The Trans Ultra Collection Vol 3

by Ursula Lovelace

  I tried to listen on what was happening a few doors over. I figured that a good round of groaning meant that these girls knew what they were doing. However, I didn’t hear anything other than Tony flipping through pages of this magazine or the lady at the desk coughing. The walls must have been lined with some sound absorbing material.

  There wasn’t any sounds from outside either. We were quite a distance away from the congested roads of the city. While this wasn’t the bad side of town, it wasn’t a tourist attraction neither. I didn’t recall the exact path but we were pretty deep in the heart of the city.

  I was so lost in my thoughts that I didn’t notice Tony tap my shoulder and say. “Dave, it’s time.”

  I rubbed my eyes and groaned. “Huh?”

  “Looks like they freed up a room,” he explained as the woman at the desk signaled us. My friend gave me a sheepish look. “You mind if I head in first? The next one should be open soon.”

  A few more minutes of waiting wasn’t going to kill me. “You go on ahead…”

  “Thanks!” he said. “I’ll meet up with you outside when I’m done.”

  I decided to flip through Tony’s magazine. My brain barely paid any attention to what was on the page. I just wanted something to occupy my attention.

  I didn’t know why I was going visiting a brothel. This felt a waste of time. Maybe I’d get a good hour of sex but that would fade into memory after a few days. Whatever fetish I had, the women I met weren’t hitting it.

  It wasn’t like I was hurting for money either. My job paid me well enough to afford weekly visits to a place like this. If anything, it left little time for me to date and connect with people. That was just the point. I wanted that emotional connection and it was hard to come by in a place like this.

  However, my trials in the dating scene weren’t successful either. I couldn’t connect with any of the women I met. Their personalities were bland and the sex was forgettable. Visiting a whorehouse was a lot less complicated than online dating.

  I wondered what type of prostitutes they had at the House of Luck. To me, a prostitute was like any other woman. Maybe they more skilled than others but she was still a woman. I didn’t come in here expecting a mind-blowing fuck. It was the convenience and the lack of baggage that attract me to places like these.

  However, the thrill was starting to wear off. Sex with a woman was like trying to fit a square peg in a round hole. I figured the House of Luck would have something different to offer. Instead, this place looked like a doctor’s office. I guessed that made it look different from a typical brothel.

  “Dave, is it? Your room is ready.”

  I looked up and saw the middle-aged woman from earlier. I felt a bit embarrassed getting caught daydreaming. “Thanks. Are you the Madame of the house?”

  “I wish,” she giggled. The woman gestured for me to follow her. “Just call me Maggie. Come this way, sir.”

  It didn’t take long before I ended up in a bedroom. It was much nicer looking than the lobby. The bedsheets and the wall were a deep red like that of a tongue. There was a dresser drawer next to the bed. I imagined it was full condoms, lube, and plenty of sex toys.

  “If I were a few years younger, I’d be the one entertaining you today,” Maggie giggled. Well, she didn’t look half bad for a woman old enough to be my mother. “Of course, you’re here for a good time and I’m here to do accounting. In any case, it’s time for you to choose.”

  The woman punctuated her statement by handing me a coin. I remembered what Tony had said about it. If I choose right, then I got a free fuck. If I choose wrong, then I was out $500.

  I nodded and recited the funny rules about the coin toss. “Flip the coin. If it lands on your side, you get a free girl. The other side means you get a free guy. You have to pay if you want to change your choice.”

  Maggie gave me the coin so I could inspect it. It was a regular quarter that was minted a decade ago. The coin wasn’t double-sided or had any other tricks to it. Even the weight and balance felt right.

  The woman asked. “Heads or tails? Remember, there are no do-overs. What side it lands on is what you’ll get unless pay the penalty.”

  She made it sound like I was buying a mortgage instead of a prostitute. I shrugged and flipped the coin between my fingers. “Heads, I guess.”

  “Very well,” Maggie said, glancing at the coin. Either way it landed, I knew I would be in for a good time. I’d just have to pay if I called it wrong. “Please do the honors.”

  Without much ceremony, I tossed the coin. It twirled in the air like a gymnast made of metal. When it reached its apex, it came spinning all the way down. I wondered whether or not I’d get a freebie from the House of Luck. Finally, the coin hit the floor with a thud.

  It landed on its side.

  I blinked in disbelief. “What the hell?”

  Maggie was just as shocked as I was. Picking up the coin, she whispered. “That’s never happened before…”

  “Never?” I asked rhetorically. I wondered if they had a plan for this type of scenario. “Well, what do we do now? Toss it again?”

  The woman’s eyes lit up like a Christmas tree. “I know exactly who you’ll want. Please, wait a moment.”

  Before I could even ask a question, the bookkeeper left the room. I didn’t know what she was planning. Maybe I’d get to have both a guy and a girl for free. I could probably dismiss the guy and have the girl. It would practically be like winning the coin toss anyway.

