Long Distance Ladyboy Romance
By: Date: 2021.05.05. Categories: Sex Stories Tags: , , ,

Several weeks ago, I met a girl online. It was through a paid web-cam site and she was more than just a girl; she was a transsexual; a very attractive and passable girl with a great body, and she went by the name of Nicole. Eventually, we became very attracted to one another; talking online, sharing photos, and watching each other cam-to-cam, and we were really having a good time.

Nicole was about 5’6”, weighed about 110 pounds, with dark hair, dark eyes, a pretty face, especially when she smiled, nice little boobs with hard little nipples, nice legs, and a great ass. Whenever we talked, we would pretended to have sex with one another as we watched each other masturbate.

We did chat a few times on the phone, but we tended to use the internet which was less expensive and being able to see each other was our great. It soon became apparent that we needed to try to meet face to face, but how. It was becoming an obsession, wanting to be with her and it was reaching the point that we both wanted to meet.

The problem was that she didn’t have a passport to travel and it was more than a 14 hour plane trip to the Philippines, and would cost upwards of twelve hundred dollars. I had to consider if the obsession was worth the money and time, especially if it was only a sexual fixation. However, the wanting to be with her eventually had me risk and buy the plane ticket to see her.

Once purchased, I started to have uneasy feelings, not sure if I should actually go through with it. I was nervous, but I had the means to go through with it now, and so I broke the news to her. At first, she was not exactly sure I was coming, but finally realized I would actually be coming in the next few weeks, she seemed to become very excited to have me visit.

I arranged to only stay a few days just in case it didn’t work out, and as we continues to talk and play online cam-to-cam, we both looked for the day when I would be flying out. The days went by quickly as we talked about what we would do when I finally got there, but I think Nicole continued to question whether I was actually going to come see her.

When the day finally came for me to fly to the Philippines: it was going to be a long flight, but I did have a brief layover in Hawaii before continuing to Angeles City in the Philippines, but finally after 14 plus hours, I was there and when I stepped off the plane, I was directed through customs. Eventually I made my way to baggage claim and as I headed to ground transportation; this was where we had decided to meet up.

As I walked toward passenger pick up, I worried whether she would be there or if I was going to be on my own, but as I proceeded toward the people waiting to meet other people, Nicole and I made eye contact. She looked just as she did online and as I walked toward her, she smiled back at me.

Nicole was wearing a white top and a short little skirt, and her smile immediately made me smile, and as I walked up to her I said, “Hi, Nicole?” She nodded her head and we immediately hugged and kissed each other. We quickly continued out of the airport and she guided me toward a taxi that was waiting and as we headed off to a nearby hotel, and as she had the driver drive, we settled into the backseat.

Nicole snuggled up to me and said she was glad I came to see her, but being a strange place, I continued to have a nervous feeling. We were soon on the highway heading into town and Nicole told me it wasn’t going to be a long drive, and as we talked, Nicole started rubbing my leg and as she started to feel my chest, she leaned up and asked, “Are you happy to see me?”

I was hesitant but as I nodded and pulled her close, she leaned up, and we eventually kissed each other. It was nice to finally be with her and when she put her hand between my legs, and we kissed again, I felt a little more at ease; I knew we were going to have a great time.

Nicole tried to point out sites from time to time along the way but soon we got off the highway and ending up in front of a hotel. As we stopped, Nicole said, “We’re here,” and as we quickly got out of the taxi, we hurried inside.

At the desk, she quickly got our room key and we headed up the elevator. In the elevator, we continued to hold each other and because there were other people in it, we really didn’t do much more. However, as we entered our room, we both looked around, and eventually moved toward the bed, and as we sat on the edge of the bed, we kissed and immediately started felling on each other as we kissed. Nicole then stopped us, maybe a little nervous herself and asked if I wanted her to show me around town a little. I said, “It’s up to you,” and as we continued to make out on the edge of the bed.

Nicole smiled and told me again how glad she was that I came to see her and as she leaned into again we kissed as passionately and deeply as we had ever fantasized about doing online, and as we continued to feel on each other and kiss, I wanted to take her clothes off.

Her body felt as good as I had imagined and she seemed to enjoy feeling on me too, and when Nicole started trying to pull my shirt off as we continued to make out, I obligingly helped take it off. Immediately i took off her top too, and as I now started sucking her neck and feeling on her pesky little boobs, I started to get a hard on. Her boobs felt great and I now gradually move down her chest kissing until I was eventually tonguing and sucking her hard little nipples.

She gently held my head against her boobs and made moaning sound as I continued to fondle her boobs and tongue her nipples. Nicole started to grope for my cock, even though I still had my pants on,I wanted her to feel that I was hard. I then stood up and taking her hand I guided her to stand too. She was short so she had to get on her tippy toes as I leaned down to kiss. We continued to feel on each other, but Nicole soon began to undo my shorts and as she slid them down, they fall to the floor.

