Big Fat Bertha Lou Part 2 free porn video

Big Fat Bertha Lou Part 2 By Cheryl Lynn This is a continuation and part 1 should be read first. All the usual disclaimers apply. This part contains deep humiliation and unwanted sex. It is not one for the sweet/sentimental reader and you are warned. It may be downloaded for personal use any other use is strictly prohibited unless approved by author. Comments are welcome at [email protected]. Big Fat Bertha Lou Part 2 The girl that waited on him before found it extremely difficult to not laugh at the very camp looking James. Once he left with his expensive purchases, she laughed along with the other people until she had tears in her eyes. As for James he was just happy to get that task finished but his embarrassment was not over. The clerk had insisted on leaving the negligees on hangers protecting them with a clear plastic cover. Everyone in the busy mall would see him and what he carried. By the time he arrived at his car his face was flaming hot. The next stop at a drug store far from his apartment was worse. There was no hiding the douche kit or the package of panty liners. He was very uncomfortable just being in the feminine hygiene aisle. He circled the area several times waiting for two women to leave. He had to really look to find the box marked "Bulb Syringe," open it to make sure it was pink. He looked nervously around as he did that making sure no one saw him. His face flushed brighter as he noticed the camera dome above the aisle. Adding to his humiliation the clerk at the cosmetics aisle gave him a funny look as she led him to the skin care area. He expected to only make three or four purchases but she loaded his cart with a lot more including cotton balls and pads. "I can check you out over here. Love the color of your nails honey but I got a new one in the other day that all the GIRLS just love. Do you want me to get you a bottle? It's called Fabulous Maraschino but we GIRLS just call it fuck me red. I bet it would drive your BOYFRIEND wild," she said emphasizing the words "girls" and "boyfriend." When a blushing James insisted that he didn't have a boyfriend, the girl gave him a smug smile. "Look, I get a commission on cosmetic sales and you bought a lot. So in case you want to impress a guy, I'll toss in a bottle no charge." James couldn't get out of that drug store fast enough. "OMG! What a friggin day. The only good thing was I didn't run into anyone I knew. Shit! If that happened...I don't know what I would do." When he got back home the parking lot was full and he had to park further away than he wanted. It was windy and as he tried to make his way discreetly, the colorful nightgowns plus the rustling of the plastic covers drew attention. One arm held the night gowns over one shoulder and his other full of bags from the drug store. He had no way to keep them from fluttering up into the air. A beautiful brunette that he had hit on at the pool and wanted to date saw him. "Is that you James?" She was about twenty yards away and figured if he kept moving he could get away. He could always deny it was him later provided she didn't give chase. He held the nighties up covering his face as he walked faster towards his place. Fortunately she kept on going but three doors down from his place two men walked out of theirs right in front of him. He tried to rush past when one of them said, "Hey, aren't you James from 116?" "Crap! Those are the two faggots and the last people I wanted to see. Crap! My day couldn't get any worse," he thought then said, "No, you got the wrong guy. Gotta rush." He walked past his own place, made a left back into the complex intending to go to his back door. His luck didn't get any better as the back of his apartment opened to the common area where the pool was. It was Saturday and the area packed with people. He fumbled with the black leather purse he had purchased at the mall, found his keys and slammed the door shut as quickly as he could. He stood for several minutes with his back pressed against the door, a cold sweat on his forehead and his heart pounding. "Damn it!" he shouted out in frustration. Back in his bedroom he spread the first nightie out on his bed. It was a frilly baby doll powder pink two layered nylon and chiffon with a sheer pink robe dripping with pink satin ribbons and lots of pink lace detailing. Unlike the others, this one came with a pair of matching pink lace ruffled bloomer styled panties. Even he had to admit that the second was gorgeous. It was a mid-calf length deep chocolate sensuous nylon with a rounded collar with thin braided satin straps. The semi-sheer matching negligee had balloon sleeves with vertical rows of white lace coming together to form three tiers of over lapping lace cuffs. It tied at the neck with a chocolate satin ribbon with the front seams trimmed in white floral lace. The hem had four inches of white lace decoration interspaced with dark chocolate satin ribbon bows. The third matched the dark chocolate one except it was in a rich plum color. As he stepped back from his bed his cell rang. "They are simply darling. I can't wait to see you in them. Go ahead and do it while I watch. These cameras you bought are good but I would love to actually see you in them." "I'd rather not. It's been a fucking horrible day and to make matters worse those two queer neighbors saw me. Look, just let me relax for a friggin minute and I'll do what you ask. My