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After starting off my week of blowjobs as my Christmas present from Kayli with an amazing blowjob from her sister Erica, I went to the real estate office the next day with Kayli telling me that at some point during the day, Bailey would be stopping by to give me a blowjob. I actually hadn’t seen Bailey since she came over to my house to sleep with me after I let Kayli blow another guy, and was pretty excited to be getting another chance with her.
It was shortly after lunch that Bailey came walking into my office. I got up to greet her with a hug, and knowing what was supposed to be happening, locked the door behind her. Bailey, nearly six feet tall, had her light brown hair tied up in a bun on top of her head. Her company style reminded me a lot of Kayli, but they couldn’t be any different in how they dressed for clients. Kayli usually just put on any ordinary set of clothes, but I knew from being friends on social media, that Bailey all the time dressed up more. Today was no different, as she had on a tan pair of slacks, a tan company coat, and what looked like a white button down shirt under it. Her high heels that she was wearing boosted her up even taller then ordinary.
After making small talk for a few minutes, Bailey said, “so, awkward way to start this, but where am I giving you this blowjob at? In your chair?” I said, “yeah, unless you want to go somewhere else.” Bailey said the chair would work as I sat down in it, after pulling my pants and boxers down. She kneeled on the ground in front of me, taking my semi-hard cock in her hand, and rubbing up and down. As I started to grow harder, I said, “so, I gotta ask, last time we did something, you said I couldn’t finish in your mouth. But, Kayli told me that I would be finishing in everybody’s mouths this week. So, what’s up?”
Bailey laughed and said, “normally, I do only let my husband finish in my mouth. Despite our open relationship, we do try to save some things just for each other. I can’t go into any details, but me and Kayli made a deal and you’ll finish in my mouth today.”
Before I could even think about what deal Kayli made with her, Bailey took hard, thick, six inch long cock into her mouth, moving her head half way down before going back up to the tip, swirling her tongue around it, and going back down my shaft. Her hand wrapped around the bottom part of my shaft, rubbing up and down. As she worked on a steady rhythm with her head and hand, her other hand worked to unbutton her company coat and I helped slide it off her shoulder, taking it from her and placing it on my desk.
Removing her hand from my shaft, she used both of her hands to unbutton the white blouse she was wearing, pulling it open just enough to show her B cup sized cleavage in a white bra. With both her hands away from my cock, Bailey worked to get me all the way down her throat, gagging as I got deeper and deeper. I placed my hands on the back of her head to help, gently pushing her down, until her nose was buried in my groin, spit falling out the sides of her jammed full mouth, and her gagging until she couldn’t take any more and moved back to the tip of my cock.
Her hand went back to my shaft, rubbing up and down as her head bobbed up and down the upper half of my shaft, her tongue continuing to swirl around the tip of my cock. Bailey never broke eye contact with me, as I looked down at her, seeing just a hint of her breasts as she kneeled on the floor in front of me. Seeing me looking at her breasts, Bailey reached down with her hand, pulling her bra down, her hard nipples now visible to me.
I warned her I was close and she started rubbing her hand faster and faster on my shaft, her tongue licking all over the tip of my cock while her mouth sucked me in, until I pushed down a bit on her head, my hips pushing up off my chair as I exploded in her mouth, Bailey pumping more and more out of me as her hand worked my shaftzm, her throat eagerly swallowing my cum.
When I was done, Bailey licked my tip clean, then stood up as I leaned back in my chair. She grabbed a bottle of water I had on my desk, asking if she could have a drink, I shook my head yes, and watched her drink it. After putting the bottle down, she said, “don’t worry, I do like the taste of your cum. But, it makes it easier to do this.” Bailey then leaned down, her lips meeting mine in a passionate kiss, her tongue pushing pass my lips to wrestle with my tongue. I first reached around her back, but then moved my arms to her front, cupping her breasts with my hands, squeezing them, and pinching her nipples with my fingers as we kissed.
When Bailey straighten up a few minutes later after ending our kiss, I watched as she put her bra back on and buttoned up her blouse, saying, “I knew if I kissed you that you wouldn’t be able to resist my tits.” I stood up too and said, “sorry?” Bailey laughed and said, “nothing to be sorry for, wouldn’t have pulled them out if I didn’t want you to play with them. Too bad we don’t have time for more.”
I walked Bailey to the door, unlocking it for her and giving her another hug before she left, with her saying, “bye, Danny, hopefully I’ll be seeing you again soon.”
The next day, I was once again in the office, this time working with Tara. Tara, like ordinary for us on office days, had taken her pants off immediately after coming into the office, leaving her in a red thong, her long, tan legs turning me on, and a red, skin-tight t-shirt, her A cup sized breasts trying their hardest to burst through. Unfortunately, we did have work to do for most of the morning, me having to keep adjusting my boner in my pants, especially since Tara liked to tease me, either grabbing at my cock with her hands and rubbing for a second, or backing her ass up against my groin. I finally said to her, “do you remember when we first started this whole thing and you said you weren’t really good at starting anything? I beg to differ.”
Tara, her blonde hair pulled back in a ponytail, smiled at me and said, “yeah? You want me to stop teasing you so you can get some work down?” I replied back, “no, I want you to get on your eyes so I can shove my cock down your throat.” As I got up and walked towards her, Tara put the papers she had been holding down and glance down at my pants, the outline of my hard cock visible, and said, “good. Better fuck my face nice and hard with it, especially after all the teasing I’ve done.”
