Ryan has been working there for almost two months now and loving it. He is pretty much dressed all the time now. He’s always wearing panties and a bra, so much so that he has moved his guy stuff to a box in the closet. For work, he has even started applying a little makeup that he learned to apply from online videos. While home, he is in either leggings or shorts and a soft tee shirt.
He has thought about how the bra feels and how flat he looks while dressed, so he ordered some falsies and put them on, and he looks so much better. His days at work are great; walking around in heels, hose, and skirts feels amazing to him. And his Fridays are no different; at the end of the day, Lori calls him in and asks to see his thong, and after he shows it off, he licks and sucks her till she is satisfied. This weekend he decides to try something new; he heads out to find a matching bra and garter to that thong she gave him.
He finds a sexy lingerie set and also picks up his first set of stockings, and he can’t wait to try them out on Monday. Monday morning Ryan puts on his new red bra and garter, slides the stocking up his legs, and loves the way these feel. He attaches them to the garter and then puts on the thong. He decides to try out the new four-inch heels Lori gave him, and they really make his ass pop.
He puts on the shortest skirt he has, which is mid-thigh; not so short to be slutty, but still sexy and professional. As he puts on his new red silken blouse, he almost forgets about his breast forms. He puts them in and buttons up. He thinks he looks so sexy in all this, but he is still looking professional. As he goes into work, he immediately notices the difference between wearing a thong and stockings as opposed to pantyhose. He feels so sexy and yet exposed without being exposed.
He does his work like normal and enjoys lunch with the ladies in the office. At the end of his break, he heads off to the restroom and tries for the women's, which he had been using. That's when he is pulled into the men’s room by John. He’s scared of what’s going to happen; John says to Ryan, "You're looking amazing today. I really need a blowjob since my girlfriend left me months ago."
Ryan begs and says, "I've never done anything before, and I don't look at guys that way."
John says, "All you have to do is get me off and nothing else. I'm leaving the company tomorrow and you'll never see me again." Ryan thinks for a moment and says, "Fine, but not too loud." John goes and locks the door and promises he won’t tell anyone. Ryan looks around one last time, and when he turns back, John’s cock is out, and he is stroking himself.
His cock was huge compared to Ryan’s; he puts his hand around it and gently strokes John’s cock. Ryan was thinking it must have been at least ten inches. He gets on his knees and looks at it, still stroking it. Thinking to himself now or never, he puts the tip in his mouth. All Ryan could think about is how big and warm his cock feels in his mouth.
He starts to do what he has seen in various porn and starts to bob his head up and down the shaft while jacking him off at the same time. He wasn’t taking much more than the tip. John put his hands on his head and started pushing him down, making him take more. He did his best to resist but finally gave in. John starts thrusting in and out of his mouth. All he could do was hold onto John’s belt as he fucked his mouth. John kept pushing deeper and deeper, making him take more and more of his cock. John is now forcing half of his cock in and out of his mouth.
Ryan couldn’t believe he was on his knees in the men’s restroom sucking his first cock and actually kind of liking it. He does his best to suck off John and take his cock, moaning on it and stroking it while he bobs his head. He can hear John’s moaning and grunting getting louder, and he knows what that means.
He tries to pull away, but John holds him there. All he can do is accept what is about to happen. John’s cock starts to throb in his mouth, and he feels the first shot go all the way back. He starts to swallow because it is his only option as John is holding his head. Shot after shot, John unloads in his mouth, he is doing his best to swallow. He counts six squirts before John relaxes and lets him go.
John helps him up, and he looks at himself in the mirror. Seeing a little cum on his chin, he does the only natural thing now and scoops it up with his finger and sucks it clean. Ryan straightens out his skirt and cleans up around his face. John says thanks for the best blow job he's ever had and walks away, leaving Ryan in the restroom, thinking about what he just did.
Ryan looks at his reflection in the mirror, messy hair and lipstick messed up, wondering what he's going to do now because he has the rest of the workday to get through, but never thought he would need a purse. He runs his finger through his hair and that makes it better but not great, and decides to wash his face to solve that problem.
He pokes his head out of the restroom and notices Jess going into the women's. Ryan quickly moves from one to the other and gets her attention. Jess has always been very friendly and open with him so he decides to tell her what happened. Her jaw drops in disbelief. She asks him, "Did you like it, and enjoy it?"
Ryan says, "I didn't not want to do it but it's not how I imagined." Jess just smiled and helped him fix his hair and makeup.
Jess tells him about girls night coming up and she will talk with the other girls in the office and see if they are fine with him joining. Ryan hugs Jess and says, "Thank you so much for your help," and if she could please keep the event between Jonh and him a secret for now.
Jess says, "No problem, and don't worry about him."
Ryan works through the rest of the day with distracted thoughts of what happened and whether or not he has feelings towards men now. Thinking about girls' night and what they do, he's relieved when it's the end of the day, says goodbyes to all the girls, and Miss Lori, heads home to change and be left alone with the events of today in his head.