damn nerves are shot. Just not right now please." "It looks to me like you had a wonderful day seeing those lovely gowns. So what did your neighbors have to say? By the way, you cuss and use vulgar words way too much. I'm going to have to correct that immediately. From now on for every cuss word or vulgarity I hear, you get one demerit. Collect ten demerits and you will be wearing something more feminine to the office. So far you have earned four. Going to try for more? Now tell me what they said to you." "You don't think I would stop and actually talk to them, do you? They make me sick. Four demerits? You just told me about them. You can't fri..do that...that's not fair." "You forget yourself! Who do you think is in charge here? I am and you will do everything I tell you or you can forget about ever getting out of that chastity. That's five demerits even if you didn't finish saying the word. Now shut up and put on one of those gowns. Put me on speaker phone so I can tell you what I think. He was wearing the plum colored set when his doorbell rang. He ignored it. "Aren't you going to answer the door?" came from his cell sitting on the dresser. "Like this? Not on your frig....errr..no of course not." "That's another demerit. Now go see who it is and be polite. Take the phone with you so I can listen in," she ordered as the bell rang again. "Please don't make me open the door. I beg you, please, anything, anything but this. It's that fag...gay guy from down the hall," he gasped looking through the peep hole. "That's seven and you will open the door and be real nice or you'll never hear from me again." James cracked open the door revealing just his head. "Yes, what do you want?" "James, right, well I'm Stephen from 120 and wanted to come say hello. I thought maybe now that you've come out of the closet we could be friends." What he wanted to say was totally different than what he actually said. "Yeah sure, come on in." "Oh my, what a beautiful gown and I must say it looks gorgeous on you. I must confess from seeing you in the past I never would have guessed. You were so nasty to me and Gerald but now.....all I can say is wow. While Gerald and I aren't into fem play, I'm stunned, simply stunned by you. So macho before and so sweet looking now, what a contrast and I love the change. I know it's so very difficult coming out and we saw the fear in your eyes when you rushed past us earlier. I've done some counseling at the LGBT center and want to help if I can. As a matter of fact the center is having a social tonight. Why don't you come with me and Gerald? I think it would be very beneficial and it really helped me to know that I'm not alone." James was fuming on the inside and it took all his will power not to mash in the faggot's face. "Like I want to be his friend, much less go to any fucking center and they're all a bunch of perverts and sickos. Damn, I want to knock that smile off his face so bad but have to play nice. Shit!" He was about to reply when he heard, "Let me talk to him and take it off speaker" coming from his cell. Reluctantly he handed his cell to Stephen. It seemed to be a one sided conversation and the only thing he could make of it was Stephen's broadening smile. "Oh yes, I'll be more than happy to do that," Stephen said then handed the phone back to James. "I told him that I was your therapist. You're not smiling or looking happy so change the attitude and accept the invitation. Make sure you give him a hug before he leaves." Ooo Per instructions James took his first bubble bath in decades using plenty of the lavender bath beads and oil. He had already douched and the bath did nothing to ease his mortification. Mistress was watching everything he did and providing instructions via his cell. In the process he had earned more demerits and would be wearing lipstick to work on Monday. Back in his bedroom he was told to put on his red lingerie but skip the girdle. For outer wear he wore his pink Capri's with white floral design around the cuffs and Hawaiian floral styled polyester blouse. Dressed, he removed the pink polish and replaced it with the new Maraschino varnish and freshened his pink lipstick. Slipping into his silver three inch spiked heels for the first time he almost toppled over. Mistress had to tell him to plant his toe first and take small heel and toe steps. It took him half an hour to walk without having to grab hold of something and another half to manage in his heels. His experience with the two inch heels of his pumps helped. After another half hour, if he took his time, did reasonably well. At seven, he grabbed his purse and went to meet Stephen and Gerald. By this time he had already gathered another five demerits and couldn't afford another punishment. Mistress told him he would be wearing his new pants to work if he did. There was no way she could monitor him while with the faggots so he hoped to find an out of the way spot to hide in. Bertha Lou watched her computer screen as James followed her orders smiling broadly. "That bastard made my last two years of high school a living hell. By the time I'm through with him he'll never humiliate another person. Oh no, he's going to be on the receiving end from now on in more ways than one. I told that nice Stephen that James needed strong guidance as he comes out. It seems James lapses into denial about being gay. So I asked Stephen to find him a dominant male to take his cherry. Once he