The little club was packed wall to wall with holidaymakers. The floor was wet from spilled drinks, and bodies moved to the music, mostly jumping up and down due to a lack of space. I checked that the next song was queued up and then let it spin. The crowd went crazy, and I smiled. Sipping from my soda, I looked for the next track and lined it up. The song that was playing was exactly five minutes long, which gave me time to duck out of the DJ booth and hit the bathroom. I made my way through the sweaty crowd. Some of the men didn’t have shirts on and a few women jumped up and down so hard their boobs almost bounced out of their tops. Summer in Ibiza.
I arrived on the island in May just as the season kicked off. Most people flew in, but I had arrived on a thirty-foot sailboat. I started my trip in Eastbourne and then crossed the channel, and then followed the French coast down to Portugal. When my boat puttered by Gibraltar’s mighty rock, I let go of a cheer. I had made it into the Mediterranean without sinking. The reason why I chose a boat is that renting a place on the island is so expensive that most of your salary goes to it. My father had left me the boat, which hadn’t been used in years. Together with a friend, we cleaned it and did the repairs that had to be done.
I found a nice deep bay called Port des Torrent where I could anchor. It was a twenty-minute bus ride into the town of Sant Antoni, where I was going to look for work. It didn’t take long until I was hired by the club owners. The club was where you went to listen to music from the 80s and the 90s, mostly so we had a more mature crowd in their thirties and forties, even fifties. Fewer fights and more money to spend than the youths.
I finished in the bathroom and listened to the music. I had time to get another drink. Fiona, a redhead from Ireland, smiled and passed me a new soda. There was no point in trying to chit-chat over the music or the time. Just as I was leaving, I noted a young girl by the bar. She couldn’t be more than twenty and stood out from the crowd. She moved her leg to the music and drank from a beer bottle. She wore jean shorts and a simple black T-shirt with a rock band’s name on the front. She saw me and smiled. Then I had to hurry back or I would miss the mix.
At two in the morning, it was closing time, so I put on a slow track, and most of the customers got the drift and began to move towards the entrance. The security guards went around and collected the drunks who had fallen asleep on the sofas and checked the bathrooms. When we were sure everyone had gone, Fiona turned on the lights. Fiona I, the two security guards, John, and Becky, who also worked the bar, gathered around it.
“That was a decent crowd,” said Fiona while counting out the money from the tip jar.
“And a nice one. No fights or anything,” said one of the security guards.
Becky, who was a bit of a drinker, lined up shots for everyone, and we drank them before slamming the glasses onto the table.
“Ok, a hundred Euros and change for everyone,” said Fiona, and handed out the money.
I asked her to pass me a bottle of beer and went to the DJ booth to collect my backpack. Beer in hand I opened the doors and walked out onto the street. It was one of those where bars lined it from one corner to the other. The club I worked at was one of the few that closed at two. Most closed at four in the morning, so there were plenty of more or less drunk tourists making their way from one bar to another. It was too late or too early, depending on how you looked at it, for me to take the bus back, so I made my way to the taxi stand.
“Excuse me.”
I stopped at the soft voice and the tug at my arm and looked down. It was the same girl who had been sitting at the bar. She was short but had a great body with all the right curves in the right places.
“Yes?”
“I love the tracks you played this evening.”
“Thanks, not many people your age appreciates them.”
“I love the music from back then. I grew up with it at home.”
“And where is home?”
“Small town in Colombia you have never heard about.”
“Your English is very good.”
“Thanks, I learned at school. This is my second season in Ibiza. The year before that, I was in Marbella. Since I work as a masseuse, I practice a lot of English.
It was hard to believe the tiny girl had enough power in her arms and hands to give a grown man a proper massage. “Sounds like a fun job. I've got to go, I am tired.”
“Where are you staying?”
“On my boat, in Port des Torrent.”
“Wow, you have a boat, that’s amazing.”
I laughed. “It’s a small sailing boat, nothing fancy.”
“Ok, anyway. I will come by tomorrow to hear you play. I’m Claudia.”
“Nice to meet you. I’m Conrad. Looking forward to seeing you.”