I grabbed Tara’s shoulder with one hand, pushing her to the ground, as my other hand worked to undo my jeans, pulling them and my boxers down just enough for my six inch long, thick cock to pop out. I held my cock with one hand, my other hand on the back of Tara’s head as I guided it to my cock. She opened her mouth up, eagerly letting me in, and held it open as I grabbed the sides of her head, holding her still, as I started to thrust my hips back and forth, over and over, shoving the full length of my cock down her throat, making Tara gag as I did. My balls slapping against her chin, Tara finally reached forward with her hand, taking my balls in it, gently squeezing them as I shoved my cock down her throat.
Pulling my cock out of her mouth, I held her head still with one hand, my other hand taking my cock in it. I moved my cock all over her face, covering her in her saliva and my pre-cum. I slapped both of her cheeks with it a few times, before sliding my tip back between her lips. I let go of her head and said, “now, make me cum.”
Tara quickly started bobbing her head up and down my shaft, taking me all the way every time. As I got closer, I grabbed back onto her head, holding it still again, thrusting my hips back and forth, until I moaned out that I was coming. Tara took my shaft in her hand, pumping up and down it as I shot rope after rope of cum into her mouth. When I was done and she licked up the last little bit of cum, Tara pulled my boxers and pants back up for me before saying, “God, I knew all that teasing would be worth it.”
The following day, I was once again working at the office, this time waiting for Jennifer to come in. Mid-morning, she texted me saying, “hey, I’m booked with showing after showing after showing today and don’t know when I’ll be able to make it to the office. Do you think you could meet me at one of the houses around 1 and we’ll figure something out? I don’t want to let you or Kayli down.”
I quickly told her that she could never let us down and that I would meet her. Arriving at the address she texted me shortly before one, I parked my car behind Jennifer’s and watched as she got out of hers. Thinking she was gonna get into mine, I waited until she waved at me to come out. Turning off the car and jumping out it, I walked up to Jennifer and gave her a hug as she said, “sorry, don’t think a BJ in a car will work right now.”
I glanced down at Jennifer’s almost seven month pregnant belly and agreed with her as she said, “this house is empty and my clients won’t be here for about forty five minutes, you OK if we do it in there?” I told her, “of course,” and followed behind her as she walked us to the house. Jennifer, just under five feet tall, had on an oversized winter jacket, mostly hiding her pregnant belly, her short blonde hair was swooped to one side, and blue jeans on, nicely shaping her butt.
Once in the house, we walked into the empty living room, away from hopefully any prying eyes, and immediately started to kiss, Jennifer saying in between kisses, “God, I’ve missed you.” I told her I missed her too as I wrapped my arms around her body, leaning down to kiss her neck, grabbing her ass with my hands. Jennifer took off her winter coat before her hands went to my groin, undoing my pants and pulling them down, fishing my cock out of my boxers.
Slipping out of my arms and kneeling on the floor, Jennifer wrapped her hand around my shaft, rubbing up and down and said, “I didn’t want to bring this up earlier, but we do have two problems.” I asked what they were and she said, “first, there’s no where here for me to lay down for me to deep throat you. Second, I don’t know how long I can kneel like this.”
As Jennifer took me in her mouth, her hand doing most of the work as her mouth could only take a couple inches of me in, I said, “Jennifer, we can do whatever we need to to make this comfortable for you. Hell, Kayli would understand if it didn’t happen. I could even just jack off until I was close, then finish in your mouth.”
Jennifer took me out of her mouth and said, “I was kinda hoping you would say something like that. But instead of jacking off, you could use my pussy.” I said, “where? I can’t imagine doing it here would be comfortable for you.” She replied back, “for like the last month, we’ve only been able to have sex with me on top, or doggy style. We could do either one of those here.”
I said, “man, that would be rough, having to fuck you, but I guess I would have to make it work,” causing Jennifer to laugh as she took me into her mouth again, bobbing her head up and down my shaft, her hand continuing to rub my lower half. Grabbing onto her head, I gently pulled her off my cock and helped her stand up, leaning down to kiss her. I turned her around, my hands fondling her chest through her shirt, then moving down to her jeans. I started to unbutton them, kiss her neck as I pulled her jeans and panties down.
I helped Jennifer down to her hands and knees, as she said, “this reminds me of the first time we did something, when I caught you and Kayli. Vacant house, a blowjob, you getting me from behind. All we’re missing is Kayli playing with herself in front of us.” I kneeled behind her, lining my cock up with her entrance, and said, “you’ve sure come a long way since then, especially when it comes to Kayli.”
As I pushed inside her, grabbing onto Jennifer’s hips, she moaned and said, “honestly, I never had any interest in being with another woman. And outside of Kayli and Tara, I still don’t. But, there’s just something about those two, and being with you, that just turns me into this crazy slut that won’t say no to anything.”
Pounding into her over and over, I spanked her ass, telling her, “good, I love you being my little slut.” I continued to hold onto her hips, slamming into her, cause Jennifer to move forward with every thrust, before she pushed back against me. Hearing her moans fill the room, I told her I was getting close and slammed into her a few more times before pulling out, my cock twitching as I wrapped my hand around it, jacking it off as Jennifer turned back onto her knees, her mouth opened next to my cock.
I placed the tip of my cock on her tongue, and grunted, moaning as cum started to shoot out. Most landed on her tongue, some going into her throat. I pumped my shaft over and over, pushing more and more cum out and into her waiting month. When I was done, Jennifer showed me the cum in her mouth, picked up her phone and taking a video of her swallowing it down, before saying, “Kayli will love that.”
I helped Jennifer pull her pants and panties back up, then did mine. As we walked out of the house and back to our cars, we stopped at hers, where I gave her a hug and a kiss before going back to my car, waving bye to Jennifer as I pulled away.
NSFW: yes
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