The Trans Ultra Collection Vol 1

by Ursula Lovelace

  Soon, I was stroking him for my own sake. I didn’t care that I was being forced to do this. I felt great pleasure in performing this act for him. Wolfgang smiled when he noticed this change in me.

  As I pleasured him, I felt heat and friction built up between us. It was like kindling firewood. I gripped him harder to assert a bit of control into the situation.

  Wolfgang returned the favor my stroking my exposed thigh. He still didn’t seem to suspect that I wasn’t a woman. Instead, he seemed to actually be enjoying what I was doing for him. I just needed to do my part of the deal before hightailing it out of here.

  At the same time, I was getting hard under my panties. My erection poked its head against the gusset of my underwear. I prayed that it didn’t slip out and alert Wolfgang to my true identity.

  However, the man seemed to be completely convinced that I was a woman. Wolfgang moved up to grab my breasts. The trick I had done with the exercise gel balls had paid off. He kneaded them and believed that they felt real enough.

  Below, I kept stroking him. He felt unbearably hot. It was like touching a heated metal poker. I knew that he was nearing his end.

  Wolfgang couldn’t hold back any longer. He brought his hand down to help me stroke him off. In unison, we both pumped his hard shaft. He spread his legs to give us more room to work with. I increased the speed of my stroking motions. His cock felt unbearably large. I wanted this to go on forever. This naughty act felt more pleasurable than it had any right to.

  That’s when Wolfgang gripped his shaft and groaned. His climax shot a load of semen against my chest. It was such a powerful release than I almost fell backwards. The man grunted in his chair as his erotic convulsions rattled him.

  “Is that enough?” I asked, gasping for breath. I didn’t know how long this would go on. “Please, can you let me leave?”

  “No,” Wolfgang stated, picking me up from the floor. His cock was still hard as ever. It stood erect like a flag pole. He was way bigger and thicker than me. I was surprised that my hands were even able to grip him. “I haven’t claimed you yet.”

  I didn’t know what he had planned for me but I was starting to look forward to it. “Claimed me?”

  Before I knew what was going on, Wolfgang lifted up my body and carried me to his bedroom. The man radiated with vitality and sexual desire. My erection pressed hard against his chest but he didn’t seem to notice. He seemed to be driven by pure lust. I just hoped that I could get out of here in one piece.

  Finally, Wolfgang unceremoniously dropped me on the bed. It was soft and cool as his body had felt warm and hard. The man’s erection was utterly massive. It went high enough to touch his toned abs.

  After placing me stomach down on the bed, I noticed him take out the belt I had found earlier. I didn’t need to be a psychic to know that he didn’t plan on being gentle with me. He was going to use that belt to tie me down.

  As expected, Wolfgang skillfully brought my hands together and placed them past the frame of the bed. Then, he tied them together with the frame which prevented me from moving them. It was a very tight bind. I struggled to even move my hands as the belt rasped against my skin. I guessed that he was expert when it came tying maids up!

  Nonetheless, the man was going to get down to business. He seemed to be interested in my ass which I was thankful for. It was better than him finding out what my groin actually looked like!

  Soon, I felt Wolfgang take my panties off. I felt his erection touch the back of my leg. The flat angle prevented him from seeing my cock and balls. I prayed he wouldn’t lift me up and find my cock hanging low between my legs.

  Thankfully, he seemed more interested in my ass. Wolfgang cupped and teased each cheek. I groaned as his cool fingers touched the supple flesh. I just had to make sure I didn’t get up and reveal my shaft. However, it was difficult with how hard my cock was getting.

  I felt him suck one of my ass cheeks while teasing the other with his hand. It felt so strange to be the recipient of such a skilled performance. He even licked my rosebud with the tip of his tongue.

  I couldn’t help but want him inside of my ass. There wasn’t much else I could do in my position. The belt was as tight as a noose around my hands. I was completely at his mercy.

  I felt Wolfgang bury himself between my ass cheeks. He was tonguing my asshole. I didn’t think he saw my balls. He was too busy eating me out. To my surprise, I was enjoying it just as much as he was.

  Even if I wanted to escape, I couldn’t. Wolfgang had tied the belt tightly around my hands. Just trying to struggle against them made them feel even tighter.

  That’s when I felt Wolfgang place his muscular body over mine. I knew he planned on entering my ass. The man used a hand to spread my ass cheeks. I felt his erection approach the rosebud of my ass.

  Then, I felt its head push into me. I groaned when Wolfgang’s slowly entered me and got used to my tightness. I wasn’t sure if he could fill me to the brim but he was giving it a shot.

  Finally, he entered me with one quick thrust.

  I couldn’t believe he was actually inside of me. Wolfgang’s cock was absolutely huge but he had finally managed to penetrate me. Pain stung me from my backside to all the up to my spine. With time, I got used to having him in me.

