Shemale in a Bar Pt. 01

It happened after a breakup with my ex-girlfriend. I was sulking for a while and then I decided to travel around the world a bit. The money was never an issue, we just didn't find the time for it when we were together. So I decided it is time to travel a bit and go explore the world as I wished for a long time.

The plan was to go to the US first, followed by Brazil, Egypt, Thailand, Japan, and finally Australia. I planned for 3-4 weeks per destination.

So I went online and bought a ticket to LA. A few days later I boarded a plane and left my home country. It was an 18-hour flight and I had to switch planes in 2 different countries.

So here I was. America, Land of Dreams where all dreams come true or so most people think.

I booked a hotel room and decided to go explore the city a bit. It was midday, the sun was shining, people around were wearing skimpy clothes. Fake boobs and asses all around. I didn't know where to look.

Instead of sightseeing I was thinking about and seeing just BOOBS and ASS :) I didn't think one city can have so many beautiful women but as I got to know later fake boobs are very common in the US as in my own country it is very rare.

Looking around and thinking, "Damn how can I get a woman like that?"

I am just an average guy. Tall, medium built, and nothing special on the outside. The only "good" thing about me is the size of my wallet.

I sidetracked a bit so I will return to the main story.

So I was walking down the streets looking at some scenery, tattoo parlors, bars, shops... All the time also watching people around me. I spoke to some girls with the usual BS story that I am new to the city, looking for interesting things to see and try, and if they could point me in this or that direction, show me things around, give me a tour around the city... Well, some were very nice and polite, some just walked past ignoring me but that is how life is.

Still, I was a bit down so at around 8 pm I walked into a bar/club on one of the side streets. The place was nice, cozy, and it was not packed full so I took a seat at the bar and ordered a whiskey. The bartender was in the mid-30s I think and she was nice looking and with a nice attitude. We talked when she had the time and she told me some more things about the city, what to watch for, what areas were of limit... So time was quickly passing and about 2 hours later the club was almost packed full of all kinds of people and I started to enjoy the rhythm of the place.

Then a caucasian woman in her mid-20s sat down next to me and ordered a martini. She was a gorgeous redhead, with a beautiful face, almost green eyes, full lips, and most importantly big boobs and a nice ass. She was wearing a dark blue dress which ended just a bit higher from her knees. She was about 6 feet tall but she was wearing about 4-inch heels.

She saw me looking at her so she turned to me and our eyes met. She then checked me out like a piece of meat and I was surprised by this because I never experienced it before. She smiled at me and my heart started beating faster.

I raised my glass and said, "Cheers."

She replied, "Cheers to you too," and took a sip at her drink.

I ordered another round for both of us and asked, "Can I buy you a drink?"

She winked and said, "Sure I never turn down a drink from a good looking guy."

I felt my cheeks blushing than I introduced myself, "Borric." and extended my hand.

She took it and smillingly replied, "Michelle, a pleasure to meet you."

"The pleasure is all mine Michelle." I said, than asked, "You are here alone?"

"I am here with a group of girlfriends over there," and she pointed in one direction, than added, "Look for a group of 7 women, one has blue hair."

I looked and saw the group. Wow, they were beautiful.

There was one ebony-skinned, about 6 feet tall with some muscle to her body. Dark curly hair, a short top showing her flat belly, and jeans. She wasn't wearing any heels at all. Medium-sized tits and ass.

1 caucasian, about 6.3 with 4-inch heels, blue hair, small waist, big boobs, and big ass. Nice black dress.

1 Hispanic, about 5.5 with 3inch heels, dark hair, Latina ass and boobs, and full lips. Wearing dark pants and a dark top with a lot of cleavage.

1 afro American, really dark skin, dark hair, about 5.8 with 3inch heels, medium-sized boobs, and small ass. Wearing a dark violet dress.

the last 2 I didn't see in the face so can't say what ethnicity they belong to. 1 was 5.6 with 2-inch heels, a nice yellow dress, dark hair, and medium-sized boobs and ass. The other one was blonde, about 5.2 with4 inch heels, busty with really big boobs and medium-sized ass.

One was missing, probably on toilet or taking a phone call.

Taking my eyes off them I told her, "I see them. Nice group of lovely ladies."

