Summer laughed as Caleb made a joke about how one of the guys at his gym set off an alarm and was banned. She was enjoying this coffee date they had decided to go on. She had another goal she had to accomplish still, but it was nice getting some one-on-one time with Caleb. “Hey, are you up for continuing this at my place?” She asked with a slightly sultry smile. Caleb smiled before saying “Of Course.” He paid for both of their drinks and took a moment to check Summer out a little more. She was 5’11” so the same height as Caleb and very slender, very petite, except for her ass. Her ass was the definition of the peach emoji and made a lot of guys and girls stare when she walked by. The sunlight gave her blonde hair an even brighter glow than usual and her green eyes seemed to shine like emeralds while in the light.
As they both made their way to Summers’ apartment Caleb thought of all the times they talked and the little dates they went on over the past few months. While he wasn’t dating Ashley, he did feel bad because they had grown close but she wanted to be fuck buddies more than an actual couple and Caleb was fine with that. Besides, he had been talking with Summer and Gabby, who had been dating for a little over a year, and they both seemed to like him quite well.
When they reached the apartment they continued talking for another 30 or so minutes before Summer got down to explaining her proposal to Caleb that she had for awhile. “I know you’ve been talking with both Gabby and myself, and we really like you. We’ve always had an idea of having a third and all. Gabby is already on board with it and so am I but I want to make sure that you’re up for it. So I decided, with Gabby’s consent of course, that I would be the first one to sleep with you. She would’ve wanted it to be both of us at the same time, but I don’t know if you can handle that right away.” Caleb laughed slightly to himself before giving her a Devilish smile and replying, “I can understand that, I’ve just got to wonder if you can handle me by yourself?” This time it was Summer’s turn to laugh to herself before saying, “Follow me to the bedroom.”
They started with a kiss, gentle at first, then rough, then back to gentle. “Okay, you are a really good kisser!” Summer said excitedly. They stripped each other quickly before Summer spit into her hand and started to stroke Caleb’s cock. In turn Caleb started by gently rubbing her clit. They stood there in Summers’ room like this for a few moments, stroking, rubbing, and kissing before Summer pulled away for a moment to speak. “Is it alright if I take some pictures? I want to send them to Gabby later. You can take some pictures to of course!” Caleb just nodded as she grabbed her phone and got down on her knees. She took a couple of pictures, really focusing on the head. The entire time she was biting her lower lip. Caleb patted her cheek and she looked up to him holding his phone. He took a picture of her with with cock over her face.
“Fuck, you are magnificent.” She stroked him slowly, he could feel her breath on his cock. “I hope Ashley doesn’t mind that we are trying to take you away.” She whispered “So she did send those pictures?” Caleb asked. “Oh yeah, like a ton! We knew from the start, though she still refers to you as the ‘friend with benefits’. I can’t even tell you how many times Gabby and I have masturbated to your-ah, I think said I’ve said to much.” Her face had turned bright red. Caleb raised an eyebrow and chuckled. “If you’ve seen the pictures and probably the videos, then you know what I like huh?” He gently brushed the side of her face and traced her mouth with his thumb. She licked and sucked on it before answering, “We know, Gabby would do it without question if she were here instead of me. But you got to work for it. Besides, there is something else I noticed that it looks like you took a liking to that I enjoy, but you’ll have to figure that out yourself.” She smiled seductively before Caleb gently placed his hand under her chin and brought her back to a standing position.
He kissed her again, this time rougher, slowly backing her toward her bed. “Condoms are in the nightstand.” She could barely utter the sentence in between kisses before Caleb stopped and grab them. He put one on then looked at her and smiled that Same Devilish Smile, before gently pushing her onto the bed.
Caleb took a picture of his cock over Summer’s stomach before pushing into her with ease, she was already extremely wet from the bit of foreplay they did and Caleb took notice. With each thrust Summer moaned into Caleb’s ear, each moan spurred him on further. When she went to take a breath he cut her off by giving her a deep kiss and he could feel her tighten around his cock. He moved one hand to pinch her nipples and she squeaked when he did so. His other hand moved to grab her ass and gave it a firm squeeze, again he felt her tighten around his cock. His hands continued to explore, the neck and area above her womb had the same effect. “Alright I figured out where you’re most sensitive places are.” He pulled his mouth away with a smile. “What? No you haven’t it’s only been like 8 minutes!” Summer said with a laugh, which quickly faded as Caleb raised an eyebrow, and pressed firmly onto the area above where her womb was at and started to thrust again. Summer let out loud moan and had to catch her breath when he stopped. Then he grabbed her neck and did the same thing again and bright her to orgasm. “Oh, I’m in danger, aren’t I?” Summer said in between breaths before smiling coyly. Caleb just smiled and gave her a nod before continuing.
