I have been a landlord for more years than I care to admit and I got offers but have always avoided any sexual contact with tenants. I have seen my share of women naked or next to naked in the houses when I show up to repair something. Many of the women were behind in rent and were trying to offer sex for rent but I wanted nothing to do with it ... except once.
I had a tenant, 35 when she moved in, mother of 2 teen/preteen kids, well built, about a size 10 and a set of boobs to die for. She had rented from me for years (8 to be exact) and on several occasions got behind in rent. She was cute and had made vague comments that sounded like she would be willing to trade sex for back rent .. but I ignored them in keeping with my rule - don't mix business with pleasure. Instead I made a deal with her that she clean my house twice a week in return for 200 a month reduction in rent.
That worked fine for a few years - and believe me on some of the hot summer days when she cleaned my house I got quite a show. Many times she came over in short midriff length T shirt with sleeves cut out and really tight short shorts - clearly no panties under them and camel toe showing. When she reached up for something her tits would be uncovered (nipples always erect) and from the side I quite often got a good view.
Since she cleaned in the computer room she soon found out my kink for blowjobs and spanking. I came back one day to find a note that said she had bumped the computer and the picture that came up was really sexy - I checked and it was a naked girl over a guys lap getting a spanking .. I forgot to minimize it before leaving. Not that it makes a difference if she saw that or the desktop wallpaper - a naked girl, legs spread, pussy lips glaring out at you and being caned. So clearly she knew where my interests lie.
In her eighth year as a tenant she fell into a habit of being later and later with her rent and not showing up to clean my house. After numerous trips to her house to see when she would have money she asked me - straight out - if I would consider spanking her and fucking in trade for some of her back rent. I told her she was a cute girl and although I would love to have sex with her I just had a rule against trading favors for rent.
Finally she was two and half months behind and I told her she had to come up with some money by the weekend or I would have to file for eviction. She broke down crying but promised she would have some money on Saturday. When I got there Saturday I could see boxes all over the house so it was obvious she planned on moving soon. Her kids were gone for the weekend. She had her sleeveless midriff T shirt on and the short shorts, button at the top, a short zipper and the camel toe showing. The shorts were so tight they really rode up into her crack and it looked moist.
She confessed that she didn't have the money she promised and knew she had to move. She guided me into the living room saying she knew it was a lie when she told me she would have money for me and she felt bad about lying. She said since she knew what I liked to do to naughty girls she wanted me to spank her for lying. In the middle of the living room was a straight backed chair which she sat me down in. Standing by my side she said she knew it would be bare bottom - she unbuttoned her shorts, unzipped and took them down, stepping out of them. I had been correct, she wore no panties under them and had a well trimmed pussy (guessing she wore Wicked Weasels or the like) - just a small triangle strip. Then she took off her T shirt and stood there showing a perfect set of 36Ds with super erect nipples. I looked, she stood and look I did.
Finally I grabbed her nipples and twisted and pinched, she caved bending at the knees and twisting towards me she moaned and said lets get this over with. I put her over my lap and proceeded to spank her, harder and harder until her legs were kicking and she was, between cries, telling me how sorry she was for having constantly lied to me. When I had her butt a real cherry red I stopped and just rubbed her butt trying to sooth the soreness away. Once or twice my hand moved to her crotch and I could feel how wet she was. She knew what I was doing and tried pushing her groin toward my fingers. I felt the urge to insert a finger into her wet vagina but I restrained myself.
After the spanking she stood up and kissed me, saying again she was sorry. We moved into the kitchen area and she got me a glass of Ice Tea. Watching her move about naked like that really got me stiff which she quickly noticed. We sat at the table and discussed when she would move out - she was moving into her Mom's house to save money but she promised she would continue to clean my house to pay off her back rent. I jokingly said she could clean my house dressed as she was now and she smiled. As I stood up to leave she said she expected me to chastise her if she didn't do the job right - I agreed. She put her hand on my cock through my shorts and said she could fix that - I declined still saying I didn't trade sex for rent.
True to her word she moved that week and on the weekend she showed up to clean my house. Also true to her word she cleaned it naked. I never expected it - most tenets just move and that is the last you see of them. It's been over a year now and every Saturday morning I wake to the door opening; it's her coming to clean. First thing she does is get naked, then do the normal chores like vacuuming, unloading the dishwasher, making the bed and general straightening up. After a long time (the first 5 months) I told her she had worked off the debt so I would start paying her for her work - 200 a month.