My cock was so hard and as we kissed again, Nicole immediately reached down and feeling my cock, decided to go down on me. She mouthed at my cock through my boxers, eventually pulling them down. She looked up at me briefly and as I watched, she slowly began stroking my cock, eventually taking my cock in her mouth. It felt so good and closing my eyes, I didn’t want her to stop. However, she suddenly stood up and after kissing me, Nicole again tried to move back down to suck my cock, but I stopped her. She asked, “What’s wrong.”

I didn’t say anything but instead simply kissed her and slowly started to inch her little skirt and panties down. As they fell to the floor, I had her lay on the bed. Looking at her laying there, I quickly climbed on the bed with her. It was such a turn on feeling her body next to me, I kissed her as our bodied rubbed together.

Nicole then pushed me onto my back and climbing on top of me she straddled me, and said, “I want you in me.”

She leaned over to the nightstand and took a tube of KY out of her bag, and as nervous watched her reached out, I could feel her hard cock rubbed up against my stomach and chest. I soon realized I didn’t have a condom, which worried me, but as she soon leaned back again straddling me. I watched as she flipped open the tube of KY, squeezed some on her hand and then she reached around herself, she looked at me smiling, as she smear KY on her tight little hole. My cock was so hard and I wanted to fuck he, and as she took hold of my cock again, I continued to worry about not having a condom.

I tried to tell myself it would okay, as she took hold of my cock. She rubbed my cock from behind with lube but the Nicole leaned forward again and as we kissed, she reached into her bag, taking out a condom. She opened it and turning around slightly, she quickly rolled it on my hard cock. As she turned back around, she softly said, “I am so glad you’re here,” and leaning forward we passionately kissed.

Nicole now leaned back, trying to guiding my cock, pushing it against her tight little hole as she sat back. I could feel the head of my cock starting to enter her and as I watched her face, I could tell it was hurting, but there seemed to be pleasure too as I slowly went in her. She continued to slowly try to get my cock in her all the way in and reached out taking hold of her boobs, I told her to relax. Nicole smiled and closing her eyes, she slowly let my cock slip into her ass.

I was in her all the way and as Nicole gradually started moving up and down, Nicole smiled and leaning forward we kissed briefly. It felt so good in her and as she started to slowly move up and down on my cock again, I could see by her face I could see she wanted me to cum. Nicole’s cock was hard laying on my stomach and feeling her boobs, it felt so good to be in her ass. I continued to watch her face, and as she leaned forward, she let my cock glide in and out of her ass more easily as she moved up and down on it.

I tried to move my hips up and down too, wanting to cum in her ass, but then Nicole leaned forward and kissing me asked, “I want to take off the condom so I can feel you in me, is that okay.”

I didn’t care, I wanted to cum and so I nodded my head in agreement. Nicole smiled and leaning forward again my cock slipped out of her. She quickly pulled off the condom and again guided my cock into her wet little hole. It went in easily this time and as she again started moving up and down on my cock, I went back to feeling on her tits. Nicole continued rocking back and forth and up and down on my cock, her hard cock bouncing against my stomach made me even more excited. I want to cum now and I tried to match her movements and now and then she seemed to lean back on my cock relishing the feel of my cock way in her and as she leaned forward again, she kissed me and said, “Cum in me, I want to feel you cum in me.”

She rocked back and forth on my cock faster now and as I grabbed her ass, I tried to keep her going as we continued to make love. It felt so good and I was close to cumming, and as I moved my hands to caress her boobs again, I was ready to cum. As I took hold of her ass trying to stop her now I tried to hold her down on my cock but she kept moving up and down. Out of breath, she said, “Cum in me.”

I then said, “I going to cum,” and as I did, I pushed my hips up as she leaned back forcing my cock deep in her ass.

My cock was jerking inside her as I started to cum and when I guided her to start moving her hips back and forth again, she knew I had cum. It felt so good to cum in her and I think she felt the same way because as I looked up at her, Nicole smiled, and leaning forward we kissed. I had cum in her, filling her tight little ass and as she leaned forward to kiss me, I looking down and her cock as I felt cum dribbling out of her ass. We kissed, and soon my cock went limp and as it slipped out of her, Nicole slowly lifted off of me. As she laid next to me on the bed, we got under the covers, continuing to kiss and feel on each other. Eventually she took hold of my cock and I in turn found myself holding hers, slowly stroking it. She softly told me that it felt good and pausing, Nicole said, “I want to cum for you.”

I kept stroking her hard cock as we kissed, but as Nicole laid on her back, she tried to push my head down to suck her cock. As I looked up at her, she continued to push my head down. I hesitantly kissed and tongued her nipples trying to delay going down on her and with her cock in my hand I was nervous never having done it before.

Nicole lifted the covers slightly and said, “Put it in your mouth, suck it.”

Nervously looking up at her, I wanted to try it, but again, no condom. Nicole continued to slowly guide me down to suck her cock and as I got close she stopped me and handed me a condom to put on her. Opening it, I put it on her hard cock and started stroking her cock eventually kissing and mouthing it. She then said, “Go ahead suck it.”