Another 10 minutes had passed and Caleb brought Summer close to orgasm again. “Do you want to cum again?” He asked. “Yes please!” Was all Summer could moan out before Caleb put his hand back on her neck. He leaned in closely and whispered “Good girl!” As his other hand went and gave her a pat on the head. Summer’s eyes went wide as she came even harder then before. At the same time Caleb came as well. “That’s new!” Summer said with a shaky voice, her body shuddering from the pleasure still pulsing through her body. Caleb changed the condom and took another picture.
Caleb lifted her legs a little further back while Summer was still twitching from her last orgasm and aimed himself a little lower. “Wh-what are you do-” Her question was cut short as she let out a high pitched squeal as Caleb entered into her tight ass. “I told you, I figured out your most sensitive places.” He said while smiling and thrusting. Her answer was more squeals and moans. After a few more minutes of this Caleb kissed her and she finally snapped back to focus. She wrapped her arms around Caleb and tried not to lose herself to the pleasure but it was no use. “I’m gonna cum from my ass!” Was all she could scream as she did exactly that.
Another 30 minutes had gone by and Summer had cum another 5 times, 3 from her ass and 2 from her pussy. Caleb had also cum another 2 times. He had taken a few more pictures. “Okay okay you can definitely handle both of us.” Summer could barely get the words out in time to stop Caleb from going into her ass again. She tried to get up and just about fell but Caleb caught her and held her. “Well maybe one more.” She laid back down onto the bed but positioned herself to where her head was over the edge of the bed. “Take your reward.” Was all she said as she opened her mouth wide and closed her eyes. Caleb didn’t hesitate, he took off the condom he had just put on and put the head of his cock into her mouth. Summer’s tongue immediately started to swirl around it before it was pushed in deeper, and deeper. Then he started to facefuck her mercilessly. He grabbed her throat and squeezed and reached over and pressed that same spot above her womb. All while repeatedly saying, “Good girl, such a good good girl!” Summer’s choked moans grew louder and louder until she came from getting throat fucked and Caleb shot his load deep inside.
After they both calmed down, and cleaned up, they laid there in Summers’ bed for a bit. “So you came like a lot, way more than like pornstars and stuff. How do you do it?” Summer asked as she took a picture with him and kissed his cheek. Caleb just turned his head and kissed her back. they took a couple of pictures like this before answering. “Buddy of mine is a sex demon and I made a deal with him. Or I have a medical condition that let me keep going.” Caleb said with a shrug. “Right uh huh, keep your secrets, either way I’m glad for it.” She snuggled up to him and laid her head on his chest. Caleb looked at her and just started to gently pet her head. “Mmmh, that feels nice.” Summer said with a smile as she took another picture.
“Oh I have an idea for another picture!” She said while sitting up and looking at Caleb’s cock. She handed Caleb her phone while she started to suck on the head of his cock. He took a picture of her taking the head in, then the shaft, then lastly one of her taking the whole thing. “Alright, let me send these!” She said while taking her phone back. She kept the head in her mouth, swirling her tongue around it and bobbing her head while sending the pictures and texting. Her phone chimed and she smiled. She showed her phone to Caleb, Summer’s last message she sent only said ‘It’s your turn next!’ followed by a response from Gabby ‘ I’m jealous I couldn’t join you guys! When is our Sir gonna break me in?’ Summer turned her phone back around and asked “Is next weekend good?” Caleb smiled at her and answered, “Of course.” Before gently placing his hand on her head and pushing her further down on his cock.
Here is part 3 everyone! Hope you all enjoy!
Part 1: [https://www.reddit.com/r/eroticliterature/comments/tkjbd6/showing_a_younger_team_leader_whos_in_charge_mf/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/eroticliterature/comments/tkjbd6/showing_a_younger_team_leader_whos_in_charge_mf/?utm_source=share&utm_medium=web2x&context=3)
Part 2: [https://www.reddit.com/r/eroticliterature/comments/tmtdgq/being_roommates_with_a_younger_team_leader_mdom/?utm_source=share&utm_medium=web2x&context=3](https://www.reddit.com/r/eroticliterature/comments/tmtdgq/being_roommates_with_a_younger_team_leader_mdom/?utm_source=share&utm_medium=web2x&context=3)
Source: reddit.com/r/eroticliterature/comments/ughzf6/sleeping_with_another_coworker