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Future Mother-in-Law is My Mistress

By: gregorymike40



My girlfriend (Lindsey) and I had to move into her mom's (Nadine) house until we could find a new apartment after our previous lease had run out. It was a bit awkward at first even with knowing her mom pretty well. After a couple of weeks things were fairly normal. My girlfriend worked during the day while I continued looking for a job after graduating college. Her mom didn't work either so we were home a lot at the same time. We would just watch TV or keep to ourselves mainly.

Nadine was a very attractive 44 year old women. She was 5 foot 5 inches with long blond hair and perky C cup breasts. She took good care of herself and didn't look at all her age. 

During our third week there Nadine asked me if I wouldn't mind helping around the house with cleaning and doing some general upkeep on the house. She said that she would pay me for my help, which was good since I still hadn't found a job. She said she would let me know when something needs to be done.

I spent the next week vacuuming, scrubbing, dusting, and various other tasks. It was fine since it kept me busy and also helped me earn some money to put towards bills and our next apartment lease. Nadine was usually home during this and would check up on me from time to time to see how things were going. Usually she would be on the phone with one of her girlfriends or a guy that she was seeing. 

I was doing some laundry and as I was putting it in I paused when it was time to put Nadine's underwear in the washer. Partly due to curiosity, I picked up a black see through thong. I turned it over in my hands a few times and was a bit mesmerized by them. I caught myself holding it for too long and I thought I saw movement out of the corner of my eye so I quickly put the thong and the rest of the underwear in the washer and started the washer.

As I left I saw Nadine in the living room so I went and asked her if there was anything that needed to be done. Nadine said that the house should probably be vacuumed. Then she said how she liked how this was working out since she always wanted a maid. I told her that if anything I would be a butler and not a maid. Nadine said "I suppose that's true," and got a weird look on her face as if she had just had an idea. She said that she was going out to run some errands and that she would be back later and to keep cleaning.

I heard her leave and got the vacuum out and started vacuuming. I usually listen to my MP3 player while I vacuum so I didn't hear Nadine come back inside after finishing her errands. She got my attention and motioned for me to shut the vacuum off. She told me to have a seat on the couch and as I did I noticed some shopping bags by her feet. After I sat down she said that she had gotten an idea from something she had seen earlier that day in the laundry room. I started to get a little nervous since I was pretty sure that she had seen me holding her underwear. She said that she had decided to do some shopping and to reward me for doing so well with cleaning that she wanted to get me a uniform to wear. 

She pulled a French maid's outfit out of a shopping bag. She said that she lucked out since it was almost Halloween that finding one was fairly easy. She told me that since it was almost time for Lindsey to be home that I wouldn't have to wear it today, unless I wanted to, but starting tomorrow she expected me to wear it. I started to protest but she said that if I didn't want her to tell Lindsey what she had seen and that I was a little panty boy that I should thank her for the uniform. I realized that Lindsey would believe her and even though part of what she would tell her would be a lie I knew that it wouldn't be good if she told her. I said "Thank you for my uniform," and sealed my fate. She told me to finish vacuuming before Lindsey got home. Just as I finished Lindsey got home and I welcomed her home and acted as if nothing was wrong. 

As I woke up the next morning and said goodbye to Lindsey as she was leaving for work I realized what I had agreed to last night. I showered and got dressed and went to find Nadine. She was in her bedroom so I knocked and she said to come in. She was wearing a very sheer pink bathrobe and nothing else. I started to get an erection at the site of her almost naked body. She pointed to the bed and I saw the maid's uniform. She told me to take it into her bathroom and get changed.

I went into the bathroom and took off my shirt and shorts. I left my boxers on so that I wouldn't be as exposed. As I put the maid's uniform on I noticed that it was a pretty high quality one, and not one of the cheap ones that you can get at Walmart. I looked at myself in the mirror and thought how ridiculous I looked. I knew it was now or never so I opened the door up and walked back into Nadine's bedroom to show her that I had put it on. 