  I tried to strain my ears and listen for any sound coming outside the room. However, it was hard to hear anything as if the people outside were mumbling. I decided to sit on the bed until the woman came back.

  I wondered what type of escort they would provide for me. The bookkeeping woman seemed to think she had found the perfect woman for me. In any case, I hoped I didn’t have to pay after landing a one in a million coin toss. Maybe they would make me pay only half the usual price.

  Perhaps, I had hit the jackpot by landing the coin on its side. They would give me two or three girls at once. Just about every guy loved threesomes and I was no exception. I hadn’t experienced a ménage à trois in quite some time. Of course, more women meant more work. I’d be happy with just one woman I could connect with.

  Suddenly, the door opened and light poured into the room. I saw two figures stand at the doorway. Maggie walked in with a woman. The bookkeeper proudly declared. “Angela will be your companion.”

  Angela was a complete knockout. The woman wore a pair of skimpy lingerie that highlighted her curves. Her face was soft like that of college age girl. Her bright eyes made her seem older and more intelligent than she was. I noticed that her large breasts threatened to spill out of her narrow brasserie.

  The sight of her beauty took my breath away. I couldn’t remember the last time a woman had managed to dazzle me. “Wow…”

  “Is she acceptable?” Maggie asked with a smile on her face. She already knew my answer. “Angela is one of our… extra special girls. You can always have someone else if she’s not to your liking.”

  “More than acceptable,” I said, staring slack-jawed at Angela. She bashfully looked away. “She’s perfect.”

  The bookkeeper laughed. “Please enjoy your stay at the House of Luck.”

  Chapter 3

  Like I said, the woman was perfect.

  Angela looked to be about my height. Her hair was tied up into an elegant bun with a red ribbon. The bra she wore gave a tantalizing outline of her hard nipples.

  With that, Maggie shut the door and left me alone with the lady of the hour.

  “Hello, Dave.” Angela said, sounding a bit shy. She ran a hand through her silky hair. “Maggie told me that your coin landed on its side. It must’ve been quite a sight.”

  I watched as she gracefully approached the bed. Her breasts shook with every step. She had a nice pair for her frame. “Lucky me.”

  She went up to the dresser drawer and said. “Yes, very lucky. First, le
t’s get you to relax.”

  Angela had a point. I had been pretty wound up these past few days. I figured a bit of foreplay would loosen me up. “Sure…”

  She placed a finger under the collar of my shirt. “It would help if you undressed.”

  I laughed. “Of course!”

  With Angela’s help, I took off my clothes. I couldn’t help but feel a bit conscious about my body. This woman was a knockout and I was just some average Joe.

  She noticed my reluctance and placed a hand on my bare abdomen. “Don’t worry, I’ll help you relax.”

  Her eyes seemed to hypnotize me into submission. I was thankful for them. Otherwise, I wouldn’t be able to keep my hands to myself. My brain was losing control of my body to my balls. My hormones were taking control of the steering wheel with my brain firmly in the backseat.

  She reached behind her bra and exposed her firm breasts. “I think this will help. Now, lean back and let me do all the work.”

  Angela’s hands returned to my chest and pushed me back against the pillow. Her cool fingertips made it feel as though she was running ice cubes across my body. I felt her hand reach up to stroke my face before going down to rest on my thighs.

  Her soft touch gave me quite an erection. My immediate reaction was to modestly cover it with my hands. However, something about Angela completely disarmed me. Besides, she had already seen every inch of me.

  When she took her hands away, I immediately felt their absence. Angela walked towards the dresser and said. “I just have to retrieve a few things. Don’t worry, it’s nothing too kinky.”

  After digging into the drawer for a few items, she returned with a small bottle of liquid. I couldn’t help but ask. “What’s in that?”

  “A bit of lotion,” she said, applying the lotion to her hands. Soon, her fingers became slick and glinted under the light. “It’ll make everything easier.”

  Once again, I sensed her cool fingertips against my legs. I felt goosebumps rise along every inch of my body. Her hands roamed everywhere from my chest to the tip of my toes. I even felt her fingers brush up against my growing erection.

  Angela focused on massaging my thighs. She seemed to have an uncanny ability to sense where my skin was the most sensitive. Her knuckles would sometimes brush up against my balls. I couldn’t help but moan. “Oh…”

  She giggled. “Sorry, I won’t torture you any longer. I just have to get you ready for the main event.”

  Angela mercilessly teased my cock. I couldn’t remember the last time I got a raging hard on from just foreplay. I squirmed under her skilled touch.

  Thankfully, the woman cupped my balls with her hand. Angela lifted them up as if to weigh them. By now, her hands had warmed up and I felt the heat radiate off of them. Nonetheless, I felt a shiver down my spine as she caressed me.

  Angela kept holding my balls as if to feel my pulse. I felt them grow hard and the surrounding skin tightened. Her touch was firm enough to apply an enjoyable level of pressure. I felt her sharp nails dig into the sensitive flesh but she was careful not to hurt me.

