly powdered cheek. "Yes ma'am," purred the nancy boy. Several months ago, these silly girls had removed their gaffs and were "free" in their panties. Fortunately, the indiscretion was discovered quickly and the punishment was quite severe. Kim and Stacey were punished at assembly for all of the other sissies to see. Every sissy had left the auditorium knowing that touching themselves, or any other sissy or a boy for that matter without permission or supervision was forbidden. Lessen learned. Okay, let's get you girls off to the bathroom because its time for bed. FINAL PREPARATIONS The lights had been dimmed in Audrey's office for a reason. In the quiet of the room an attentive ear could faintly hear the sounds of licking and sucking. And now, standing off to the side of Audrey's couch, her assistant Ann knew that Audrey was nearing that special point. Perched on her three-inch heels and just feet from the couch, Ann was in the catbird seat. On the floor in an adorable mini skirt set was Serena, perhaps the most accomplished sissy the Manor had ever produced. Her modeling and Internet escapades had bought her a huge fan base only too happy to plunk down money to see her perform her sissy best for men and women. But tonight, she was endeavoring to please Audrey, which was no easy feat. Ann had witnessed Audrey putting many a sissy through their paces. Just the thought had her closing her eyes for a second and sneaking her hand beneath her short skirt to that tightly gaffed area. She ran her index finger back and forth between her hairless thighs but realized the futility and then let her skirt drop, which she then unconsciously smoothed out. Audrey had her legs splayed wide open. Her nether lips were swollen with excitement and why not, Serena was truly a sissy gift. Audrey's wrap dress was open and her breasts were confined by a black seamless silk bra, but Audrey had freed a nipple and was now toying with it. Serena had her thumb pulling up Audrey's clit hood and was sucking hard on Audrey's special spot. Audrey had her fingers in her mouth and was wetting her nipple, chaffing it and moaning. Serena now worked a free finger into Audrey's wet quim. Audrey offered no resistance and twisted her hips. The two were as one...sissy doing what sissy does best and mistress enjoying selfish pleasure. Serena was secretly delighted and even though she was gaffed was tingling in her nether region. Pleasing Audrey was all she could hope for and she redoubled her efforts to give Audrey even more pleasure. Moments later Audrey screamed and clamped Serena's face to her pussy so tightly that the poor dear couldn't breath. Seconds later, Serena was rewarded with a gush of heavily scented vaginal juices. "Hmmmm bravo Serena," said Audrey as she released Serena's face. Don't move darling; let me feel your warm breath between my legs. Serena lapped Audrey's pussy. "No lamb, be still, I'm very sensitive just now." A few minutes later, Audrey looked down at Serena and thought "What an angel and what a tongue. These sissies know how to please a woman." "Serena look at you, your face is positively wet with my juices." Serena went to wipe her face. "No need to wipe your face, it please me to see you this way." Serena smiled. "So are you excited about going back to school? Male Appreciation is the most important class we teach at the Manor." "Yes I am," said Serena who was licking her lips and smiling with pride. "And why wouldn't you be. What sissy wouldn't like to go back to school and seduce a 14-year-old boy and then help with his pantying? Lucky girl!" "Plus you get to be the teacher's assistant to boot." "Thank you ma'am, I'll do my best and hope Peter is attracted to me." "Well, Peter is now Petra, and no doubt he will be excited and confused but ultimately, he'll do anything for your attentions. Now sweetheart gather your things and pretty yourself up for your next assignment and I'll see you tomorrow," said Audrey who was now standing. Serena had picked up her blouse and bra. As she was leaving, Audrey smacked her playfully on her skirted behind. Serena turned and looked at Audrey who winked at her. Serena scurried from the room and was on cloud nine. "Ann, help me dress and then go fetch Indigo and bring her in." Ann tied the waist of the wrap dress and then closed the smart dress. She smoothed out the bodice and fell to her knees holding Audrey's Lejaby panties and Audrey used her shoulder for balance as she stepped into the delicate garment. Ann then slid the lacy nothing up Audrey's regal legs. She was now under the hem of the dress and slid the panties into place stealing a moment to smooth the garment before retreating her hands. She looked up to Audrey who wasn't even paying attention to her. "Off with you now Ann and bring our guest in." Ann returned with Indigo. Indigo was a dark