Her face lit up with happiness when she saw me. She said it was almost how she pictured it would look, except for the boxers. She told me to take them off. As I did she handed me the same black thong from yesterday and told me to put it on since I liked it so much. As I started to pull the thong on my erection grew even more. She noticed this and told me to take them off until I take care of that since she didn't want that getting in the way. She told me to go back into the bathroom and to masturbate so that the thong would fit properly. She warned me that she better not find any of it or else I would be cleaning it up with my tongue.

I shut the door and started masturbating. I knew that it wouldn't take long for me to cum since Nadine had me so turned on this morning. As I grew close to coming I aimed for the toilet bowl. I erupted into the toilet and let out a groan that I'm sure Nadine had heard, having probably my best orgasm ever. I wiped off my penis and flushed the toilet. I put the thong on and it fit much better now. I left the bathroom to face Nadine again. 

"Maybe I should have come in and watched. I guess there is always tomorrow." Nadine said with a big smile on her face as I exited the bathroom. "Sounds like you had a very good time in there. Now lift up your skirt and turn around so I can see how the panties look." I did what she asked and started to blush more than I already had been. "Very nice. Well worth me not getting to wear them anymore." I saw a flash and saw that she had a camera. "I want to be able to remember this. That and I want to make sure my maid doesn't try to quit on me. I'm sure you would never do that, but if you did Lindsey and your family will see what you've been up to." 

She took one of the shopping bags from yesterday and dumped it on the bed. There were probably 10 pairs of underwear, with each looking very skimpy. "I don't want you to be wearing only my underwear though, so that's why I got you these yesterday as well. You can keep these in here with the uniform for now, but I want you to put the pair that you will be wearing the next day in your dresser everyday. That way you will be wearing them and only them when you come in here in the morning to get dressed." She handed me a pink g-string. "Now go put that in your dresser for tomorrow, and bring me some coffee when you come back."

After hiding the panties in my sock drawer I went and got Nadine her coffee and brought it to her. She said that she would also like the newspaper. I hesitated as this meant going outside to get it and I didn't want anyone to see me dressed like this. She saw my hesitation at the thought of going outside like that and took the opportunity to make things worse. "I'm sorry, I forgot to get you some shoes yesterday but you can wear a pair of mine since I'm sure that must be why you were hesitating to go outside and delay getting me the paper." I said "Yes of course I would appreciate some shoes." She went and got a pair from her closet. I saw that they were at least three inch stiletto pumps. She said they should fit but not to worry since she would be getting me some shoes of my own. 

I put them on and wobbled a bit. After I got the hang of walking in them I figured it was best to go get the paper. I opened the door and peeked out. I didn't see anyone so I went out and grabbed it as quickly as I could manage in the heels. As I bent over to get it I could feel the cool morning air rushing up my backside. I quickly went back inside hoping no one had seen me. I brought Nadine the paper as she was sitting on the couch drinking her coffee enjoying the situation. "I expect you to do that every morning for me. Now you can go about your usual chores." 

As I was going about my usual daily housekeeping routine, albeit in an unusual situation, I would forget how I was dressed until something would remind me of the fact that I was wearing a maid's outfit. It was keeping me aroused all day long. As I was doing some dusting Nadine said from behind me, "I think some fishnet stockings would really help complete the image don't you think?" I said, "Whatever pleases you." "Good answer; you're learning very quickly and accepting your role. I'll make sure to pick some up for you to wear tomorrow when I get you some shoes." She looked at the clock on the wall. "Looks like Lindsey will be home soon, so you better hurry up and finish up unless you want her to find you dressed like that." 

I quickly finished up the dusting and asked Nadine if there was anything else that needed to be done. "I guess that will be all for today. Go ahead and get changed." She stood and watched me while I was changing. When I got down to the panties I felt her fingers lightly touching my ass. She moved them slowly until they were around my erect penis. She grasped it firmly. "Don't forget to be wearing only your panties tomorrow morning, or else you'll be going outside in only them to get the paper." She let go and went back to watching me finish changing. As I left her room I was both humiliated and aroused and wondered what might happen tomorrow.

