Heyyy, my name's Ollie, and this story begins when I had just finished university and was in my early twenties. All my life, I had done whatever my parents had told me. Growing up, I had always concentrated on my studies and never had time for parties. Being only 5 foot 8 tall and scrawny, I never had much luck with girls anyway. At university, I managed to sleep with a few women, but that was few and far between, and only on one-night stands. When I finished university, I realised I had no idea what I wanted to do in life and managed to convince my parents to let me go travelling for a year to help me figure it out.
I had started my travels in Portugal and was slowly working my way east along the north of the Mediterranean Sea. Travelling on a budget meant I was staying in multi-person dorms in cheap hostels that were anything but luxurious. I had also saved money by not eating as much, which meant that in the three months since my travels had begun, I had lost all my puppy fat and was skinny except for a little jiggle in my bum. I had also grown my fair blonde hair out so that it now reached the top of my shoulders.
Despite solo travelling being lonely at times, it meant I was able to do whatever I wanted, when I wanted. I had been on the island of Corsica for about a week and was spending most of my days chilling on beaches, sunbathing. Aside from loving the beach bum lifestyle, I took the opportunity to perv on hot, barely dressed women, sunbathing in bikinis or even topless. I would spend my days ogling over these sexy women, and whenever I had a moment to myself, I would jerk off at the thought of being lucky enough to sleep with one of them. I had never had a big dick, and I remember once getting a ruler out to measure it when it was hard, only to be disappointed that it measured as only 4 inches long.
On one such day of perving, I was lying on my beach towel, belly down so that my hidden erection was pressing into the sand. I could see a speedboat in the distance heading towards the beach I was lying on, and as the boat drew closer to the beach pontoon, I could see that there was a male driver and two women aboard. The man stayed aboard as the women stepped onto land and walked along the beach in my direction.
The first woman looked like she, too, was in her early twenties, albeit a year or two older than me. She was slim, had long, glossy blonde hair, tiny but perky breasts and a juicy, round ass. She was wearing a micro turquoise triangle bikini top that barely concealed her puffy nipples. She was wearing a wrap around her waist that hid her matching bikini bottoms. The second woman was a few years older than me, but still on the right side of thirty. She had to be one of the sexiest women I had ever seen. She was athletic and had long dark hair with subtle blonde highlights; her body was perfectly toned, and her perfectly plump breasts bounced up and down in a brown bikini top that only accentuated her tan. She had a juicy, sculpted ass, enclosed in a matching thong bikini bottom, which caused my mouth to hit the ground in awe when they paused walking right in front of me. The two women ended up dropping their towels on the sand next to me.
"Hey, do you mind if we join you down there?" the dark-haired one asked me in a French accent.
"Not at all. It's a free world," I responded as coolly as I could, just hoping my erection would go away.
"Thanks. I'm Bella, by the way, and this is Lexi," she said, pointing at her perky-breasted blonde friend.
I ended up spending the rest of the afternoon chatting to Bella. I tried asking Lexi a few questions, but I only ever got back concise answers. Whenever either of them wasn't looking, I stole a glance at their boobs or asses, imagining what they looked like without their bikinis on. I did wonder at one point if I saw a tiny bulge in Lexi's bikini bottoms, but I didn't think much of it when she turned over to tan her ass.
Bella told me about how she had been a swimwear model until she met her boyfriend. He was in his forties and was a successful businessman who had made a couple of billion dollars helping to launch a tech company. Now, he was semi-retired, and they sailed around the world on his superyacht.
"You know we're having a party on the yacht tomorrow, and you should come!" Bella exclaimed.
"I'm not sure," I responded uncertainly, "I mean, I won't know anyone, and I don't know how fun it'll be."
"Please, you have to join," she begged as she gently squished her bouncy tits together, "I have a lot of sexy friends coming tomorrow, and I'll be sure to introduce you."
I couldn't not stare at her perfect chest. At that moment, I just wanted to bury my face in her boobs, and almost without realising, I said, "Sure, well, in that case, just let me know where and when to meet."
Evidently happy, she gave me the marina's location where the superyacht was moored and told me to be there at midday. Bella and Lexi sunbathed with me a while longer before standing to dust the sand off their bikini-covered bodies and heading back to their speedboat to take them away. That night, as I struggled to fall asleep in my hostel dorm, I couldn't get either of them out of my head. In my horniness, all I could think about was what it would be like if they let me sleep with them.