has had a real life sexual encounter, James would never think about going back. I assured him that it was necessary for James to acknowledge his true sexual leanings. Having a dominant lover who loved effeminate men and willing to keep James on his true path might be life saving. Of course I added that James' denial might surface but to ignore such protests as they would only be a fa?ade. I'm sure Stephen believed all that nonsense and I'd give anything to be a fly on the wall at that social." James was sitting in the back seat of Stephen's Mini-cooper when his cell rang. Letting out a soft groan he answered his Mistress' call. "Having fun yet my pet? I know I am and just wanted you to know that I will be checking up on you tonight. When I call you had better be socializing with someone as I will want to talk to them. So, if you know what's good for you, be real nice and pleasant." James' face was ashen as he put the phone back into his purse. "OMG! What if someone hits on me? I don't have any desire to mix with these wacko's but I have to. Shit! I'm even going to have to act like I'm enjoying it." The social was held at some rich fag's mansion and there were about thirty people already there when they arrived. Stephen made sure to introduce him to everyone and letting them know he was just coming out. Being the new person everyone wanted to talk and learn more about him. Other than one other man he was the most flamboyantly dressed at the meeting. The lesbians were pleasant to him but didn't stay to talk long. He could handle the lesbians but the men lingered much too long and much too touchy feely for comfort. The other man who was dressed in full drag queen attire was by far the worse. It seemed like he had to reach out and pat James on the cheek or arm with every other word. He was talking to Bruce when his cell rang. He wanted to move away to answer but remembered her warning that she wanted to talk to whoever he was with. "Well my pet, are you having a wonderful time? No? That's not the answer I wanted to hear so add another demerit. Now tell me you are having a delightful time. That's much better. Are you with someone? You are. Well what's his name? Bruce, see if he will let you take his picture on your cell and send it to me. My, he's ruggedly handsome isn't he? Let me talk to him." James couldn't hear much of what they talked about. There was no telling what lies Mistress was saying to Bruce but judging by the smile on his face, it wouldn't be good for him. All he could do was stand shifting on his aching feet until Bruce handed him the phone. "Bruce seems to be a very nice man. Invite him over to your place for Sunday supper. Remember be real nice and polite and I better see him there. I'll call back later." By the time the social ended James was a nervous wreck. Bruce stayed by his side the whole night and even kissed him when he had to leave. James was caught completely off guard when Bruce pulled him into his massive chest and shoved his tongue down James' throat. He had also signed up for membership in the club, promised to make the meetings, wear the rainbow pin and had a date for Sunday night. Stephen said they could car pool to the Friday evening meetings. Making matters worse, Stephen stuck a rainbow decal on the back of James' car when they got home. His legs and feet were screaming in agony as he entered his apartment. All he wanted to do was get out of those heels, out of the ridiculous clothing and get a stiff drink. He did get out of the clothing but was now wearing his powder pink baby doll and silver strappy sandals. Mistress told him to wear the shoes whenever he was home as he needed to get accustomed to them. She did let him have his much needed drink. He wanted to drink the entire bottle to forget the day but only one then off to bed. Ooo He didn't have a good nights sleep and awoke grumpy and his penis hurting. With coffee in hand he went to check his email expecting only the worse. Sure enough Mistress had things for him to do. He had to go to the grocery to get something nice for dinner. Well nice for Bruce he was going to have to settle for a small piece of Salmon. Last week Mistress had put him on a vegan type of diet that included a lot of fish but not any type of meat. Gone was his beer, sweets and chips as well. He also had to get a nice table cloth, a candle and cute candle holder. As long as he was shopping for a nice table cloth she said to pick up a pink satin quilted comforter and pink linens and some doilies to put on the back and arms of his sofa and living room chairs. While at the grocery he also had to get floral scented plug-ins for every outlet in the house. "Damn it, it's bad enough that I have to dress like a faggot now she wants my apartment looking and smelling like one. Is she ever going to stop screwing up my life?" He decided to get the linens first before heading to the grocery. Both excursions embarrassing and drew a lot of attention. He really couldn't blame people from looking dressed like he was. Mistress had insisted that he wear the flaming orange stretch pants with and equally bright purple with white floral decoration polyester blouse and his three inch heels. When James returned to his place there was another package sitting by his door. Opening it he found a dozen gay porn DVDs and a note reading, "Place these where they can be easily seen. If your date asks to put one on do so. You better act like you