The third day of our St. George trip once again started out with our little group having breakfast together. The girls were talking about their day and what they had planned, what talks they wanted to go to, etc. I was enjoying my breakfast when Kayli said, “by the way, Danny, we’ve agreed that today will be your day off. We know we’ve worked you hard the last couple of days, and think you deserve a day to rest.”
I laughed and said, “if the last couple of days have been hard work, sign me up for more. Keep them coming.”
Tara said, “trust us, we will. But, you still should take the day off. As great as it is, we don’t want to wear you out or kill you this week.”
“So, no sex today?” I asked, just to clarify, to which Kayli said I was correct. I spent the rest of the day wandering around St. George, actually wishing I was with the girls. That night, we enjoyed a dinner together, and as it ended, I asked, “so, who am I spending the night with tonight?” Kayli looked at me and said, “you’ll be sleeping in my room, and I’ll be with Tara. We thought about it, and none of us thought we could resist you if we were alone in the same room.”
I asked back, “what if I get lonely and go to Jennifer’s room?” Jennifer answered back, “we thought about that too. If you come to my room, you won’t get the surprise we have for you tomorrow night.” Tara continued, “remember when I said we each picked a special idea for you? Tomorrow is mine and I would be disappointed if we didn’t get to do it.”
I said, “fine, got it. No sneaking around tonight.”
The next morning, I woke up alone for the first time that week. I woke up to a couple messages on my phone from the girls trying to wake me, and going to breakfast without me. I quickly texted an apology, asking where they were at and got myself ready for the day. After eating some food, I found Jennifer in the conference hall, and asked where she was going. She said, “I need to go to this talk, but I’m not too excited for it.” I told her, “maybe I’ll join and keep you entertained.” She said OK and I followed the five foot tall, blonde with short hair, fit girl, dressed in business slacks and a white blouse, into a conference room, where I convinced Jennifer to sit in the back, away from everybody else, which prompted a devilish smile from her.
Halfway through the talk, when I could tell that Jennifer was starting to get bored, I slide my hand under the table, onto Jennifer’s tight, gently rubbing it. I leaned over to her and whispered, “do you know how hard it was not to sneak into your room last night?” She tried to shush me, but I continued, “the thought of bending you over, slamming into your tight pussy, over and over, making you moan.” Jennifer gulped down as she spread her legs under the table, my hand beginning to rub her groin.
“I wanted to make you scream, so Kayli and Tara could hear you. Maybe even get them to join us.” Jennifer moved in her chair, giving me access to unbutton her slacks, as I slipped my hand inside them, feeling the warmth coming from her pussy. Jennifer leaned over and said, “you have no idea how bad I wanted you last night. I know it would have ruined tonight’s surprise, but it would have been worth it for me.”
I slipped a finger inside her panties as I said, “since I couldn’t make you cum last night, guess I’ll have to do it now. Hope you can stay quiet.” Feeling Jennifer start to get wet, I rubbed my finger up and down her pussy lips until she was wet enough for me to slip inside her. Watching her face turn red as I slide my finger in and out of her, I leaned in again to say, “just imagine this was my cock last night, stretching you out, making you moan.”
Jennifer let out a low, “Oh God,” causing a couple people in front of her to turn around. I pulled my finger out of her pussy, rubbing her clit instead, taking it in my fingers and making little circle motion around it, before going back to sliding my finger in and out of her pussy. Seeing sweat start to drip from her forehead, her breathing getting quicker, I went back to rubbing her clit, more furiously this time, until Jennifer clamped her legs shut, her hand joining mine under the table, pressing me into her, her head laying down on my shoulder, as she stifled her moans, an orgasm coursing through her body, her juices flowing out, soaking my hand and her panties.
