Tranny Tales
Stories of an amateur cross-dresser's true adventures and a few fantasies
The Algonquin Club
Synopsis: Tricia finds herself in a straight bar by mistake but leads to a very enjoyable ending.
I met a man through a nation-wide dating service for cross-dressers and men who liked them. He lived in a northern Kentucky suburb across the Ohio River from Evansville. His letters seemed sincere and he loved my looks from the many photos I mailed him. As I had some business in that area, we promised to meet and, if compatible, I would spend a night or two. Unfortunately, what I found on my arrival was a forlorn creature in a squalid apartment complex. Everything was dirty, including him! Nevertheless, I dressed up for him in something slinky and slept with him that first night. Absolutely nothing happened. Try as I might to orally induce an erection there was no interest in his noodle. Thank goodness I had some appointments the following day and, feigning the need for a good night's sleep, I moved to a motel for the next night. I think we were both relieved and parted on friendly terms. He even recommended that while I was still in town and wanted to go out dressed up, I should go to a joint called The Algonquin Club. He assured me it was gay, or at least bi-sexual, or at least tranny friendly bar and grill. I should have known he would be wrong!
He provided me fairly decent directions to the club and I went on to my motel room to dress up for my adventure that night. I brought a few outfits and settled on a very short and tight, black mini-skirt (that accentuated my shapely legs, wrapped in my usual thigh top fishnets) my tight, tailored blue blouse and 4-inch black heels. I added the usual accessories including a bright red scarf that coincidentally matched my equally bright red panties. With my lovely, long, curly black wig, looked very fetching at least in the soft light of the evening. I followed the directions that brought me into the industrial side of town and without too much effort, found the club across some railroad tracks. The parking lot was full and I could hear music and lively conversation inside. I parked my car towards the back, checked my make-up, adjusted my blouse and skirt and, brimming with confidence, I strolled through the front door.
Upon entering, several men and women looked up at me and nudged their friends. The lively conversation fell to a few whispers. Thinking I was just a new face, I didn't think too much of the reaction. I found a seat at the bar and quietly ordered some wine. The stares continued. People were even coming out of the kitchen to look me over. I soon realized that I was a real "attraction" and further realized that this was a straight establishment and the patrons consisted of very masculine men with very real women. The atmosphere seemed friendly and, after watching me for a few more minutes, most of the patrons returned to their conversation.
The place was spacious with a large, horseshoe shaped bar wrapped around the kitchen. Off to my right was more seating with a pool table and an area for darts. Nearly every seat at the bar and most of the tables were full. There were two entrances on either side of the bar. I glanced around enjoying the atmosphere when my eyes locked onto one man, drinking alone about half way around the bar. Even though he was sitting, I could tell he was a pretty good sized man. He wore a blue work shirt with the sleeves cut off at the shoulders and jeans. He had beefy tattooed biceps, a large chest, shaved head and a short beard. He was giving me "that" look, that "I want to fuck you" look that I've recognized from many men over the years whether I was dressed up or not. He glanced away after a few seconds. But, I could feel his eyes back on me when I wasn't looking directly at him. I thought about trying to hook up with him but decided not to take any chances.
Knowing I was out of place, I resolved to finish my wine and head back to my motel room. As I pondered my departure, I could feel someone behind me. A handsome and burly mountain man brushed by me and quickly took the stool to my right. With him sitting next to me, I was reconsidering my decision to leave when he asked: "You're not really a woman are you?" I wasn't sure how to respond. In a way I was flattered that someone thought I might be anatomically female and I could have played coy. But, given my circumstances, I decided the safest thing to do was respond with "No, I'm not." in my most feminine voice. He then leaned over and said in a quiet voice, "There are men who frequent this place that would kill you. However, I'll defend you if needed". I thanked him and assured him that defending me would not be necessary and I would be leaving. He then stood up and rejoined his friends. With that news, my wine suddenly tasted like vinegar and I started searching for my keys that always seem to get lost in my purse.
But, just as quickly as the mountain man disappeared, a woman walked over to me from the other side of the bar and introduced herself as Betty. She worked cosmetics at a local department store and asked me lots of questions about cross-dressing and my make-up technique. She proceeded to introduce me to all of her husband, named Rod and all of her friends. I tried to act naturally feminine offering my hand to each hand offered me. Some men were a little stand-offish. But, that didn't dissuade Betty who challenged me to a game of pool and whoever won would have to play her husband. I moved a few seats closer to the pool table and the "mystery" man who kept eyeing me. We finally exchanged a few pleasantries. But that was all.