skinned beauty with a British education from the Virgin Islands. Her dress was no nonsense; a tightly tailored eggplant business suit with wide and plunging lapels and stretch fabric pants. She was full breasted and very trim. Her hair was silken black and very long and straight. Her teeth white, her cheekbones high and yet all of these features that would make any woman jealous were overshadowed by her eyes. Indigo had piercing blue eyes! "Indigo I love your shoes, very sexy indeed." "Shoes are a passion for me, as they are to most of us," laughed Indigo. Ann took drink orders and returned moments later. Audrey was reviewing some files and then closed the last one. "Ann, be sure to call Mr. Breckman's office at 10am and remind him that we'll be at Neiman's Junior Miss department shopping for bikini's and one pieces for Drew. Valerie will meet him at 2:45pm and well make the introduction. Okay?" Ann's mouth was agape. "Darling you're embarrassing me, please do as I ask and you may retire for the evening." "Yes ma'am," said Ann as she curtseyed to both women and left the room. "I'm sorry for that," said Audrey. "Oh, I understand and I think it's delicious, the idea of the sissy shopping mainstream for swimwear and meeting a man!" "Yes it should be fun. Why don't you join us, afterall you're her teacher." "I'd love to," said Indigo with a broad smile. "My security staff has done an exhaustive background check and I'm happy to welcome you to the Manor and hope it's everything that you want it to be. Have you reviewed the files?" "Yes and thank you, I'm sure I'll be happy here." "I'm also sure that I can manage a class of just four." "No doubt," said Audrey, 2I've also assigned Steve from security and Serena who will assist you." "Well, I imagine Steve will a big help. Nothing calms a reluctant sissy down like a male hand on his pantied bottom. I've seen Serena on the website and quite frankly I can't wait to see Peter/Petra fall in sissy love." Audrey was smiling. Indigo was the perfect hire. She'll be a valuable addition to the staff and she'll be quite happy here at the Manor. "So tell me Indigo, when did you know?" Indigo smiled and said, "I knew when I was 13. I developed early and I had a boyfriend named Alan. He was a British boy who was pale and small and beautiful. He was always pestering me for sex, but I had no interest. On his 15th birthday he begged me for sex and I got so cross with him that I told him I would take him to the beach, a special private beach and if he would wear my bikini, I would go skinny dipping with him. Did I say that right?" "Yes swimming in the nude, but go on." Well, off we went to the beach. I never thought he would go through with it. He wasn't hesitating so I took out my bikini from my knapsack. Well this boy's eyes just lit up. So I told him to undress and I helped him into the bikini. It was a bad fit, but he looked so cute. I even put some lipstick on him. Oh he was so excited. Of course I was inexperienced so I had no idea how "small" he was down there. But we spent the day in the sunshine. I joined him in the water but I never kept my part of the bargain, I had packed a second bikini. Anyway we had a wonderful day and I made him a gift of the bikini. "How exciting, what an interesting way to discover your sexuality." "Well, I wasn't really turned on until later when I saw his bikini top tan line. I felt so powerful. I used my will to give the poor boy a badge of shame that would be with him for some time. How would he explain it? I didn't care. I had him in skirts and bras and pretty panties all summer long. And I've been putting pretty boys in finery ever since," said Indigo as she fanned herself with her hand. "It is hot in here!" giggled Audrey. I won't hold you up. Audrey rose and Indigo stood up and the two ladies kissed each other's cheeks. "Welcome and good luck." Indigo turned and left the room. Audrey sat back in her chair and thought, "It's all coming together perfectly!" TRUTH OR DARE Drew was fidgeting on Sarah's lap. The naked boy was totally vulnerable and that's just the way Sarah wanted him. The clock was ticking and she had just a few short months to acclimate Drew to a lifestyle where he would be the wife serving a demanding and powerful man. "So tell me Drew, how did Steve make you spurt?" "Sarah!" Sarah again reached out for a nipple, but the naked boy pleaded. "Please, okay I'll tell you. It's well, he was, I guess it was when.... Ouch "Enough said Sarah, over my knee. Don't hesitate or it will be worse. I'm sorry it has to be this way, it seems you've forgotten your place. Fortunately, I'm here to remind you." Sarah gave Drew a gentle kiss on her glossy lips and told her to "assume the position." "Yes ma'am" said Drew as he lay across Sarah's skirted thighs. "Was that bubblegum lip gloss I tasted? Yummy." Sarah