When the talk ended a few minutes later, me and Jennifer quickly left the room, running into Kayli and Tara on the outside. Seeing Jennifer’s flushed looked, Kayli said, “did Danny just make you cum?” Jennifer shook her head yes and Kayli said, “Jennifer! We agreed no orgasms until tonight!” Jennifer replied back, “you try to tell Danny to stop when you’ve been craving him all night, he starts to touch your leg, and talk dirty to you. Now, excuse me, I got to go change.”
I asked what was going on that night, but was just told to be patient.
That night was the end of conference dinner and we were all told to dress as nice as possible. I got ready by myself in Kayli’s room, while the girls helped each other get ready in Jennifer’s room. After waiting for them for over an hour, Kayli texted me that they were on their way to her room, but I had to close my eyes when they came in. Hearing them at the door, I sat on the bed in my suit and tie, and closed my eyes as I heard them enter. Giggling and whispering to each other, I resisted the urge to open my eyes, until I heard Kayli said, “OK, Danny, you can look.”
I opened my eyes to see the three women standing in front of me, dressed up more then I’ve ever seen. I let out a, “God damn,” as I looked all of them up and down. First, was Tara, the tallest of the three at nearly six feet tall, standing in between her two shorter friends. She had her blonde hair done in ringlets, hanging around her head, her blue eyes standing out with the makeup she put on. Her thin, fit body had a black strapless dress that hugged her just right, ending just above her knees. Her A cup breasts were just forming the smallesr hint of cleavage over the top of the dress, her nipples poking through as she clearly had no bra on. Clinching a little black purse in her hands, she twirled around, her ass shaking in the dress.
Next was Jennifer, standing to Jennifer’s left. She had left her hair as it was earlier, blonde and short, swooped to one side, the tiniest hint of make up on her beautiful face. She also had on a black dress, this one with sleeves, but cut low, her B cup breasts pressed up and together, making them look bigger. The dress was loosed then Tara’s, flowing freely around Jennifer’s tight body, ending just below her knees.
Kayli, had her black hair with red highlights down around her face, also the tiniest hint of makeup. She wore a silver dress that flowed down to ankles, a slit cut in the side to show off her legs, her left arm and shoulder bare, the dress going up and over her right shoulder and down her left arm, ending at her arm. Her massive double D breasts were covered, but the dress highlighted them in their own way. Kayli, along with Jennifer had on high heels, while Tara had on flats.
After I picked my jaw up off the floor, Kayli asked me, “so, what do you think?” I responded back, “what do I think? I think I just came in my pants.” Laughing, Jennifer said, “you better not have. You need to save that for after dinner.” I asked what was after dinner and Tara said, “your last surprise. All of us. At the same time.”
“God damn. How about we just skip dinner?” I said before Kayli said, “ladies, should we show me the other surprise?” The other two agreed and I watched as they all pulled their dresses up, spreading their legs as much as they could, showing me that none of them had any panties on.
Heading down to dinner, as soon as walked into the room, all eyes were all the girls. As we sat down, a few guys would come over, attempting to hit on them, but always got blown off, making me laugh. We enjoyed the dinner, the wonderful food that was served, and the fews talks given. But, the girls kept teasing me during the night, touching my leg, my groin, brushing against me if they had to get up, our feet playing together, grabbing my hand under the table and leading me to their legs. When dinner ended, I quickly stood up, and walked us to the elevator, ready to get the rest of the night going.
As we waited for the elevator to get to our floor, Kayli asked me, “so, Danny, how are we going to start this? Who do you want first?”
I said, “all three of you stripping me naked, getting on your knees, and blowing me. Then, all the bed, your dressed hiked up, as I pound you each in turn from behind.”
They laughed as Tara said, “wow, you’ve thought that through.” I said, “damn right,” before Kayli said, “Whatever you decide for tonight, we do have one request.” I asked what it was and she said, “Jennifer needs to be punished for having an orgasm this morning. We’ll leave what is is up to you, but, I personally, think you need to take her anal virginity.” Tara spoke up and said, “and I think you just need to make me and Kayli cum before you make Jennifer cum again.” I asked Jennifer what she thought and she said, “as long as I’m fucked good tonight, I’m good with whatever. Make them cum, stick it in my ass, just leave me exhausted and wanting more tomorrow.” We all laughed as the elevator arrived at our floor and we quickly walked to Kayli’s room, locking the door behind us as we entered in.
