In the days that followed me and Kayli returning from Park City, we both threw ourselves back into our jobs. She was keeping things more professional between, both when we saw each other and during phone calls. It was that Friday when I was working in the office and Jennifer and Tara walked in, coming up to my desk, and Tara saying, “we both have problems we need to talk to you about.”
I looked at the two blonde girls, Tara standing six feet tall with her dirty blonde hair pulled back in a ponytail and Jennifer, a foot shorter, her strawberry blonde hair in an A cut around her pretty face. I asked them, “professionally or personal?” They sat down as Tara said, “personal. Jennifer, you first.” Turning to look at Jennifer, she said, “mines not really a problem, I hope. More just a change in our relationship.” I said OK and waited as she elaborated, “well, it’s just that my husband and I have decided it’s time to grow our family and we want to try for a baby.” I got a smile on my face and said, “that’s awesome, you guys will be great parents.”
“Thanks,” Jennifer, “but, that does mean, if we do anything sexual, you can no longer finish in me.” I told her, “if you’re still willing to do anything like that with me while trying for a baby, I would be just as happy.” Jennifer breathed a sign of relief as Tara said, “I told Jennifer that if she is anything like me when I was pregnant, all I wanted to do was fuck. I would have killed to have you around then. I was driving my husband crazy, probably the only time I’ve ever begged for sex.” I laughed and said, “so, what’s your problem? Same issue?”
Tara went serious and said, “no, it’s actually Kayli and what she said while you two were in Park City. She told us what she said and how she’s been feeling, really before you two went and after she said it.” I said, “OK, and?” Tara continued, “long story short, her and her husband had a pretty big talk that night and there’s a lot going on between them right now that they need to get figured out. She told me to tell you, that one, it’s not your fault, don’t blame yourself. And two, she will be keeping your relationship with her at a professional level until things get figured out and she hopes you’ll do the same.”
I said, “of course. I love Kayli too, and will do anything she wants.”
Tara said, “she figured as much. She also said, she’ll make it all worth it in the end, as long as you can be patient.”
I said of course again, as Tara kept going, “we all really enjoy you working here and don’t want any of it to end. The benefits or your work here. And lastly, Kayli wanted me to tell you that the deal you two made when she blew that other guy, is still on. She didn’t tell us what it was, but said all three parts are a go. She said to tell you the first part will happen tonight, at your house around 7. The second will be tomorrow, the same time. And the third, whenever she gets things figured out.”
I replied back, “I also enjoy working here and I’m not going anywhere, no matter what happens.” Jennifer said, “I’m sorry, but I’ve got to run to a showing. Any hints on what your deal with Kayli was?” I jumped up to hug her, giving her a little kiss on the forehead as I told her, “sorry, if Kayli didn’t tell, I’m sure there was a reason why.”
Me and Tara watched Jennifer leave, then Jennifer said, “Kayli actually did tell me, I’m not sure why she’s hiding it from Jennifer. I hope you have a good weekend, Danny. Oh, and I’ll be back here in the office on Monday. Hopefully you don’t have too much going on.”
I gave Tara a deep hug as well, grabbed her ass, and said, “I’ll clear my schedule. See ya Monday.”
My deal with Kayli that enabled her to blow another guy in front of me, involved me getting two sleep with her sister and another realtor friend of hers. I had met quite a few in the couple of months I had worked with Kayli, and was quite curious to see what one it was. I had met Kayli’s sister once, she was younger then Kayli, and cute, but I didn’t know too much about her. I hurried to finish my work for the day, arriving home in time to shower and eat some dinner before my doorbell rang right at seven.
Wondering what one it would be, I opened the door to see a taller lady standing there, a beautiful smile on her face. “Danny?” She said, “I’m Bailey, one of Kayli’s friends.” I let her inside after saying hi, and we walked to my living room, sitting down on my couch.
I had met Bailey once before. I knew she was a few years older then me, a mom of three, almost as successful as Kayli in the real estate world. She was about six feet tall, had light brunette hair that she had loose around her head, hanging just past her shoulders. She was wearing short jeans that just barely went past her ass, a gray sleeveless shirt that stretched over her C cup breasts nicely. A pink scrunchie was on her right wrist, that she moved around a few times as we talked. After asking a few basic questions about each other, I expressed surprise at her open relationship and she told me, “honestly, it’s how we keep the magic going, if that makes sense. Between our jobs and kids, life was getting crazy. We ended up agreeing that if we both had the option to sleep around a bit, blow off some steam when we could, it would be better for us. Doesn’t work for everybody, but we’ve been doing it for a decade, and love it.”