Now, I love pool and with a few drinks, I can be quite good! But, there are certain compromises when reaching over the table for a shot while wearing heels and a tight, short mini-skirt! So, as the game progressed just about everyone at the bar, including the mystery man, could easily discern two things: first, the bulge under my panties was a little larger than the mons Venus of the average female and two, my red panties actually did match my red scarf! Even dressed as I was, poor Betty was no match for me and I beat her quite easily in a game of "8-ball". Now, it was time for me to play Rod and his response was less than enthusiastic. I realized that Betty might have set this up to see what his reaction would be. If he somehow lost, he would never live down that he lost at pool to a frilly transvestite. So, with Betty and their friends watching, I gave him a battle but also the victory by scratching on the 8-ball.
It was all fun. But, I remembered the words of the mountain man and realized I had better scoot before my luck ran out. I thanked Betty, a much relieved Rod and some of their friends for their wonderful hospitality and returned to my bar stool to settle my tab. Oh, but there was the mystery man! I was leaving just when things might be warming up with him. He ordered another drink, a strong indication he intended to stay. Nevertheless, I wanted to connect with him somehow. Then, I noticed a stack of matchbooks on the bar. I grabbed one and headed to the restroom ~ no, the men's restroom as this was definitely a straight place! I touched up my make-up, pulled a pen from my purse and wrote down my motel and room number. I then casually walked up behind him and gave him the match book telling him in my softest voice, "Sir, I think you dropped this". He looked at me rather quizzically and I proceeded to the door. I glanced back as I opened it to leave but I couldn't tell if he actually looked inside the match book or simply tossed it away.
Anyway, I left the Algonquin Club in one piece feeling good about my clever little scheme. But, then I worried as to whether he would come to my motel room, maybe with some of his friends to beat me up! Oh, but maybe he would be a great lover! Either way, I considered it a long shot at best that he would come. Chances are he would be headed home and not by way of my motel. But, a slim chance with a matchbook message was better than no chance at all. I arrived at my motel, straightened up the room, softened the lighting and turned the radio to a country music station, the music of choice in northern Kentucky! I pulled up my skirt and pulled down my panties to apply some body lotion as lube just inside my ass pussy as it would surely be penetrated by either a real man's penis or one of my dildos. I then touched up my make-up, straightened my blouse under my skirt and poured myself a little wine.
I decided I would give him 30 minutes before changing into my robe and pulling out some toys. First 5 minutes passed by, then 10 minutes and it seemed forever before 20 minutes passed by. I rechecked my make-up, re-straightened my blouse and topped off my wine cursing him and all men remembering all the times I've waited for one to show up. Some did and some didn't. But, when one did, my anger always dissipated by the time I reached the door. Finally, 30 minutes passed and then 5 minutes more. I was just about to start changing out of my clothes when I heard a distinct knock at my door. First once, then three times!
My heart beat with excitement as I stepped toward the door and boldly opened it not even sure who might be on the other side. But, there he stood, the mystery man! I struggled to find my voice in a feminine octave and managed to say "Hi, I'm glad you accepted my invitation". He looked me over and responded with "It's the kind of invitation I don't get very often, at least around here". He stood just inside the door rather nervously as I offered my hand and introduced myself. He responded by gently shaking my hand and giving his name, Darrell, either his real name or one he made up. I invited him in offering the one comfortable chair available in the cramped motel room. I thought of offering the bed to sit on. But, I wasn't quite sure if I should take the lead in "that" direction just yet. He sat down and seemed more relaxed as I offered him a glass of wine. He accepted and, with a nice slow lady like walk, I strolled over to the sink to fetch his wine along with mine. I could see him looking at me from the mirror above the sink. His eyes seemed to be fixed on my legs and ass. I brought him his wine and sat on the bed facing him just a few feet apart.
To break the ice, he asked me a lot of questions almost at random including where I was from, if I was married, why I was in Kentucky, why I cross dressed, what did I use for falsies, would I ever make the gender jump completely and if I was straight, bi-sexual or gay? I answered his questions honestly. My answer to his last question was that, when I dressed up, I felt like a straight woman and enjoyed sex with a man as a woman. He seemed to be satisfied with my answers and then asked me what I liked to do for a man. Of course, he really wanted to hear that I would perform as he liked! Again, I answered that I enjoyed giving a man what he usually enjoyed including a nice, long blow job and, if he wanted, some hot, smooth and clean ass pussy. I went on to say that I particularly enjoyed married men as they seemed to appreciate the efforts of a cross-dresser and that I enjoyed doing what some wives preferred not to do. I continued with telling him that when I please a man, he leaves with a smile on his face and the sexual relief he's been seeking. With that, he smiled, adjusted himself in the chair and asked, "Why don't you start with that `nice, long low job' and we'll see where things go?"