The following morning, I got up late and threw on some swim shorts and a Hawaiian shirt before rushing to get to the marina in time for the boat party. As I arrived, I could see a superyacht that dwarfed all the other boats in the marina and could hear the music drifting from it. At the gangway to board the superyacht stood a slim but muscular black deckhand, who, when I said I had been invited by Bella, radioed someone.
A few moments later, Bella appeared. "You came! I wasn't sure if you would, but I'm so happy you're here." She smiled at me. "Come aboard and let me introduce you to all my friends."
Bella was wearing a tie-side leopard print string bikini for the party. As soon as I stepped aboard, the superyacht set sail for open waters. Bella hadn't been lying when she said her sexy friends would be there. Pretty much every girl on the yacht looked like a supermodel dressed in a bikini. All the men looked to be older, and I figured they were all sugar daddies to the hot girls on the boat.
Holding my hand, Bella tapped a huge, older black guy on the shoulder, "Ollie, I'd like to introduce you to my boyfriend, Don."
Don must have been almost a foot taller than me and had broad shoulders, and each of his pecs was the size of my head. He was wearing sunglasses, and his head was bald, except for a goatee that was starting to turn grey.
I took a gulp and offered out my other hand to shake, "Nice to meet you, Sir. Thank you for having me at your party."
He took my hand silently for a moment. I thought he was inspecting my body before saying, "Nice to meet you, Ollie. Bella has told me all about you. Please make yourself at home on my yacht and make sure to enjoy all we have to offer here!"
With that, Don turned back around to the people he had been speaking to. Bella and I headed to the bar, where we grabbed some drinks, and she introduced me to her hot friends. I spent the next few hours drinking with them and having a great afternoon in the sun. I couldn't believe that I was surrounded by so many barely clothed hot women. I must have been a lot tipsier than I realised, as I hadn't noticed a lot of the hot girls and older men peeling off and disappearing.
Suddenly, alone on the top deck of the superyacht, I realised I needed the loo, so I decided to head downstairs to try and find one. As I wandered down the hallway, trying to find a cabin with a spare toilet, I could hear moans of people having sex behind closed doors. Finally, I found a huge luxurious cabin that I assumed was the master bedroom, with an ensuite where I went to have a wee.
After I had finished and washed my hands, my drunken curiosity got the better of me. I opened one of the wardrobes and saw a load of expensive women's clothes. They all looked so pretty, and I wondered if these were Bella's clothes. I went to open one of the drawers and was greeted by a drawer of silk and lace lingerie. I had always been fascinated by how pretty women's underwear was. I picked a pair of black lace panties up with my hand and took a sniff.
I immediately felt my dick jump in excitement. In my teenage years, I had often snuck into my sister's bedroom to steal a pair of her panties so I could sniff them as I masturbated. Having an open drawer of lingerie in front of me and black lace panties in my hand must have brought something back, as, without thinking, I dropped my swim shorts to the ground and started tugging on my dick.
Lost in the moment, I didn't hear the bedroom door open behind me.
"Well, this is awkward," I heard a French woman's voice say.
Panicked, I turned around in astonishment to see Bella standing in the room in her leopard print bikini. Suddenly self-conscious, I dropped my lacy panty-covered hand to try and hide my erection. My hard dick was easily hidden by the black lace panties. At that moment, I was grateful not to have a big dick.
Bella took a step towards me as she spoke, "You know it's not every day you find a boy jerking off to your panty collection."
Drunkenly trying to apologise, I said, "Look, Bella. I'm really sorry, I don't know what came over me."
She was standing inches away from me now and tugged at her panties in my hand to reveal my small erection.
"You know, Don and I have an open relationship. We love each other dearly, but we also love making love with other people," she whispered in her French accent.
Not quite sure what was going on as she gently ran her fingers along the top of my dick, Bella slowly got to her knees, staring me in the eyes and took all my dick in her mouth. I hadn't had my dick sucked in years, and never before by someone as sexy as Bella. I couldn't believe my luck. How had sniffing her panties resulted in Bella sucking my dick?!?
I was enjoying the sensation of her warm, wet mouth and juicy lips wrapped around my dick too much. I closed my eyes and leaned my head back, thinking about Bella's perfectly sized bouncy tits as she kept sucking my dick. She couldn't have been sucking for long before unannounced, I shot my load into her mouth.
I stood there gasping and panting, eyes closed, from the best blowjob I had ever received in my limited experience. As I regained my composure, I felt her hands tugging and pulling something over my balls and already limp shaft. Then I heard a click. In slight pain from whatever had just been pulled on, I looked down and saw a bright pink small plastic chastity cage locked around my little limp dick and balls.
