The Rummage Sale

by Margaret Jeanette

 

Margaret Strom was very happy. She had just sold an antique dining room table with six chairs for over a thousand dollars. She had gotten it at a rummage sale two towns over for a pittance and now had realized a handsome profit on it. The sale assured that her antique shop would be in the black for some time.

She was on her way home when she saw a rummage sale sign. She parked across the street and surveyed the merchandise set out in the driveway. She saw an end table that might be worthwhile checking, then headed home to pick up her husband Jerry.

They went back to the rummage sale and she was amazed that they were only asking five dollars for the table. She knew she could sell it for much more than that. As she was looking Jerry was checking out the other merchandise. He motioned her over and showed her a pair of red flats. He thought she could wear something besides the black shoes she always wore. To please him she tried them on. They were too big.

He said, "That style shoe was what the girls all wore when I was in high school. I always thought the red ones wee sexy looking."

Margaret said, "You think they are sexy. You try them on."

He protested saying, "Those are women's shoes. I am not going to try them on."

Margaret said in an icy voice, "I said try them on. Now, try them on!"

He resignedly slipped his shoes off and tried them on. He said they were a slight bit tight. Margaret took them and went and bought the shoes and the table. Jerry helped her put the table in her small pick-up truck.

They took the table to the store and when they got home Margaret told him to put the red shoes on. He protested but after five minutes found himself putting them on. He said they were too tight and Margaret came back with a pair of nylon knee-highs and told him to change socks and try them again. They fit much better. He was surprised at how light they felt on his feet compared to his other shoes.

He wore them for the whole evening not even thinking that he had women's shoes on. At bedtime when he took them off Margaret told him to put the nylons in the toes so he would have them when he next wore the shoes. He took them off and put them in his closet not intending on wearing them again.

The next day he was working on his newspaper column when he decided to take a break. He went and poured a glass of his favorite cran-grape drink and settled in the recliner. He was going to turn the TV on but found himself thinking about the red shoes. He wondered why his wife bought them and had him wear them. It was no big deal but it made him think how he gave in to her. Then he thought it made her happy so no big deal. Finally he went and finished his column and E-mailed it to his distributor.

As usual when Margaret got home he had supper started and when they wee eating Margaret said, "I'm surprised you aren't wearing your sexy shoes. I thought you would be wearing them and all horny when I got home."

Jerry responded, "Those shoes don't make me horny. Do your shoes make you horny?'

Margaret told him, "No, but last night I got a little horny seeing you in those red shoes. If you want any loving you may have to wear them to excite me."

She thought to herself that this was a lie but she giggled to herself that he would wear them to get a little loving. She wondered how far she could take it. It made a wonderful game.

That night in bed they snuggled but when he wanted to make love she told him she probably would when he wore his red shoes.

The next morning he thought about putting the red shoes on until she left for the store but decided not to. During the day he wondered about what she had said. Before he started supper he went and put the nylons and red shoes on. When Margaret got home she smiled when she saw him wearing the shoes. She made sure to give him a passionate kiss.

That night in bed they made exquisite love. The next morning Jerry told her that was the best sex they had ever had. Margaret wondered how she could take it a little further. When she suggested he wear the shoes all day he complied.

That day she studied the paper for rummage sales. She saw two that she thought she would check out. The first one she checked on the way back to the store from lunch. There wasn't anything that interested her. After she closed the store she checked out the other one. She didn't see anything for the store but saw a pair of red shorts that she was sure would fit Jerry. They were only a quarter so she bought them.

When she got home she kissed him hello and told him she had a present for him. She said she would give it to him after supper. After supper she showed him the shorts. She said they matched the shoes perfectly and he should go and put them on so she could see how he looked. She was so excited about hem he agreed to put them on.

He went to the bedroom and removed his slacks and when he put them on he was shocked that hey were trimmed with lace around the leg openings and on the edge of the pockets. He was going to take them off but decided to show her how silly he looked in them. They were very tight on him.

When she saw him she told him they made her hot. She told him to keep them on. He was mortified that she acted that way but did as she said. That night they made passionate love. She told him over and over how sexy he looked in red. He just enjoyed the attention.