Back on my boat, I made some fried eggs and bacon. Working nights, breakfast becomes dinner, and dinner becomes breakfast sometimes. I couldn’t get Claudia out of my head. She was such a pretty and sexy girl. Way too young for me. I was close to fifty and had been divorced for a year. I wasn’t looking for something steady, but a summer romance might be nice. Working and being on the boat becomes boring after a while. I doubted Claudia wanted to hang out with an old man, but maybe she could give me a massage. Standing for hours took a toll.
Right as day, the following evening, around midnight, Claudia walked by the DJ booth to let me know she was there. She gave me a small wave and blew me a kiss. I smiled and waved back. After a while, she came back, this time carrying a beer and a soda for me. I opened the door, and she slipped inside the booth.
“Wow, quite a view from up here,” she said.
“It is, you see the good, the bad, and the ugly.”
“What good do you see? Don’t be shy. Who’s the hottest girl here, except me, of course?”
“Of course. Let me see. That one, she is hot,” I said and pointed at a woman in her mid-thirties with a great body and bouncy boobs.”
“Ah, so you like blonds?”
“She doesn’t have to be; that one just happens to be one.”
“I like her,” Claudia said and pointed at a brunette sitting at a table, with a glass in hand. She had tattoos on her arms and a nose ring.”
“Right, I guess we have different tastes.”
She laughed. And the little I could hear from it, it was sexy. “Just kidding, I like men, but I have had my share of girl-on-girl experiences.”
Was this the young generation, I thought? Happily, talking about their sex lives and experiences to a stranger?
“Cool, I am all for women, no dicks for me thank you very much.”
She smiled at me and moved her body to the music. She spent the rest of the night in the booth and left when the club closed. Before she did, she gave me a peck on the cheek and handed me a piece of paper.
“Call me,” she said and left. The paper had her number on it.
The next day was Sunday, which was my day off. Normally, I clean the boat, take my clothes and bedding to the laundromat, and do my shopping for the week. This Sunday, I called Claudia and we decided to meet up close to the laundromat for lunch. I was a bit nervous, to be honest. What the heck was I doing with a girl half my age? I knew I wanted to fuck her and have some summer fun. Hopefully, she felt the same.
When I arrived at the café, she wasn’t there, so I ordered a black coffee and studied the menu. Like most places in the area, it was burgers, fries, pizzas, and similar junk food. Most tourists in the area were on small budgets and spent their money on beer and shots. When I came back from the bathroom, Claudia stood outside looking around.
“Hey, I’m here,” I called out.
“Oh, hi, I thought you had stood me up,” she said after a short hug.
“Never, I was here early and sat at the bar while waiting for you.”
I took my coffee, and she ordered tea, and then we sat outside in the shade of a palm tree.
“Is it your day off too?” I asked.
“I don’t have fixed days off since I don’t work for a company. I freelance, so I might get a call now from a client.”
“How do they find you, your clients, I mean?”
“Word of mouth mostly. I have some business cards in the more expensive hotels around the island.”
“That means you have a car?”
She laughed that cute laugh and shook her head. “No, like most other seasonal workers, I have a scooter.”
“Death traps. I thought about renting one, but I feel safer on foot or by bus.”
“I agree, but some of the villas where my clients live are far from bus stops. Let me ask you something. Are you single?”
I drank my coffee and ordered another from the bored waiter. I needed a minute to think what she might be after. “Yes, I am. What about you?”
“The same, I don’t like long-term relationships. I’m only twenty and I feel it's too early for me to settle down and have a family. I want to live, travel, experience, and have amazing sex.” Another of her laughs.
“Trust me, that family life, it's not always what it's made up to be. I was married for almost thirty years; I have two grown children.”
“What happened?”
“Not sure. I guess we grew apart. We both had great careers, but when the kids moved out, we kind of realized that we didn’t want to be together anymore. More her, since she found a man pretty quickly and moved in with him.”
“Oh, you poor thing, you were cheated on.” She didn’t say it to be sarcastic or mean; she meant it, and she put her warm hand on mine. I looked down at it and for the first time, I noticed, even though it was small, it felt strong, with rough skin on her palms. Must be the massaging that has made them like that, I thought.
“Here is an idea. What about if you take me and a friend sailing next Sunday? How does that sound?” she said with a big smile.
“A friend like a guy friend or girlfriend?”
She looked at me sideways. “Are you jealous already, Conrad?”
“No, no, just being curious.”
“Don’t worry. It’s a friend, her name is Amanda, and she is from England, just like you.”