enjoy it BUT him even more. If you put on a very good show for me, I may consider freeing you. Mistress" "OMG! If Bruce sees these....shit....after kissing me....he'll....man I don't want to go there....but...I might have to if it means she'll finally free me. Once I get out of this damn chastity I can get my life back but....damn at what cost?" The table cloth was white cotton with a pink boarder and his stomach churned as he spread it on the table. He placed the pink crystal rose candle holder in the center and pressed the white vanilla scented candle in the hole. Finding the package with the matching cotton napkins he carefully folded then put two out next to the pink place mats. With the table set, he put the white lace doilies out on the sofa and chair then replaced his bed linens with the new pink ones. Stepping back he let out a heavy sigh, "This is worse than I thought. No guy has this much fucking pink or the smell of flowers in his bedroom. Oh well nothing for it now better check my email. No doubt she has more shit for me," he thought. "Pet: I know you will just love my present but I've been thinking. So instead of scattering those around I want you to put "Cock Whore" into your DVD and play it after dinner. I'm positive you will find it both entertaining and educational." "I like what you have done to your room and the dinning room. It's so you don't you think? Maybe later you will want to paint the walls in the bedroom a delightful powder pink but that will have to wait. It's getting late and you need time to prepare for your date. Attached you will find a recipe for a wonderful marinade for that steak you bought for Bruce. Remember you are on a special diet and I will be watching. Prepare as much of the dinner as you can now then you must get ready. Tonight douche at least three times and use plenty of your bath beads. Also, wear the black lingerie but skip the girdle. I think the purple satin slacks with the flare legs and your white with floral imprinted peasant blouse and silver sandals will be perfect. You do want to make the right impression tonight, don't you? When Bruce leaves tonight or in the morning I want to see him very happy. If I am satisfied with your performance I will consider letting you free. Mistress" "Letting me free? That's all I want but damnation what is it going to cost me?" he thought then typed. "Alright already but you have to promise to free me when this is over." Almost immediately he got a reply. "You forget yourself again! You do not tell me anything. You do as you are told! That just earned you two more demerits and ten so far today. As punishment you will go Monday to the Piercing Pagoda in the mall, select a pearl and a pink zirconium stud for the double piercing. Now you've wasted enough time. Go and get ready for your date. Your performance tonight is even more important if you ever want out of chastity." James was lighting the bar-b-que when the doorbell rang. Taking off his apron as he walked through the kitchen, quickly checked his lipstick in the hallway mirror opened the door. Bruce was holding a bottle of wine and bunch of red roses. As he stepped through the doorway almost filling the frame, reached out with the hand holding the bottle taking James around the waist and pulled him close for a kiss. When the kiss broke James wanted to rub his arm across his violated lips but resisted the urge. Instead he took the bottle and roses with a polite thank you before leading Bruce into the kitchen. He didn't have a vase and used a glass water pitcher for the roses which he then placed on the table. Bruce was more than happy to cook his own porterhouse steak while James finished preparing the rest of the meal. The meal was leisurely and Bruce did most of the talking. He owned a gym and day spa where he worked out regularly. James did his best not to tell Bruce too much about himself but admitted he was an accountant. He also tried to draw out the dinner for as long as possible knowing what he had to do next. With both the food and wine consumed, he had no choice and invited Bruce to watch a movie with him. It was obvious from the opening credits that this movie was rated XXX and James' stomach was threatening to upchuck his dinner. They were sitting on the sofa next to each other. James had tried to sit further away but Bruce put his arm over his shoulders and pulled him closer so their hips touched. The movie opened up with a guy on his knees with the biggest cock James had ever seen in the guy's mouth. As the movie progressed with even more hot gay sexual activity, Bruce was becoming friendlier with James. At first it was squeezes to the arm but soon Bruce's hand had moved down to James' thigh. When Bruce pulled his arm from around James' shoulders he gave him a deep wet tongue kiss. It wasn't long before Bruce became more demanding, the kisses lasting longer and the touching more intimate. As they literally swapped spit, Bruce's fingers were pulling and pinching James nipples. James was in panic mode and incapable of fending off the advances. Bruce was too strong for him and obviously getting very horny. The only thing keeping James from running and screaming from the room was the promise of freedom. "OMG! If I have to swallow anymore of his spit I'm gonna be sick. I don't want this but got to keep my shit together if I ever want out of this fucking chastity. I hope he'll be satisfied with just kissing and hugging but