About a year ago I was showing one of my properties to a couple. They were looking for an apartment for her, she was starting med school and was looking for a place, he was finishing his grad school program 3 hours away. From the moment the showing started I felt a weird (good) energy from them. We walk through the place and everything goes mostly normal besides the occasional long stares from her as I’m explaining things in the apartment. Once I finished explaining everything I let them walk around and get a feeling of the place, she called me into the bathroom and gets me pinned into the corner and starts asking me pointless questions about the bathroom while staring into my eyes. I try to act professionally and answer everything and get out of the tight corner. She tried this move again in the utility closet but I avoided it by not getting trapped. After 5 min of them walking around and talking to each other they both tell me they were really interested but it didn’t feel like they were talking about the apartment.
I didn’t hear from them again for a week, so I mostly forget about them. They reach out with an email wanting to see the unit again, so I set up a showing for the following day not thinking much about it. They show up and she is looking unbelievable, she had the most incredible green eyes, and the cutest freckles. She was wearing tight pants and a top with lots of cleavage while still being professional. I tried to focus on the apartment but she made it hard. They asked a few basic questions and I answer them, I let them walk around again and the boyfriend pulled me to the living room to ask a question, and she proceeds to the bedroom alone. After answering his questions I ask if they had any other questions and I hear her walking back to living room. Once she walks through the doorway my jaw drops to the floor.
She came into the room in her high heals and a red full body piece of lingerie. I was completely speechless, I didn’t know what to do or what the fuck was happening. I looked around and I see him grinning as she slowly walks towards us. She gets within 10 feet of me by the coffee table and lifts her leg onto the table and asks about who does the maintenance. I was still in shock and my brain was not working at 100%, so I just answer the question like I normally would. I tell her that I do most of the maintenance but hire professionals if needed. She says great, looking forward to you coming by.
She walked up to me and started rubbing my chest and slowly made her way down to my pants. She starts rubbing my cock over my pants, as she tells me it’s ok, and that they were looking for someone they can trust to take care of her while she’s in Med school while her boyfriend was not there. Without thinking I said I could probably help them out, once the words came out of my mouth she slowly moves her mouth to my ears and then whispers “thank you” and then shifts onto her knees.
She slowly runs her fingers over my cock until it was rock hard and throbbing. She starts with licking the precum off my tip and looks up at me with her heart stopping green eyes. The moment our eyes lock she puts my entire cock down her throat and my eyes instantly roll to the back of my head. She proceeds to give me one of the sloppiest blowjobs iv ever received, until I’m about to cum and from the corner of the room I hear “cum down her throat”. I almost completely forgot he was there, but the thought of her boyfriend asking me to cum down her throat put me over the edge. I look down and see her pulling her mouth off of me and begs me to cum down her throat. Before she could finish her sentence I push her mouth all the way down on my dick and I instantly unload one of the biggest loads down her throat, and as I’m cumming her boyfriend gets really excited. Once I finish, she slowly pulls away as she licks my dick clean and then her lips while looking at me the whole time. She stands up and walks back into the bedroom slowly.
I don’t know what to say or do at this point. They were obviously way more prepared for this interaction then I was, because once she got dressed and came back to the living room they said they really loved the place and wanted to talk details. I told them we could talk later but I had to go to another showing (I didn’t but I had no clue what the fuck just happened). An hour later they asked if we could meet to talk details, I agreed to meet at a near by coffee shop.
Two hours later we both arrive at the coffee shop, she was still a bit disheveled from our encounter and the grin on his face obviously never left. They said they really loved the place and wanted to proceed with renting the unit. I told them I wouldn’t want to because I would not want to mix business with pleasure. They were pretty disappointed, and kept asking and even though my second head wanted to say yes my main thinker knew better. After 5min of going back and forth about why I couldn’t rent to them, she asked a weird question. She asked if I could be her landlord without renting to her. At first I didn’t get what they wanted but she explained, she wanted me to come over to take care of the place and she would put herself in compromising situations. After thinking about it for a bit I agreed and said we can see how it goes.