  Wolfgang was no stranger to this. He began to steadily pump in and out of me with a set of slow yet powerful thrusts. He was in complete control of the situation and wanted set the pace of our fucking. Yet, I enjoyed it to my great disbelief. I wanted it to go on like this forever.

  He began to increase speed of his thrusts. I felt slide in deeper and deeper into me. The man was like a treasure hunter ransacking the depths of my ass.

  My own erection was trapped between the bed and my body. I was so unbearably stiff as Wolfgang pinned me down. He was too busy fucking my ass to notice how hard I had gotten. In fact, both of us were so lost in the act of fucking.

  It was almost like an erotic dance. He would thrust into me from behind. I would respond with a groan and pivot of my hips.

  Finally, Wolfgang loosened the belt around my hands with expert precision. With my hands freed, I desperately clung onto the bars of the bedframe for support as he pounded my ass. I could hear the bed rattle under the weight of our fucking. I was so close to my climax.

  I wasn’t the only one.

  I felt our mutual orgasm build to fruition. His cock twitched as it fucked my ass. It set off my orgasm as I spurted my sticky load onto the bed. There would be no hiding evidence of my manhood but I just didn’t care.

  I moaned in erotic delirium as Wolfgang came in me. It was a wave of pure sexual energy piercing through my very soul. The man continued to thrust in and out of me well after his orgasm passed.

  He was making love to me like some animal in mating season. I felt his balls slap against my ass as he fucked me. I could lie on my stomach and welcome each thrust. I had never felt so blissful.

  However, Wolfgang couldn’t go on forever. I felt his knees buckled and he fell on top of me. Finally, he stopped and pulled his cock out of me.

  I wanted to stay like this and bask in each other’s warmth. However, Wolfgang dropped a bombshell and said. “Damn, your cock’s just as hard as mine. I didn’t think it would be that big when I first saw you.”

  I gasped and stared back in disbelief. “Wait! You knew?”

  “I knew the moment I met you,” he chuckled. “How did you end up wearing a maid uniform?”

  “It’s a long story…” I sighed, scratching the back of my head. “My real name is Terry. I work as a junior clerk on the ground floor.”

  “I’d like to hear it one day,” Wolfgang replied, glancing at the broken vase in the living room. “I’ll tell management that I had a little too much to drink in the morning and got clumsy. They’ll buy that excuse.”

  I giggled. “Thank you so much. I had a lot of fun. More than I thought I would.”

  “So did I,” he gave me a lingering goodbye kiss. “Keep that m
aid uniform. You’ll need it to get back here. I could use company every now and then.”

  “Sure thing,” I said with a smile. “Buzz me whenever you need room service.”

  It’s hard finding a job when you’re a fresh face in a new town. You don’t have friends who can vouch for you. You don’t have any relatives who can lend you a hand.

  You’re on your own.

  “Sorry, Ben. We just don’t have an opening at this time.”

  That what I kept on hearing whenever I applied for a part-time job.

  I had moved halfway across the country to attend a good college. I had gotten grades that were good enough to qualify for a scholarship. Even though it was out of state, my parents and I couldn’t say ‘no’ to a full ride scholarship.

  So, I had to pack my bags and move all the way to a new home. Since the college was small and didn’t have dorms, I had to find boarding off campus. A small apartment complex allowed me to live alone and focus on my studies at a reasonable enough cost.

  I was an engineering major attending the college’s technical program. While the place itself wasn’t too fancy, the professors were well-connected. Several of them had served in multi-billion dollar companies before taking up teaching. If I could cozy up with them, then I could use their connections to land a good job.

  Nonetheless, it was quite a dramatic change to go from living in a big city to some small town in the middle of nowhere. A shopping mall was a long bus ride away. I had to do most of my grocery shopping at local stores instead of a big super market. Whenever I ordered something online, it never arrived on time.

  The college itself was a small campus. I could go from one end to another in a few minutes. It made going back and forth between classes easy. I felt as though my high school was bigger than the college. Nevertheless, everything was great.

  Well, everything except my job search.

  Even with a full scholarship, I still had to pay for rent and groceries. My parents never had much money and I didn’t want to burden them any further. I wanted to help out in whatever way I could.

  Of course, it wasn’t easy finding a steady part time job around these parts. Back home, I worked as a waiter at a well-reputed family owned restaurant. It had paid well and had flexible hours.

  Here, it was hard finding work if you were an outsider. They always wanted someone local they could trust. Even then, there weren’t enough openings to go around.

  Most places were fully staffed and didn’t have room to hire any other staff. Any job openings required me to travel to a city that was several miles away. With the cost of traveling, I’d barely break-even if I had to commute that far.

  I asked around campus for any help. When I mentioned I had waited tables in the past, they pointed me to a nearby nightclub called the Scarlet Masque. It was well-known in the community and the tips were said to be great.

  They were always hiring freshman college students looking to make money on the side. Most of the staff there worked off the books. It was how the boss liked to do things. However, they only hired women to wait tables so I was out of luck.