I doubt it. With the way she made me dress and act tonight I all but asked for him to fuck me. I don't know if I can do that but she insisted that I make him happy or else. Crap! I've got to get through this and do what I have to. I can't stand being in chastity any longer. Maybe if I give him a blow job I can get this over with quickly. I could probably forget that in time but if he puts his thing up my ass.....man I don't want to go there." James' thoughts became hopeful when he felt Bruce grab his hand and place it on his crotch. "OMG! It feels like he has a baseball bat hidden in there. Shit, maybe I'll luck out and he'll settle for a hand job." His hands shaking James reached over and fumbling managed to undo Bruce's pants and pull down the zipper. Grimacing, he reached in and pulled a fat nine inch erect penis out from the boxer shorts. "Damn, my hand barely reaches around this monster," he said in shock not realized he spoke out loud. "That's right baby I got a big one and it's all for you tonight. Go ahead and stroke it. Yeah cupcake fold back that foreskin and give it a little kiss," Bruce ordered putting a beefy hand on the back of James' neck and pushing. "Just close your eyes and get this over with," James' mind screamed. "Swallow cupcake, keep swallowing and you'll soon have it all the way in. Relax your throat and keep swallowing. Yeah, just like that. Oh baby, you're gonna be good with practice I just know it. Come on stay relaxed while I pump my dick all the way in. Ahhhh, use those lips and tongue. Oh, I gonna cum and you better swallow all of it. My cum is just too precious to waste," Bruce encouraged as he held the sides of James' head firmly down and pressed into his pubic hair. He took his time slowly pumping in and out knowing that he was actually taking James' oral cherry. That knowledge came from his conversation with Bertha Lou and made his enjoyment all the more. Bertha Lou had told him about the self imposed chastity, that James was a virgin and in desperate need of a strong determined boyfriend. Gasping for breath James jerked back from the softening pole that had been blocking his air way. With the salty slimy taste of semen on his lips, tongue and in his nose, he didn't have long to catch his breath as Bruce placed another lip lock on him. With his stomach boiling and bile rising, James managed to free himself and rushed into the bathroom just in time. He heaved his guts out until there was nothing else to come up. Getting up from the commode, he grabbed the bottle of mouth wash and emptied it before washing his face. Feeling better but still pale, he went back into the living room. Bruce was sitting on the sofa completely nude watching the movie and stroking his immense dick. "Crap! I was hoping he'd be ready to leave. I need a stiff drink." "Bruce I have some Jack Daniels do you want some?" he asked trying to avoid going back to the sofa. "Yeah cupcake, pour a good shot over some ice then get that pretty ass back over here." James grabbed the biggest tumbler he had and filled it to the brim with the liquor but not before taking a healthy swallow from the bottle first. "Maybe I can get him drunk and he'll fall asleep," he thought as his cell phone hummed to life. "It's her damn it, now what does she want?" he thought before answering, "Yes mistress." "Pet that was very hot. I was as impressed with Bruce's package as I know you were. I'm willing to bet that you were jealous of it compared to your itty bitty thing. I saw you in the bath. You poor baby you looked so sick. It must have been from that Salmon you had for dinner tonight. Fish spoils so easily. I'm beginning to consider removing your device but you really really need to convince me tonight. Now fix your lipstick and change into that cute pink baby doll nightie before you take that drink to your boyfriend. Oh and you've already had your drink so pour that one out you made for yourself. Pet you will want to keep a clear head if you're going to make your boyfriend happy." "Please Mistress don't make me put on that nightie and I really need that drink." "Well you can skip the nightie but he's already naked in your living room. Do you honestly think he'll let you stay dressed when you bring him his drink? I was just trying to be helpful pet and forget the drink. Oh, one last thing, keep the heels, hose and garter belt on. It makes your ass look so damn cute." "Okay, okay I'll do it," he replied then thought, "I hope he's like most gays and doesn't like men in women's clothing." Ooo "Cup cake you look fantastic in that nightie," Bruce greeted when he returned. "I'm not like most gay men you know. I'm really turned on by real feminine partners. Hell the only thing better in a partner is if they had small boobs. Come on sit here on my lap until the movie is over." "Crap! He's probably the only gay in the city that wants another man with tits no less. Why did I have to be talking to him when she called? I'm gonna be sick again. This movie is disgusting. I wish she at least had the decency to let me get drunk," he thought as the same man giving head was now on all four getting his ass reamed out by some big buff black dude while orally pleasuring someone else. When the movie ended Bruce picked James up and carried him into the bedroom. There he dropped him onto the bright pink satin comforter, turned him over on his stomach, pulled the panties down and his ass up. "I know you've wanted