The next day as he was working on his column he thought about the wonderful lovemaking the night before. He worried about where this was leading but decided it wasn't so bad wearing the shoes and shorts. He didn't want anyone else to see him but Margaret was all right to see him as it made her hotter than hot.

That night she told him she sold the end table for one hundred ten dollars. She said that was over a hundred-dollar profit on it. She was so happy that her happiness overflowed into him. After supper they sat and watched TV for a while then went to bed.

Jerry started kissing her but she was distant. Finally she said she didn't feel like doing anything and turned over with her back to him. He knew it was senseless to continue trying to make love to her. The next morning he got up and when the two of them were getting dressed he decided to wear the shoes and shorts. He told her he was afraid the shorts would burst if he bent over. She said she could help.

She handed him a pair of nylon panties. It was a plain white pair and she told him to put them on. He complied and noticed the shorts slid over the panties easier than over his cotton under shorts. They ate breakfast together and after she left he went to work on his column. It was hard to concentrate as he was horny but enjoying the feeling of the panties against his manhood.

That night when Margaret came home she was carrying a bag from a department store. She laid what looked to him like a dozen pair of red panties out on the counter. She told him he should have his own panties and not have to borrow hers.

Jerry asked, "Do they all have to be so feminine with all that lace and ruffles? Couldn't you find some plain ones?"

Margaret told him, "No, all the red ones were like this. Besides the sexier the panties the sexier you will feel. Now, go put them in your underwear drawer."

He took them and when he tried to put them in the drawer there wasn't room for them. Margaret solved the problem by removing all of his old under shorts. He wondered what she was going to do with them but didn't ask.

That night they made love that included what was the hardest he had ever cum. When they were done he was pleasantly spent. He laid there and enjoyed the afterglow. The next morning when they were getting dressed he asked where his other under shorts had gone. Margaret told him they were in the bag for the thrift store. She said she was going to drop it off on the way to work. This disturbed him a little bit but he didn't think it was worth it to argue with her about it.

That night when Margaret got home she was all over him. They were close to making love before supper. Jerry enjoyed every minute of it. Shortly after supper they started some passionate kissing. Soon they were making love in the living room.

As they made love Margaret said, "You need more red clothes. Should I pick some more up for you to wear while these are in the wash? What do you think?"

He replied, "Yes, I guess so. That makes sense." He was on the edge of cumming.

She asked, "Will you wear whatever I pick up as long as it is red?"

He was starting to cum. He gasped, "Yes, oh ye-e-e-e-e-s!"

He came in a torrent. This was the best he had ever felt. There was nothing in the world like this feeling. After they finished he was going to the bathroom when he thought about what he had agreed to. He thought she would maybe pick up a red shirt and red slacks for him to wear.

When it was time to go to bed they kissed and hugged and fell asleep in each other's embrace. The next morning they had one of the most enjoyable breakfasts they had ever had. Margaret was laughing and joking like she never had before. Jerry loved this new Margaret.

Jerry felt so good he finished two columns that day. For supper he made his almost famous bar-b-qued chicken. Margaret was so gushy that they almost skipped supper. After supper she took him into the bedroom.

She had him strip to his panties, and then she attached a pair of breast forms to his chest. Then she pulled out a red long-line bra. He protested but she asked him if the sex wasn't great lately. He told her it was. She convinced him to go along with her. When she pulled a red garter belt and red stockings out he thought about ending it right there but allowed her to slip the stockings up his legs and attach them to the garter belt.

When she slipped the red silk slip over his head he wanted to scream for her to stop but nothing came out of his mouth. She had him step into a red knit dress that seemed tight on him. He didn't notice the tightness at first being in shock. When she slipped a pair of red heels on his feet he was finally getting things back in place.

Jerry protested, "Isn't this going a little too far? You can't expect me to wear a dress do you?"

Margaret said, "You agreed to wear whatever I got you in red, didn't you?"

He responded, "You couldn't find a red shirt and slacks?"

