The Trans Ultra Collection Vol 1

by Ursula Lovelace

  Nonetheless, I was nervous as hell. I was about to take the subway to a man I barely knew in order to perform oral sex for him. This plan was like a powder keg waiting to be blown up. I could run into someone I knew who might see through my disguise. Or I could run into a fellow actor and have my reputation utterly ruined.

  Assuming that I even got to Alex’s house, I would have to convince him that I was indeed a woman. He had only heard my voice but my appearance was untested. Even though I was just supposed to suck his cock, he could get frisky with me. What is he tried to touch my breasts or slip a hand under my panties?

  I trusted my skills as an actor. I knew I could fool Alex. More importantly, I knew I looked the part. My dark blouse and skirt combo went nicely with my recently shaved legs. My hair had been tied back so it didn’t block my face. A pair of strappy red high heels finished the look. I knew I was sexy. Now, I just had to go to his place and suck his cock for three thousand dollars…

  It was a lot to take in but there was no turning back now. With my high heels, I walked across the yard of my condo and towards the subway station. I thought about calling an Uber but I decided that riding the subway would give me more privacy and less awkward questions.

  I passed by a few neighbors. They were a couple of men having a barbecue on their front lawn. I didn’t know them very well but we talked from time to time.

  This would be the first test for Harriet.

  I braced myself for the worst.

  To my shock, the men smiled at me. One of them even asked. “Want to join us?”

  I replied in the woman’s voice I had practiced. “I’m fine. Thank you.”

  “Going for a night out?” the other man asked. “You look like the belle of the ball.”

  I gave a girlish giggle. “Thank you. I’m doing some late night work.”

  He laughed. “Well, you can always came back if you want to relax.”

  I smiled. “I’ll keep that in mind.”

  My body relaxed after that exchange. My disguise was a success. It was more than a success. One of the men was still looking at me as I walked away. If I didn’t know any better, he was checking me out. It filled me with much needed confidence.

  The subway station had a few people. The women glanced at me as the men ogled me. It distracted me from the fact that I would be sucking another man’s cock in an hour. Nonetheless, I enjoyed the attention I received from the men.

  When the train arrived, it was packed and there were only a few seats left. Thankfully, the men let me have one while they stood. Being a woman had its perks. Everyone was nice and smiled pleasantly at me.

  Some of them were actually pretty hot. I saw one well-dressed businessman sneak a peek at me. He looked like some high-powered executive that women would fawn over. The man ignored all the other women on the subway and looked at me. He used to be the type of man I wanted to be. Now, he was the type of man I’d love to seduce.

  Nevertheless, my stop arrived and I left the subway. I was actually pretty embarrassed about the attention I was attracting. Men ignored other women to look at me. It was something the other women did not appreciate since they were out on dates with their husbands and boyfriends.

  As strange as it was, I felt more comfortable as Harriet than I ever did as Harold. People were nicer to me. I had acting jobs piling before me. Every smile I received as a shot of confidence straight into my veins.

  At the same time, I needed to toe the line. If what I was doing wasn’t illegal, it was at least dangerous. I was using a disguise to deceive people. As thrilling as it was, I could land in a world of hurt if someone found out.

  I committed to acting cautiously as I approached Alex’s apartment complex. It was a nice enough place with a fully manned lobby. I spoke to the gatekeeper who said that I was expected. Then, he pointed me to the elevator.

  This was my last chance to bail and make a run for it. At the same time, I needed the money. Three thousand dollars would float me over until I found more respectable work. So what if I had to suck a man’s cock? At least it would pay the bills.

  It looked like Alex had money to spare. The apartment here were much nicer looking than my condo. Everything was clean with well-dressed staff taking care of the place. Thankfully, none of them bothered me and most tenants were asleep.

  I went up the elevator to Alex’s suite. As the floor number went up with each increment, I knew I was approaching the inevitable. A part of me reconsidered my plan but the other part won me over. I was drunk on my newfound confidence as Harriet. I was no longer the anxious, underemployed actor.

  After taking a moment to compose myself, I rang his doorbell.

  Within seconds, Alex opened the door and said. “You’re here. Good!”

  He was just as attractive in person as he was in a photo. Being in the acting industry meant that you took care of your appearance. Alex seemed to have shaved and showered for me. He even had a fresh haircut.

  I replied in Harriet’s voice. “Thanks for having me.”

  I needed to keep up the act. I was getting over my initial fears and settling into my role. The success I had experienced so far as Harriet had emboldened me. Nonetheless, I had to be careful about maintaining this charade until I got paid.

  Alex got right down to business. He took out his wallet and pulled out several hundred dollar bills. Then, he placed it on the table and said. “That’s half of our agreed amount. You’ll get the other half when we’re done.”

  I took the sum of money. I would have to work for the rest. “Thank you, Alex.”

