The Appraiser

by Brenda

   

The seminar started at the local Marriot today. I, as the lead appraiser for my office was the main organizer for it. We had brought in one of the best appraisers in the East to share his expertise in appraising and developing a larger client base. The real estate market on Eastern Long Island was hot and I wanted to capture more of the $$$ it was spreading around.

My name is Gayle. I moved out here from the city 5 years ago with my wife Linda. Yeah were lesbians, big deal. We're both in our upper 30's and in good shape for our age. Anyway we bought a nice 4 bdr. home with pool on a quiet cul-de-sac, 3 miles from the beach in an area with a good gay and lesbian community, and plenty of opportunity. Linda is an OR nurse at the local hospital.

We share our home with Amber & Carol. Amber has her own construction company and Carol owns a local salon.

I met Bill at the hotel and showed him the set up. We had time before it started so I invited him for coffee and to discuss the weeks meeting schedule.

On the way to the dining room I looked him over... a bit longish hair, a well fitted suit, about 5' 6 or 7. Probably about 45. He hung his sport coat on his chair and we sat & drank our coffee. I noticed his wedding ring and surprisingly, through his white shirt I noticed what appeared to be nipple rings as well. As he lifted his cup I saw he had soft but well manicured hands. In fact it looked like they had a clear or almost pink tint to them.

We talked a little about what he would be teaching over the next few days and headed back to the meeting room. I fiqured that with pierced nipples he was probably pretty cool so I told him that I had a home not far away with a spare bedroom and a pool and he could stay there instead of a cold hotel room.

Bill said it sounded like a good idea but he would have to call his wife and get her ok first. I said fine and he said we could call at lunch time.

The morning session went well and at the lunch break he called his wife. He explained the situation to her and said "yes ma'am" a couple of times. He handed me the phone and said that Mary wanted to talk to me.

I told her about the house and that I was gay, and just hoped to pick his brain a bit more without the meeting attendees around. Yeah I was a little selfish but it has helped me get where I am in business today.

She told me it was okay for him to stay but there were a few rules she had for him. She said he was well versed in household chores and she should be expected to help with dishes and cleaning. She also said that he is required to obey when told do something. Finally she had to wear the swimsuit she packed for her.

I said that's fine and gave Bill back the phone. Mary seemed to have a problem with gender. She seemed to call him "she" more than once in our conversation. That was odd I thought, and wondered what was up with the swimming comment.

Bill sort of nodded a few more "Yes Ma'am"s into the phone followed by an ""I promise I'll behave", said goodbye and

hung up.

He said that everything was cool with her and wanted to know what she told me. I said he was supposed to do the dishes and behave and something about your new bathing suit. He blushed at that and really had me wondering what was up with them. He certainly seemed to be a bit submissive to her on the phone.

The afternoon session ended and we were free until 3:30 Tuesday. I suggested he follow me home and he seemed shocked to see me grab my helmet on the way to the door.

We met in the parking lot and he followed my Indian in his Mazda. It was only about ten miles to my home. I showed him around and showed him the guest bedroom. At lunch I had explained my living situation so it was no surprise when I introduced Linda as my wife. She was off most of the week and was lounging by the pool when we got in.

She looked hot in her silver bikini with her long tanned legs. Judging by his reaction Bill looked impressed with her attributes as well. I took his coat and said I would put his bag in the guest room and fix us drinks. He asked for a tequila sunrise. I had a beer. I really wanted to sneak a peek into his suitcase and answer the curiosity his wife built in me about his swimsuit. I knew I shouldn't but he was outside at the opposite end of the house and wouldn't hear me open it.

I plopped the case on the bed and hesitated a bit but then I went ahead and unzipped it. I moved a couple shirts and then saw some soft pink straps. How odd I thought and pulled them up slowly. They turned out to be a cute pink bikini top. Looking further I found a bikini bottom and a short pink swim skirt to go with it. Worried someone would miss me I started replacing the items and notice a couple of lacy panty briefs and a camisole.