Margaret told him, "You look so good in red and with the red panties and all I thought these clothes were more fitting for you. Now come and let me put some lipstick on you."

She led him to her vanity and picked the reddest lipstick she could find. She noticed as she applied it his shoulders sagged a bit. She giggled to herself inwardly.

She planted a big kiss on his cheek telling him she didn't want to ruin his lipstick. She told him to walk around to get used to the heels. As he was walking she showed him three other dresses she had picked up for him to wear and two other slips. When she showed him three other red bras she told him to find which style he wanted and she would get him more.

He was flabbergasted at all of this news. He never thought she would be coming with dresses for him. He couldn't believe how happy and buoyant she seemed.

She came by him and handed him a red purse and told him his wallet and some other necessities were in it. She told him to come along as the stores wee open over an hour yet. She pulled him out he door and opened the passenger side door for him. He sat down in a daze.

She got in and started to drive. As she was driving she said, "When you get in the car sit down on the seat then keep your knees together and swing your legs in. It will preserve your modesty."

She parked in front of a store and when she led him in he saw it was a Wig Fashion Boutique store. They looked at wigs until a saleslady came by them. Margaret told the lady they wee looking for a medium length wig probably in black. The saleslady showed them five different medium length wigs. Margaret selected one and had the lady put it on his head. She loved the way it looked with the bangs covering his forehead and the curls on the side and in back. They bought it and a wig cap.

He wore it out of the store. She drove for about three blocks then stopped at a store where she had his ears pierced in two places on each ear. She selected a gold stud for one hole and a red stone stud for the lower. She also picked out three pairs of dangly earrings that were each red with different styles of dangles.

He couldn't believe this was happening to him. He couldn't believe she was actually doing this to him. He wondered what she was thinking, dressing him in a dress. He just could not think of a way to tell her that he didn't want to wear a dress.

As they were heading home Margaret said to him, "I know you would rather wear a shirt and jeans but you look so cute in that dress. I really appreciate you doing this for me. It makes me feel very warm just knowing you are wearing those clothes and when I see you in them it causes little explosions with my feelings. I know you are too good to me but I love it. Tomorrow why don't you wear that red one with the white lace trim? I think that will look great on you. Oh, here's where we can get you some cosmetics."

She pulled in and parked in front of an all night drug store. Inside she talked to the cosmetic saleslady. The saleslady said she was done in ten minutes but would help them pick out the right shades that would match her complexion. Margaret told the lady it was for him and the cosmetic lady said no problem. The lady started to pick colors for eye shadow, lipstick, foundation and blush. When the lady suggested some perfume, Margaret agreed. The lady was working over but didn't mind as she was earning a good commission on the sales. They finally settled on White Lilac perfume.

By the time they were done he had over eighty dollars worth of cosmetics, perfume and make-up remover. Margaret told him to pay for it and when he opened his purse a tampon fell out. He blushed when he saw what it was and the saleslady told him not to be embarrassed about a tampon falling out of a purse.

When they got into the car he said, "Let's go home. I've had enough shopping. This is embarrassing shopping for all of these things."

Margaret said, "Did any of the salespeople embarrass you? No, I didn't see any do anything to embarrass you. Maybe tomorrow you should go shopping and get some more outfits. What do you think?"

He said he didn't think he could do that. When they got home and got everything put away they enjoyed a hot chocolate before going to bed. After he was undressed Margaret reached into the last bag on the bed and pulled out a red nightgown and a red baby doll pajama outfit. She told him to choose which one he wanted to wear.

When he had the baby doll outfit on he looked at all the lace and little bows on the top. He thought this wasn't right. Margaret told him to go into the bathroom am spray some White Lilac perfume on himself. He did as she requested and returned to the bedroom.

She went wild grabbing him and kissing him on the lips hard. Then she forced her tongue into his mouth. She pushed him down on the bed on his back and pulled the panties down around his knees. He was very hard and she mounted him. They came at almost the exact same second very hard. They were both spent.