this ever since you asked me to come over cup cake. You got any lubed condoms handy, in the bedside drawer. I'll make this as easy as I can but you're going to have to relax that pussy or it's really gonna hurt," he said as he rolled a red condom down his massive shaft. True to his word Bruce took his time slowly working his dick into James' rosebud. Never the less it hurt like nothing had hurt before and he screamed in pain as the head popped in. Bruce had a tight grip on James' ass and began slowly bringing him back into his groin. He didn't stop until his balls smashed against James' white cheeks. Slowly at first then speeding up, he pumped pulling and pushing James' ass until with one last deep thrust filled the condom. He crashed exhausted on top of James pinning him to the bed. James was bawling his eyes out and gasping from pain feeling like his ass was on fire. When Bruce finally rolled off him, James slowly and weak kneed made his way into the master bath. He felt like he had been split in two as a sticky wetness dribbled down his thighs. Pulling down his panties noticed a large wet spot on the front and realized that his penis was burning as well. "OMG! I came in my panties! This can't be! I'm not queer and hurt too much," he thought as he reached between his legs to wipe away the wetness. Pulling the tissue away he felt something snap from his asshole. It was the red condom. That was all it took for him to have a sever case of the dry heaves. Getting up he grabbed a hand mirror and checked out the damage done to his aching butt. What he saw scared him. His hole looked swollen and distorted. There was no blood but it appeared that some of his intestines had bulged out framing it. Putting down the mirror went to the sink and washed his face. Looking into the mirror he noticed several large hickies around his neck and sad and red rimmed eyes. Grabbing the mouthwash, he gargled several times before gingerly walking back into the bedroom. Bruce was snoring loudly but he kept on walking finally lying down on the sofa to get some much needed sleep. Ooo James woke sore and stiff, his asshole still aching. Forcing himself off the sofa went to the bedroom. Bruce was nowhere to be seen and he breathed out in relief. The hot bubble bath felt marvelous but didn't seem to clean the dirt off. He still felt dirty as he first moisturized then powdered with the lavender scented talc. Every movement made the horrible events of last night come back full force. Pulling on a robe, he stepped into his heels and went to make some much needed coffee. There was a note sitting on the kitchen table. "Cup cake last night was wonderful and the sex amazing. Recommend you have some Astroglide for me to use next time. I hate using rubbers. I didn't want to disturb you though I was tempted you were a beautiful sight. I'll call you later. Luv B." "Like there's going to be a next time," James said wadding the note and tossing it into the trash. Grabbing his coffee went to his computer and opened his email. There were two from Mistress waiting for him. He opened the newest one, "Pet I saw you toss that note into the trash. I know it was from your boyfriend so tell me what it said. Better yet get it, scan it and send to me. Do it now!" Mumbling cuss words under his breath retrieved the note and sent it. While waiting for the reply, he opened the first email. "Pet I can't begin to tell you how much I enjoyed your performance last night. It looked like you were squealing and squirming like a pig eating slop when Bruce rammed that big dick of his into your cute ass. I'm sorry I couldn't hear your squeals and moans of delight. Your only task today is to buy some of those hidden microphones and put one near your bed, one in the kitchen and one near the sofa. You earned the first number on the lock, (4). You only have three more to earn your freedom. How about a great big thank you? Don't forget tomorrow you will be wearing a pair of your satin slacks and lipstick to work because you earned twenty demerits. Immediately after work don't forget your stop at the Piercing Pagoda. Mistress." "What? That's all I get! One stinking number, fuck!" he thought as he started his reply. He didn't get far before remembering to be humble and polite. "Mistress: Thank you so much for giving me the first number. I beg you please to reconsider those penalties. I'll gladly pay you whatever you want, just don't make me go to the office like that." It wasn't long after he sent the reply that he received a new message. "Pet: First things first, you earned those demerits and must comply. I don't need your money and consider your offer an insult. If you paid me that means you think I'm a blackmailer. I'm not forcing you to do anything. I'm only recommending tasks. Now when your boyfriend calls I expect you to say yes if he asks you out, be really sweet. While you are out buying those microphones you really should pick up a supply of that personal lubricant. You're going to need it. Mistress." Ooo Monday he received a lot of stares from his colleagues at work. His two best friends said hello but avoided him for the rest of the day. Mistress had called him five times checking to make sure he had on plenty of lipstick and wearing the correct clothing. She called again as he was walking out of the Piercing Pagoda telling him to put his phone on face time. She just had to see his new earrings. "At last I get to see your fucking