“Great, sounds like fun. I will meet you at the bus stop at let's say nine in the morning?”
We continued to chat about life, her home country, music, and other things that strangers talk about. When we separated, I got a kiss on my mouth. Not a slobbering tongue kiss but a soft one, and I liked it.
The week passed slowly. Claudia was all I had on my mind. She came by the club on Monday and then again on Wednesday. On Thursday, she texted me and said she wouldn’t be coming by the club during the rest of the week because she had to work on the other side of the island, but she was looking forward to Sunday. I wasn’t sure what to expect, so not to get my hopes too high, I decided it would be a nice day sailing with two young women and sharing some food and wine.
I was already at the bus stop when the bus arrived, and the girls were the last to get off. Claudia looked stunning in a white see-through beach dress and a white bikini. Her boobs threatened to spill out of the cups and they were bigger than I had thought without being ridiculous so. Amanda was a blonde with dark blue eyes and lush natural lips. She wore beach pants. The kind that looks like fish stockings and just her bikini top above. She was a tall girl with a nice, firm body and C cups.
“Amanda, meet Conrado. Conrad, this is Amanda.”
We shook hands, and then I grabbed their bag, which was surprisingly heavy. “What do you get in here?” I asked.
“Wine, we drink a lot of wine,” said Amanda, and giggled.
She was from the north of England, a town I had never heard of, and this was her third season on the island. She worked as a makeup girl. She and Claudia had some of the same clients, and that’s how they had met. At twenty-five, she was a few years older than Claudia.
“This is so nice and cozy,” said Claudia after sitting down next to the till. I served her and Amanda, who sat opposite her, a glass of white wine.
“Thanks, it’s my home for the summer and I like it.”
“You must save a lot of money. I share an apartment with three other girls and we pay eight hundred Euros a month, each,” said Amanda.
“Yeah, mine is seven fifty, and I also share with three.”
I grabbed a beer from the fridge. I liked wine, but since I was a responsible captain, I would stick to beer for the day. “That’s insane.”
Claudia got up and pulled her dress over her head, and folded it. “What do you think? I bought this bikini yesterday, just for you.”
It looked fantastic on her. It was a thong model and the back slid in-between her firm-looking round ass cheeks. When she faced me, my eyes were naturally drawn down and she had one meaty pussy I realized. I loved meaty pussies with fat lips and a clit I could suck on.
I started the engine and we left the bay heading toward the rock island of Es Vedra. It would be a few hours to get there since we had to motor most of the way. During the summer, there wasn’t much wind, but I didn’t care. I had lovely company and a cold beer in my hand; life was good.
While I busied myself with running the boat, the girls chatted and laughed and poured more wine into their glasses. At one point, Amanda, whose skin would look like a lobster if she didn’t use suncream, took off her bikini top and proceeded to smear a lot of suncream over them. She had no shame doing it, just a few feet from me. They looked firm and so sexy. I knew I was growing hard and made sure I sat so my crotch couldn’t be seen. Claudia found the CD player and put in a mixed CD. I was surprised she even knew how to use the antique player. The girls began to dance, and after a few moments, Claudia's top came off as well. Now I had a full-blown erection.
At one point, Amanda put her hands on Claudia's shoulders and pulled her closer. The girls kissed slowly, and I saw how their tongues touched. It was maddening.
“So, you are an item, like you are dating?” I asked.
“Nah, not really, we are more like each other’s hook up. You never know what kind of crazy person you meet, so we prefer to be with each other,” said Claudia, and Amanda nodded. She stood behind her friend and without taking her eyes off mine she cupped Claudia's boobs and slowly squeezed them together. “Hey, Conrad, do you want to try them?” she said with a sly smile.
“I’m ok, but thanks,” I said, wishing I was a dirty man sometimes who would have said yes.
Claudia wiggled away from Amanda and came over to me. She sat down on the floor between my legs and then took my hands and placed them on her boobs. They were warm from the sun with tiny, hard nipples. I knew they weren’t real, but I didn’t care. I hadn’t had boobs in my hands in a very long time and even longer since I had a young pair.
“Don’t they feel amazing?" asked Amanda, who came closer until she stood in front of us, so close her knees touched Claudia.