I packed it all back in and went downstairs to the bar and poured Bill a stiff drink, grabbed a Sam Adams for Linda and I and went back out by the pool where they were talking. I was wondering what he would look like in the 3 piece pink bikini and if he would really wear it if I told him to. I thought that Bill and Mary must be pretty kinky.

He asked me about my bike and I offered him a ride. He said he would love to but wanted to change out of his suit. While he was changing I told Linda about his bikini and stuff I had noticed in his case and his piercings, and also about my talk with his wife. She said it seemed we had a submissive sissy girl for a house guest. Linda thought we could have a whole bunch of fun with Bill so why not take advantage of it. I agreed and said we would join her for a swim when we got back and see how he handles wearing her bikini for us.

I told her to call Amber and Carol and fill them in so they wouldn't be surprised when they got home.

Bill came down in jeans and a tee. We went out through the garage and I tossed him a helmet and laughingly told him that he would be riding on the "bitch seat" and better behave. He said I had a nice bike and he is happy to be the "bitch" on it. We laughed and headed down the road. I gave him a tour of the town and then headed by the beach. I pointed out a gay bar we usually went to on the beach. He asked to stop at a shop on they beach. He said he needed to stop and get a new bathing suit so he could swim later as he forgot his. I new he was lying and kept driving. I told him his wife said she packed him one and he was to wear it.

He was strangely quiet the rest of the way. We roared back into the driveway and I told him I was going to go for a swim. I poured him another strong tequila sunrise and grabbed a beer. I went to change telling him he had to serve the next round. I put on one of my sexiest suits and went out and gave Linda a long hot kiss. Bill was watching while having a drink and a smoke. I turned and told him to go change into his swim trunks and join us and he blushingly declined, saying he changed his mind. I told him that wasn't good enough and teased that I would tell his wife if he didn't.

He sort of bowed his head and muttered "yes miss" as he headed for the house. Linda and I had a good laugh when he was gone and softly kissed. We were still lounging each other when Bill returned wrapped in a towel. Well drop the towel and lets see the new suit Bill, I demanded. He unwrapped and sure enough was wearing the pink bikini bottom. We both told him how cute it was but I told him it looked like he was missing some of it. Before I sent him to finish the job I made him come closer and show us his nipple rings. There was almost no bulge in his crotch so I thought he must have tucked himself back. As he turned to leave I noticed a small padlock hanging out the back of his suit. I pointed it out to Linda and we tried to figure out how that fit into everything.

When Bill returned he was wearing all 3 pieces. We had him twirl for us and told him he looked sweet. He blushed almost the same pink as his suit. I sent him back in to get us all another drink. He served us our drinks and lay out in the lounger next to Linda. We asked him why his wife got him that bikini and he told us that she thought girls are prettier and more fun, and she says I'm more obedient this way.

I lit a joint and offered him some hoping to relax him more so he would open up. After a long toke he thanked us for not laughing at him and teasing her about the suit, and said how great it was that we let him be at my house instead of at the hotel. I laughed and told that maybe we just didn't start teasing her yet and we will see if he feels the same way in 5 days when the conference was over.

She said her fem name was Brenda and that she had been submissive to his wife since before they were married. When I asked her about the padlock on her back he said it held a light weight chain that locked into her P A piercing. He said he wasn't allowed to use his penis like a man but could only rub it between his legs more like a clitoris.

Brenda blushed when we laughed and said we agreed with her wife. They should all be locked up until needed Linda piped in. After all strap-ons don't get soft or make testosterone.

I handed Linda a bottle of lotion and told her to spread it on Brenda because the sun was still pretty hot. Brenda was enjoying Linda's attention, but I forgot to tell her it was a quick tanning lotion, not a sun block. I lit another joint and passed it to Brenda.