I asked how they decide who gets to sleep with who or when and she said, “we stopped putting rules on it a long time ago. He travels a lot, so I know he usually has somebody sleeping with him when he’s gone. And when he’s home, he doesn’t ask any questions if I tell him to watch the kids for a night. He doesn’t know if I’m showing a house or getting fucked until I get home. We do like to tell each other about our adventures, but that’s it.”
I said, “kinda sounds like how me and Kayli first hooked up. Must be a thing with beautiful girls in real estate.”
Bailey laughed, her face full of personality, and said, “no kidding. Anyway, I do have a full ground rules, you ready for them?” I told her yes and she said, “they’re pretty simple, I hope. No butt stuff, outside of grabbing it. Please don’t finish on me or in my mouth. If you’re not in my pussy when you need to finish, find a shirt or towel or something. No weird positions, my body can’t bend all those odd ways. Doggy, mission, and me on top are the best. Kayli has told me that you can go for a long time and multiple times. I’m OK with the first, not the second. I’m here to get fucked, hopefully get an orgasm of my own, and go home feeling good. Once is good for me. Any questions?”
I laughed and said, “just one. How do you want to start?” Bailey glanced down, smiling at my semi-hard cock pitching a tent in my shorts, and said, “if I was Kayli, how would we start?” I told her, “hugging, cuddling, touching each other. I don’t know, we’ve been doing it so long, we just kinda fall into whatever happens.”
Bailey laughed again and said, “well, whenever I’m with a new guy, I really like the ones that get straight to the point. My favorite turn ons are surprised touches and my neck being kissed. So…how about we go to your bedroom?”
Bailey stood up from the couch and I did so too. I pointed her down the hall towards my room, and watched her ass shaking in front of me as she walked. I reached out, placing one hand on her ass and squeezing it. When Bailey giggled and turned to look at me, I wrapped my arm around her waist, grabbing her ass again, pulling her close, and started to kiss her neck. Bailey melted into my body and said, “I see that you’re a good listener.” I reached up with my hand, grabbing at her breasts through her shirt as I walked us towards the room.
Once in there, I briefly stopped kissing her neck to pull her shirt up and off her head, leaving it on the floor and Bailey in a red bra. I groped at her breasts again as I went back to kissing her neck. I pushed my groin into her butt, as I reached around, unbuttoned her shorts, and pulled them down and off. She wasn’t wearing any underwear and my hand was quickly on her pussy. I could feel a little bit of hair as I started to rub her lips, getting her wetter as I kept kissing her neck.
I spun her around, kissing her lips for the first time as I unhooked her bra and let it fall off to the floor. I grabbed onto her naked breasts for the first time, feeling her nipples get hard to my touch. I had to move my hands when Bailey took my shirt off and dropped to her knees, pulling my shorts and boxers off at the same time. My cock was at its full six inch length, thick enough that Bailey could barely wrap her hand around it as she rubbed up and down a few times.
She let go of me, using the scrunchie on her wrist to tie her hair back in a ponytail, and said, “Kayli wasn’t kidding when she said you were a great size.” Bailey’s hand wrapped around the shaft of my cock, her long fingers easily fitting over the thickness of it. Sliding her hand up and down, she started to lick the tip of my cock with her tongue, softly sucking it into her mouth.
Sucking more of me into her mouth, Bailey begun bobbing her head up and down the first couple inches of me, keeping her hand on the lower portion. I was telling her how good it felt when she deep throated me for the first time, gagging on my cock as she held herself there. When she came back up, she kept her hand on me, and said, “damn, I wasn’t sure if I would be able to do that.”
I grabbed her head and pulled her up, kissing her lips as I lead her to the bed, her hand never leaving my cock. She finally let go when she laid down on my bed, scooting up to the headboard. She spread her legs, giving me a good view of her pussy, her enlarged lips waiting for me, a neatly trimmed bush just above it. I crawled in between her legs, kissing my way up her legs, slowly licking at her pussy, sticking my tongue in it as I nippled on her lips.
