[MFF] Phucking in Phuket

Writer’s note:

Please know that this story will involve sex between a man, woman and a trans sexual woman. I am very candid about what I write and my thoughts here are not homophobic. It’s the thoughts of a straight man who is some what conflicted about his first sexual experience with a trans sexual. No hate, just love.

Phucking in Phuket.

My girlfriend Heather and I have been together for almost 10 years. We met in high school and have dated ever since. We have only been with each other sexually and as time passed both her and I have become more sexually adventurous.

After years of saving money, Heather and I decided to take our dream vacation to Phuket in Thailand. On the first day we got there, we were exhausted from the long flight but decided to hit the beach and relax instead of staying in our room.

We picked our spot and pretty soon we were chilling out. I struck a conversation with an Australian couple next to us and found out that they are ex-pats who moved to Phuket a few years ago. We told them it was our first time and they were nice enough to give us tips on where to go, where to eat, where to avoid, etc.

Just then a group of women, locals I presumed walked past us and several of them caught my eye. A few of them were tall, slender with smooth skin they could pass as fashion models. Trevor, the Australian I was speaking with says “Ladyboys”.

Heather and I looked at each other.

“Are you serious?” Heather asked.

Trevor’s wife Beth, smiled and nodded her head.

Soon the sun was starting to set and we decided to head back to the hotel. Heather and I jumped in the shower and after we dried off laid in bed naked. We both knew we were both going to sleep better if we had sex so we decided to do so.

We started making out and my hand found Heather’s boobs. I alternated from fondling her to playing with her nipples. Heather put her hand on my cock and started stroking. We made out for a few more minutes and then I went between Heather’s legs and ate her pussy. She was already wet and I slid a finger inside her as I licked her clit. This drove Heather wild. Not long after she started to cum.

I sat up and spread her legs. Between my spit and her cum she was wet enough for me to slide right in her pussy. I fucked her hand and gave her everything I had left in me. I came deep inside her and I collapsed in bed.

We both dozed off for a few hours. I woke up and Heather was reading on her ipad. I asked if she was okay and she said she woke up and could not fall back asleep. I asked what she was reading and she told me she was reading up on the places Trevor and Beth suggested.

“And?” I asked.

“It looks good. I think we should try it.”

“Sure. You pick out what we should do.” Then I rolled over to go back to sleep.

“Baby, wait. There was another thing I was looking at.” She shook my shoulder asking me to turn around so she could show me.

She googled “Lady Boys” and she was reading about them and looking at pictures, though nothing explicit.

Heather is a Google junkie. If there is something that peaked her interest she will Google it.

It’s says here that Phuket has a very lively sex industry with Lady boys. And then she started showing me pictures. “Isn’t she pretty? And her too. My God she’s gorgeous.”

I wasn’t really interested. But I did agree some of those lady boys did look beautiful. After a few minutes of scrolling through pictures, I asked her “Where are you going with this?”

She looked at me, smiled and put her ipad away. Then she snuggled next to me.

“You know how we’ve talked about doing a three way but we could not decide if we would do you and another guy or me and another girl first? Well, I think doing it with a lady boy is the solution.”

I looked at her like she was crazy. But her face told me she was serious.

“I don’t know.” I answered. “It’s weird.”

“Think about it… you’ll get to fuck a gorgeous girl and I will get my two dicks. It’s a win-win situation.”

“Yeah, but it’s a gorgeous girl with a dick.”

Heather ‘s look went from excited to disappointed to defeated. I did not want to start our dream vacation that way. So to appease her, I gave her the non-committal answer of “I’ll think about it.”

The smile came back to her face and she kissed me goodnight.

The next morning we had breakfast and walked around Phuket with a planned whole afternoon at the beach.

As we chilled out, Heather started pointing out women… “Do you think she’s a girl or a lady boy?” And it stated to become somewhat of a game for us.

That night we went out for some drinks and Heather became frisky. From the time we left the bar to the time we walked in our hotel room was about 20 minutes and Heather probably told me 50 times she wanted to fuck me. No sooner had we entered the room that she had my cock in her mouth.

After a few minutes we stripped our clothes and jumped into bed. Heather got between my legs and put me back in her mouth. Then she raised her ass. I opened my eyes and saw her staring right at me while she sucked my dick. She smiled.

“Could you imagine a hot girl eating my pussy from behind as I suck your cock?” I smiled and nodded.

She continued to suck my cock, licking and stroking it.

“Then I want her to stick her dick inside me while I keep sucking you.”

I should have seen where this was going but I did not want to kill the mood. I said nothing but I started to moan. I knew she was very horny and I did not want to spoil that. I was very much benefiting from it as much as she was.

I tried to pull her up to me so I can start fucking her but she said she wanted me to take her fro behind. Like a good boy, I obliged. Her pussy felt so good as I slid in. She met me as I pounded into her telling me it felt so good.

“Baby I want you to fuck me like this while I sucked her tits.” I must admit that sounded pretty hot and it made me hornier if it was at all possible.

“I want you to come on my ass and I want her to lick it off.” I came all over Heather’s beautiful ass and we both collapsed in bed.

