A Jamaican Vacation Ch. 03

Picking up right where we left off...

After taking Big Daddy in my mouth, I shifted into a more comfortable position so I was on my hands and knees next to him on the couch instead of leaning forward. I wanted to just relax and worship his big black cock.

I loved his big black cock so much.

After giving him head for a couple minutes, he grabbed me by the hair and raised my head up. Keeping one hand on his big black cock, he gave me a deep kiss, blowing a huge hit of weed into my mouth.

After we broke from the kiss, he gave my head a nudge and I went back to worshipping his big black cock.

I knew the party was packed, but it's like everyone else disappeared, all I cared about was his big black cock.

As I tried to bring him as much pleasure as possible, Big Daddy started talking, "Since you have decided to stay here, there are a few things we will need to take care of. First, tomorrow we will meet with my friend who is a lawyer. He is great and has actually helped a few couples at this party transition from the US to Jamaica. Also, we will next eed to start looking for living accommodations. If you stay at that overpriced resort for too long you will waste all of our money. Keep sucking my sick if you agree."

He laughed out loud and took another hit of weed.

"That's my girl," he said, giving me a couple of swift pats on the ass. "Have you recovers from musical chairs yet? Let's go outside to the beach party"

"But I haven't made you cum yet," I pouted, stroking his big black cock with two hands, looking up at him.

"That's OK baby, I'm just choosing not to cum yet. I'm saving that for later. You give great head though." He told me reassuringly.

On that note, he kicked off his sandals, took off his shorts and T-shirt and stood up, reaching out his hand to offer me help standing up. My legs were still a bit wobbly.

He put his arm around my shoulder, and I kept one hand on his big black cock as we walked outside.

Now that I wasn't giving him head anymore, I became more aware of my surroundings. I felt pretty ridiculous, here I was, a white "man" wearing a bright pink bra, black high heels with a ribbon on my tiny hard penis, a choker that said "Big Daddy" (Same as the charm on my penis), and giant hoop earrings.

Not only was I the arm candy of a naked black man, but we were both hard as we could be.

I looked down at our contrasting boners.

I was so small. My little white boner stuck straight out in front of me, but only about 3-4 inches. And it was so skinny. I think the closest thing in comparison to me would be a dry erase marker. You could jack me off with just a finger and your thumb.

I then turned my attention to Big Daddy. His big black cock was so amazing. I rubbed my left hand up and down it just admiring every inch. His big black cock tried to stick right out, but there is no way it could. The sheer weight of it and gravity didn't allow that to happen. It had to have a slight drop to it, that's just physics. Of course I loved his length, but it's the girth that really drove me wild. I don't think I would have the same carnal reaction to a long thin cock. It's power was in its girth.

And then there was the singular vein that wrapped from the top around to the right side of his cock by the time it reached the base. I took my finger and traced it, it reminded me of those guys you would see at the gym with bulging veins on the biceps.

And the head, the head of his cock was other worldly. Not only was it like the picture perfect shape, but it was so big and it has perfect ridges to where it meets the shaft. I traced the edges of the head with my finger nails.

"Yea I'll take a beer and she'll have a glass of champagne," Big Daddy said, snapping me back to life.

"Oh my god, I didn't realize we were around all of these people. Your big black cock is such a distraction for me, I can't concentrate on anything else," I said.

"I was wondering what was going on in that pretty little head of yours. You haven't said a word for the last 5 minutes we were in line. You were just staring at my cock," Big Daddy responded.

Embarrassed, I looked down at the ground meekly. I noticed a thin line of precum hanging from my little white penis again, a tell tale sign of my arousal of the current situation.

"You shouldn't just be leaking everywhere," Big Daddy said, using one finger to scoop up my precum before presenting his finger to my mouth to lick up.

I hesitated at first, but took his finger into my mouth, sucking my cum off of it. I'm sure this sounds ridiculous, but I honestly loved the taste.

I felt so girly, albeit a very slutty girl since I was barely wearing anything, standing there in my bra and heels, holding a champagne flute with my painted nails.

I looked around to take in my surroundings. The party was amazing. There was a DJ playing and they had staked out a dance floor on the beach with about 20 tiki torches. The dance floor was hopping with about 10 black men of various undress and a decent amount of white sissies. It even looked like there were a few real women in the mix now too.