Without a word, she leaned forward and kissed me on the mouth. Her tongue touched mine, and we kissed deeper. I felt movement between my legs, but didn’t pay much attention since Amanda was an amazing kisser. My one hand slid off her thigh and over onto her ass. Warm and firm in my grip. God, I had missed sex, I realized.
Suddenly, Amanda let go of a long, deep moan. It wasn’t from my attention to her ass, that was for sure. I looked down and Claudia was licking her shaved pussy. Her pink tongue slid up and down the slit slowly, only pausing to suck on her friend's clit.
There were other boats around us, but none close enough to see what exactly was happening. Had they been I would have been a bit more careful, but I watched Claudia licking her friend and when Amanda had freed my cock and she began to stroke it I sighed. “Oh, fuck, honey, I have missed that so much.”
“Yeah, you like how I am stroking you? What about this.” In one motion she had my cock in her mouth and the tip of her nose was touching my tummy. She was kneeling next to her friend, and I closed my eyes, leaning back and enjoying the moment.
Claudia moaned and sighed, so I opened my eyes to see what she was up to. Amanda was still sucking my cock, slowly and gently, taking her time to build my orgasm. With one hand, she supported herself, and her right hand was between Claudia's legs. I was curious about her pussy so I leaned forward a bit and what I saw made me stand up. My dick came out of Amanda's mouth with a loud plop and she fell backwards.
“What the fuck, what’s going on here?” I asked, my voice louder than necessary.
"What? We are having a good time. I was sucking your cock and stroking my friend's cock at the same time. What’s wrong with that?” asked Amanda, who had composed herself and was not leaning against the cabin. Claudia and sat down on the bench next to the till. Between her legs, a large cock was sticking straight up with a swollen head. I pointed at it.

“That is big ass dick, ok. Where did it come from?”
“Conrad, calm down, let me explain,” said Claudia in her soft, seductive voice. I looked at her and she smiled. “I’m a trans woman, ok, that’s not dangerous or scary.”
“I know that, but why didn’t you tell me?”
“Why should I? I had no idea that a talk, a coffee, would lead to this. I thought it was just going to be me and Amanda making out on the deck while you drove the boat and drank beer. I’m sorry for being human and horny.”
“Why don’t we all calm down a bit? Claudia, put your bikini bottoms back on. Conrad, do you want us to cover boobs as well?"
I took a deep breath and released it slowly through my nose. “I’m sorry, I overreacted. I have never, to my knowledge, met a transperson before and even less seen one naked. It was a bit of a shock. You can keep your tops off if you want.”
I sat back down and drank from my beer. The girls retired to the front of the boat, where they sat talking in quiet voices so I wouldn’t hear them. I felt stupid for overreacting, but it was a shock to see tiny Claudia sporting what I guessed was an eight-inch cock. I had not expected that. Then another thought entered my mind. What if we had been alone? First making out and then slowly I moved my hand towards her bikini expecting to find the soft curve of a pussy and instead, there is a hard sausage. I shivered; that would have been bad.
I opened another beer and watched the girls. They had gone back to making out, and it was clear to me that Amanda was stroking Claudia. She lay back and there it was. Her cock sticking straight up and Amanda's hand wrapped around it. After a few minutes, Amanda leaned down and opened her mouth. She took the entire shaft into her mouth, and I looked away. But there was a problem. A big problem. I was getting a hard-on from what I had seen. My gaze moved back to the girls, and now Amanda was going at it at full speed. Her head bobbed up and down, and Claudia had her hand on her head, her fingers intertwined in her blond hair. Every so often, she would push Amanda down, and she would respond with gagging noises.
Curiosity took hold of me, so I placed the beer in a holder and made sure the till was tied down so the boat wouldn’t sail off course. I moved closer so I was leaning over the cabin roof using my elbows as support. This close, the action was much better.
“Oh baby, oh fuck, you are so good at that,” moaned Claudia while her stomach muscles tensed. She was close to coming, I realized. I had seen guys come before but in porn, not in real life. I thought Amanda would swallow, but she didn’t. Instead, she lifted her head and put her boobs close to Claudia and then jerked her off until she squirted on them. Amanda giggled and Claudia sighed heavily as her cock stopped spewing out cum and slowly went soft, resting against her tanned tummy.
Amanda looked up and saw me. “Oh, I didn’t realize you were watching. I thought you didn’t like this entire thing.” She made a circular motion with her hand, indicating herself and Claudia.