I guess the drink, pot, and hot sun combined to tire her out and she was soon asleep on the lounger. Linda and I discussed what we could do to make Brenda more fem during the short time she would be here. We would have to work around the 3-4 hours a day he/she would be teaching, and not do anything that would effect that, but his wife had pretty much given me carte blanche with her sissy.

We gently turned Brenda over on the lounger to get her tanned evenly and went in to start dinner. Brenda awoke about an hour later and jumped in the pool. She came in and I sent her up to shower. A minute or 2 later Linda & I heard a loud gasp. What's wrong Brenda?

The bikini left me tanned like a girl he yelled down. I went up to see and said she looked adorable and should consider it a sissy tattoo. She worried about going to the beach with the tan lines and I told her not worry and that dinner was ready soon and I would put out something comfortable for her to wear. I had a denim skirt and pink bra & tank top that would look cute on her. She came down wearing them.

As she was coming down the stairs Carol walked in the door and declared "Well who's the new bitch? That's not a Bitch, that's our sissy house guest Linda told her. Carol said that she was cute but she needed a little makeover. I told her to wait until after dinner and then introduced her to Bill who was blushing away.

We had a nice dinner and as we were finishing Amber came in from work. We introduced her to Bill. She shook his hand and, kissed Carol and sat down and ate. After dinner we relaxed a bit and I decided we should take Bill to the bar.

He said he would need to change first and Carol told him she would help and led him down the hall to a room he hadn't yet seen.

Upon entering Carol said it was her home salon and that she used it to do Amber, Linda's and my hair. Bill was balking saying he meant to go to his room and put on his shirt & jeans. Carol said that wouldn't do as they were going to a women's bar and she was going to do his hair and make-up. When Bill protested Amber got up and suggested he do as he was told. As she was about 4" taller than Bill, and probably stronger he returned to the beauty chair.

I called Bill's wife and filled her in on the day's events. She was pleased about his wearing the bikini and said she couldn't wait to see her tan. She said to take a free rein in dressing him but to make sure he could still appear mostly normal in work situations. We talked a bit more and agreed to talk more the next day.

I went in to tell him and Carol what Mary had said. Bill blushed and Carol smiled and said she knew just what to do. Amber reentered the room with a few long straps and bound the sissy securely to her chair. Carol told him to behave so she could get to work. She started thinning and arching his eyebrows, but not too much. She combed out his hair and started to trim it a bit before using a curling iron to give him a prettier style, then did his toe and fingers in a nice bright summer red.

As she was working I told Bill that he would be Brenda for the rest of his stay and he better get used to it or the polish would stay on his fingers tomorrow. (I wouldn't have made him do his seminar like that but he didn't know that.)

I told him I would be having more discussions with Mary and he had better behave himself. Carol finished his makeup and added 2^nd earring to her his already pierced ears. When she released him he probably looked better than he ever had before but would still be made as a male.

I had Brenda take off the tank top and gave her a lacy dark red top and cinched in her waist with a snug 3" belt. Amber had a pair of strappy open toed pumps that fit her well and we were ready to go.

We hopped in Brenda's car and headed to the bar. Once inside we said high to the bartender, Janet, and headed to a table. Janet was a dear friend and was one of the bar's owners. I told Brenda to go to the bar and get our drinks. I could see some heads turn as she walked to the bar, even a couple of whistles and a very clear "Hi Sissy" from one of the patrons. I could see Brenda blushing from my seat. She returned with the drinks on a tray and served us all and sat. After some small talk I took Brenda onto the patio to have a smoke and showed her the private beach the bar owned as the last of the daylight faded. I pulled her to me and forced my tongue down her throat. We kissed for a couple minutes and she melted in my arms. She gasped as we parted and asked why. Because I wanted to feel you submit and get all frustrated you silly sissy, I told her. She thanked me and we headed back in.