Out of the darkness came Jess, who was down a thong and bra as well. Her boobs weren't huge, but they fit her perfectly. I wondered if that's how mine would turn out.

"Hey Ty! Care if I steal your date for a few minutes, us girls are having some fun on the dance floor," Jess asked.

"Be my guest," he responded.

I kicked off my heels, there's no chance I could walk in the sand with them, and followed Jess to the dance floor.

Jess pulled me into the middle of the dance floor where there were 3 other white sissies dancing in a circle, all facing each other. I laughed thinking about how I was now in one of those stereotypical girl dance circles.

Between the 5 of us, 3 of them were down to their bra and panties, one was still fully dressed, and I was down to just my bra.

"I love the confidence you have to walk around with your little clitty out for all to see!" Jess yelled over the music, "I'm still self conscious of how small I am. It's so silly because it's not like I use it anymore! I just can't help it."

"Now I'm self conscious!" I laughed back, "to tell you the truth, I just have no clue where my panties are!"

The other girls laughed.

"Is everyone's little white penis hard?" asked Jess.

We all nodded in yes.

"Well whip them out, let's see what you are made of girls!" Jess hollered.

I already had my little white penis out, but one by one they all pulled out their little white penises. We laughed at how tiny they are, no wonder we are so mesmerized by big black cock.

"Well the good part is, these pathetic little white penises all fit so nicely in panties!" Jess said, tucking hers back away in her thong.

It was true. You could make the outline of her little boner out, but it wasn't obscene by any means. You would need to know what you are looking for to spot it.

"So what do we need to do to convince you to stay down here?" She asked.

"Nothing actually, Ty just convinced me to stay a little bit ago. We are going to meet his lawyer tomorrow to figure out the transition."

"That's amazing," she squealed, giving me a hug. I felt our little boners touch, it felt so different than when my little white penis rubbed against Big Daddy's big black cock.

It was still erotic, just different.

Jess must have been turned on too, as she squeezed my ass and pulled me into her staring into my eyes.

She felt the tension too, and leaned in for a kiss. Jess was such a good kisser, but her lips were soft an feminine like mine. She was so sexy.

"Alright break it up girls!" I heard Big Daddy laugh.

He stood in between us and put one arm around each of us.

"You both know you need a big black cock to actually get any satisfaction!" He said.

And he was right. I reached down and grabbed his big black cock. I felt a tinge of jealousy once I realized that Jess had one hand on his big black cock too.

Big Daddy must have noticed my initial reaction to Jess playing with his big black cock.

"Now now now Alexis, I think we can both agree that I have plenty of cock to go around," he said, giving my ass a playful pinch.

I squealed as his pinch caught me off guard.

Jess and I moved in closer and continued to stroke his big black cock while standing in the sand. Big Daddy grabbed us both by the back of our head and leaned in, rotating between deeply kissing me, then Jess, then back to me.

I know this sounds crazy, but at this point I think I was literally growing an addiction to big black cock. Whenever I saw or even more so touched his big black cock, other feelings would come alive inside me, and not just the obvious ones like my little white penis would get hard and start leaking. But I would also get this feeling of almost an itch that I couldn't scratch deep inside of my ass. Well one thing could scratch it, Big black cock.

I clenched my ass cheeks together and wiggled my ass to try and get rid of the itch.

"Big Daddy?" I asked

"Yea baby?" He responded, breaking his kiss with Jess.

"Could you please fuck me with your big black cock?" I pleaded.

"Well Jess here might need my services too." He responded, giving her another kiss.

He was stringing me along, playing hard to get.

"Please Big Daddy! I really need your big black cock now. Please just fuck me. My pussy is literally aching for you to fill it up. I can't take it!"

He picked me up and laid me down on the sand. Jess came over and crawled on top of me. So our little white penises were touching again. She kissed me as I felt Big Daddy line his big black cock up to my ass.

I moaned and pulled her into me as he slid his big black cock inside of me. Slowly. All the way in.

It was amazing how I had gotten used to him. Before he would have to work his way in and out, letting my body adjust to his amazing size, but now he could just enter me one fell swoop.