  He sat down before a nearby table. “I haven’t heard about you before, Harriet. You’re a bit of a surprise since I like to know all of the up and coming talent in this area.”

  “I just moved into the city,” I replied, remembering my cover story. “I’m still working my way up.”

  He smiled at me. The man seemed utterly spellbound for me. “Well, I’m sure you’ll get your big break sooner or later. I can help you move up quicker.”

  I gave a giggle. “Let’s focus on today.”

  I wasn’t sure what to do. Or how far Alex planned on going with me. I was just supposed to perform a blowjob.

  Alex took the initiative by learning forward for a kiss. Resisting the urge to pull away, I met his lips with mine. He kissed me back with vigor and I succumbed to his advances. His hands gripped my sides as his tongue probed me.

  To my surprise, I was shocked at my body’s reaction. I felt as though this was the most natural thing in the world. This felt less like a charade and more like the real deal.

  Not even as an actor had I kissed a man before. Hell, I wasn’t even sure I would kiss a man on film for money. I had thought I’d want this to be over as soon as possible.

  Now, I was meeting his lips with mine. It didn’t repulse me one bit. Alex was surprisingly passionate and playful. I rather enjoyed him stroking the sides of my body.

  In the back of my head, I knew I had to be careful. One slipup and Alex would know that I wasn’t a real woman. Thankfully, my fake bra fooled him was cupped and squeezed my breasts. Nonetheless, I needed to take control before he started feeling under my skirt.

  I reached under Alex’s pants and felt his growing erect. He was already hard as hell from just kissing. I knew I could get him to come within minutes. I just had to perform the deed required of me.

  Unzipping his fly, I pulled his pants down his legs. His large cock was trapped under his boxers. Seeing it up close made me realize what I was about to do. My heart thundered as the sinking realization hit me. I needed the money if I wanted to pay my bills. This wasn’t going to be a regular thing for me.

  Suddenly, Alex pulled down his boxers and revealed his throbbing shaft. I gasped as the hot cock made contact with my lips. He grabbed the base of it as if it were the hilt of a sword and said. “Let’s get down to business.”

  After taking a deep breath, I leaned forward and swallowed his cock.

  His shaft slipped rig
ht in and edged towards the back of my throat.

  It was warm and pulsated inside my mouth.

  Alex groaned as he filled up my cheeks. “Oh… that’s it.”

  I was more shocked at what was happening. More than that, I was shocked that I wasn’t disgusted. This actually felt kind of nice.

  Soon, I began to lick and suckle his cock. I had never done this before and went on with pure instinct. I bobbed my head up and down the length of his shaft. I trailed my tongued down the underbelly of his throbbing cock. I took so much of him inside of me that it entered my throat.

  With time, I got accustomed to deep-throating him. There was so stopping me now. I was going to see this through.

  I began by cupping Alex’s balls and gave them a soft squeeze. He groaned and drove his cock deep into my mouth. “Oh yeah, Harriet. Keep doing what you’re doing…”

  He was really getting into it. Alex didn’t seem to have the slightest bit of suspicion that I was actually a man. For that matter, I forgot that I was even here for money. I was actually beginning to enjoy the taste of his cock.

  However, Alex couldn’t go on like this forever. I felt him shudder as his cock tensed up in my mouth. It was as hard and rigid as a stone. He felt like a cannon about to go off.

  Alex leaned back and groaned as his cock erupted. “AHHHH!”

  The man’s cock supported its seed onto the back of my throat. I would’ve choked if I hadn’t gotten so used to his girth. He kept going on and on. I felt his hot cum drip down from my lips.

  Finally, Alex slipped out of my mouth and shot a load onto my face. He covered me from my cheeks down to my chin. The man seemed to be completely lost in the moment. His cock was acting with a mind of its own.

  Finally, it was over. I wasn’t sure what to think about it. I had enjoyed it more than I would’ve thought. More importantly, Alex had never suspected that I was actually a man.

  Catching his breath and handing me a tissue, Alex said. “God, that mouth of yours is a miracle worker!”

  I giggled as I wiped the hot come off of my face. “Thank you.”

  “No seriously,” he continued, putting on his pants. “Who the hell taught you to suck cock like that?”

  I shrugged. “I guess I’m a natural.”

  Alex grinned and handed me a business card. It listed his film production company. “I wouldn’t mind doing this again, Harriet.”

  I hesitated. I didn’t want this to be a regular thing, especially if he wanted to escalate things. However, the money was easy. I took his card and said. “I’ll keep you in mind, Alex.”

  I cleaned up and collected the rest of my pay. It was enough to cover over two months of rent. It felt nice not to worry about money for at least a little while.

  Things were looking up.

  At the same time, I knew this kind of money could fly by quickly in a city like this. I needed to make it last until I found a new acting gig. It wasn’t like I could keep going to the apartments of rich producers and suck them off for cash. There were some wacky people in the film industry and I didn’t want to risk meeting them. They wouldn’t be happy with just a blowjob. I was an actor, not a prostitute.