Her smile was warm and friendly asking, "Why didn't I see you here before?"

"I just arrived in the city today and was on the other side of the world before that." I said smilling.

Time passed as we chatted about each other and we started enjoying each other's company.

The ebony girl came by and asked in a quiet tone, "Hey hun, everything all right here? Is this guy bothering you?"

Probably she tought I can't hear her because of the music.

Michelle told her, "We are fine. Actually more than fine as you can see. Borric let me introduce you to one of my closest friends Vanessa."

I offered a hand and cheerfully said, " Enchanted, Vanessa. Are all women around here as beautiful as you two?"

With a big warm smile, revealing her white teeth, and pink tongue with a red heart piercing she replied, "Oh we have a charmer in our midst Michelle. Watch it or I may take him from you." She then took my hand in a strong grip, leaned closer to me and whispered, "If you hurt her, I will do to you what you did to her. So watch it, be nice and this can be one of the best nights of your life." To punctuate her last words, she licked my ear with her tongue.

Michelle was looking with interest and asked, "What are you two whispering about?"

Vanessa stepped back from me and cheerfully replied, "I am just breaking him in, Michelle. Don't worry hun." With a wicked smile she added, "Well it is time I go back. Enjoy you two, and don't do anything I wouldn't." With that she took off back toward the group.

I didn't know how to reply to that so I just looked at Michelle.

She winked and smiled so I pushed it to the side of my mind.

After a while Michelle asked, "So you are looking for something special here today? or are you just killing time with me waiting for the right guy to pass by?"

I thought I heard her wrong or the alcohol started to affect my hearing.Shocked I said, "Can you repeat that?"

She asked the same question again and probably saw me confused, put her hand on my knee and said, "Babe I am not judging just tell me what you like."

I was still confused a bit so I took another look around the place and at first glance, nothing was out of the ordinary. As I looked a bit more I started realizing that groups were not mixed a lot. Guys with guys, girls with girls, and just a few groups of mixed genders.

I looked back at Michelle and whispered, "This is not a normal club I guess?"

When she started laughing my heart was again beating faster. So warm and nice, it sent shivers down my spine.

After she stopped laughing she said, "Yes I see you are new to this place. It is a special club for open-minded people. Or if you want to say bluntly gays, lesbians, transvestites, shemales..."

As I was shocked at her statement I just blurted, "Soooo you are a lesbian?"

She playfully replied, "No babe I have some extra down there." And winked. She grabbed my hand and put in on her thigh and added, "You can check if you want. It won't bite, at least not too much." And smiled again.

I froze and she started to back away a bit probably wondering if she went too far.

I realized I am staring at her like Buffon so I quickly replied, "Sorry I didn't mean to insult you or hurt your feelings. I am just shocked at the realization that this beautiful red-haired woman in front of me is a shemale." I tried to relax the atmposphere a bit and asked "You're sure you don't have a dildo stuffed in there?"

She just smiled again and moved my hand slowly up her thigh until I touched something hard. It was not hard as a rock but a bit softer, like those high-end real skin dildos. She saw I was staring again so she twitched with her cock.

Uff, I must admit, that sent shivers down my spine and I was almost instantly hard as a rock.

She saw my boner so she grabbed it with her hand. With a smile, she said," It is only fair if you are checking the mercandise, that I can have a feel at it too."

"Dear if I am feeling this right it is not fair for you cuz you are way bigger than me." I said shamefully.

"Is this your first time with a shemale?" she asked in a warm and low tone.

She probably saw I was a bit flustered and maybe even ashamed. Probably thinking I would be ashamed being seen in the public with a shemale.

"It is my first time even seeing and talking with a shemale face to face. In my country there are none, but I checked online and sometimes jerked to shemale porn or imagined how would it feel like to be fucked by a shemale." I replied.

"That can be arranged." she was saying with a spark in her eyes.

I squeezed her cock when she said that and she moaned a bit.

I was still baffled a bit by all of this so she made the first move and asked, "You want to go out and get some fresh air? You can clear your mind a bit and we can talk further where it is a bit quieter."