2 weeks later she texted me her new address, it was 3 buildings over, and a photo of her closet saying she needed help fixing her closet shelf. I took a look at the photo and couldn’t see anything wrong with the shelf, but after examining the photo a bit more I noticed a vibrator, dildo and lingerie. I asked what time works best for her, she told me 8pm and to just let myself in. I arrive promptly at 8pm and walk in, I hear her shout, “I’m in the bedroom”. I follow her voice to find her laying on her bed wearing the lingerie from the photo with the dildo in her ass and the vibrator on her clit. I asked “which shelf is giving her a problem”, while moaning she said it was the top shelf. I open the closet and look at the top shelf, I find a whip and a ball gag. She asked if I see the problem, and I tell her “I need to take a few things out of the closet to know for sure”. I take out the whip and ball gag and turn around to her on all fours with her ass presented to me with the dildo still filling up her ass. She asks again if I see the problem, and this time I respond “I think I see the problem”. I slowly start whipping her ass lightly and then she screams hit me harder. I pull back the whip and go harder and she continues to scream “harder”, this kept repeating until I grab the ball gag and place it in her mouth. I continue to whip her ass harder and harder and she moans louder and louder until her arms gave out and her upper body was thrust into the bed. I stopped whipping her and started caressing her now red ass. After a few minutes of gentle rubbing I ask her why she was wasting the landlords time, and what she thought the penalty should be. I undo her gag and she moans for a few seconds, while still gasping for air/moaning she tells me she can find a way to make it up to me. She slowly crawls to me and starts kissing my crotch, I tell her that she better do her best otherwise I would have to think of my own penalty.
She begs me to lay down as she starts taking off my pants. At this point my cock was at full attention, once my back hit the bed she aggressively started sucking my dick. She would come up for air and a trail of saliva would follow her gasp. I kept holding her down and gagging her until she would cough and her eyes began to water. She kept looking up at me with her make up now running down her face and her eyes piercing me. After a few minutes of hard gagging she begged for a break, so I pressed my dick against the back of her throat one last time and then as she was recovering from the gagging I pushed her face into the bed and pulled her ass up to me. I pulled out the dildo out of her ass and grabbed the lube next to the bed and squirted some on her asshole. I then slid my dick into her ass and she screamed “fuck me harder”. I started pounding her ass hard and then and she was moaning non stop. I slowed down and begged me to continue, I reached for the gag and she said no. So I grabbed the that had been in her ass and put it down her throat and told her to keep sucking it until it came. She pulled it out and said “I don’t think it will cum” so I repeated myself “you keep going until it cums down your throat” she giggled with the dildo in her mouth.
I told her that I would be cumming in her ass and I wanted her to push it out and let me take a photo. Once I told her where I’d be cumming she removed the dildo out of her mouth and told me “come deep in my ass”. She forgot to put the dildo back down her throat so I pulled out of her ass and picked up her face and pushed my dick down her throat until she was coughing and tears were rolling down her face. After 4 long gags I told her to make sure she leaves that dildo in her mouth otherwise I would gag her with it myself. I pulled her face off of me and went back to her ass, I started with slow but hard thrusts as she released long and deep moans. Finally I can feel myself about to cum and I push myself deep into her and release what felt like a gallon of cum. She stayed with her ass in the air as she pushed out my cum out of her ass. Once the cum started dripping out I snapped a few photos and took the dildo from her mouth to wipe up my cum and then I put it back in her mouth. Once it entered I could hear her release a quite “mmmmmm” and I can see her tongue lick around the dildo. I remove the dildo from her mouth and lay next to her in bed for 30min without saying a word.
She breaks the silence by saying that is exactly what they were looking for. These type of adventures continued for about 3 months before we both were ready to move on. I got a bunch of stories from this wild experience and could share more of them. They were a very kinky couple and were so open minded and allowed me to try a variety of things I never thought I’d have the chance to try.
Before the first real meeting we talked over a bunch of stuff to understand what we were looking for and were comfortable with. I never could have imagined anything like this and until today this entire experience will always be a highlight. I had similar chemistry on another showing this past week which is what prompted me to share the story. I doubt the same or even similar event will ever occur again but it definitely got my mind racing just remembering all of the crazy things I did with the first couple.
Source: reddit.com/r/gonewildstories/comments/fsv3vq/3_months_of_insane_landlord_sex
Dude, this is hot! Feel free to share more adventures.