Future Mother-in-Law is My Mistress Ch. 02



I awoke the next day much the same as the day before, although maybe not as nervous. I sent Lindsey off to work and got showered. I went and got the panties out of my sock drawer. As I picked them up my penis started to get erect. I did my best to get them on dealing with my erection. I knew Nadine might think something was up if I didn't show up with a hardon so I figured it was best if I didn't masturbate yet. I walked across the house noticing how very little I was wearing. 

I knocked on Nadine's door and she said to come in. She was wearing the same robe as yesterday and looked incredible. "I see you are enjoying the panties. Go ahead and get dressed and then you can take care of that problem." I put the maid's uniform on and took the panties off. My cock was relieved to have some breathing room again. I went into the bathroom to masturbate and noticed that I was followed by Nadine. I guess she is going to follow through on watching me this time. 

I proceeded to masturbate and it was feeling incredible, especially with the added excitement of being watched. Nadine was watching very intently for a few feet away. As I got close to coming I made sure to aim towards the toilet. I came and cum spurted out with quite a bit of speed. I cleaned up my cock and flushed the toilet. I saw Nadine grinning and then she pointed to a spot on the counter. I saw that there was quite a big puddle from one of the spurts of cum on the counter. Now I realized part of why she was watching so intently. She was hoping that I would miss some so that she could make good on her threat from the day before. "Go ahead and lick it up, but make sure to not swallow." I bent down to lick up the cum. It took a few licks before I had it all in my mouth. "Show me what you have in your mouth." I opened my mouth to show her the good amount of cum that I had licked up. "Looks delicious. I guess you can go ahead and swallow." I swallowed it quickly to get it out of my mouth. It did not taste very good. "I'm pretty sure you did that on purpose. You're going to become quite the full service maid. Go ahead and put your panties back on and come back into the room."

I put the panties back on and joined her in the bedroom, still tasting the cum in my mouth. She handed me a pair of black fishnet stockings to put on. I sat down on the edge of the bed and rolled them up my legs. I attached them to the built in garter belt on the uniform. Next she handed me the new pair of shoes that she had bought for me. They were just like the pair of hers except these were at least a 4 inch heel. I hoped I would even be able to stand in them. I wobbled to my feet so that Nadine could inspect her purchases. "This looks much better. Although there is a bit too much hair showing through the stockings. Hmm, I'm afraid that the hair is just going to have to go." I must have looked a little shocked at this since she replied. "Well we can't very well have our maid looking so hairy. What would our future guests think?" I wondered what she meant by guests. 

"I want you to go shave your legs, and while you are at it, why don't you go ahead and shave anything from the neck down. That will make things easier." 

I said, "What about Lindsey? She's going to notice that I am shaved." 

She looked at me, "That is not my problem. I guess you will have to think of something to tell her." I thought maybe I'll tell her I've started competitive swimming, or maybe that I just wanted to see how it felt, or hell even that I just got bored and things got out of hand. Things were spinning out of control anyway, and who knows maybe she will even like it. I went off to the bathroom to do as Nadine ordered. 

Shaving took quite awhile as I wanted to make sure to not cut anything. That and I wasn't used to shaving anything other than my face. Eventually I managed to get everything shaved. My balls were definitely tricky to get smooth. It felt weird as I toweled off. Nadine came in just as I had finished drying off. She handed me some lotion and told me to put it on so that my skin wouldn't dry out. As I did I noticed that it was very girly smelling and knew that it would be one more thing to explain. She watched as I rubbed it all over me, noticing the new erection. 

"I guess that one will need to be taken care of now too. Go ahead and take care of it before you get dressed." I proceeded to masturbate for the second time already today. As I was getting close to coming I started to aim towards the toilet. "There's no need for that. You can just shoot it into my hand." I knew where this was probably heading but I knew that I better do it. I came for the second time today but this time into Nadine's hand. There was a very large puddle of cum in her scooped hand. "Now since I know how much you enjoyed it earlier, get on your knees and get ready for a late breakfast." 