Bailey moaned as my lips and tongue worked on her pussy, finding her clit as I slide a finger inside her. I sucked on her clit, my finger sliding in and out of her, Bailey running her fingers through my hair. I felt her tugging on me as she said, “get up her and fuck me already.” I licked her pussy one more time, crawling forward after, her hand finding my cock again and leading me into her opening before letting go.
I pushed the rest of the way in as Bailey moaned out how good I felt. I started to rock my hips back and forth, pushing myself above her, looking down at C cup breasts moving as I rocked her body on the bed. I leaned down, kissing her lips as I slammed into her over and over, harder and faster with every thrust. I lowered myself down on her naked body, feeling her nipples rub against my chest, jackhammering into her, kissing her neck as her moans filled the air.
I slammed into Bailey a few more times as I pushed myself back up above her, sliding out, and grabbing onto her hips to turn her over. Bailey got up on her hands and knees and arched her back I kneeled behind her. I was teasing her entrance with my tip when she said, “oh God, I can’t wait to feel your cock in me like this.” I pushed in, causing Bailey to moan and say, “yes! God, that feels so fucking good!”
I grabbed onto her hips, quickly slamming back into her over and over, watching her body move forward and rock back every time I pushed into her and pulled back out. I ran my hands all over her hips, back, and ass, squeezing her cheeks as I pounded into her, until I pulled out of her again, laying down on the bed, and pulled her on top of me.
Bailey quickly took over, leaning down to kiss me as she guided my cock back into her waiting pussy. She placed her hands on both sides of my head, her breasts right above my face, and started to roll her hips back and forth, sliding my cock in and out of her. I reached up, taking her breasts in my hands, squeezing them together, before guiding her right nipple into my mouth. I licked and sucked all around it, my other hand pinching her left nipple, as Bailey continued to ride me.
As I switched my mouth to her left nipple, Bailey said, “fuck, I love having my tits sucked while I ride your big cock. Nibble on them too!” I did as she instructed, lightly nibbling on both of them, alternating between them as her hips rode me, going up and down. I laid my head down, continuing to cup her breasts in my hands, as I started to buck my hips up, pressing myself deeper into Bailey.
“Are you close?” Bailey asked me. I told her I was and she said, “fuck, me too! Give it to me!” I wrapped my arms around Bailey, rolling us over, quickly sliding back into her, fucking her as hard and fast as I could. Bailey was panting and I started to grunt, holding back my orgasm until I felt her pussy clinching against my cock, Bailey letting out a long, loud moan, my cum exploding out of my cock, shooting rope after rope deep inside her.
When I was done pumping in her, I rolled off, catching my breath next to her. Bailey finally said, “fuck, that was good. If I didn’t already promise Kayli that this would be a one time thing, I would want you in my regular rotation of guys I go to.”
I laughed and said, “thanks, I think?” Bailey said it was definitely a good thing as she got up and started looking for her clothes. After we both got dressed, I walked her to the door where she gave me a hug and said, “this is always the awkward part, isn’t it? I kinda want to break my rule, go back upstairs, and go at it again. But something tells me that if we did that, we would never stop. So, maybe we should settle for just a kiss and a hug?”
I smiled and laughed and said, “it all sounds good to me.” I wrapped Bailey in my arms, our heads titling to the side as we rested in each other’s shoulders. I started to kiss her neck, causing her to moan softly in my ear. I reached down, grabbing her butt, and pushed her up against the door, moving my lips to her and passionately kissing her, our tongues swirling together inside our mouths. Bailey broke the kiss after a few minutes and said, “that was the perfect way to end it. Good bye, Danny, thank you for a wonderful night. I’ll never forget it, and hopefully I’ll see you around Kayli’s office more.”
I thanked her as well, saying good bye as we opened the door, and watched her walk to her car. She waved good bye again as she pulled out of my driveway. As I shut the door and walked back inside, I heard my phone go off and went to find it. It was a message from Kayli that said, “hey Danny, hope you had fun, or are having fun with Bailey tonight. She’s a babe, isn’t she? My sister is pretty excited for tomorrow night too. I’m glad you understand what is going on. Shane (her husband) and I came to a pretty big decision today. I’m hoping to get over to your house Sunday to talk to you about it.”
Source: reddit.com/r/eroticliterature/comments/12zwxil/working_in_real_estate_part_18_m35f37_fiction
Mmmmmm, incredibly sexy story as usual! Gets the blood flowing in all the right areas!