He laid awake for quite a while thinking about how he was wearing dresses and worried that he should feel more determined to get out of them. He thought about how nice it felt wearing them and that he wasn't hurting anyone wearing a dress but it just wasn't right. He thought about some of the things Margaret and he had done in the past and finally thought about how it could be worse.

When he fell asleep he dreamt about going somewhere wearing a dress. It was some sort of store and he was trying a formal on. He was giggling and carrying on something fierce. It was so real that he woke up and it took a while before he realized it was only a dream.

He woke up again quite early for him, but felt refreshed and ready to go. He got up and decided he was going to wear a shirt and slacks. But he couldn't button the shirt over the breast forms, so he decided to put on a dress. He selected one that had a scalloped edge at the hem and had bell sleeves decorated with small red bows.

He had breakfast ready by the time Margaret got up. She was eating her toasted English muffin and drinking her orange juice as she watched him refill his coffee cup and come to sit down.

Margaret said, "You are getting very good at walking in the heels. It excites me to see your rear sway so much. You are making me so very happy. When we bought those shoes I never thought it would go this far but I am happy it has. You have been so understanding through all of this"

Jerry said, "In a way I like the feel of the dresses but it doesn't seem right, me as a man wearing a dress. I like the way you respond when I am in a dress but wish sometimes I could wear a shirt and slacks. This morning I wanted to put a shirt and slacks on but I couldn't button the shirt over these breast forms."

Margaret said, "You look so much better in that dress than in your dull shirt and slacks. You give me a feeling that I am married to someone exciting who isn't afraid to try something different just for me."

Jerry laughed and said, "It's different all right. Now, why don't you try something different for me? Today you are wearing a black pants suit, why don't you wear something more feminine. You have me wearing extremely feminine clothes, why don't you try to wear more feminine clothes?"

Margaret said, "These clothes go with owning the store. They project an image to the customer. They tell the customer I am all business. If I wear a frilly dress then the customer thinks they are dealing with a dumb woman and I can't have that."

Jerry said, "So when you are home you are still a business woman first and a woman second. Is that what you are telling me?"

Margaret said, "No, not at all. At home I am your wife and lover."

Jerry responded, "Then why don't you change into something more sexy and feminine when you get home?"

Margaret replied, "I really never thought about it. For all that you have done for me I owe you to try to look sexy for you. You pick out a dress or any outfit for me to wear and tonight when I get home I'll change into it. How does that sound?"

He told her that sounded good and they finished breakfast and she left for work. He went to work on his column and when going to get a can of pop noticed the delightful feel of the skirt swirling around his legs. He didn't know why but he felt pretty. He went into the bedroom and looked at himself in the full-length mirror.

What he saw was a good-looking woman, not a beauty pageant winner but a good-looking woman nonetheless. He giggled to himself when he twirled around watching the skirt billow out. Then he got the feeling again that it wasn't right to feel this way. Finally he went to finish his column.

The column was finished and he read his E-mails. One from his distributor praised his last few columns and told him that they had received many positive responses. He was extremely happy as he signed off and went to get some lunch.

After lunch he decided to find a sexy outfit for Margaret to wear that night. When he looked in her closet he was amazed that he couldn't find a single item of clothing that could be considered sexy. He noticed she didn't have a single pair of high heel shoes. He had never noticed before that she always wore pants suits and never skirts and blouses. He thought to himself, when it comes to clothes she is in a rut.

He didn't put out any clothes for her to wear. When she got home she kissed him and told him how lovely he looked. She looked in the bedroom and when she didn't see anything on the bed to change into she assumed he had forgotten. She was glad because she didn't feel like changing anyhow.

At supper Jerry said, "I looked in your closet today but I couldn't find one single item I would say is sexy. I was totally surprised not to find any dresses or even skirts in your closet. You are thirty-three years old and all I found is gramma clothes. Also, I didn't find a single pair of heels. Are you really that old that you never wear any clothes with color in them? I am wondering if you have me in these dresses because you are afraid to wear something like them yourself. Is that what is happening?"