With that invitation, I put my drink down and knelt before him and between his legs. I untied his shoes and slipped them off. With his jeans still on I caressed inside his legs and thighs working my way up to his crotch with a very noticeable bulge. I gently undid his belt and the button down fly to his jeans and, while he raised himself up slightly, I pulled off his jeans and placed them on the floor beside him. His cotton boxers did a very poor job containing a gorgeous throbbing cock and tight balls that "peeked" out against his right leg. He moved forward on the seat cushion and leaned back with his dick and balls just inches from my lips.
I love the musky aroma of a man's crotch and I sniffed and kissed around under his jockey shorts before teasing his dick and balls with my tongue inviting them to come out and play with my tongue and mouth. I slipped the shorts completely off and commenced licking his balls beginning beneath them and working around to the shaft. I gently took each ball into my mouth teasing them with my tongue enjoying his soft moans of delight. I then gently and slowly licked the shaft of his dick working my way up to his nice mushroom head. It must have been a good 7 inches and about medium girth. It was already nice and erect but still flexible enough for me to take him all the way into my throat. I gently moaned as I teased it with my lips and tongue alternating between hard and soft sucking and varying from very slow to fast. My hands continued to caress where I could reach from his ankles up to his nipples and the very manly nest of hair on his chest. He was responding very nicely as I continued sucking, licking and teasing, not wanting him to cum. I continued on as I listened to his moaning with the radio in the background. As is often the case when sucking a nice dick, I found myself in another world never wanting it to end, savoring the taste, the slick sensation of his skin gliding in and out of my mouth. He moaned louder as I enjoyed the unmistakable feeling and taste of his delicious pre-cum deep in my mouth. Not wanting him to cum just yet, I stopped to sip some wine.
He had the same idea as he asked me to pour him some more. I poured him another glass and told him I would like to get a little more comfortable. So, while standing before him, I removed the belt to my skirt, unbuttoned and unzipped it and very gracefully and slowly pulled it down over my hips and thighs feeling it hit the floor around my ankles. I casually picked the skirt up and draped it across the far side of the bed. I then slowly unbuttoned my tight blouse, one button at a time, as he watched my little strip-tease. Before I could remove my blouse, he stood up, grabbed me by the waist and pushed me down on the edge of the bed with him on top of me. He started kissing me as he reached behind me to unhook my bra. He pushed it aside and started kissing and nibbling my nipples seemingly unaware or caring that my bra was a C-cup and my real breasts were more in the A-cup range. He groped between my legs squeezing my less than feminine bulge inside my panties. He then reached under me and squeezed my ass. I could feel his hard dick pressing against my tummy as he leaned over me once more and whispered in my ear "Now, I want to fuck that pretty ass of yours".
He turned me over on my tummy, spread my legs and, while standing between them, pulled my panties down to my knees. He lined his now rock hard dick up against my ass, rubbing it against me while fingering my pussy still moist from the body lotion. Then suddenly, he thrust his dick deep into me banging me against the edge of the bed. I gasped and screamed from the surprise of his rapid penetration, with his dick so big and forceful bearing down on me. I recovered from the shock and started to enjoy his hot, heavy and rhythmic thrusts and responded by squeezing his big dick with my rectum and gently grinding my bottom against his pelvis. This only excited him even more as he pounded me harder causing the bed to bang against the wall. "You wanted this, didn't you, you little bitch!" he said as he continued thrusting. "Yes, yes, YES!" I replied. As he pounded harder, and as I squeezed his dick harder and wiggled against him, he started moaning louder and louder until screaming "Oh, FUCK!" as he thrust one final time as hard and as deep into me as he could. I closed my eyes enjoying this moment, his awesome climax, almost feeling his cum squirting inside me, deep inside me.
He withdrew and laid down beside me, taking me in his arms saying "I've always wanted to fuck a tranny and fucking you was so damn fucking hot". I couldn't disagree. I would have enjoyed a nice dildo but there's no substitution for a real dick with 200 plus pounds of real man behind it! He told me that he wanted to spend the night but, he was a single dad with a teenage son and needed to get home. I would have loved to cuddle with him for the night with hopes of a little love play in the morning. But, he dressed and we embraced once more before he departed both of us knowing I would likely not return to Kentucky any time soon. Oh, but this experience would always be one of my most memorable thanks to a goofy pen pal and The Algonquin Club!
Tricia
Greetings!
My femme name is Tricia Louise and I also go by Timi. I hope you enjoyed my writings. While I'm retired from cross-dressing these days, I still enjoy femming up and getting out, writing, meeting new friends.
E-mail me if You wish! sweett53@zohomail.com
You'll find me very responsive, caring, and friendly. I love swapping photos and stories and enjoy writing about my adventures, thoughts, feelings and fantasies.
Please be safe!
Love,
Tricia/Timi