She dozed off in my arms as I thought about what happened. I saw what she was doing, she was trying to convince me to go for it. The more I thought about it, the more I was unsure. Really I don’t care how hot this lady boy maybe, he’s still a guy. He has a dick. A dick he will be using to fuck my girlfriend. Maybe it’s not for me. It’s not what I want to do.

But maybe I am overthinking it. What’s the big deal? It’s not like my buddies back home would know. And really I don’t have look or touch her…his dick. I guess if she was really hot and she was doing things with my girlfriend, how is that different from a hot girl fucking her with a strap on? It would be hot to see two girls sucking my dick. But wait that one girl has a dick and in my book she’s still a guy.

The thoughts went in and out through my head. I had trouble sleeping that night.

The next morning, we slept in and stayed in bed for almost the whole morning. We had three days left in Phuket and I knew that both Heather and I would want to make the most of it.

Heather got up and started to get dressed.

“I’m going to go get us some coffee.”

“Do you want me to go with you?”

“No stay in bed and relax. I’ll be quick.”

As she walked out the door, I thought about how happy she made me. She always treid to do everything to make me very happy and I am one lucky guy.

I’ll just tell myself tht I am doing this for HER benefit but we will need some ground rules.

Heather was back 15 minutes later and by then I have drafted in my head the groud rules.

“Okay, I have thought about it and we’ll do it.”

Heather looked at me not sure of what I meant.

“We’ll go ahead and have a three-way with a… a three way your way. But there needs to be some ground rules.”

Heather put the coffee down and jumped in bed with me, kissing me on the lips.

“OKAY!!!” She said happily.

“Here are the rules

1. You will in no way ask me to touch, look, feel his/ her genitals.
2. If either of us get uncomfortable with the situation even at the last minute, either or both of us can back out.
3. And I only say this half jokingly… his dick should not be bigger than mine.”

Heather agreed to my rules and I asked her if she had any.

“Here are my rules

1. You wear a condom (she knows how much I hate condoms but in this case I whole heartedly agree).
2. Don’t force me to do something I am uncomfortable with (I’m think she means anal sex).
3. We both have to agree on who we pick.”

I agreed to her rules and decided to hit clubs that night.

I must admit that I saw some of the most beautiful women I have ever seen in Phuket that night. The thing is we weren’t sure if they were girls or ladyboys.

The first two we agreed upon were legitimate females. Both were beautiful and a big part of me prayed that Heather would reconsider and agree to either one of those girls. But she was a girl on a mission.

After a few hours of walking we stopped at a cafe of sorts to get some coffee. On the table next to us was a group of three girls, all stunning. We figured they were club workers maybe on break. Heather and I both zeroed in on the middle girl. She was tall, had the complexion of a porcelain doll and a beautiful face.

We struck up a conversation and offered to buy them more drinks and they agreed. Heather started talking to the middle girl and learned her name was Phun (pronounced Foon). We also learned that they are bar girls and that all three of them were lady boys.

The two other girls noticed that we were only interested in Phun and soon left us. We asked Phun if she was interested to join us for the evening and gave us her rate. I was quite surprised when Heather said “okay” without hesitation.

Phun went back to the club to get her stuff and told us to wait in the cafe for her. About 20 minutes later she came back wearing a skin tight red dress that almost left nothing to the imagination. She also smelled fresh like she took a bath in fresh smelling soaps. Heather and I both appreciated that since we do value hygiene a lot.

We walked around Bangla Road and Patung Beach and talked and got to know Phun a bit more. We stopped to get some drinks (liquid courage more for my benefit). Heather started pronouncing her name as “fun” and Phun thought it was funny and was okay with it. We found out that she was a local but grew up near Bangkok. Her parents have shunned her when they found out about her life style. Heather felt sorry for her and I must admit I did too. Heather and I came from a small town and most of the people were very conservative (at least on the outside). So we could see how this judgment can affect someone.

I asked Phun if she had to go back to the bar and she said no. We had her for the night.

I must admit at face value, yeah I’d fuck her… but then I did not know what was lurking between her legs. After a couple of hours we headed back to our hotel. There was a moment of awkwardness as we got in our room as neither Heather nor myself knew how to proceed. Phun took charge.

She walked over to one side of the bed and took her shoes off. Then took off her dress. Both Heather and I gasped. Amazed on what we were looking at. She had a body that would put a victoria secret model to shame and up front, no trace of a bulge was to be found. Again secretly I prayed that she was a woman.

She took off her bra and she had beautiful breasts.

She looked at me and Heather and asked “who wants to go first?”.

Childishly Heather raised up her right hand. Phun came to her and they started to kiss. From the mirror I saw Phun was wearing a thong and had a nice ass. Her ass was just as nice if not nicer than her breasts.

She slowly stripped Heather of her clothes as they made out and pretty soon Heather was naked except her panties.

Phun was still in charge. She guided Heather to what she wanted done. Heather kissed her neck, around her chest and without hesitation, put one of Phun’s nipples in her mouth.

