The weekend following me and Kayli reconnecting, we met up at a couple different houses for me to view. While the both of us were hoping for a little more to happen, the most we managed to do, was some lingering hugs and a few quick kisses. I did tell her that I would a chance to shadow Tara to see what she does, and if it was something I would be interested in changing careers to. Kayli excitedly sat a date with Tara for that next Monday.
As I drove to Tara’s house that morning, I remembered the day that Kayli brought Tara over to my house and we ended up having a threesome. Tara had worked previously with my now ex-wife, so when she found out about me and Kayli, I was nervous she would tell, we instead ended up fucking a few times. I’ll never forgot that she had a super tight pussy, but could deep throat me with ease. I wasn’t sure what the day would bring, but I was looking forward to learning from her.
Most of the day was just that, me watching Tara do her job. Writing up offers to send to sellers for Kayli and Jennifer, posting new listing online for houses they were selling, talking with the mortgage companies to make sure everything was going smoothly, etc. It was a bit more people oriented then I would like, but I was fascinated by all the behind the scenes action. It was middle of the afternoon when Tara, after saying good bye to her husband and son, came back into her office and asked me, “so, what do you think?”
I glanced around before answering her, “it’s different from what I’m used too, but I’m fascinated by it.” Tara leaned up against her desk in front of me and said, “it’s a lot of work, but not too stressful. Going from a set schedule to getting calls all day and night is a change. Are you really thinking about joining us?” I told her that I was and she looked around before saying, “Kayli told me to do whatever it took to get you to join us.”
I looked at Tara, folding her arms in front of me, standing just about my height, skinny and in great shape. She barely had A sized breasts, but had an amazing ass. For our meeting today, she was wearing blue Capri jeans, a orange shirt, and had her blonde hair hanging down around her face. “Whatever it takes?” I asked her. In response, she kneeled on the ground in front of me, her hands coming towards my pants as she said, “anything at all that it will take. My body is all yours.”
Tata unbuttoned my jeans, unzipping them, and pulling them down enought to expose my boxers. She traced her fingers around the faint outline of my growing hard cock, before sticking her hand into the opening of the boxers, and fishing my cock out of it. She wrapped her hand around my shaft, and slowly rubbed up and down as I grew to my six inch fullness, her fingers loosing their grip as I got thicker and thicker. When I was fully hard, she leaned forward, kissing the tip of my cock, before sucking me into her mouth. Tara had no problem at all of deep throating, and every time she would bob her head, I could feel my cock hitting the back of her throat.
I leaned back in the office chair I was sitting in, enjoying the feeling of Tara’s lips around my cock, her tongue sliding up and down my shaft, her hand gently squeezing my balls. I was slowly starting to buck my hips up, meeting her mouth, trying to get even deeper. When I started to moan, telling her how good it felt, she popped her mouth off, her hand quickly taking its place. “Have I convinced yet? Or do I need to do more?” She asked me to which I responded, “I’m getting close, both in cumming, and in joining the team.”
Tara stood up from where she was kneeling, her hand still stroking my hard cock. She brought her other hand up to the back of my head, and pulled me in for a deep, passionate kiss. When she broke it, she said, “how about you bend me over my desk, and fuck me?”
I wasted no time in reaching down, quickly undoing Tara’s capris, and pulling them down her legs. I noticed she had no panties on and made a comment about it. As Tara bent over, placing her hands on her desk, she said, “last time I wore panties around you, you stole them. Figured this wouldn’t let you do that again.” As I stuck my finger in between her hands, slowly rubbing her pussy juices around, I said, “oh, so you planned for this to happen?”
Tara let out a low moan as I stuck my finger in her wet pussy, slowly pulling it in and out as my cock twitched next to her toned ass. “If I had my way, my husband would have been gone when you got here, and I would have greeted you naked, and started the day off with a blowjob. And ended it with you fucking me.”
With that said, I moved my hand away from her tight pussy, lined up the tip of my cock with her entrance, and grabbed onto her hips as I pushed my way in. Gripping her desk tightly, Tara moaned as she felt my thick cock stretching out her pussy. I took my time, slowly going until I was all the way in her. She laid her head down on the desk, breathing deep as she got used to my size. When I saw her start to move up, I started to pull out of her, leaving just the tip in, before I pushed back in. Still holding onto her hips, I used them as leverage as I worked up to a steady rhythm.
When Tara starting moaning and pushing her hips back towards me, I reached forward with my hand, grabbed her hair onto a ponytail, and pulled back on it, causing her to arch her back, nearly standing up in front of me. Still pounding into her, I begun to kiss her neck, sucking on her ear lope, and said into her ear, “do you want to know how you can seal this deal?” Tara, in between moans asked me how and that she would do anything and I said, “drop back to your knees, and let me cum on that pretty little face of yours.” Tara nodded yes and I let go of her hair, grabbing onto her hips again, using them to pull her skinny body on and off my thick cock.
When I felt myself getting close, I pulled out of her pussy, leaving a trail of our juices dripping down her leg. Tara quickly spun around, dropping to her knees as she did so. She reached out for my cock, taking it in her hand, and started to pump it, aiming it at her face. Her mouth open, her tongue out, she was looking me in the eyes when the first burst shot out the tip of my cock, landing on her nose. Every time she would get her hand close to the head of my cock, another stream of cum would shoot out, and Tara was an expert at spreading it around. Some got in her mouth, by her eyes, her chin, her forehead. When I was done, her entire face was covered in my cum.