  Within her gentle hands, my cock felt utterly massive. The skin on my shaft was hot as if I were trapped in a sauna. Finally, she brought her hands up to my bulbous head.

  I groaned when she ran a single finger across the soft underbelly of my prick. She moved with a deliberate slowness that had me writhing on the bed. It felt like it took hours for her to reach the tip of my shaft.

  I arched my back when she reached the apex of my cock. Angela was pleased with my reaction. “Yes, that’s just the beginning.”

  The woman went on to grasp my shaft between her thump and finger. I felt her steady, slow pulse reverberate against my prick. Angela began to slowly stroke me.

  “No two men are the same,” she said nonchalantly. The woman was giving me a world class hand job with casual ease. I knew she was a professional at her work but she wasn’t even breaking a sweat while pumping me. “People think I have magical powers but that’s not my secret.”

  I propped my head over the pillow. “What is it?

  Angela laughed. “It’s simply a matter of listening. Every man is different. Something that might work for one won’t work for someone else. Every man is sort of a puzzle I have to figure out. I have to pay close attention to a man like you. I begin by touching you and seeing how you react. The way your body moves or how much air you breathe in lets me understand what your preferences are.”

  I sighed as the pressure built up in my balls. “Wow…”

  Despite the lubrication, I felt the heat and friction build up between us. Her fingers were so soft and warm as they stroked me from base to tip. I felt my climax build up in my cock. Between the pressure and her skillful touch, I didn’t know how long I could last.

  “The person I’m competing with is actually you,” Angela continued, her hand never slowing down its pace. “No one understands your body better than yourself. I have to do a good enough job to fool your body into thinking I’m just as good if not better.”

  I sank back onto the bed. “You’re doing a damn fine job, Angela.”

  She giggled. “Thanks. Unlike the other girls, I don’t like to rush things. This isn’t like working with a conveyer belt in some factory. My clients won’t come back if the only thing they get from me is instant gratification.”

  As if on cue, she slowed down. The tension within my balls subsided for now. “Oh… God…”

  I looked up and locked eyes with her. Her hands and voice hypnotized me as if she were a snake charmer. Her smile sent my heart fluttering.

  I watched as her dainty hand moved up and down my erection. It seemed to grow larger than ever before. I was utterly paralyzed and at her complete mercy. I felt so vulnerable before her like a newborn child. Angela knew every sweet spot on my body. She even found a few that I didn’t know of.

  It felt like the dam that wouldn’t allow me to feel emotional pleasure with a woman was about to burst. It had built itself over the years with stone after stone. Now, it came crashing all the way down. I wanted Angela to make love to me. Nothing could stop this overwhelming lust for her.

  There was something exotic and mysterious about Angela but I couldn’t put my finger on it. There had to be an explanation as to why she was so talented with playing with a man’s cock. In the back of my mind, I wondered why Maggie had brought her in after the coin landed on its side. Maybe she was the house special since I got a million in one coin toss.

  I had only met her in the last hour but I felt a deep connection with Angela. I could never connect with the women I had dated. It didn’t matter if we were taking trips to Paris or Venice. The romance just wasn’t there. It all it felt artificial as if I were living on the set of a Hollywood production.

  Now, the heat and humidity of the room was almost unbearable. Angela had an inescapable grip on me. Her hand felt softer and sweeter than any pussy.

  For a hand job, this felt remarkably intimate. It wasn’t cold or machinelike as it was with other prostitutes. Angela was slow and thoughtful. After so much pent up sexual desire, I practically had an insatiable appetite for whatever she could dish out.

  I wanted to reach out and touch her but I kept my hands to myself. It felt as though I would interrupt a sacred ritual. It was as frustrating as it was incredible. I was trapped between these two extremes.

  I needed her lips around my cock. I wanted to feel the warmth of her mouth against my skin. I could just imagine her looking up at me with those beautiful eyes while her lips suckled me.

  Suddenly, my dreams became reality. I looked down to see Angela’s lips wrapped around my erection. Her eyes were locked with mine as she bobbed her head up and down.

  Soon, Angela’s sucking got faster and harder. Her breasts shook with the intensity of her suckling. The woman had a way of coaxing an orgasm out of me. Her lips were paradoxically heavy and featherlike. I felt them quiver as her tongue lapped up the underside of my prick. All the while, her eyes stared up at
me.

  It was just too much.

  I couldn’t hold back my orgasm any longer. I came deep into Angela’s mouth. Her slender neck dutifully swallowed my load. I couldn’t believe the how strong my climax was. It felt like the launch of a rocket between my legs.

  Angela kept sucking me until my cock grew flaccid. She went on to dry me with a cloth towel. I suddenly felt self-conscious about my nudity. I didn’t know why since she was only wearing a pair of panties.

  The tension I had built up over the years was now gone. Those months of fruitless searches for intimacy were a thing of the past. Angela’s body looked so firm and beautiful. Her smile could send my heart fluttering. Yet, it was her eyes that enthralled me. They never broke contact when she was sucking me.