I got on my knees in front of her and she brought her hand in front of my face. She told me to open up and as I did she poured the cum into my mouth. She told me to go ahead and swallow it since there would be other times for me to show her how much I enjoyed holding it in my mouth. "Now go ahead and lick the rest off of my hand." I licked her hand clean and she inspected it to make sure I didn't miss a drop. "Good job. You're becoming quite the cumslut. Now go ahead and get cleaned up and dressed and meet me in my bedroom with the paper." 

I got dressed, grabbed the paper much the same as yesterday, and joined her in her bedroom. She said my look was almost complete for today. She went into her closet and came out with a wig. It was a short auburn bob cut wig. It looked very real. She put it on me and had me look in the mirror. "You could probably almost fool someone if they saw you. Maybe even Lindsey wouldn't recognize you." I did look quite different from what I had even looked like just this morning although I wouldn't want to push my look and have anyone else see me like this. 

"Now one last thing before you can do your daily chores. I wasn't planning on doing this for a few at least a few more days, but since you're progressing very quickly into such a slutty maid I think now will do just fine. I picked this up at a sex shop a couple years ago but never got around to using it." She went over to her dresser and pulled a very realistic looking butt plug out. "It's supposed to be quite comfortable and able to stay in easily. It better not fall out since I'm only lubing it up once, so if it needs more lube your mouth will have to do." She had me pull my panties down and bend over. She proceeded to lube up my ass and the plug. "Just relax and it should slide in without any problem." The plug felt huge at first but then as it got in, it really did feel comfortable, and very enjoyable. 

"Judging by your reaction I'm going to say you are enjoying that. I figured you would. Well pull up your panties before you have to relieve yourself for the third time today. Granted you would probably like that you little cumslut." I pulled up the panties and looked at the floor while starting to blush. I probably would like it I thought, since the humiliation of everything was starting to become extremely enjoyable to me. She held up what looked like a little remote. "This is a remote for the vibrator in the butt plug. It allows me to turn it on wirelessly." She turned it on and I felt a wave of pleasure go through my body. "And that was just on low. Now go ahead and do your chores." 

I proceeded to go about my day and chores. I kept noticing the butt plug at first, but then other than it rubbing against my prostate and keeping me turned on, it just became second nature to me. Just as I was finishing scrubbing the kitchen I heard Nadine come up behind me while I was still down on the floor. "Close your eyes." I did as I was told and I felt her move in front of me. "Good maid. Now go ahead and open your mouth." I once again did as I was told. I felt something hard but still slightly soft entering my mouth. "Go ahead and open your eyes." As I did I saw Nadine and saw the realistic strapon that she was wearing. "Go ahead and suck it." I started to, doing the best job I could, trying to think of what I love Lindsey to do to me. Right after I started I felt the butt plug turn on. "You're doing quite well, maybe we'll have to have you try a real one sometime." I shook my head no. "We'll see. Alright that's enough for now. I think you should go ahead and finish up and get changed before Lindsey gets home." She turned the butt plug off and removed the strap on from my mouth and went back into her room. 

I changed into my regular clothes, noticing how even they felt different now that I was hairless. I greeted Lindsey when she got home. She didn't notice all night long until we got into bed and she reached for my cock. "Why are you hairless?" 

I told her "I thought I would see how it felt. It's supposed to enhance sex." 

She looked at me after noticing my arms and legs, "But why are your legs and arms hairless too?" 

I looked at her as she was touching my leg. "I guess I sort of got carried away. It feels pretty good though. Do you like it?" 

She got on top of me and I slid inside of her, "I guess so, it does feel pretty good. The arms and legs are a bit of a shock though. I guess that explains why you smell like my lotion as well. I'll probably catch you wearing my panties next." Luckily her eyes were closed so she didn't notice the panicked look on my face until I realized she was joking. We both came and fell asleep as I wondered what might happen tomorrow.

Thank you all for the great comments!