He then slowly pulled all the way out.

I moaned, feeling then ache of emptiness wash over me as he withdrew his big black cock from my hungry boi pussy. But he never went back inside of me.

Jess moaned, breaking our kiss. She couldn't concentrate on kissing. She just grabbed me as tight as she could. Big Daddy was fucking her.

She gasped for air, trying to catch her breath. Then I felt the head of his big black cock knocking at my door again.

He was fucking us both. It took me a second to realize. But we were trading thrusts. One for me, then one for Jess. Big Daddy had us stacked on top of each other and was just rotating between our two boi pussies. I'm not going to lie, it felt damn good.

There was a teasing aspect to it that kept me begging for the next thrust. I was looking. Forward to each thrust from his big black cock.

"Oh my god," Jess moaned as it was her turn again, "you are such a lucky girl to have this big black cock all the time. He is amazing."

"I'm happy to share with a sexy sissy like you," I told her before giving her another kiss.

I have no idea how long this went on for, but eventually Big Daddy stopped his fucking and quickly moved over to where our heads were, and unloaded one of the largest cum shots I had ever seen on our two faces.

Oblivious to the crowd that had gathered around us, we licked each other clean until there wasn't a trace of cum on our faces.

Once finished, Jess stood up. The front of her panties were soaked, and I had cum all over my crotch too.

There was too much cum for one sissy, we must have both had sissgasms during that fucking.

As I gathered myself from that sexual bliss, I looked around and saw a large crowd had gathered, and were now cheering for us. I was embarrassed, but whatever, at least my ass wasn't aching for the time being.

The rest of the night was a blur of smoking, drinking, fucking and sucking.

The next morning, I woke up in my hotel room. I was hungover and sore. I felt lingerie on, but had no recollection of even leaving the party last night. I looked around and saw other clothes strewn across the floor.

Big Daddy was lying next to me. So that was good. Jess was on the other side of him.

I rolled over to look around and felt a familiar feeling in my ass, I definitely had something inside of me.

I quietly climbed out of bed to go to the bathroom. I noticed there was some plastic packaging. Looks like we made a pit stop for some sex toys. Two giant dildos from the look of the packaging. Black ones would be a safe bet.

Oh my god, did Jess and I get matching big black dildos.

I looked at myself in the mirror. I was such a slut. I can't believe I got home and put on this sexy chemise just to go to bed. Not to mention that I felt like I couldn't sleep without a big black dildo inside of me, or that I needed to wear these sexy boy short panties to hold it in place.

I had it bad.

Instinctively, I sat down on the toilet to pee and pulled the dildo out. I started peeing, and felt cum oozing out of my ass. I guess Big Daddy fucked me when we got home, that makes sense though.

I flushed the toilet and decided to freshen up my makeup and brush my teeth before crawling back into bed. My mouth definitely tasted like weed, wine, and cock.

I must have woken them up because they were both starting to stir when I crawled back into bed.

"Good morning Big Daddy," I whispered into his ear before nibbling on his earlobe.

I kissed him on his ear, then cheek, then neck, then chest, and so on until I found my way to his big black cock. Time for his morning blowjob.

I started working on his big black cock as it came to life in my hands. Obviously I love his big black cock when it is fully hard, but there is something gratifying about holding his cock while it transforms from soft to hard.

Soon, Jess joined me to help. Within about 10 minutes, Big Daddy rewarded us with a delicious breakfast of warm cum.

Jess knew her place was 3rd wheel in this relationship and let me take the entire cum shot.

"Well last night was fun, wasn't in girls." Big Daddy said as he stretched.

"I don't even remember leaving the party, but from what I do remember, it was a blast. Thank you for taking me to the party." I said.

I looked at Jess and realized we were wearing the same slutty outfit. Jess didn't know what all happened either. Big Daddy then explained that the three of us left the party in a cab, but me and Jess were dead set on surprising him, so we made the cab driver stop at a sex shop where we picked out matching lingerie and dildos for when we got back to the hotel.

I covered my mouth and giggled. We are such sluts!

After recapping the night a bit more, which was basically just a long explanation of how much of a black cock slut I had become, Jess said that she had to leave.

Once she left, I curled up next to Big Daddy and put my hand on his softening black cock, "you aren't going to leave me for her?" I asked.