Once by the queen sized bed, the three girls, after kicking off their heels and flats, circled around me, and starting to take off my suit. Each kissing my lips, my neck, and all over as they pulled off my jacket, pants, shirt and tie, leaving me in just my boxers, my already hard cock poking out. Each girl took a turn to kiss me passionately, our tongues swirling together, before they dropped to their knees in front of me. Kayli in front of my cock, Tara and Jennifer on either side of her. I watched as all three girls pulled my boxers down at once, my six inch cock springing free.
Kayli was the first to reach out, wrapping her hand around my thick shaft, as Jennifer leaned forward. Kayli, my cock in her hand, starting rubbing it over Jennifer’s face, then slapped her in the cheek with my cock. She then pointed my cock at Tara, and rubbed it on her cheek, before doing the same thing to her own face. Kayli then released her hand from my cock, and took me into her mouth, bobbing her head up and down my full length, releasing me and pointing me towards Tara, who repeated the same motion, taking me all the way in before releasing me. When she was done, they pointed me at Jennifer, who could only take the first few inches into her tiny mouth. As she bobbed her head up and down my cock, Kayli leaned down, taking my balls into her mouth, one by one, and sucking on them. Tara joined in, wrapping her hand around the base of my cock, rubbing me up and down in the same motion Jennifer was using with her head and mouth.
Watching the girls work in unison, I said, “if I didn’t know better, I would assume y’all have done this before.” Tara, the only one not using her mouth, said, “we maybe have done some research.” I asked what kind of research and she said, “we looked up some porn videos featuring three girls and one guy to get some ideas. This was one of them.” I said, “what’s the other ones?” Tara just laughed and said, “you’ll see.”
Tara then pulled Kayli off my balls, and the two best friends started making out together as Jennifer continued to blow me. When she finally released me from her mouth, I told the girls to get up on the bed and they did, all three kneeling on their hands and knees for me. I climbed up between them, first going behind Tara, who was on the end. Her dress was short enough that her ass and pussy were already poking out. I lined up my cock with her entrance, and pushed in deep, stretching out her tight pussy with my thick cock.
As I grabbed onto her hips and slowly pushed and pulled my way deeper into her, I watched Kayli and Jennifer put their heads together and start kissing. I reached out with one of my hands and grabbed Kayli’s ass, squeezing it through her silver dress. Breaking their kiss as I pounded into Tara over and over, Jennifer sat up on the bed, and pulled Kayli’s dress up, revealing her glistening pussy. My hand went back to squeezing her cheeks, while Jennifer, licked her fingers, then started to slide her hand up and down Kayli’s pussy lips, before sliding a finger into her.
I pushed in deep a few more times to Tara, her fit body pushing back into me as she moaned every time I bottomed out in her, then l pulled out completely, Tara falling flat on the bed as I did so. I scooted over to Kayli, Jennifer still fingering her, and lined my cock up. Jennifer pulled her fingers out, licking them dry, as I pushed into Kayli, her moans getting louder as I pushed in deep to her. I pulled Jennifer up next to me, pulling her body close to mine, leaning down to kiss her lips. As we kissed, I felt Tara sit up on the bed, her hands touching my body as I pounded into Kayli.
I broke the kiss with Jennifer, twisting around to pull Tara up to me, and started to kiss her. My hands went up her body, to her chest, where I pulled her dress down, her small breasts bouncing out, my hands caressing them, pinching her already hard nipples. I ended the kiss, leaning down to lick and suck on them, after I said, “I was staring at your tits all during dinner. Couldn’t believe you were just sitting there with them poking through your dress.”
