After my time at the hotel, I went travelling, this time on a tour of Spain and Portugal. I spent a month touring around with a group of people from all over the world.
Like most people going travelling, I learnt a lot, experienced some amazing things, and was heavy on partying.
In every city we visited, it was tradition to experience the party life, whether that be bars, club,s or boat parties. We enjoyed the nightlife!
Halfway through the trip, some people left and others joined the tour. This is where I met Alyssa for the first time. Her first night on the trip I said hello and not much more, mainly because by this point, I was a steaming, drunken mess in the middle of a bar.
I was so drunk that the following day, I almost missed the coach. I spent much of that day still very much the opposite of sober. We arrived at a special stay that evening.
These were nights at unique places, and in this case, it was a monastery.
Upon arrival, the whole group went to the pool. We swam and chatted and got to know the new members of the group. Time passed quickly, and dinner approached us. As I took a seat, I was now at the phase of being hungover, and there was only one cure: more alcohol. I decided to buy myself a bottle of wine.
As dinner progressed, I chatted away, learning about the group and talking about previous travel experiences. At the far end, I could see Alyssa, and by chance, every time I looked, we made eye contact as if she was staring at me, wanting my attention. As dinner concluded, I went for a cigarette, and within seconds, she had joined me.
Alyssa and I began to talk. Initial introductions swiftly changed to an expression of desire.
“Olly, I can’t take my eyes off you! How much fun do you want on your travels?”
Alyssa was wearing a red floral dress, short in length and showing her thighs wonderfully. She was about five foot three, very curvy, unlike most of the girls I’d been with she had no thigh gap. The dress was also rather open on the top half, showing her 38DD breasts and leaving little to the imagination. The dress had white buttons that ran directly down the centre, and as she leaned forward to tap her cigarette in the ashtray, her breasts were revealed in all their glory.
Following her question, my mind began to spin, thinking about ripping her dress wide open and popping all those buttons off.
“I’m here for as much fun as possible Alyssa, what about you?”
“Well, Olly, a girl has needs, so for maximum fun, I need plenty of pleasure”
She followed the statement with a seductive wink and bite of her lip. As the heat between us was ramping up, my cock grew and my shorts became a tent. Our conversation stopped as more of the group joined us. I crossed my legs to hide the bulge, and we all started to have a laugh and joke. Drinks were flowing well by now, and Alyssa was still sitting opposite me. Her legs had gone from a lady-like cross to now being open enough that I could see straight up to the gates of paradise.
My phone pinged with a Facebook notification. It read, “Alyssa would like to be your friend?”
I immediately accepted and sent her a simple wink emoji. I didn’t get a sentence back, but a photo. It was a photo of her in the same floral dress but unbuttoned. There was no nudity, but you could see her lacy white underwear and her poignant nipples projecting through, it was enough to reignite the monster downstairs.
As I conversed with the group, our messages began to get dirty quickly and it was clear that the group convo wasn’t fulfilling Alyssa’s needs or mine. So we hatched a plan to sneak off and have some alone time. I gave her the signal and she made her excuses, leaving the group and heading into the next-door courtyard.
When she was in place, she sent me a message, ‘Come find me you naughty boy, my pussy is dripping!’ This came alongside a photo of her hand between her bare thighs, and now it was time for me to work out a way to leave.
I made my excuses with the group, some silly idea that I was grabbing an early night. I left the courtyard and headed to find her. As I got to the poolside, there she was on a deck chair with her dress unbuttoned, displaying her abdomen and the inner side of each sweet watermelon.
All I thought about at that point was pulling out my cock and sticking it right between them.
Alyssa and I began with some dirty talk, discussing our previous sexual experiences. Before I knew it, one hand was on her thigh, the other on her face, and my tongue was with hers battling and rolling. As the passion built, my hand explored further up her inner thighs, reaching the gates of pleasure. I moved the lacy panty to one side and began moving my fingers along her already moist labia.
Then without warning, I used the wet juices now lubricating my fingers to slowly insert two through the gates of pleasure. My insertion led to a loud gasp from Alyssa, along with a jolt that rippled through her. The vision of the pleasure she was experiencing had my other hand now on my crotch, the length of my monster visible through my shorts.
As the speed of my fingers increased, we were startled by the sound of footsteps coming towards us. Alyssa wrapped her dress around herself and pulled it back into place, I took my hands and crossed my legs. We decided to relocate but unfortunately, both our roomies were already in bed. We spotted a large disabled toilet and made the decision that was where we’d go.
As we kissed and stumbled our way in, Alyssa pushed me onto the toilet. She began to strip in front of me, her big watermelons now free, bouncing and shaking. She spun one hundred and eighty degrees to show off her oval derriere and as she lowered her panties down her legs, her arse was poignant and in line with my face. I grabbed her hips and buried my face in her ass, before retreating it and giving it a solid single spank.
She bundled her dress and got on her knees, using it as a cushion on the concrete floor. She unbuttoned my shorts and out pinged my cock like a spring that had been stuck and squashed. She took her tongue and ran it from the base of my shaft to the tip before slotting her lips perfectly over the tip. She looked me in the eyes as the shaft moved in and out of her mouth.
I placed my hands on her head, keeping her hair out of the way, and I pulled her head inwards. Deepthroating my cock, she began choking, pre-cum and saliva now dribbling down her chin.
She removed her hands from my thighs and spread her knees apart. She began masturbating whilst sucking my cock, the combination of watching her play and the feel of her mouth on my stick sending me into overdrive.
I could feel myself getting closer to a peak.
She retracted from my cock, and I began to tug whilst she caught her breath. One tug, two, three, and before I could stop myself, six big strings of jizz shot out like a ball from a cannon. They hit Alyssa’s face with no time for her to position herself properly. Her eyes, hair, nose, and mouth were all now covered in my seed.
She took one finger from her spare hand and used it as a spoon, taking each string of seed and sucking it off her finger one by one.
As she finished clearing my seed, she was still playing. She pulled me off the toilet and took my place. She looked me dead in the eyes, spread her legs wide, and continued her self-pleasuring.
“Olly, your punishment for cumming without permission is to watch me and no touching!”
Her toying and teasing had me back at full mast quickly. As the speed of her fingers increased, it wasn’t long before her body was shaking, her eyes were rolling, and the deep groans of pleasure filled the room. No squirting occurred, but a slow stream of her white juices trickled out of her pussy and began pooling below.
“Now, come, clean me up!”
I had to lick the pool of her juices off the seat, and then suck her fingers clean. She composed herself before putting her clothes back on.
“Have you learnt your lesson, Olly? Next time, cum when I say so!”
She left me with a kiss before walking out of the toilets. The excitement of another week on this trip with Alyssa was an exciting thought. I was hoping it wasn’t just the coach she’d be riding.