wiggled her hips to get comfortable. "I can feel your little stub rising. You better not get any of your sissy juice on my skirt." Before Drew could answer, Sarah began spanking. She admired her stepbrother's well-rounded bottom and relished the opportunity to turn it red. "I was hoping it could be different Drew," lied Sarah between slaps. SMACK SMACK SMACK. Drew reached his little hand behind to protect his defenseless bottom, but that got Sarah even madder. "You spoiled brat, you'll learn, you'll learn all over again." After ten more firm smacks, Sarah stopped her assault momentarily and dipped her finger into some Vaseline. She took her slender index finger and traced around Drew's rosebud. Drew immediately stiffened. "Darling you must relax, or it might hurt...worse." Sarah knew she would have to coach the sissy and relished the thought. She teased his sensitive area, tickling and tormenting his nether region. Finally after some time, she pushed her finger again, but was met with resistance. "Drew, I need you to relax, I promise you'll love it," said Sarah giggling. Of course, if you refuse to cooperate, I can just jam my finger in. Drew swung her head around as best she could and eyed Sarah with a look of terror. "Please no, please," pleaded the sissy still affixed on Sarah's skirted lap. "Not this way." "Now, now, you'll look back on this day and laugh, I swear. Your going to crave this type of attention, you'll see!" Sarah again started her probe and this time the sissy relented and allowed her finger full entry. After several moments, Sarah slid her whole finger in. "See, you're a big girl now." Drew was beside herself, but dare not move. Sarah had begun stroking her finger in and out of Drew's defenseless bottom. Drew was feeling everything and every emotion. Childhood experiences with his stepsister Sarah, Audrey and Valerie, events of the day, his feelings about what happened with Steve, it was all so overwhelming and Drew didn't realize that he was now meeting Sarah's probing finger with his own thrusts! All of these sissies are the same, thought Sarah. They all swear up and down that they're not gay, or not sissies, they fight so hard to prove themselves and they all wind up the same! Drew is proof; this sissy is giving my finger a workout! Sarah let Drew enjoy himself. Expressing his sexuality in such a sissyish manner was completely acceptable, in fact it was encouraged. Of course Sarah realized that Drew could not continue this pace for very long, so she searched for the proper moment and then found Drew's prostate and tickled it mercilessly. Drew became dizzy and then he thought he heard screaming in the room. Seconds later he realized he was doing the screaming. After a moment he heard Sarah's voice: "Did you cum, did you soil my skirt?" Sarah arose and Drew fell off of her lap. "How dare you! I warned you! She was furious and the naked sissy had no idea what to do. "Don't just stand there....lick it off!" Drew hesitated, but had seen her stepsister like this before and knew she was capable of being horribly cruel and so he crawled to her skirt, and tentatively stuck his tongue through his bubblegum glossed pouty lips. "I don't have all day!" She reached back and found a paddle and Drew knew he had no choice. He began licking his cream in earnest. "Hmmm I bet you like the taste, you pansy." Drew just tried to ignore Sarah and finish the distasteful chore. Although, he had tasted his own spending before and while salty, it was not that bad. Sarah sensed Drew was just a bit too cooperative with his task. "We'll see how he does with a real man and a mouth stretching, throat filling full ejaculation!" The thought amused her. Sarah suddenly pushed Drew to the floor and removed her skirt. She was wearing a very pretty half-slip that was all lace and quite diaphanous and Drew could faintly see her bikini panties beneath. "Are you ready for some girl talk now?" He shook his head and very quietly said, "Yes ma'am." "Very well, said Sarah, back on my lap with you then." The still naked Drew positioned himself on Sarah's lap, glad to have his bottom out of her reach. He was sure he wouldn't sit comfortably for a week! "So, how did Steve make you spurt?" Drew endeavored to compose himself. "I'm not a queer if that's what you mean?" "Well Drew, would a real man be naked on my lap or over my knee getting a spanking or wearing bubblegum lip gloss? You are what you are and we need to deal with your awakening sexuality." Drew knew he was confused and he broke down. Sarah always did that to him. She had a strange power and now she was back. "I've never had a man handle me that way," said a hesitating Drew. "But did you like it?," probed Sarah "I felt all kinds of things, but he was so strong and determined and he was touching me in these spots and I found myself liking the