A Job Interview Gets Intimate

by Stephanie

31 Oct 2022 7951 readers Score 8.9 (61 votes) PDF Mobi ePub Txt


“Are you who I talk to about the interview?” I whispered, looking down the long hallway.

“Stephanie, right?” he said, standing from the desk. “It can get a little confusing with all the rooms. Please, have a seat on the couch.”

I walked into the cramped office. It was little more than an angled desk, a chair, and a couch next to the door. I sat down, sinking into the cushions more than I expected.

“I really like that blazer,” the guy said, “unique pattern.”

“Thank you! It was a gift, wasn’t quite sure how to wear it in an outfit to be completely honest.” I pulled at the blazer’s sleeve. I wore a simple top beneath it, tucked into waist high skinny jeans, and ankle boots.

“Well business casual will fit right in here,” he said. “I am Beau, by the way.”

“It’s so nice to meet you. I’m Stephanie, obviously, you already knew that,” I said, clumsily shaking his hand. He had a strong grip and muscles that pulled at the corners of his shoulders.

“Oh, could you pull the blinds closed,” he said as he sat down at the desk. “Thanks. So, you are here for the massage therapist position.”

“That’s correct,” I said eagerly. “I am officially certified, finally.”

“How many hours does that require again? Is it 500?”

“600, technically,” I replied.

“Clearly you know what you are doing, then,” Beau said with a smile.

“I would hope so,” I joked, then got more serious. “But yes, yes I am confident in the job.”

“Well, that cuts down a lot of my questions and makes this interview all the easier. Why work here?” Beau asked.

“A number of reasons, really. Reputation is great, the opportunity to work with diverse clients is lucrative, I’m close to my apartment.”

Beau laughed.

“That last one is more of a joke. But, given my skillset, I think I can contribute meaningfully to this company.”

“That’s great,” Beau said, “I can certainly see that. But tell me more about yourself. I know you listed here, and tell me if this is too personal, but you’re trans?”

“Not too personal at all,” I smiled, fidgeting a little. “I am.”

“Awesome! Sorry, that came out weird. I say awesome because, as you know, our clients can pick their massage therapists, and there are a few that would be excited about having you onboard.”

“That is—a little odd, but I’ll take it! I won’t kink shame.” I blushed. “Sorry, that didn’t come out right.”

Beau just laughed. “I get what you meant. And I am sure you know how it is. Everyone has their particular choice for everything, even if it seems arbitrary.”

“For sure,” I said.

“Did you say you got an apartment nearby?” Beau asked.

“I did. Kind of expensive around here.” So expensive I can’t afford it, I thought.

“Alright, so you’re certified, eager to work—how are you with nudity?”

“It makes tucking my phone away more difficult,” I joked. “But no, it isn’t an issue. Part of the practice.”

“Very true. I only ask because some of clients are more—open? Embracing the full extent of relaxation and intimacy—within limits, that is.”

“Limits?” I asked.

“Yes, I can get into that. So, as you know, these are highly competitive positions. The position we are trying to fill currently is two parts. The first, you deal more with the daily client, simple. That you already know how to do.”

“And the second part?”

“Same thing, essentially, but you’ll focus on our elite member clients. And they can be demanding,” Beau said.

“I think I could manage that,” I said. “Demanding how?”

“Perhaps demanding wasn’t the right word. These clients are willing to pay a premium for—a complete experience. If you understand what I mean.”

“A happy ending?” I laughed. He can’t be serious?

“Yes!” Beau said.

“Wow. Well, that will certainly get you to relax,” I said. “But you are joking—right?”

“Nope. We don’t advertise that, obviously, but it does pay you well for just a little extra work on your end. I only mentioned it because you have a certain—energy? I like it. But like I said, it is a completive position. Comes with more pay, though.”

“How much more would the pay be?” I asked curiously.

“I don’t know,” Beau smiled, “that is negotiated as part of your tip between the client and you. But if I was to guess, it could be anywhere from a few hundred to close to a thousand, depending on the client.”

“Whoa,” I said, “in addition to my wage?”

“Like I said, it’s part of your privately negotiated tip.”

I started to suck on my lower lip. I mean, that is a lot of extra money. And I really need this job. “I don’t know,” I whispered.

“You can always try it, and if it isn’t for you, we move you to a different client,” Beau said. “And, this goes without saying, but this is confidential information. We are highly selective with these positions.”

“And you offered it to me—because I am a transgirl that fits a certain fetish of your clients?” I guessed.

“First and foremost, you’re qualified. Let's get that straight. But yes, you would contribute to the team in ways others cannot,” Beau said.

I tapped my boot against the floor as I thought. “Sorry, this is just a lot to consider. I mean—I do really want this job. And I get to set my own limits?”

“There are some expectations.”

“Okay. Hmm,” I said. I started to bite at the polish on my fingernail. I do need this job.

“How about we do this,” Beau said. “I would need to do an additional interview before I offered that position. If you feel comfortable, we can do that now.”

“Alright, yeah,” I said almost absently. “Let’s do that. What type of interview?”

“Awesome. Could you stand up for me?”

“Alright,” I said and stood.

“Now, could you take off your blazer and set it on the ground next to the couch.”

I did as he told me without saying anything.

“Great. Now turn around, slowly. That is great. And your shirt as well.”