face. Once I find out who you are I can stop all this bull shit," he thought but again, disappointed. She had her finger over her camera. "Pet those earrings are so precious looking on you. You know some men might get away with a glittery pink stone but I can't think of any man that would wear pearls in his ears. You are so daring pet. I have another task for today. Wearing satin slacks with your men's shirts and shoes doesn't seem appropriate for the office. I'm sure you were embarrassed all day and I know you didn't like that. What you need are some sharp looking pants suits. No need to thank me now but purchase five outfits, one baby blue, a navy, powder pink, black pin stripe and grey all in polyester. If you want to earn some brownie points to get the next number of the combination buy contrasting silk blouses preferably with a crowl neck." She hung up before he could object. A much humbled James arrived home with the pants suits and silk blouses. Of course Mistress wanted to see him model each one. She loved him in the powder pink flare legged suit and especially the cowl necked cream silk blouse. "Pet that one really stands out. I just love it, don't you? You must save that one for next Saturday when you go out with your boyfriend. I'm sure he will go gaga over it. With your silver lingerie and sandals you will really have him drooling." "I don't have and don't want a boyfriend. I still don't feel right about that last damn date. I'm only doing this because you have given me no fucking choice," he replied frustrated and without thinking. "That's two more demerits bringing your total to six for today and your week hasn't even started. I told you no more curse words ever! Your vocabulary needs to be as sweet as you look. No more arguments or you get another demerit. Change into a pair of your stretch pants and a cute blouse. As you go about doing whatever tonight I want to hear you say over and over 'I love Bruce'. By the way those hidden microphones work excellently. I especially love that cute little teddy bear you put on your bedside table." Going to work on Tuesday wearing his new baby blue pants suit and beige silk blouse caused more of a stir than on Monday. The only male items he had on were his loafers and socks. "It's embarrassing to wear this but if they found out about my lingerie and panty hose.....that would be horrible. My two buddies didn't even say hi to me this morning. Maybe after this weekend she'll give me the full combination then I can stop all this." Wednesday and Thursday were no less humiliating but he endured the looks and side comments. Wednesday night he managed to get his tenth demerit when he forgot to say, "I love Bruce" one hundred times. That was another task she had assigned him Monday night. Thursday morning he found a box at his door as he was leaving for work. His stomach sank as he read the accompanying note. "Pet for your punishment and to erase the ten demerits, wear these to work from now on." Inside the shoe box was a pair of four inch pencil heeled strappy sandals in a shiny black patent leather. "OMG! I won't be able to walk in these things. My three inch ones are bad enough but these?" he muttered taking off his loafers and socks. With those shoes he had to take short mincing steps carefully placing one foot toe first in front of the other and his back straight to maintain his balance. He didn't realize that as he walked his ass developed a nice sexy sway. Mistress checked up on him three times to make sure he was wearing the shoes but otherwise left him alone for the rest of the week. The only people that talked to him anymore at the office were some of the secretaries. The men shunned him like the plague. He spent Saturday morning at the salon for a full body was, dye and style and manicure/pedicure. That evening he was getting last minute instructions from Bertha Lou. "Pet remember be real sweet with your boyfriend. After all he is taking you to a restaurant and movie. When the movie is over insist he bring you home and spend the night. After all, I can't see or hear what you two are up to if you're not here. If you want that second number, make sure he agrees." Bruce took him to a nice but not fancy Chinese place where James had the pepper shrimp. The movie "Broke Back Mountain" he thought he would enjoy until the gay scene started. With the movie finally over Bruce wanted to take James to a gay bar. "Come on Jamie it'll be fun and besides I want to show off my new partner." "Bruce you know I don't drink much an....and...be...besides...I...I planned on...on taking you...you home." "I promise we won't stay long. Come on it will be fun." "Oh shit, if I don't get him home soon Mistress will be pissed and probably no matter what I do, she won't give me that next number," he thought before replying even though he hated what he had to say. "But I got that lubricant you said to get and can...can't wait to use it." "Cup cake, why didn't you say that sooner? We can go to the bar some other time." Back at the apartment James did his best to stall the inevitable by offering him a drink and saying he had to get more comfortable. In the bedroom he put his purse on the dresser top and removed his pants suit and blouse. "I hope you're satisfied," he said knowing she would hear as he removed the chocolate gown from the closet. He started for the bathroom to apply a fresh coat of lipstick when his cell rang. "I hope you weren't being