I agreed of course and followed her out. On our way, I was checking her out. How the hell can this gorgeous woman have a cock. Am I dreaming or am I that drunk? She swayed her hips and looked back at me from time to time and smiled. It was crowded so she gave me her hand and guided me through the crowd.

We passed by her friends and Vanessa winked at me. Michelle led me out the side door and in the quiet alley behind the club.

When we stepped out the club, and image flew in my mind of a scene from a movie, where the guy is kidnapped and tortured or just robed. I shook my head and looked around a bit. Nothing happened so I relaxed and found she moved toward the wall of the building a few meters away and waited for me to follow.

When i approched her, my mind was full of questions so I blurted, "I still can't believe you have a real cock under that dress."

She motioned with her hand to get closer and said, "You want to check yourself to be sure?"

I mumbled something so she guided my hand to her crotch again and I felt that middle hard thing between her legs. I was dumbfounded and just holding it and I don't know why but I started moving my hand up and down a bit.

She bit her lip and I felt that thing getting larger and harder. It looked huge even with my big hands (I am 6.2 btw). I continued rubbing it and Michelle moaned. She pushed my hand down a bit and with her other hand she pulled her dress up a bit and revealed her surprise.

There it was, hot and pulsating, big and hard and I caught myself staring at it and I couldn't think of anything else than that big, juicy, hard cock. I was holding someone elses raw cock in my hands. I looked at Michelle and she had her eyes closed and biting her lower lip.

I leaned closer and kissed her. She replied immediately and stuck her tongue in my mouth. Swirling around, mixing our saliva. She grabbed my cock through my pants and started rubbing it too. With her other hand, she was grabbing my ass, squeezing it, caressing it. We were still kissing and lost in the moment, grabbing each other and letting out a moan here and there. She then unbuckled my belt, undid the buttons and zipper on my pants, and pulled my hard cock out.

"Nice cock, not really big but not small either." She said with hunger in her voice. (I have 7.5inches.)

She stroked me a bit and was kissing my neck. Then she went down and positioned her beautiful face right in front of my cock. She smiled at me and kissed the tip. Then she licked the head a bit, swirled her tongue around, and teased the glans. She then moved sideways and kissed it from top to bottom, then licked it and sucked it. Her mouth moved lower and the next moment she was licking my balls. She was not rough but gentle when sucking on my balls. She took one in her mouth and sucked it and licked it. Then she made a popping sound and repeated the same with the other one. I was rolling my eyes, it felt really good. Never felt it like that with a "real" woman. She then slowly dragged her tongue from my balls up the length of the cock, flicked the glans with her tongue. My cock twitched and the next second her mouth engulfed the head of my cock. Her mouth was warm and felt really good. She held the head in her mouth and worked on it with her tongue. Up and down, around, probing the hole, going around again all the while humming a bit... It felt like reliving my first blowjob. I was in bliss.

With her hand, she cupped and caressed my balls while she slowly moved her mouth down the length of my cock. My cock hit the back of her throat but she didn't stop and continued. Soon her nose hit my body and the full length of my cock was down her throat. that was almost too much for me. All the frustration and pent up sexual desire almost made me cum too quick. She slowly moved her head back and just before my cock would get out of her mouth she moved back down to my body. She wasn't rushing but doing it slowly and with pleasure and all the time looking me in the eyes.

The sight of her and the feeling of a blowjob was almost too much for me. I almost shot my load in her. Like she knew I was at the edge she stopped a bit. When my dick stopped twitching she started again. Up and down she went all the while caressing my balls with her hand. I started breathing faster, my cock twitching again and she knew what was coming. She was still humming while going up and down and it was the best sensation I ever felt. She stopped when she was down at my body with her mouth again and put out her tongue and licked my balls while still deepthroating me. That was too much for me. I grunted and burst down her throat. She waited for a second or so then started pulling her head back while I was still cumming. She stopped moving when only the tip was in her mouth and waited for me to finish cumming. After my dick stopped unloading the cum and started to soften she licked every last drop of cum from it and kissed it. She swallowed everything, smiled, and got up.

I had to kiss her, I pulled her closer and gave her a deep and passionate kiss. Mix of our saliva and my cum was a strange but pleasant addition. We were kissing with a lot of passion and our hands were wandering all over each other.