I was hard as a rock. Phun and Heather made out some more and then Phun returned the favor and started sucking on Heather’s tits. Heather looked at me and reached out her hand. I came to her and we started to kiss. She took my hand and put it on Phun’s breast. Phun looked at me and smiled then went back to Heather’s breast.

Heather had me take off my clothes and lay in bed. She came over and put my dick in her mouth and Phun joined her. For a split second I felt weird-ed out but told myself this was for my darling Heather and just sit back and enjoy it. Phun and her took turns sucking my dick.

Heather said something to Phun that I did not hear and Phun stood up behind Heather, pulled off her underwear and she started to go down on Heather from behind. Even though Heather had my dick in her mouth, she was still moaning. Heather was so horny, she was giving me the best blow job in my EVER (to this day she hasn’t been able to replicate it). I had to stop her because I did not want to cum so soon. But wait… it might not be the worst thing. If it means I don’t have to… again I reminded myself why I was doing this.

I told Heather I wanted to fuck her and she nodded yes. Phun heard me and she stood up. Heather wanted me to take her from behind and she told Phun that she wanted to suck her tits. Phun obliged.

I stood at the edge of the bed and entered Heather from behind. She felt so good I almost came inside her. Phun knelled on the bed as Heather started sucking on her breasts. Phun caressed Heather’s hair as she did so. Heather said something to Phun again and Phun stood up. She went to the table and got something from her purse and then went back where she was kneeling before. She pulled down her underwear and put on a condom. There it is. Thank God she wasn’t bigger than me.

Heather put him in her mouth. The taste of the condom must have gotten to her because she asked me to switch places with Phun. I hesitated. Another dick in my girlfriend’s pussy I think I have a problem with that and for a minute there I thought about the rules and considered backing out. I could not do this to Heather. What happens in Phuket, stays in Phuket I thought. I pulled out of Heather and switched places with Phun.

She took my dick in her mouth with gusto and Phun entered her from behind. Phun closed her eyes and was moaning as fucked my girlfriend. Surprisingly I did not feel a twinge of jealousy. Phun had a beautiful face and watching her in pleasure turned me on more. She opened her eyes and saw me looking at her and she flashed me a cute smile. She grabbed her tits and squeezed them and then reached for my hand and put them on her tits urging me to fondle them. Again she closed her eyes taking in the pleasure.

I told Heather I was going to cum and she asked me to cum on her ass. I did as Phun watched. Heather asked Phun to lick my cum off her ass and off my dick. Phun happily obliged.

I sat on the chair as Heather laid on her back and Phun started to fuck her missionary style. It did not take Phun to cum inside Heather, moaning as she did. They kissed and Heather asked me to join them in bed.

Heather asked me if I had fun and I said yes. I asked her if she did and she said it was better than what she expected. Phun said she was glad to hear that then excused herself to get cleaned up in the bathroom.

When we were alone, Heather asked me what I wanted to do next. I told her I wanted to watch them make out and suck each other’s tits and maybe she can finish me off with a double blow job. She smiled. Then I noticed her hesitation. I asked what she wanted…

“I want you to fuck her while she fucks me.” I thought about the logistics of it and Heather noticed.

“I figured I would be on top of her near the edge of the bed, while you spread her legs and fuck her in the ass.”

“Damn! You have given this a lot of thought.” I said. Heather smiled and shrugged her shoulders.

Phun came out of the bathroom and pulled her on top of her and they started making out. Heather pretty much did everything I asked her to do including the double blow job. When she knew I was hard enough, she told everybody to stand up and started to give us instructions on what she wanted. She went to Phun’s purse, took two condoms and handed one each to me and Phun.

Phun laid on the bed as instructed and Heather and put her dick in her pussy. Then she told me to hold Phun’s legs up. I asked Phun if it was okay and she yes, but to get the bottle of lube from her purse first. I did as I was told and I rubbed some lube on my dick as Heather and Phun got started without me.

I stood on the edge of the bed and held Phun’s legs up high. I entered her ass with no problems and two seconds later she was pumping into Heather once again. HEr momentum carried to both me and Heather.

Heather leaned back and kissed me. She was enjoying this a lot. She told me to fuck her, to fuck her harder. I knew why she did this, she was trying to take my mind off that I was fucking Phun not her. Her moans and her pleads made me fuck “her” harder. Phun started moaning too. Her moans almost as high pitched as Heather’s.

Not long after I started to cum and Phun did also. I bent over and kissed Heather and after we kissed she leaned over and kissed Phun.

We collapsed in bed.

I woke up the next morning with getting a double blow job. After I came, Heather asked if she and Phun can fuck and I said yes. I sat on the bed and watched Phun fuck my girlfriend while they played with each other’s tits.

Pretty soon it was noon and Phun had to go. HEather seemed sentimental about it and Phun was nice and gentle to her. They kissed (pretty much made out) and then Phun came over and gave me a hug.

When the door shut, Heather gave me a big hug and said thank you.

I said “you’re welcome”.

Source: reddit.com/r/gonewildstories/comments/8kfj18/mff_phucking_in_phuket