After we rejoined the table Janet came over to get the tray. She mentioned that one of her waitresses had called in sick and she was short handed. She said Brenda looked like she knew what she was doing with a tray in her hands earlier and wondered if we would lend her to her as a cocktail waitress for a few hours.

She thought it would be neat to have a sissy serving the ladies in the bar. And we could drink free all night if we said okay. Brenda was moaning about if not being fair and blushing at the same time. Amber, Carol and I looked at each other and all nodded in agreement. I told Brenda to get her sissy as up and get to work. Janet took her to the office for a minute and she came out with a pretty frilly apron and cap and a tray and started walking the floor taking orders. She gave a huge blush when the DJ announced that Sissy Brenda would be the waitress for the evening and there was a big laugh from the crowd of about 150.

Brenda was busy constantly but did remember to come by and get our order now and again. The 3^rd time she came by she was complaining about the heels and how her feet were hurting. I had enough to drink by then that I just told her to shut up and do her job or I would pull her over my lap and spank her in front of everyone and then she wouldn't worry about her feet as much.

The evening was going well and Linda and I danced a bit and walked on the beach for a while. When we got back to the table Brenda came over, put her tray down and said she didn't think her feet would last much longer. I reminded her what I said earlier and she said she wouldn't let it happen. She forgot about Amber apparently. Amber got up, grabbed her hand and pulled her arm behind her back. I moved my chair out and Amber pushed her down over my lap and pulled her skirt up revealing her pink pantied ass. I started swatting her and when she started to squirm Gayle hopped up and stood with Brenda's head squeezed between her legs keeping her in place. A crowd gathered to watch, cheering "spank the sissy, Spank the Sissy".

After about 10 minutes I relented and told her to kneel. I asked her if she was ready to return to work and she said she was. I told her to apologize for causing a scene and to kiss Amber's, Carol's, Linda's and my feet and hop to it. As she went back to work the gathered crowd cheered. I don't know which was redder, her face or ass.

By 1 am we were getting tired and had Janet release Amber form her duties and got ready to head home. Janet joked that she hadn't even cleaned the bathrooms yet. I we said maybe another time. On the ride home Brenda said that she really did have fun and that after the spanking she was actually treated much better by the gals at the bar and even got about $80.00 in tips.

Once home we all pretty much went straight to bed. Bill had to do a morning seminar, Amber & Carol had work and I was going to the seminar. I gave Brenda a night gown to wear and kissed her goodnight, then joined my lovely wife for some hot sex before sleeping.

Chapter 2

The next morning Bill and I went to the hotel for his seminar. I spent so much time thinking about the rest of the days plans that I wasn't paying much attention, but I had plenty of time to talk business with him anyway so I wasn't worried. We left after lunch and headed back to the house.

It was a gorgeous day so I told Bill to get ready for the beach. He said we should just use the pool but I told him no way. It was to nice a day and there were too many beautiful people to watch at the beach. He whined that it would be too hot having to wear a shirt to hide his tan lines and I told him that he would just have to wear his bikini. When he balked I picked up the phone and asked what his wife's phone # was.

He knew I wasn't kidding and went and put on his bikini. We styled his hair and headed for the beach. I told him not to worry as we would be at the beach at the bar and the girls already saw him last night. We sunned for a few hours and his tan was coming along beautifully. I bet he wouldn't be going topless anywhere for a long time after this week. Those tan lines were going to last along time.

We went back to the house and I gave Brenda a skirt to wear with her pink bra and put her to work cleaning house. I figured she would be busy for a couple hours between cleaning the kitchen and bedrooms and doing laundry.

I spent about an hour on the phone with Mary mainly discussing how we could feminize Brenda in a more permanent way, but one that wouldn't affect her job. Atleast not for the short term.

When I hung up with Mary I immediately called Linda and talked about the plans I made with Mary. She said to count her in and she would get the needed supplies together before she left work. I called Carol and let her know the plans. She had a client at the salon that would be happy to help, and she said she would call Amber and tell her of their plans.