Margaret's jaw had dropped and finally after a long silence said, "I never realized that I had gotten in such a rut. When I go shopping I always buy black or dark colors. Now that you mention it I haven't worn any bright colors since high school. In answer to your question I do not want you in dresses because I am afraid to wear them. I have never really given it a thought. Something has to change and I know it has to be me. I am thin enough to find something sexy for you, especially after all you have done for me."

That night Margaret totally surprised Jerry by taking the breast forms off so he could wear his regular men's clothes the following day. On his own he put the floor length nightgown on for bed. He looked at her and saw she had a plain cotton nightgown on. He mentioned it to her and she had to agree that she looked like a gramma going to bed.

The next day he did his column and then mowed the lawn. When he got in the house the answering machine was beeping. It was Margaret telling him she needed a hand to get some things she had bought at a rummage sale. He called her and agreed to meet her at the rummage sale. She gave him the address and he left.

He arrived at the sale site before she did. When she arrived she told him the dresser and tobacco stand were hers. He put the tobacco stand in the back of her truck. Together they got the dresser in the truck. He told her he would follow her back to the store to get it unloaded.

When they had it unloaded and in the store she opened the top drawer and took out two dresses. One was yellow with blue flowers and was trimmed with lace. The other was white on top and had a black skirt. It looked to him that it was a mini skirt. She told him to take them home and hang them in her closet. She told him she might be a little late for supper as she had some shopping to do after she closed the store.

When she came in she was carrying a lot of bags and one fairly good-sized box. She was laden down pretty good. He told her they were having a casserole for supper and she told him she would be back in fifteen minutes, twenty tops. He set the table and waited.

When she came out he was flabbergasted. She was wearing a lacy crème colored top that left her midriff bare and a black mini skirt with black mesh nylons and a pair of black heels. She was wearing the reddest lipstick he had ever seen her wear. He fell in love all over again with her.

Jerry said, "How could you hide that all these years. You look like a dream. You are beautiful. I love you!"

They kissed and Margaret realized that she had been missing something for a long time. They enjoyed supper with an animated discussion. Jerry was on top of the world knowing that he had gotten her to look at herself rather than at him for feminine clothing.

It was short lived as she said; "Now all we need is for you to get dressed all sexy. You turn me on in your red dresses. After supper why don't you fix yourself up for me."

Very reluctantly he agreed and after supper he changed into the red dress with white piping trim. The skirt was a straight one that was tight on him but he wore it for her. When he came out Margaret let out a whistle. He blushed and she said, "You look really, really pretty when you blush like that."

He thought for a minute then decided to let the whole thing hit the fan. He said, "We have to talk. I know you like to see me in a dress. There are some things I like about wearing a dress but it is not customary for a man to wear a dress. I put on a dress for you only because I love you. I don't want to hurt your feelings but it bothers me quite a bit when I am wearing a dress. You are the most important thing in my life and I'll do whatever you want but I would hope you would reconsider your requests for me to wear a dress so often."

Margaret looked shocked at first, then she listened with full attention. She answered him saying, "If you didn't look so sexy to me in a dress I wouldn't ask you to wear one. You are asking me to reconsider how often I ask you to wear a dress. How often is reasonable?"

He told her maybe twice or three times a week is more than he would care to but he would if that was what she wanted. She sat and he could tell she was thinking very hard.

Finally she asked, "How about Tuesdays and Thursdays one week and Monday, Wednesday and Friday the next week. That gives you one week of twice and me a week of three times. It is Wednesday now. Could you wear a dress for the rest of this week then start the Tuesday and Thursday next week?"

He replied, "I think I can. Now can you promise me that you will try to dress sexier at least on the days I will be wearing a dress?"

Margaret said, "Dear, I'll try to dress sexier everyday just for you. Besides when I looked at myself in the mirror tonight I felt really good about how I looked. I felt sexy without thinking about you in your dress. I never thought I could feel like a schoolgirl again but you have awakened the schoolgirl in me. For that I thank you."

Jerry said, "You'll always be my school girl sweetheart. That will never change. Just so you know, I may wear a dress on some days that aren't on the list. Those will be days that I want you to know especially how much I love you!"

And once again they went to bed, both of them feeling passionate and loving.

  

  

  

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