My cock slamming into Kayli had slowed down as I focused on Tara’s breasts, but Jennifer had taken over, her hands on Kayli’s hips, helping her you slide up and down my cock. After sucking on both of Tara’s breasts, I whispered in her ear, “I’m going to take Jennifer’s anal virginity. Want to help her get ready for it?”
Tara eagerly shook her head yes and walked around me, getting on the bed next to Jennifer. As I focused back to Kayli, grabbing her hips and slamming into her over and over, Tara pushed Jennifer back to her hands and knees. She pushed Jennifer’s dress up, revealing her shaved pussy and ass. I watched as Tara started to play with Jennifer’s pussy, sliding her hand up and down, spreading Jennifer’s juices all over her. When Tara started to cover Jennifer’s ass with her own juices, Jennifer looked back and said, “Oh God, is he going to stick it in my ass?” Tara said, “yes he is.” In between moans, Kayli said, “fuck, I’m jealous.”
Tara told me that she thought Jennifer was ready, so I slammed into Kayli one more time before pulling out. As I kneeled behind Jennifer, Kayli said, “wait, as much as I want to see this, I don’t want to hurt Jennifer too much. Let’s get some lube on them.”
As Kayli went to get the lube, I pushed my cock into Jennifer’s pussy, slowly fucking her tiny body as she moaned under me. When Kayli climbed back onto the bed, I pulled out and let Kayli squirt the lube over my cock, and onto Jennifer’s ass, and watched as she rubbed it on both of us. She gave me a kiss and said, “be gentle with her.” I grabbed onto Jennifer’s hips, lined my cock up at the entrance to her ass and said, “Jennifer, if it gets too much, just tell me.” Jennifer looked back at me and said, “Just stick it in me and keep going until you finish. I can take it.” I said OK and watched as Jennifer gripped onto the bedsheets and started to push into her ass.
Feeling resistance as soon as the tip of my cock pushed in, I slowly pushed in, stopping to let her get used to it, before going in farther. I heard her whimper and asked if she was OK. She replied back, “it hurts like hell, but also feels so good. Keep going.”
I pushed a few more inches in, then, with encouragement from Kayli and Tara, pushed the rest of my six inch, thick, cock into Jennifer’s ass. I paused again as Kayli asked, “how does it feel?” I responded back, “fucking tight.” Kayli said, “good, now fill her ass up!”
Still holding onto Jennifer’s hips, I pulled back out to my tip, then pushed back in, Jennifer’s moans filling the roll, getting louder and louder as I went faster and harder. Without warning, I pushed in deep, grabbing her hips and pulling her in even closer, her tiny body folding under me as I exploded in her ass, the tightness of it causing my cum to be pressed out as I pumped in and out of her. As I filled her, Jennifer screamed out, “OH FUCK!” A massive orgasm coursing through her body. I pulled out, Jennifer collapsing onto the bed, trying to catch her breath.
Kayli said, “Holy shit, that was hot to watch.” Tara agreed and asked Jennifer if she was OK. Jennifer, after taking a few deep breaths said, “I’ve never had something hurt so bad, but feel so good. And I don’t think I’ll ever have another orgasm like that.” Kayli told her, “probably not. My first anal orgasm was so amazing and I’ve never had one like it since.”
Jennifer, crawling off the bed and over to a chair next to it, said, “I’m sorry, but I’m going to need a while to recover. That was intense.” I stood up off the bed and said, “I want to get myself cleaned up a little after that, then we can keep going. Jennifer can get back involved whenever she’s ready.” As I walked towards the bathroom, I heard Kayli say, “I guess that means me and Tara get to have fun together.”
I turned around and said, “as long as you keep your dresses on. I want to watch you all get naked,” as I shut the bathroom door to clean up.
Source: reddit.com/r/eroticliterature/comments/11zw4sh/working_in_real_estate_part_9_m35f34f32f30