"Don't you worry your pretty little head about that, Alexis. You are my girl. But a adding a friend or two to the mix every now and then is always fun."

"Ok good, I just needed to hear that," i responded, relieved.

"Speaking of which," he said, "we need to go meet my friend, the lawyer, this morning to figure out the details on getting you moved down here. Go get cleaned up throw on something nice."

I spent the next 20 minutes or so showering, doing my hair, and reapplying my makeup. I was getting pretty good!

I walked out in my robe and went over to my dresser. I picked out a light pink bra and thong set. As I clasped the bra, I noticed that my boobs did feel a little bigger!

After getting my undergarments on, I walked over to the closet and picked out a white and pink sun dress that barely went midway down my thigh, and some wedge sandals.

I looked good! I spun around to look at Big Daddy and felt so sexy as the sun dress lifted as it spun around with me.

He walked over and gave me a kiss.

"You are a natural beauty," he said, patting my on my ass.

I felt eyes on me as we walked through the lobby, but I was Big Daddy's girl and that was all that mattered. My confidence was sky high after he told me I was his earlier. I just wanted to make him happy.

We met his friend over breakfast at the beach side restaurant. I ordered a bowl of fruit to go with the smoothie I brought for myself. I had to keep my diet.

After normal small talk, we got down to business.

"So why so you want to move down here?" The lawyer asked.

I paused, "Well, ummm, I just like the weather and speed of life down here."

"You are going to need to be honest with me, I'm here to help you out. These moves aren't always easy with international laws, visas, etc..."

"It's ok, he's a friend," Big Daddy said, putting his hand on top of mine.

"Ok then," I started, "I came down here to get away after my fiancé called off our wedding last minute. Next thing I knew, I had fallen in love with Big Daddy...I mean Ty, over here. I want to move down here to be with him."

"So you came down here as a man?" He asked.

"Well I guess. I'm not sure if I ever was a man. I guess I was always a sheep a wolves clothes. Regardless, I'm a sissy."

"I see," he said making notes. "And what types of assets do you have back in the states?"

"I have a about $120k in cash, another $1.2 million in stocks, and a house that is worth about $750k."

"What about cars?"

"I have two cars, probably worth about $80k between the two."

"Alright then. Well first, congrats! All of that will go a long way down here. But to transfer the money, get a visa for residency, and sell your assets we are going to need the two of you to get married."

"Married?" I asked.

"Yes, married. While you will be set up for a while, you will eventually need a little bit of income, and as a lawyer here, I can't work on your behalf in America unless you are legally married to a Jamaican."

I looked at Big Daddy.

"Let's do it," he said, "let's get married. We can have the ceremony tomorrow on the beach. We can invite some friends here. It will be amazing."

I was in shock, but I nodded. Getting fucked by big black cock was one thing, retiring early to Jamaica was another, but getting married to a black man to be his sissy wife was on a whole different level.

"Ok, yes. Let's get married."

Big Daddy leaned over and kissed me. I felt my little penis stiffen in my panties.

We finished up breakfast and headed back to the room. We stopped by the front desk and Big Daddy explained that we were getting married and asked for the wedding coordinator to be sent to our room when she got in for some last minute planning.

I was so excited. I couldn't get back to our room fast enough. I wanted to make love to his big black cock to show him how excited I was to be his sissy bride.

He couldn't contain himself either, we were making out as we stumbled down the hallway. He pressed me against the door and slid the key card in. As the door opened he lifted me up and carried me over to the bed.

"Oh my gosh I'm so sorry! I must have the wrong room!" A women shouted.

We broke our kiss and both turned our heads, startled by the other person.

I felt myself turn pale as a ghost. It was my ex fiancé. Maybe she wouldn't recognize me. I mean I was in a dress, makeup and hair done. And I was being held by a big black man with my legs wrapped around his lower back.

"Who are you?" Ty asked.

"My name's Rebecca, I'm here to find my fiancé to try and get him back and the front desk must have given me the wrong room. I'm so sorry to have started you."

"No harm done." Ty said as she walked to the door.

But then he stopped her, "wait!! Are you the girl who left Alex?"

Shit!

"Yes, so you know him?"