“I'm sorry, again. I just wasn’t ready. If you guys had told me, I would have reacted differently.”
Claudia tilted her head back as far as she could so she could see me. “And now, what do you think?”
I laughed. “Honestly, it was quite hot and exciting.”
“Yeah, you got an erection over there?” she giggled.
“I might.”
Claudia moved her hand between Amanda's legs. “She is wet. Would you like to fuck her?”
Amanda grinned at me. “C’mon, give me some of that cock, will you.”
“Sure, why not?”
I walked around to them at the front, and Amanda lay down on her back with Claudia next to her. She pulled up her legs and used a finger to call me closer. When I was about to lay down on top of her Claudia grabbed my cock and said, “Here, let me help you.”
I was about to pull back, but felt stupid. Instead, I let her pull me a bit closer so my cockhead was touching Amanda’s slit. Claudia painted it for a moment before placing the tip against the hole. “There we go, now fuck her.”
“Ah, oh, wow, that feels so good, Conrad,” moaned Amanda when I was balls deep. I began to move, and her legs rested over my shoulder, pulling me closer. I felt movement to my right and when I looked over Claudia had stood up and her cock was just inches from my face.
“Take it, suck her cock,” said Amanda, her voice trembling.
The sun was hot, the water was lapping the boat, and I was far away from home in a place where no one knew me. I opened my mouth, ready to explore new experiences, but at the same time, scared and nervous.
“Oh, he is ready, he is so ready,” giggled Amanda while her boobs bounced for every thrust.
The cockhead was warm and soft, like velvet as it crossed my lips and entered my mouth. There was no taste whatsoever. Only the warm skin against my tongue. I didn’t know what to do, but Claudia took over. She gently began to fuck my face. Her dick slid in and out and my lips were taut around the shaft. The head sometimes went quite far back, but never far enough to make me gag. It was a weird and strange sensation to suck cock. At one moment, it felt natural, and the next disgusting. Not because the cock was nasty, no, because during all of my life I had been told only gay and bisexual men suck cock. I was neither, well, was I? Had I become a bisexual man during these minutes I had a cock in my mouth? I didn’t know.
Claudia pulled out and lay down next to her friend again. Amanda was getting closer to coming. I still had the sensation of sucking a cock even though my mouth was empty. I focused on Amanda, grabbing her hips and fucking her harder.
“Yes, yes, just like that you horny cock sucker!”
And she came, her pussy tightened around my cock, and sucked it in an extra inch or so. I pulled out and for some reason, it felt natural that Claudia was suddenly there, her mouth open, taking my dick in her mouth just as my balls contracted and then emptied. I watched as she swallowed, once, twice, and a third time. I pulled away, and she smacked her lips. “That was tasty, and so much of it. When was the last time you fucked, Conrad?”
I was leaning against the mast, catching my breath. “I don’t know, a few months maybe.”
“I thought so, that was a lot of cum.”
The situation was surreal. Amanda was on her back, her legs slightly apart so I could see the pink of her pussy and her pea-sized clit. On the other side, Claudia sat cross-legged with a semi-erection.
“Ladies, you do what you got to do. I am going to get a beer and sit at the till contemplating the mysteries of the world,” I said and got up.
I could hear them giggling behind me as I went to grab a beer from the cooler. I looked at the till sipping on it and looking around. There weren’t many boats out, just a handful and quite far away. I could see Es Vedra looming up in front of us and we would soon be there. I changed course slightly so we would sail behind the island where there was a cove. Perfect for relaxing and swimming.
I watched the girls from above as they floated in the clear water. We had anchored far away from the other boats since Amanda had said she wanted to swim and sunbathe naked. It was fascinating to watch them do breaststrokes. Amanda's long legs worked the water and close to Claudia with her cock in between her legs as she floated on her back. I felt my erection grow.
“Dude, take off your shorts, live a little,” Amanda called.
I laughed. I had never been a prude but the fact that Claudia had a cock made me a bit uncomfortable still. Fuck it, I thought and got naked.
“Yeah, that’s it, swing that cock!” Claudia yelled, almost loud enough for the people in the closest boat to hear.
Amanda swam to the back where she climbed up the ladder and approached me. “I’m going to ask something. Would you like to fuck Claudia?”
“What? Hang on, why would I want to do that when your pussy is just amazing?”