“I only have a bra underneath,” I said.

“That’s okay,” Beau said.

I hesitated, then took off my shirt. Beau inspected every bit of my exposed body. “And now your jeans.”

I started to unbutton. “So, if I pass this interview, you’ll offer me the job?”

“If you pass, the job is yours,” Beau said.

“Okay.” My heart was starting to pick up, anxious and excited. I took off my boots, then slid off my jeans, until all I was wearing was my bra, thong, and socks. I wasn’t quite sure what to do with my hands, so I held them over my chest.

“Now come around here,” he said, scooting his chair back so that I could stand in front of him. “Turn around, yeah, and I’ll help you with that strap.”

Beau unbuckled my bra. I held it in my hands, so nervous.

“Nice little boobs,” he said, cupping me. His hands were a little cold, and I jumped.

“Sorry!” I said. “Cold hands. If you need to feel, though, as part of the interview—”

Beau squeezed my boobs firmly. And it felt good.

“Awesome. Now, can you sit on my desk. Yeah, just like that, you can put your feet in my lap.”

As I sat up on the desk, Beau gently parted my legs. “And can I pull this down for you?”

I nodded wordlessly and he slid down my thong. He spread my legs wider, feeling up and down along my legs. It felt really good. My transcock wasn’t hard, limply laying between my legs.

“And can you get it hard for me?” Beau asked.

I nodded and started to stroke myself. It was frightening, sitting on Beau’s desk, my legs spread, just watching him watch me tug on my transcock. I moaned accidently and blushed. Beau ran his hands across my ankles, then pulled off my socks. I liked the way he felt at my feet, almost like he was massaging them.

I got as hard as I could. “Is that good?” I asked.

“Not bad, not bad. Cute little cock. Hop down now and turn around.”

I stepped down and did as he asked, putting my ass to him.

“Now lean over the desk. Yes, just like that. And spread your cheeks,” Beau said calmly.

I did as he said, showing my little pink asshole to him. He grabbed at my cheeks, then he fingered at my ass—pushing one finger in. “Nice and tight,” he said, wiggling his finger. I moaned uncontrollably. “Perfect.”

He pushed out of his chair. “Now if you could sit on the couch, right there,” he said, leading me. “Now I need to see how you can handle a client. Unbutton my pants.”

I pushed up his shirt and unbuttoned his pants. A part of me really liked following his instructions without question. Love being his little toy.

“Take them off,” he said.

I pushed them to the ground and his cock sprung out. He wasn’t fully hard.

“Show me what you can do with your hands,” Beau said.

I grabbed his cock by the tip, slowly working it harder in my hands. I cupped his balls with my other hand, squeezing gently and looking up at. When his cock got harder, I gripped him with both hands, stroking back and forth.

“Hold out your tongue,” he said.

I did, continuing to stroke his cock.

“Now just stay like that for a minute.” He pushed my hands down, grabbing his cock and rubbing the tip along my tongue. “Good. Now put your lips around just the tip.”

My lips fell around the groove of his tip. I just held him in my mouth, still looking up at him and doing as asked.

“And how far can you take it? Put it as far back as you can tolerate.”

I let lips slide over his shaft, feeling his cock push over my tongue and into the back of my throat. I kept pushing it, fighting the gag, until my lips pressed against his stomach.

“Good. Now hold it there as long as you can.”

I struggled at first. I could feel him halfway down my throat, and I couldn’t breathe. But I held it. Finally I spit out his cock, gasping for air with spittle hanging between his cock and my mouth.

“Not bad. A little practice, and you’re there. Alright now get on your knees. Spread your legs a little more, I want to be able to see your feet and ass. Perfect.”

I knelt down, lips slightly parted and panting. Waiting.

“Now suck me, slowly. I want to feel how your tongue runs along my shaft.”

He grabbed the back of my head, guiding me as I sucked. Pushing his cock down my throat. I started to moan and stroke my transcock. He pulled his cock out of my mouth with a loud thwap.

“Kneel on the couch. And put your feet up. Good, and spread a little more.”

He grabbed my ankles, then pushed my feet around his cock. His warm shaft felt good on my toes as he fucked my feet. He pushed my legs down, and I got on my knees and braced against the couch as he pushed the tip of his dick into my ass. I moaned, then put a hand over my mouth. I felt his wet cock slide into me. Then I felt his balls push against my ass. He pulled out, then pushed in again harder.

What started slow got hard. He pounded my asshole with his cock, reaching around and grabbing hold of my boobs. I could feel my gaping ass dripping as he slid his cock back and forth inside me. I was about to cum when he spun me to my knees.

“Open your mouth,” he said. Cum sprayed my tongue as he filled my mouth. I liked the way the tip of his cock throbbed against my lips.

“Swallow.”

I swallowed hard, then opened my mouth to show him it was gone.

“Perfect. You did great, you can get dressed.”

“So,” I said, licking a drop of cum that had sprayed over my cheek, “did I—get the job?”

Beau put on his pants, then reached for his shirt.

“I think you did great. A little improvement here and there, but you’ll learn. The job is yours if you want it.”

“Really?” I said, then hugged him excitedly. I realized I was still naked, then blushed and backed away. “I mean—thank you!”

“No, thank you. Now, let's talk specifics. When can you start?”

I wiggled into my jeans. “I am ready now.”