attention and the feelings." "Did you know he was hard between his legs?" "Well, I guess, I mean, well...." "Drew, I won't warn you again." Y-y-y-yes, said Drew and hid his eyes from Sarah. Sarah took Drew's chin in her thumb and forefinger. "Cupcake, don't be shy, be proud you have an affect on men. Steve wanted you; he was hard for you...what a compliment! Drew, you should be proud of yourself!" Drew's little head was spinning? What was he turning into? It was like Steve's hands had touched him in every intimate spot. "Penny for your thoughts," said Sarah. "Sarah I don't know what to say. Steve was teasing me and rubbing me and then telling me how pretty I was and well I felt so um so........" "So special?" "Yes that's it special and he was rubbing this oil all over me and then he reached into my panties and pulled them down and well, I couldn't help myself, said Drew as he buried his face in Sarah's shoulders and started crying again. "There, there my princess. Of course you liked it, what woman wouldn't. Manly attention is so gratifying, it validates all of the things we do to keep ourselves attractive to men?" "What do you mean?" said Drew still sobbing "Well, look at you for example. Your nails are manicured and polished, your legs and thighs are baby smooth, eyebrows plucked, pedicure, perfect hair...need I go on about your tiny waist and pert boobies," said Sarah taking hold of one of Drew's immature breasts?" Drew was blushing. Sarah was pleased no "I'm a boy" protestations. "Okay, enough for now. Would you like to see your school uniform and the nightie I got for you?" Drew's eyes lit up. Sarah thought, what a perfect sissy boy, Jim Breckman is a lucky man! IT'S STILL A SCHOOL NIGHT Justine and Vanessa were busy in the bathroom. It seemed that all of their time with these sissies was spent in bathroom teaching and primping these days. Justine had curlered Kim perched high on a trendy swivel stool. Her darling little feet dangling just above the foot rest, but perfectly together and Stacey was in the tub. Her small breasts glistening from the water that Vanessa kept pooling in her hand and then spilling onto her blossoming breasts. It wasn't unusual for the Docents to toilette their sissies together, in fact, it made for a much more pleasant teaching environment where their charges could learn from both of them. "So," began Vanessa, are you girls ready for male appreciation?" "Ouch," yelped Kim, "that hurts." "Well, we can't have your eyebrows so overgrown. I like you with an arch, it makes you look as if you're questioning everything" said Justine as she plucked away at Kim's almost non-existent eyebrows with the tweezers." "I guess I am," said Stacey as she enjoyed the warmth of the water and Vanessa attentions. "Oh I think you two are going to love this class," said Justine. You'll learn about the male body and how to excite a man and what he likes to have done to him and what to do when you're in an intimate situation. I mean, it's more than just spreading your sissy legs and bottom." "Justine's right, every man is different, but they like a lot of the same things. Wouldn't you like to know which things really turn on a man?" Vanessa was looking right into Stacey's eyes and then looked down just in time to see the tip of her lollipop rise above the water. Stacey was embarrassed. Vanessa smiled, "It looks like someone likes the idea of pleasing men." Justine came over to see and reached into the tub and grabbed the offending protrusion. She gave it a quick but firm pinch, which made Vanessa start laughing. "Vanessa, I swear, Stacey has a hard time controlling herself. Between fits of laughter, Vanessa agreed and warned Stacey to exercise self- control. But the more they berated the bathing sissy, the harder she became. Thinking the matter had gone far enough, Vanessa reached under the water and found one of Stacey's small testicles and squeezed it firmly. Problem solved. "Now that the little matters have been taken care of, it's time to get out of the tub and into the chair," said Vanessa. All Docents enjoyed assisting their sissies out of the tub. "All neat and clean and so ladylike between their hairless legs. When naked and just a bit shriveled, these effeminate boys were at their most vulnerable point, open to any suggestion that might get them a towel or a panty or some kind of garment. "Tomorrow is a school day and we need to get curlers into her hair, said Justine. Kim you're done, go potty and brush your teeth and then into bed. If you need help with your sleep gaff let me know now. "No ma'am," said Kim who was finishing with her moisturizers "Then off to bed with you and sweet dreams. Now give me a kiss goodnight." Kim stood in front of Justine and received her kiss, during which she could feel Justine checking to make sure that her sleeping bra was