“Thank you very much. I assume you have fucked a girl up the ass?”
“Yeah, sure.”
“Ok, did she enjoy it?”
“I guess, I mean they didn’t complain.”
“Aha! The thing with Claudia is that you can make her come by fucking her ass which a woman can’t. Sure, we can rub our clits and such but not simply by having a cock there.”
I reached for my by-now-warm beer and finished it off. I had fucked several women in the ass over the years but hadn’t thought about what Amanda just told me. They had seemed to enjoy it but now thinking back at it, it was me who had instigated the ass fucking, not them. I watched Claudia swim closer to the boat and realized that even though she had a dick and all, I was sexually attracted to her.
“Ok, I’ll do it.”
Amanda clapped her hands like a happy little girl and went to help Claudia up the ladder.
“Guess what, Conrad wants to fuck you, isn’t that cool?”
Claudia used a towel to dry her hair but left her wet body alone. She looked up at me. “Are you sure? I don’t want you to feel pressured?”
“I’m fine, I promise.”
Amanda went down into the cabin where she had left her bag and came out a few moments later holding a tube. “Here we go, some lubrication. In what position do you want him to fuck you, Claudia?”
“On my back, so he can see my face.”
There is a mix of shame and pride when I tell you that I had by now a massive hard-on. The cockhead was swollen and the shaft stood straight up against my stomach. Claudia got down on the fore deck and used her towel to roll a pillow which she put under her ass. Her dick was semi-hard and growing until it was full and hard.
“Go ahead, and touch her, make her relax,” said Amanda.
I reached out and when I held her dick in my hand I sighed. It felt good, and weird at the same time. I began to stroke it slowly when I felt something cold on my cock. I looked down and Amanda was spreading lube all over it.
“There you go, all done.”
I moved in between Claudia’s legs and she lifted them, placing them over my shoulders.
“Do it slowly, you are quite big, baby,” she said with her eyes half closed. Her dick was still hard against her tummy as my cock touched her anus. I pushed a little and watched with fascination how the tiny hole began to open up. I pushed a bit harder and slowly my cockhead slid in. Claudia sighed and then said, “Don’t be shy, keep going.”
I gave a harder thrust and my cock slid into the base and Claudia moaned louder. Amanda had sat down cross-legged with Claudia's head in her lap and she gently massaged her boobs while I began to fuck her. It didn’t take long before Claudia began to meet my thrusts and moaning louder. To my surprise, her cock was limp and rolled around. I found it weird but didn’t want to ask why, afraid of hurting her feelings. Maybe it was a side-effect of her hormones.
“Oh god, yes, oh, oh, faster, Conrad fuck me faster!”
I grabbed her hips and moved faster, my dick sliding in all the way and then almost as far out that head almost pop out. I was surprised I could fuck so long without coming. Then it dawned on me that the only tightness I felt was the anal ring muscle. With a pussy the entire pussy would squeeze my cock making it come faster.
“Oh, yes, yes, oh fuck, here I come,” Claudia said, gasping.
From her limp dick, her cum ran out like hot lava, it wasn’t as white as mine, more of a dirty watercolor, but it was a lot. I Kept on fucking until I was on the verge of coming. I pulled out and when I did, Amanda leaned forward and began to stroke my cock aiming it down onto Claudia's boobs. I shot several globs of hot cum onto them which made both girls giggle and smear the cum over Claudia's boobs.
I got up and dove naked into the water which wasn’t very cool. I swam away from the boat to clear my mind. It was an exciting but also weird feeling of fucking a man that was a woman. I floated on my back looking at the two girls who had also gotten up and then lay down again on their towels taking in the hot sun.
Back on the boat I opened a beer and gave Claudia and Amanda one each. We sat in silence for a moment and then Claudia asked, “How are you, Conrad?”
“Fine, why wouldn’t I be?”
“Some straight guys are confused after fucking me, not knowing if they are suddenly gay, or bisexual.”
I thought about it and sure, I had some of those thoughts. “Yeah, I get that.”
“You are neither. You are just a dude who tried something new. Did you like it?”
I slowly nodded my head. “Yeah, I did.”
Claudia got up and walked around the cabin to me where I was sitting at the till. She stood in front of me, her cock dangling between her legs. It was hard to take my eyes off it and I suddenly had an urge to touch it and taste it. She must have read my mind.