  Nonetheless, curiosity got the best of me and I checked out the Scarlet Masque for other work opportunities. Perhaps, they had some job openings for men. I wasn’t sure I would be good at any of them. I wasn’t exactly a skilled chef.

  Or tough enough to be a bouncer. I had a lean girlish build. I couldn’t scare a rowdy clubber if my life depended on it.

  The Scarlet Masque was a huge nightclub. There was a large dance floor beside a stage for a band. I didn’t know how many people attended during a typical night but it looked like a club you would see in the big cities. I was lucky to have arrived in the day when it was empty of guests.

  I had also arrived in the middle of a training session. Some of the senior staff was teaching new waitresses how to work. They were all young, beautiful college age women in sexy waitress uniforms. It was no wonder a guy like me was out of the running.

  One of the senior waitresses came to me and asked. “Hi, can I help you with anything?”

  “I was wondering if there is a job opening,” I replied. “I called earlier and I heard you were hiring. I don’t mind working in the kitchen.”

  She shook her head. “I’m sorry but we’re not hiring for those positions. Every position is full except for waiting staff. As you can see, we only hire girls.”

  I sighed. “Thanks anyway.”

  The waitress replied with a smile. “If you know anyone, send her our way. We’re always looking for new waitresses. The benefits are great and you get excellent tips.”

  I could believe that last part. The uniforms were sexy and eye-catching. The girls themselves could work over any red-blooded male for their money.

  “You need help that badly?”

  She nodded. “You don’t have to worry about going through paperwork for the interview. You just need to know how to take an order, clean, and serve a table. We’re in need of staff right now and you can work off the books.”

  Suddenly, a question popped in my head. “What’s it like to work here? I’m asking for a friend.”

  “The tips are great,” she said with a smile. That smile turned into a bit of a frown. “However, the boss here can be a little… difficult to deal with.”

  The waitress pointed to a photo on the wall. It revealed a middle-aged man in a tracksuit with a pair of beautiful woman. The engraving on the plaque revealed that his name was Chase Simmons. I guessed he was the owner of the place. However, he looked more like a jock at my college than a respectable businessman.

  “Thanks,” I replied. I wasn’t sure why I had even asked. “I’ll let my friends know about the opening.”

  When I got back to my apartment, I felt so defeated. The job seemed like a good enough fit for me but I had the wrong genitals. I didn’t know what I was going to do for work.

  I flipped through some jobs on my laptop. A production company nearby was looking for actors. I had done acting back in high school. I even had an acting class as an elective in college. However, it was a two week job rather than a reliable source of income.

  I turned off the laptop and looked at my reflection in the blank screen. I wasn’t a narcissist but I couldn’t help but examine my looks. I always had a slim, rounded build. I barely had any body hair. I never had the body for contact sports but I had stayed in pretty good shape with a lean frame.

  Then, there was my face. It was soft and angular like a girl’s face. My hair was short and I could’ve been mistaken for a tomboy. I wasn’t your average male at all.

  That got me thinking.

  Perhaps, there was a way I could still work at the Scarlet Masque. I just needed to put my best foot forward. However, I couldn’t do it as Ben.

  During a late session at my acting class, I borrowed a few dresses and a wig from the storage room. I even ordered some undergarments from online. It was a crazy idea but I couldn’t stop now.

  With some fresh makeup, I looked at myself in the mirror. With a little bit of lipstick and blush, I looked like a completely new person. I went on to stuff a bra and put it on with a pair of panties. It was surprisingly comfortable.

  Satisfied, I put on a dress to finish the look. It looked like a believable enough illusion. However, it needed a bit of work to truly sell it. I put on a wig and tied it to my hair so if moved realistically. With that final touch, I could finally pass as a woman.

  Well, it wasn’t that simple. Sure, I had a girlish build but my voice could use some work. I had to raise it a couple of octaves to make it sound believable. Thankfully, some of my acting classes had prepared me well for it. I just had to make sure my voice didn’t break when I was speaking.

  I did a few recordings of myself. I practiced my new voice and tested out a few different pitches. To my surprise, I sounded like a different person when I played the recordings back. With a few days of practice, it was as natural as my real voice.

  Another thing in my favor was that the m
anagement at the Scarlet Masque wouldn’t need to check for identification. That waitress I had met had told me that much of the staff worked off the books. It wasn’t an unusual arrangement around these parts. I wouldn’t have to show them a fake ID or a fake birth certificate during the interview process. The less questions they asked, the better.

  I brushed up on my waiting skills as well. I needed to do a job good at the interview after all. It was a little strange walking around my apartment in a dress with high heels. With a little bit of practice, I could practically do a full silver service with my eyes closed.

  Finally, it was time to put my disguise to the test. I called the Scarlet Masque and booked an interview. My voice was believable enough that I managed to get a good time slot without a hitch.

  I would be lying if I said I wasn’t nervous. It was one thing to make a phone call. It was another thing to talk to another person face to face while crossdressing. I only calmed my nerves by thinking of this as an acting exercise.