Brenda finished her chores and I let her change and sent her out to the package store and told her she could go shopping on her own but to be back for dinner by 7:00.

She asked if we were going to the bar again tonight and I told her we would probably just party at home.

I had Brenda change back into the denim mini and tank top for dinner. The rest of the girls strolled in after work and Carol had brought her friend Lisa with her. After introducing her to Brenda we had a couple drinks and joints before dinner and then relaxed on the patio.

Carol said she wanted to try a full makeover on Brenda and I told her that might be fun and for Brenda to go with her to her office. Amber and Lisa went with them as I went over our plans with Linda. She assured me that everything would go smoothly and she had everything they needed in the cabinet in Carols office.

When we entered Lisa had just finished setting up a video camera. Brenda wanted to know what it was for and was told it was to have a copy of the event for his wife. He still didn't now what we had planned. While he was seated I reached around and started playing with his breasts and kissing his neck. He complained that he was getting excited and an erection would be a bit painful sitting in the salon chair.

I told him he would have to suffer for a little bit and kissed him, driving my tounge deep in his mouth. Before he knew what was happening Lisa and Amber had secured his hands to the chair. He pulled away from my kiss and asked what they were going to do. I told him I talked to Mary today and we were going to make her fantasy and his come true.

Poor Brenda had no idea what was coming. I lit a joint and held it for him to toke. That helped calm him a bit and as he exhaled he realized that Amber had cut through the lock and chain at his back. Carol pulled his feet forward and secured them to supports that appeared out of the front of the chair, almost like an exam chair.

We cut of her skirt then her pretty panties and let her cock swing free. Brenda said she hadn't been unlocked in quite a while and and wondered if Mary said it was okay. I assured her that Mary said it was and that she was even going to get to play with it. Amber caressed her nipples and her cock started to get hard.

It was pretty impressive for a cock as it reached about 8 ½ inches. No wonder she keeps it locked I told her. Wouldn't want that getting out too much. I untied her right hand and told her to start stroking it. Carol and Lisa joined Amber caressing and kissing her all over and I kept up a pretty one sided conversation with Brenda, passing her a joint and getting her hot.

"It's nice watching you play Brenda. Not as pretty as a woman but fun. Keep stroking it honey but don't come yet. I bet it feels soo good." I stroked it with her and squeezed a bit. I scooped some precome and wiped it on her lips. "Oh yeah Brenda it's so hard and big. Yeah, stroke it for Gayle, yeah show these dykes how a big cock works.

Stroke it like you'll never have another chance. Make it real hot. I want it to come like never before. This is your chance to to be a real man. Make it so hot for me Brenda. You have 5 hot lesbians watching you stroke it for the last time. You make it so hot for me. My panties are soaked just from watching you. Here lick my panties for me." I straddled the chair and lowered my crotch slowly to his mouth.

"Smell my pussy Brenda. Don't you wish you had one like it. Yes yes lick it baby oh yeah. Now stroke that cock. Do you want to come for us Brenda. Hmmm, yeah lick me more, oh yeah Brenda that feels so nice. Yeah now lick my ass for me." I turned around so he could tounge my rear. " Oh thats a nice tongue Brenda. Now I can watch you stroke your cock.

Oh yes, stick it deeper in my ass. Clean me all out. Now stroke it harder Brenda. Keep that tongue deep in there. Now come for us Brenda. Come on stroke it, stroke it, yes come, come like never before or again."

And she did, she came in huge gobs into a bowl that Carol held under his cock. He was twitching and panting and his tongue was still buried in my butt. He finally started to come down a bit and i gently got up. I stroked his nipples and whispered to him to open his mouth. Carol poured his come into his mouth and I put my hand over it and told him to swallow. He obeyed beautifully and i retied his hand.