secure. Goodnight! DING DONG! Indigo was a bundle of energy. Her conversation with Audrey and the revelations about her youth had her wide-awake. Male Appreciation started tomorrow, but she had pent up energy. She had just finished some Yoga, but rather then relax her, she felt energized. Just then, the doorbell rang. Surprised and yet not bothering to don a robe, Indigo approached the door and opened it. "Hello, my name is Serena, I'll be your assistant in Male Appreciation. Audrey thought it might be a good idea for us to meet and asked me to come to your room. I know it's late, perhaps I could meet with you in the morning before class begins." Indigo was looking Serena up and down and had little interest in what the sissy had to say. She was beautiful. A creature designed to give pleasure and to in the act of giving to feel the greatest of pleasures. Serena was in a harem outfit of sorts. A pink bolero jacket, with an eggplant bra and some puffy see through chiffon pants that displayed her nude hose and she wore her panties on top of the hose. Her pierced belly button was a little bell. "How adorable," thought Indigo who was in her spandex workout gear and was sweaty from head to toe. "Serena, please come in. Your outfit is gorgeous, I'm so impressed, and you're even prettier in person then your photos and what I've seen on the Internet and you couldn't have come at a better time!" Serena was genuinely pleased and entered the room. Okay, I only have two ground rules and we'll get along famously. 1. SPEAK ONLY WHEN SPOKEN TO. 2. DO EVERYTHING I ASK YOU TO DO AND DON'T TALK BACK. Okay? Serena was about to reply, but thought better of it and lowered her eyes and shook her head. Indigo's forceful personality and fierce blue eyes also intimidated her. "So, let's have fun!" She walked up to Serena and boldly placed her hand right between the sissy's legs. Serena gasped with shock but held firm and let Indigo handle her intimately. "Sweetheart, you've neglected to wear your gaff. The lines of your outfit are ruined. How do you propose that we fix this problem?" Serena looked confused. "You sissies are always looking to take advantage, said Indigo as she went to her suitcase. "Ah here it is." Indigo turned and faced Serena holding a gaff in her finger. "Darling it's time for you to change. Bra, panties and gaff, I'll be in the bathroom, please let me know when you're ready. She smiled and twirled the gaff until she passed Serena. She smiled at her and dropped the restrictive garment into the shocked sheboys hand. Indigo entered her bathroom and immediately started rummaging through a suitcase looking for that special item. She hated moving, all of her things out of place. She liked order. Minutes later, Indigo found just what she was looking for. Her itch would be scratched and who better to do it than Serena! Indigo took out the penis gag with the dildo attached. It had a removable dildo, a 3" penis, which is pushed into the mouth and a 6" dildo with shaft & penis head, which protrudes, on the outside. The usual application is for the sissy to give pleasure to her mistress in an intimate and submissive way while being gagged with a rubber cock. The dildos are removable and bigger ones can be added on both sides! The 3" dildo has a small air hole down the center and both dildos as well as the center hole on the gag are 1 1/2" in diameter. It fits right over the sissy's head! "I'm ready now," said Serena. Indigo entered the room with the toy firmly in hand. In a few minutes she expected to have another toy firmly in hand. "If you follow all my instructions to the letter and please me, I'll allow you release and you may stay the night." Serena's eyes lit up. She was game. "On the floor with you now." Serena did as instructed. Indigo began peeling off the layers of workout wear. The modern designs were clever and took a little doing, but in short order Indigo was bare breasted in just some yellow low rise panties and black pumps. Serena tried not to stare, but truly the sissy had never seen such an exotic woman. She ached in her gaff. "Pumpkin, I'm warm from workout, I think you'll enjoy my scent. But now, I'd like for you to crawl to me, and remove my panties using only your mouth and lips. I'll not help you and ask that you not touch me with your hands. Can you do this for me?" Serena shook her head wildly in affirmation and seductively crawled toward Indigo. She decided that she would turn the tables on Indigo and show her what her tongue could do. Serena, started at Indigo's four inch black pumps. She was kissing the toes and Indigo rewarded her by giving her access to the sole and the heel. In fact, Indigo began pumping Serena's face with her heel and the sissy submitted. It was all too heady, but Serena decided to move onward and upward, nibbling and kissing every area: ankles, behind the knees, thighs, inner thighs anywhere and everywhere. Several times, Indigo moaned. "This sissy is a minx," she thought. "What fun for me." Finally, Serena was at Indigo's panty. She traced the entire panty with her tongue and then with some effort pushed her tongue underneath the panty leg and tickled Indigo's labia. Oh how Serena wanted to use her hands. She was beside herself with passion, but every time she looked at Indigo, Indigo looked indifferent, bored. Serena, found Indigo's clitoris through the thin panty and licked and sucked it. Indigo could no longer hide her feelings. "You bitch," she said with a smile. "I thought you were supposed to be removing my panties?" Serena focused and using her lips, and tongue, spent several minutes pulling and tugging. She worked the front and the back and progress was slow. Her saliva was all over Indigo's bottom and her panties were also slick with Serena's saliva. Finally, mercifully, the panties fell to the ground. Serena was proud of herself and had worked up quite a sweat. Indigo petted her head and said, "You did it, that's a good girl!" Before Serena could catch her breath, Indigo said, "Open wide!" Serena did not hesitate and all of a sudden her mouth was filled and stretched with a rubber shaft. "Perfect fit," said the now naked Indigo, her voluminous breasts swaying with her efforts. In moments the apparatus was fit snugly over Serena's head and she was balancing the weight of the 6" penis dildo while adjusting to having smaller penis gag in her mouth. "Try and relax and remember no arms or hands. Now, on your back and let's start this off easy." Serena positioned herself on her back. Indigo put some jelly on the shaft and pumped Serena's face a few times with her hand and then giggled. "You look so confused." Before Serena could make a face, Indigo had positioned herself over the dildo attached to Serena's face and impaled herself on it. Serena was looking right at Indigo's pussy as it went up and down and she felt the pressure on the gag in her mouth. After a few minutes, she could smell the musky excitement Indigo was creating. "Okay lazy bones, said a winded Indigo, let's see what you got." Indigo positioned herself with hips forward on the edge of a chair and bade her toy come. Serena crawled over and brought her face with the dildo attached to Indigo's nether lips. "Show me," demanded Indigo. Serena pushed forward and lost her balance as the dildo went right up into the now very wet pussy. She got her balance back for the second thrust and after about fifteen such thrusts, Serena felt confident she could find some good spots. So, she kept on pumping her face. Her mouth had grown accustomed to the penis gag and she easily breathed through the rubber phallus. Indigo, was pinching her nipples and rubbing her breasts as she watched the sissy boy in his bra and panties push the dildo in and out of her pussy. She had come once and was on the verge yet again. She had to admit that Serena was a quick learner. Indigo let out a series of moans and had an earth shaking orgasm. Serena was proud of herself. The dildo training concluded an hour later and that was fine with Serena because every bone in body ached. Indigo was so demanding and made her push that dildo in her pussy from every conceivable angle. Her jaws ached from having the penis gag in her mouth and her penis ached from being confined in the gaff. She wasn't used to wearing the gaff. "Now I'm going to remove the toy, but try and be a good little girl and don't cough or spit up." "Pop" and the gag was out but try as she did, the sissy wretched. "Well said Indigo, we still have things to teach you!" Serena was stupefied, but said nothing. "Darling, go in the bathroom and remove your gaff and put these on." Serena smiled, they were Indigo's yellow panties. "It's alright my darling, you've earned them, now hurry and make yourself pretty, I'm eager to see how you pleasure yourself. BRRR IT'S COLD Drew was well aware of the fact that he was naked. As if it were yesterday, Sarah had found just about every way to humiliate her stepbrother. And now, he was here in the bathroom with all of these mirrors. He felt so very small. "Awww, is my darling sad, are you sorry you're a sissy?" "Please, Sarah stop." "I'm sorry Drew I just can't help myself. Old habits die hard." Sarah shook out Drew's school skirt. Drew frowned. "Tell me, don't you like it?" "Well, it's too long. I'm used to shorter skirts." "Oh you are," said Sarah sarcastically. "Well, in Male Appreciation this is the required skirt. Now you may pick your bra, but your top and your panties are also part of your uniform. That is to say, you'll wear what your classmates are wearing." "Now what do you think of this long sleeve lace crop top?" "It's pretty," admitted a downcast Drew. "The sleeves are dripping