  Then again, being Harriet came easily to me. She was a second set of skin that was more comfortable than mine own. I had never felt so happy and accomplished ever before.

  Regardless, I looked for more acting gigs as Harold. I also turned in my resume for some menials jobs. Neither strategy was successful. It seemed no one wanted anything to do with me

  I got so depressed that I starting going out as Harriet. It was just what I needed to cheer myself up. Not only did I get to indulge in my acting abilities but I also got treated like a beautiful woman.

  Men fell over themselves to be nice to me. They held the door for me and bought me drinks at a bar. I didn’t have to spend anything other than a thank you and a quick peck on the cheek.

  I started doing everything as Harriet. Whether it was shopping for clothes or visiting a movie theatre, I did it as her. I’d get the best seats in the theatre and free food. I was spoiled rotten by how nice everyone was.

  Nonetheless, I needed to focus on my financial situation. Getting free movie tickets wasn’t going to pay my bills. I knew that my biggest asset was my acting skills, especially when I was dressing as Harriet. I just needed to convince others of my acting abilities.

  Unfortunately, I had other things to worry about. One day, Jack arrived at my door. Initially, I was worried he had discovered Harriet true identity.

  Indeed, he had come for her. However, it wasn’t for the reason I suspected. “Hey, Harold. Just stopping by.”

  “No problem,” I replied, trying to keep my composure. “What’s this about? You have a job for me.”

  “Sorry, I’m still looking,” he said, shaking his head. “I might have something for your friend if she’s interested.”

  “My friend?”

  He peeked into my room and saw women’s clothing strew across a couch. I had forgotten to clean up. “You know, the one staying with you. I think Harriet was her name.”

  I laughed nervously. “Oh her. Harriet’s still staying with me. She’s out now.”

  Jack nodded. “Could you tell her I have work for her if she’s interested?”

  I almost laughed at how much work was falling on Harriet’s lap. “I’ll relay the message. Thanks for stopping by.”

  My disguise was working much better than I had ever expected. Jack had thought Harriet was an actual human being. More than that, he thought she was a talented actress in need of work. Hell, he even seemed attracted to her.

  It was risky but I decided to go to his office and meet with him as Harriet. It took all of my skill to pull this off. I had to pretend to ask for direction in Jack’s office to help sell my act as the newbie actress.

  Soon, I was led straight to his officer. Everyone treated me like some VIP. I felt like a rising starlet. It was much better treatment than I ever received as Harold.

  I stopped for a couple of minutes in order to collect myself. I had practiced my voice to make it sound more womanly. I had been Harriet for weeks now but I still felt nervous about this. No one knew me better than Jack. Alex had been some stranger I met over the internet.

  Regardless of my anxiety, I opened the door to Jack’s office. When I entered the office alone, he broke into a smile. “Thank you for coming, Harriet.”

  “Hi,” I replied warmly, taking a seat in front of him. He didn’t seem to suspect anything. “Harold said you wanted to see me.”

  I was a bit taken back at how warmly he was greeting me. I suspected that he was in love with me. I could use his attraction my advantage.

  Then again, I had taken extra care in my appearance for today. I had spent hours on getting my hair right. My makeup was flawless from my eye shadow to my lipstick. Most importantly, I made sure my new dress brought out my figure. A padded bra finished amplified my nonexistent bust.

  I had used some of my money from Alex to buy new clothing. The dress was from a top department store in the city. As for the lingerie, I had to order them from a specialty online store. They were skimpy enough to be sexy while thick enough to hide my actual assets. My cock was safely hidden within the lacy panties. I wouldn’t have to worry about it falling out even if I pulled the back of my panties down.

  Jack looked like he would do anything for me. His eyes drank in the sight of me like a cartoon character. I could do the same thing for him that I had done for Alex. He would pay a fortune for it.

  He continued to shower me with praise. “I’m surprised that Harold didn’t mention he was hiding such a talent at his place.”

  I had never seen him act so nice to a new actress. The Jack I knew tended to be critical and stern. “Harold is part of the reason I’m meeting with you.”

  “Really?” he replied. So far, the casting director was buying my act. “What’s this about?”

  I continued. “He’s been bummed out about not finding an
y acting work. I’ve been helping try to get auditions but it isn’t working. Even finding odd jobs is tough for him.”

  Jack seemed to be more focus on my looks than my words. “Uh-huh.”

  “He’s too proud to ask you directly,” I began, flashing a smile at him. “But could you do Harold a favor and find him some acting work? It doesn’t have to be a big role. Please, as a favor for me.”

  He leaned back and paused. “Look, I’ve been keeping my ear to the ground for his sake but nothing has come up. However, I think I can find work for you.”

  “That’s fine and all but Harold really needs this,” I pleaded. “Surely, there is something I could do to help find work.”