“Go on, don’t be shy.”
I put my beer down and scooted a bit closer. I cupped her balls in my hand and they were quite small, which I hadn’t thought about before. While teasing them her cock grew harder and began to stand up. The foreskin slid back exposing the soft head. I gave it a tentative lick and she shivered. “C’mon, take it in your mouth, like before, but this time. Do it slowly."
I let go of her balls and took the shaft between my thumb and index finger down by the base. When I had the head in my mouth she pushed forward as I opened wide. It was such a hot and exciting emotion. My head was spinning, my mind was everywhere and I just began to suck her cock. There was no taste, just the hard shaft sliding in and out and that soft head touching the top of my mouth or my tongue as I used it to tease her.
“Oh, yes, you are a natural, Conrad. That feels so good.”
Then there was a taste, a sweet taste from something slightly sticky. I knew it wasn't cum so I guess it was precum and it tasted good. I took just the head between my lips and sucked on it, making a few more drops enter my mouth.
“Oh my, he is hooked on precum,” said Amanda who had appeared by Claudia's side.
I nodded the best I could and kept on sucking. I wasn’t sure if I was ready to take her cum but the girls had other plans.
“Here, give me the cock,” said Amanda and put out her hand.
I thought she wanted to stroke her friend but she began to smear lube all over it and I realized what they wanted me to do. “Ladies, I’m not so sure about being fucked.”
“Oh, c’mon, Conrad you have come so far so why give up right at the goal line,” said Claudia and giggled.
“Trust me, it only hurts for a moment, and then it's just very nice,” said Amanda now stroking Claudia to keep her rock hard.
“Place your hands on the railing and kneel for me with your legs slightly apart,” said Claudia.
Fuck it, I thought. If it hurts too much I can always get up and walk away, I thought. I got into the position and to be honest, I suddenly felt quite vulnerable and a bit like a slut with my ass in the air. I felt and heard Claudia move into position and then something soft and wet poked at my anus. It tickled a little and felt quite good. Then there was more pressure and I moaned a little as I felt myself open up.
“Good, good, just stay still. The head is almost inside,” said Amanda standing guard. It was as if she knew I would try to escape at any moment.
“Ah, ah, fuck, that hurt,” I yelped. It felt weird and painful but also exciting at the same time. At that moment I realized my cock had gone from rock hard to flaccid like a sock in a nano-second. “What the fuck is wrong with my dick?”
Claudia laughed and gently caressed my ass cheeks and down to my balls which she cupped and played with. “Nothing, it's just the body's reaction. Couldn’t tell you why, but it happens to all the men I have fucked and to me as you might have noticed earlier.”
She began to push a bit more and I moaned and groaned louder but didn’t pull away. The pain wasn’t that bad. There was almost no pain just a lot of pressure. Then she began to fuck me and my world changed. It was amazing, so wonderfully sexy, dirty, and hot. Her cock slid in and out and each time the head slid over my prostate a wave of pleasure welled over me.
“Oh my god, holy shit, that feels good,” I moaned and looked down at my limp dick. Precum was dropping onto the deck, and after a few minutes, it was a constant stream of it. My balls began to contract, my limp cock was tickling like crazy, and then, like a volcano cum poured out of my dick and onto the floor. My legs began to shake, and I just kept my mouth open, I couldn’t make a sound. At the same time, there was moaning from Claudia and she dug her nails into my ass-checks and I felt her cock jerk in my ass while she came.
“Oh shit, that was a lot of cum,” said Amanda who began to milk my dick, grabbing the base and then pulling forward to the head. More cum ran out and gathered in a puddle.
Claudia became soft and slid out of me. She leaned over me and I felt her boobs against my back. “That was amazing. I loved it.”
She reached for a towel and then began to wipe her cum from my inner thighs as it ran out of my ass. I was leaking cum from my dick and ass. I never thought the day would end with that when I woke up that morning.
When it began to get dark we began our journey back. My ass felt weird but Claudia promised that by tomorrow I wouldn’t feel a thing. I spent most of the trip wondering how I was feeling emotionally and psychologically after being fucked up the ass. To my surprise, I felt good. It was a fun and highly pleasurable experience and I was sure I would do it again. Claudia was a great lover and had such a tasty cock. It would be an amazing summer.