with lace and will practically cover your dainty hands." Then Sarah snapped out the panty. It was nothing special or pretty, a tan hipster nylon panty. "Sarah why did you take my things away?" "What things?" "My private items." "Drew I'm not sure what you mean by "private items." Please, try to be more articulate," said Sarah with a broad smile." "Sarah," whined Drew. You know exactly what I'm talking about. My under things have been taken from my drawers." "Oh, they're safe, I'll be selecting your lingerie from now on. Your precious girly things are locked under your bed. Behave more like an adult sissy and not a baby and we'll see. If your spoiled behavior continues, I'll have you in diapers!" "Now look at the nightie I have for you." Sarah took out a full-length flannel nightgown and gave Drew a box with a pink ribbon on it. Drew looked confused. "Well open it silly." Drew did and was surprised by the contents: another white training bra and white cotton panties. "Steve got your other set so oily and I thought you'd look cute in these. Drew held the feminine garments and was in shock. "Drew I swear, if you could only see your face," laughed Sarah. "But Sarah!" "First of all, I don't like your tone. Now get your little bra and panty on and then the nightgown. You'll thank me because your rubber sheets will take a bit of getting used to. As for your other girl things, show me you can act like a proper young lady and we'll see. Tomorrow, in class you can write me a note telling me why you want your pretty things back. It's time to stop taking things for granted Drew," warned Sarah. It's time to grow up! I'm anxious to see how you write and your penmanship. Who knows, maybe you can write Steve a thank you note for making you spurt today!" said Sarah smirking. Drew loved his stepsister and hated her, all at the same time. Now it's a school night so are you going to stand here naked or are you going to get into bed? The naked sissy turned and hugged Sarah for no particular reason. Sarah smiled confidently. She knew Drew responded beautifully to strong women. Her Mother had become lax, but Sarah would whip this sissy into shape in no time and she'd make sure Drew was ready to be Jim's perfect wife. "Get dressed, and pick up my things and I'll tuck you in...oh and don't you dare forget your night gaff!" THE TEACHER KNOWS BEST Serena entered the bathroom and quickly stripped off her panties and then that damn, dreaded gaff. She slipped the yellow panties into place, a perfect fit. I guess we're both size two. The panties were so wet, but Serena was proud to have them. She'd cherish them and each and every time she wore them, she'd think of this night. She checked her hair and touched up her makeup, freshening her lipstick. The eggplant bra was a bit much for the panties but she'd make it work. Serena entered the bedroom with her belly bell quietly announcing her entrance and found Indigo in a chair in front of the king sized bed. "Get into bed," said Indigo firmly. Serena slithered into bed. She made love to the deep duvet and let the pillows surround her sissy curves. "Well, said a still naked Indigo, play with yourself." Serena smiled and took her hands and rubbed them all over her body. She rolled over to show her firm bottom and rounded hips and the small of her back. She expertly unclasped the back of her bra with as much ease as a well-practiced woman. She rolled back over and played with her breasts under her bra. Indigo noticed that Serena's penis was erecting and stretching the small panty. She was turned on by the scene and began to fondle her breasts and let a hand fall to her pussy, where she began to rub her clit. Serena was in her own world and was pinching her nipples and after getting a bit tangled in her bra she managed to free herself. She let a hand wonder down to her penis and pressed her palm to it and rubbed. "It's okay to grab your little shaft," said Indigo, who was fingering herself in earnest now. Serena, did better than grab her shaft, she wet her finger, did a half roll and slid her hand down the back of her panties and pushed the finger into her bottom and moaned with lust. The teacher and the sissy played with themselves for a few minutes longer, until the sissy rolled over and took two fingers to her erect stem and pulled just a few times. She then slid her free hand behind her bottom and pressed two fingers into her rosebud. Just a few brief seconds later her penis spurted. Indigo had closed her eyes and was enjoying still another orgasm. Both Serena and Indigo took time to recover. Indigo stood up and walked over to where Serena was and dropped a silk hanky on the bed along with a balled up item. The hanky is for your sissy spunk and the gaff is so that you'll be a disciplined bed partner. Go clean up and come to bed....tomorrow is a school day!