As I took her cock into my mouth, she took hold of my head with both hands and pushed my head down on her hard cock, forcing it into my mouth. I tried to continue to stroke her cock as I sucked her, wanting her to cum, and when she told me how good it felt, I knew she was going to cum. However, Nicole pulled my head off her and told me to stop. As her cock slipped out of my mouth, I looked up at her and looking back at me she told me she wanted to fuck me. I again tried to continue sucking her hard cock but she again pulled me off, saying, “I want to be in you.”

Nicole sat up and as she got on her knees, I watched as she took her hard cock in her hand, stroking it. She now motioned for me to lie on my stomach on the bed and she quickly positioned herself behind me. Rubbing my back and ass, she spread my ass cheeks, touched my tight little hole. When I tighten up and flinched, she told me to relax as she again spread my ass and moved down to tongue my ass. It felt good and stopping she reached for her bag taking out the KY.

As she reached over, I could feel her cock rubbing against my ass and legs. I was having mixed feeling never done this before, worrying about being fucked, even though I had thought about it. Nicole positioned herself behind me, and hearing her flip open the tube of KY and after she squeezed some out in her hand, I could hear her rubbing it on her cock.

I was scared and when she told me to relax, she spread my ass and dabbed lube on my hole, she gently pushed a finger in my ass. It made me pull away slightly but as she continued to finger my ass, she again told me to relax as she spread my legs a little more. She positioned herself right between my legs and as she directed my to get on my knees, she help to raise me up. As I got on all fours, I felt her rubbing her cock in the crack of my ass, occasionally pushing the head of her cock against my hole, which caused me to tense up.

Nicole again told me to try to relax as she pushed on my back telling me to lower myself. As I did this I could feel her again trying to push her cock into my ass, and as she started to enter my ass, it was okay, but as she pushed further in, it hurt and I rose up, pulling away. Nicole’s cock slip out and she again rubbed my ass and told me to relax and said, “ It’ll only hurt for a little bit.” I wanted this now and I realized that until her cock was all the way in it would hurt, so I nodded my head as she again pushed my ass down as she started to push her cock in my ass. The pain of her in me was causing me to pull away occasionally, even though I desperately to relax. Nicole felt me try to pull away and she held my close, she told me to relax.

We didn’t move for a little bit and the pain did subside, but there was still a dull aching as she again pushed her cock in me further. Nicole was now in me all the way and leaning forward, she kissed me on the back as she started to move her cock in and out of me. It hurt and sometimes the pain made me pull away, but it was bearable as I continually tried to relax as she fucked me.

It now started to feel good and she tried guiding me to move back and forth as she fucked me. My cock was soon hard as she fucked my ass and when she realized it, she reached around stroking my cock briefly. I wanted her to cum in me and she must have been close, because I could hear that her breathing had become a little labored as she fucked me. Suddenly I felt her stop and as I unknowingly tried to keep moving, she pulled me close and told me to stop.

She was cumming in me and I could feel her cock throbbing inside me. It felt good knowing she had cum in me and as she tried to fuck me again, she pushed me flat on my stomach and after shoving her cock deep in me one last time, Nikki slowly took her cock out. As she knelt behind me now, she rubbed my ass cheeks, she gently spread my ass wanting to see my gapping hole, but when she saw cum seeping out of me, she must have became turned on, because she quickly pushed her cock back in my ass.

It surprised me but it felt good and as she leaned into me, I relaxed letting her push her cock deep in me one last time. Nicole eventually took her cock out and as she laid on me, she kissed me and said how glad she was that I came to see her. I turned onto my side and as she lay next to me, we hold each other.

Nicole now suggested that we take a shower and as she led me out of bed and toward the shower we kissed. She was so pretty and as she bent over to turn on the shower, I grabbed her ass as she tested the temperature. She then reached around taking hold of my cock and turning she took it in her mouth. It felt good but she only did for a moment, before turning back around, and as she stood up, she got into the shower stall.

Nicole motioned for me to follow her, and as I got in, I immediately leaned into her, pressing my cock against her and as I reached around her, I grabbed her ass pulling her close as she leaned her head back into the water. She then turned around now and as she did, I then reached around her feeling her boobs and pushing my cock in the crack of her ass as she leaned into the water to get wet. We had fun soaping each other up and as we rinsed off, we started to make out in the shower, kissing and feeling each other’s cocks.

It wasn’t long before we were back in bed making out and as we ended up in a 69 with her laying on top of me, she started to suck my cock. Eventually I took her cock in my mouth too and as I sucked her cock, I spread and rubbed her ass cheeks, wanting to fuck her again, but it was late, and soon we ended up laying in bed together. As we held each other, we fell asleep.

The next day, Nikki took me around, showing me a few sites but eventually ended up back at my hotel room in bed.

I was only able to stay in the Philippines for a few days and yea it was hard to leave, but I had tickets. She was really pretty and we continued to chat online, but I revisited. We eventually lost contact, but every time I see pictures of her, I ended up thinking about her, wanting to be with her again.

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