When we stopped I said "Thank you that was the best blowjob I ever had."

She gave me a wicked smile and asked, "You want to return the favor? You want to try how good are you at pleasuring me?"

She was again biting her lip, anxious about my answer. I looked down and hesitated. Michelle saw I needed a bit of a push so she put her hand on my head and gently pushed me down.

I didn't struggle, and I went to my knees and looked at that swollen thing between her legs. I touched it and it twitched. I held it in my hand and this thing was huge like 9.5 or 10 inches long and really thick.

I didn't share with her that when I was younger I used to play with a 12-inch dildo at home but never with a real one. I enjoyed gagging and choking on it.

I leaned closer and smelled it. It was an interesting smell, a mix of perfume, a bit of sweat, a bit of precum and I was getting really excited and my dick was getting hard again. This is it, I am on my knees in front of a big thick cock ready to suck it dry. Am I really doing this here right now? I lifted the cock up a bit and went straight for the balls. Those were of normal size or a bit larger than mine with a lot of skin and hanging way down below her cock. I stuck out my tongue and licked one.

Michelle shuddered, "Keep going." she added.

I gently licked the balls while caressing them with one of the hands. I put one in my mouth and sucked on it, twirled my tongue around, pulled it out then repeat on the other one. I opened my mouth a bit wider and took both balls in my mouth at the same time, sucking them and licking them while teasing her asshole with my hand.

She was surprised and said, "I never experienced that before. It feels very good."

I was proud of myself so I vigorously continued my sucking and licking. About 5 min later I took them out and laughed in my mind-now it's time for the main course.

I smelled it again and filled my nose with her scent. My cock was rock hard now. I licked the tip a bit and licked the precum where it gathered. The taste was nice. I sucked and licked her pee hole than I continued with licking the tip of the head and rolled my tongue around a bit then kissed and licked the glans. Michelle moaned again and grabbed my head. I knew she was at the limit of her patience and wanted to enter my mouth forcefully if needed. I obliged a bit and put the whole head in my mouth. There it was, the moment when the first real dick entered my mouth for the first time.

I wondered again how can it taste so good. I started bobbing my head up and down a bit and she liked it. I felt veins pulsing through her cock. I drooled on her cock like a slut trying to get it as wet as possible so I could take it deeper. I stuck my tongue out and started pushing down, not slow like she did but faster and with thrusts. Her cock hit the back of my mouth and I gagged and pulled out. I took a breath and started again-I was a few years out of practice. I was going down again, her cock hit the back of my mouth again but I pushed it further down. I couldn't breathe so full was my mouth and throat. I took about 7 inches down by that time. I slowly pulled back while still swirling my tongue around her cock.

"You really never did this before?" she asked.

I answered, "I played with a dildo but never with a real cock."

She seemed happy with that answer and urged me to continue. I moved to the side a bit and licked her hard throbbing shaft up and down to get it extra wet. When I thought it is enough I took it in my mouth again and took it down my throat again. A little further now, out and in again and closing on her balls with my tongue. About 10 tries later I finally reached her body with my nose and touched her wet balls with my tongue. She gasped and grabbed my head. I choked for a few seconds and she let go of me. I pulled out and took a few short breaths while saliva was dripping down my chin and on the ground.

I looked up and she asked, "Are you ok?"

"I can feel you holding back. You like to do it a bit rough, don't you?" I asked with a lust in my voice.

She replied with a nod.

I grabbed her cock with one hand and her balls with the other and said, "Go ahead, dear."

When I said those words her eyes sparkled, she grabbed my head, and surprisingly to me she moved my head down her cock slowly. Full length in held it there for few seconds then fully out my mouth and again and again. She did that about 10 times in a row. She then pulled her cock out of my mouth and turned us around so I was in her place with my back at the wall. I was wondering why she did that but I figured it out the next second.

She grabbed my head with both her hands and thrust her big fat cock down my throat fast and hard. I gagged and my eyes started to water. She pulled out all the way and slammed it back in right away. I couldn't move back because I was at the wall and she was holding my head firmly with her hands so I couldn't turn to the side either. The only thing on my mind at that moment was COCK. Long, hard, throbbing, pulsing, tasty cock violently thrusting in and out and again and again.