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A Holiday Surprise for the Intern

Writer's picture: We ConnectWe Connect

It was late on the Friday before Christmas, and James was working well into the night. It was his last day and hardly anyone had made mention of his leaving.


Well, the boss’s wife had noticed. Her father was the owner of the company and would leave his empire to his daughter and her husband. Mrs. Barry, or Deidre as she liked to be called, was the last to leave the office every night. She was smart, funny, and had a figure to die for. She was the very definition of a MILF. She had left James a card thanking him for his contributions and wishing him well.


Her husband, Dave was James’ boss and a lucky man. He’d married into a family of wealth and got to go home with Deidre. James always tried to figure out how someone like Dave could land such a gorgeous woman.


As the party wound down and guests left, James found himself in a very familiar position, one of three people left in the office. As he gathered his belongings, ready to leave for the last time, he received one last email. It was from Dave, just a subject line, nothing in the body. 


COME TO MY OFFICE BEFORE YOU LEAVE.


James closed his computer and made his way towards Dave’s office ready for one last task. As he looked over in the direction of Diedre’s office he noticed she was gone, probably off in the bathroom. James reached for the handle and walked in as he’d done many times before.

Only this time what he found was unlike anything he’d seen before.


In Dave’s chair sat Deidre, her blouse undone and skirt hiked up high enough to see the band of her stockings. Between her breasts lay a silver pendant, one he’d noticed many times before. When she’d lean in to talk at his desk, James would see it dangle between her abundant breasts. Dave stood beside her in the chair, his cock hanging from the opening in his pants. Deidre held it in her hand and was sucking on the tip of it.





“I bet you didn’t expect to walk into this, now did you James,” Dave said as Deidre worked his cock. As her tongue parted from the tip a small bead of precum stretched to her lips.


I uh, I didn’t expect to see this. I think I should let you two finish and maybe you can…”

Before James could finish his thought Deidre chimed in.


“No honey, I don’t want you to leave. You see, Dave asked what I wanted more than anything this year and, well I told him that I wanted the two of you to decorate me with your cum. Now get over here and take out that young cock and let me suck it.”


Deidre was so hot and James had fantasized about her often. He dreamt about bending her over a desk, pulling up her skirt, and fucking her. 


Now was his chance.


James smiled, unzipped, and pulled his cock from his work pants.


“Thataboy,” Deidre said with a smile.


“Let’s spit roast this hot piece of ass, shall we James,” Dave asked.


“Absolutely,” James replied. As he walked towards Deidre he stood her up and reached for the bottom of her skirt and moved it up, exposing her black thong, and pulled it to the ground. From behind, James teased her wet slit only for a second then dove in with his rock-hard member.”


Deidre pulled away from Dave’s cock for just a moment.


“Ohh fuck Dave, he’s got such a thick cock!” 


Dave brushed her hair aside just enough to see her swallow his cock whole. He looked at James and smiled.


“You make sure you fuck her good and hard and when you’re ready, pull out and cum all over her, okay James?”


James still couldn’t believe what was happening but was glad he was there. He smiled at his boss, watching as Deidre sucked Dave like a porn star. My god, she was good and he wanted a go. 


“Can we switch? I’d love to cum on her face if you don’t mind?”


Dave pulled his cock back and looked down at Deidre and she nodded eagerly.“What a good idea, we’re going to be sad to lose you, James,” Dave said as he moved behind Deidre before sinking his cock into her.


Ohhhhh, but you could always keep me around,” James said as Deidre worked him with her tongue. His orgasm was coming and there was little he could do to stop it. 


“Mrs. Barry, I mean Deidre, I’m gonna cum!” 


Just as he got the words out of his mouth she pulled James out unleashing a hot stream of cum across her face. She lashed her tongue, trying to catch as much as she could.


“Now you baby, I want more on my face, please Daddy!”


James looked at Dave as he took two more thursts, then spun his wife around as she fell to her knees. His cock, now a hue of purple, shot another stream across her face. Once again, Deidre lapped and licked, hoping to catch as much of this gift in her mouth as possible. She then sat back in her chair and reached for her pendant which detached. She pressed a small button on its side and placed it on her clit. It was a vibrator. All along Deidre was wearing a vibrator to the office. As she finished herself off, cum now dripping from her chin, Dave put his arm around James’ shoulder.


“Think you can work long and hard into the night, especially when Mrs. Barry needs you to?”


James looked down at Deidre, covered in his and Mr. Barry’s cum, and smiled. Her orgasm arrived and she let her pleasure known.


“FUUUUUUCK!!!!”


“Absolutely Mr. Barry,” James replied.


“Well then, I think you have a bright future with our company!”


Cum covered, Deidre smiled.


“Welcome to the team!”

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