He asked to be let up but I told him no. He had his fun and now it was our turn. He said Mary wanted him kept locked up and wondered about the broken chain. I told him not to worry as Linda appeared in her sexy Halloween nurses outfit and held up a syringe. A look of fear came over Brendas face and I told him that he had his fantasy, and now it was time for his wife's. He started to squirm and try to get loose as Linda approached him. I gripped his balls tightly and urged him to sit still. Linda stuck him in the arm and I explained that it was just to help him relax a little.

As the drugs took effect Linda set up her equipment. I told Brenda that she would never need that silly chain again as we were going to fix her so she would look prettier in her panties. She tried to talk but I held her mouth shut. I told her not to worry as we were not going to remove any of her male parts.

I took my wet panties and stuffed them in her mouth and tied them in place with a stocking. We angled the mirrors so she could see what we were doing. I watched as Linda gave Brenda a shot in her crotch to numb the area a bit. She took another hypo and pulling his ball sack tight stuck it straight into Brendas testicals, one by one. Brenda almost fainted at the sight, but Amber was quick on the draw with smelling salts to keep her alert.

Linda gently tucked Brendas balls up into her pelvis and I held them in place for her.

She explained that the next step was the most difficult as she pushed a strange looking tube into her scrotal sac and then another inside that tube with a piece of green mesh attached. She worked deliberatelty but sure handedly and soon removed the tubes. She explained to Brenda that the mesh was developed for hernia operations and would seal of the openings in her pelvis to prevent the balls from dropping back into the sack. She said the shots were actually a testosterone blocker to help keep the balls smaller until the mesh became permanent in about a week.

She put a drop of dermabond cement on the hole the tube made to seal them and took out a second tray.

She explained to Brenda that the reason for not needing the chain would soon be apparent. She stroked Brendas perineum then her cock asking if she could feel it. Brenda shook her head no and Linda started on the next task. She took a scraper from the tray and scrapped the skin up on the perineum and then on the bottom of Brendas flacid penis. Brenda was warned against squirmming and did her best to remain still. I'm sure she was worried about causing more damage to herself by moving.

Soon Linda pulled Brenda's cock back between her legs and looked to be checking how it would fit. She then applied a heavy coat of dermabond to the bottom side and pressed it down to her perineum. When she let go Brendas cock stayed in place. She took a suture and placed 6 or 8 stitches in each side. She said they would disolve in about a week and were there to help hold it all together until the skin had a chance to heal. She said that it should all grow together and in about a week Brendas cock would be part of her perineum.

She took the extra skin from the now empty scrotal sac and pulled it over the cock covering all but the head and its shiny gold ring. She used the rest of the bonding agent and a few more stitches to attach this in place. She held the mirror for Brenda to see her work. Brenda's eyes went wide as she saw her now totally emasculated crotch. Linda picked up one last syringe and gave Brenda a shot in her butt cheek. Linda said it was a slow release estrogen shot and with her earlier shot would help keep her from getting hard for awhile until her handiwork had a chance to completely cure.

Brenda was softly crying as Linda put her tools away and Carol cleaned her crotch. I stroked her face and whispered how she was a brave girl to take it so well. I told her I couldnt wait to see how pretty she would look in her bikini now.

Carol said she and Lisa had a present for Brenda for being so good. Lisa opened a box and pulled out her tattoo gun. A stunned Brenda could only watch as Lisa moved to her crotch and turned on her gun. 45 minutes later she had tattooed a lavender butterfly and "SISSY GYRL" in pink letters across her crotch.

We Slowly released Brenda from her bonds and let her touch herself. She seemed amazed at the work that was done. In less than 3 hours she had become a permanent sissy. Lisa bandaged her art work and I slid a panty girdle on Brenda to help keep everything in place.

I took Brenda to her bedroom and told her she would have to thank everyone for their wonderful work.

  

  

  

*********************************************
© 2006 by Brenda. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, and compilation design) may be printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without the express written consent of StorySite and the copyright holder.