sarcastic pet. Now put on a good show. Remember lots of moaning and I love you Bruce's and I'll give you the next number provided he stays the night and you wake him up with a bit of oral play." "Damn that woman! Now I have to act like I enjoy this shit. At least she said she would give me the number. Maybe I only have to do this two more times. The first time left me feeling like shit and tonight probably won't be any better. I've got to get this chastity off," he thought walking back into the living room. Bruce was sitting on the sofa, a half full glass of Jack Daniels and the bottle sitting on the table. He was also naked and slowly stroking his nine inch snake. "Hot damn cup cake you do dress up fine. Get that pretty ass over here and help me out with this thing." He minced over and sat next to Bruce. Bruce's muscled chest and six pack abs were covered in black hair and a thick wirery patch covered his groin. Trying to delay what he knew was coming. James reached up and ran his fingers through the mat of chest hair. Bruce was more than ready reaching out and pulling down James' robe and the gowns' straps. With his chest exposed Bruce gave him a deep tonsil teasing French kiss. As the kiss lingered his fingers were pinching and pulling on James' boy titties. "Cup cake you are beautiful and a delight. I just wish you had a bit more on top. Nothing too large, just a mouthful would be ideal. You know I don't care about that caged cock of yours so how about you getting on some female hormones? I've got a doctor friend who can prescribe them. What cha say?" "Hormones? I don't want to be a woman," he gasped in surprise and horror. "Well promise me that you will think about it. I definitely don't want you to be a complete woman. Like I told you, I get my kicks from being with a guy who looks like a girl from the neck down. There's just something about that I can't really explain but I would like you with a small pair. Just a mouth full cup cake that's all," Bruce said as he lowered his head, began nuzzling and sucking on James' right breast. Ooo Bruce left James' apartment around noon with a big smile. As soon as James shut and locked the door he made a bee line to the master bath. He was sore, still had the taste of Bruce in his mouth and semen dripping from his ass. After he bathed, brushed his teeth ten times before using half a bottle of mouth wash he grabbed the hand mirror to inspect his burning butt. Sure enough his anus was open and what looked like small flower petals encircled it. Putting the mirror back on the counter top, he couldn't keep the tears from flowing. Back in his room he put a panty liner into the cotton crotch of his watermelon colored nylon high cut briefs. He really didn't need panty liners before but as more tears filled his eye knew he needed them now. Picking up his discarded nightie he noticed two large stains on the chocolate nylon. One stain on the front was smaller than the one on the back. When the head of Bruce's dick continuingly hit a certain spot, it made James ooze out his pent up cum. He felt the release when it happened but not the intense rapturous feeling he got when masturbating or fucking a girlfriend. "I can't believe I've sunk this low but what choices do I have. If I stop or refuse then I'm stuck forever like this. Stuck with no hope of ever cumming again or being with a woman. She had better have left me that next number after I made myself a total slut for her," he thought going over to his computer. "Pet that was simply a marvelous performance or should I say performances. You two actually made me wet my panties five times. Are you sure you're not really gay? If not you could have fooled me. I saw you in the bathroom and noticed your problem. Repeated anal sex can cause the intestine to prolapse and the anal ring stretched. I believe when that happens the anus is referred to as a rose bud. Those pads won't be enough I'm afraid. The only way to stop that excess leakage is for you to buy and use super tampons. My personal favorite is Tampax Pearls. I think you should buy this brand as it is full sized, has a plastic applicator and scented. Considering where you are going to put it, the plastic and scented verity would be best. So the only task I'm giving you today is to buy them. Oh, I almost forgot, I did promise you the second number didn't I (5). If you want the third number you will call Bruce and tell him that you won't take hormones but will get implants. Don't forget to tell him how much you loved last night. Mistress." "Implants? I can't possibly get implants. I don't want breasts. Please I've gone along with everything you have demanded so far. You've ruined my life already isn't that enough?" "Pet you still have two numbers to earn and no I'm not satisfied yet. However, I will give you a choice. You can elect to get temporary implants or go on hormones. The choice is yours. I can recommend Dr. Verna Wilson if you decide on implants. She has an excellent reputation in the medical field. You've earned two demerits for being sassy with me. Mistress." Bertha Lou sat back smiling. "Breasts, I never would have thought of that, thank you Bruce for giving me that idea. Yes, small ones, no bigger than a full A. With a little work my James would be passable in public but I don't want that. No, there's no humiliation in being able to pass. I don't mind if he develops a feminine figure but I want him seen as a flaming faggot."