Trying to catch my breath, I told Tara to stay where she was, grabbed my phone and quickly took a picture of her. I told her she was free to go clean herself off and she jumped up, saying she would return shortly.
I pulled up my pants and boxers, sitting back down in the office chair, and sent the picture and a message off to Kayli. When Tara came back into the office, her face wiped cleaned, she asked me, “did you send that picture to Kayli?” I told her I did and she said, “what did you say? That I did a great job and you’re going to join us?” I replied back, “nope, I asked how else she was planning on recruiting me. As great as that was, this would be a pretty big career change for me.”
Tara nodded along with me and said, “I think I might have one more thing that could help convince you. Follow me!” Tara started to walk out of her office and I quickly jumped up to follow behind her. She lead me to her bedroom and told me to take a seat on a chair across from the bed. I did as she asked, then watched as she stood in front of me, and started to strip.
First, she pulled her shirt off over her head, leaving her in a white bra that she quickly reached back, unclasped, and pulled off her arms. Her breasts exposed, she grabbed at her nipples with her fingers, pinching and pulling them, culling her small breasts in her hands and squeezing them before she reached down, unbuttoning her capris, and turning around as she pulled them off her ass.
Even thought I had just seen her lower half naked a few minutes before, I was still amazed at her body. Tara loved to work out and it showed, her ass was toned, her abs tight, she had long, shapely legs. After getting herself naked, she climbed onto her bed, laying in the middle of it and spread her legs. She stuck one of her fingers into her mouth and sucked on it, before tracing a line down her body with it, stopping to pinch her nipples again, before finding its way to clean shaven pussy. She used her other hand to spread her pussy lips open, giving me a great viewpoint as she slipped her fingers inside herself, moaning out as she begun to finger her pussy.
Watching her, I felt myself starting to grow hard again and shifted in the chair. When Tara started to rub her clit with her free hand, while still sliding her finger in and out of herself, I was ready to burst out of my pants. As she brought herself to an orgasm, her back arching off the bed, her legs closing to keep her hand in place, her moans filling the room as she fought to keep her eyes open to continue making contact with my eyes. When she was done, still rubbing her pussy, she closed her eyes, licked her lips, then opened them back up to look at me again.
I told her, “you know that doing that in front of me is going to get me hard again, right?” Tara nodded yes and said, “I’m counting on it. Feel free to join in…don’t make me pull out any of my toys.”
“As much fun as that would be to watch, I would rather join in,” I said as I stood up, pulling my shirt off and tossing it to the ground. I took a step towards the bed, pulling my pants and boxers down and off before I climbed onto the bed. Tara spread her legs again, her hands reaching out for me as I crawled on top of her. She wrapped her arms around me, pulling me closer to her, our lips meeting in another passionate embrace as my rock hard cock twitched between us before slipping into her wet pussy. I pushed into her, her orgasm having opened her pussy up enough for me to have no problems. I slowly started to pull out and push back into her as we continued to kiss. I could feel her nipples brushing against my chest as I moved up and down her body, her legs wrapping around me, pulling me in closer and deeper.
We broke our kiss as I started to pump in and out of her harder and faster. Tara was letting out little moans when her phone started to ring. She glanced over at it, placed on her nightstand and said, “it’s Kayli. Should I answer it?” I nodded yes and she said, “I’ll put her on speaker. Don’t stop.”
Tara placed the phone next to her and swiped to answer and put it on speaker, saying hello as she did so. I heard Kayli on the other side say, “hey, I just saw Danny’s picture. I’m guessing everything went good?” Tara, in between moans, replied back, “it’s going great.” Kayli hesitate before answering, I’m assuming listening to Tara’s moans and said, “going? Is he still there?”
“Yes!” Tara screamed out as an orgasm flooded over her body, her legs squeezing shut and pulling me even closer into her. “God, that’s hot. I’m jealous,” Kayli said on the other side of the phone. “I guess call me when you’re done so we can talk.”
Tara moaned out a good bye as I continued to pump into her. When she ended the phone call, she loosened her legs around me and I pushed myself up, giving me room to fuck Tara with my full length, pounding into her harder and faster with every thrust. With her moans filling the air, her breasts bouncing below me, her eyes shut, a look of pure pleasure on her face, I could feel her hips pushing up below me as our bodies rocked together, my hard cock sliding in and out of her tight pussy.
I started to moan as I felt my cock pulsating, letting out a out sigh as cum exploded out of me, filling Tara’s pussy. I slowed down, pumping in and out of her, using her pussy to milk the cum out of my cock, as Tara moaned out how good it felt. As I finished and pulled out, a trail of cum dripped from my cock, onto her bed. Tara glanced down, my cum coming out of her pussy. She leaned her head back, laughing in pure bliss as I rolled off, laying down next to her.
After catching her breath, Tara leaned over the top of me, gave me a kiss, then said, “Will you promise me one thing?” I asked what it was and she said, “even if you decide not to come work for us, don’t let this be the last time you fuck me like that.”
I laughed and told her I promised, as I pulled her in for a tight hug.
Source: reddit.com/r/eroticliterature/comments/118c11a/working_in_real_estate_part_2_m35f34_oral
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