I have another story on Literotica called "Sharing My Girlfriend With a Friend First Time", which happened first chronologically and involves the same girl, Katie. You might want to read that one first for background, since I described our age range and Katie's looks there. After sharing her that first time, I started to crave sharing her, I don't know how to explain it; I became fixated on the idea of someone lusting over her.
Somehow, the perfect person came along to satisfy this newfound cuck fantasy, though back then, before COVID, the word "cuck" wasn't really popularized. These days, it's massively looked down upon by many, but I couldn't care less.
Katie and I talked a lot and agreed on a "sharing lifestyle." We weren't obsessed with it, and we didn't want an open relationship, but sharing, her sexual teasing, and her exhibitionism were all things that really turned us on. We understood each other perfectly when it came to that.
Katie and I used to go exploring and adventuring often. We'd drive to random places unplanned, just to explore, nothing sexual, just regular couple bonding. One day, we did exactly that: we ended up driving to the coast of an area we'd never been before, about two hours away. There was a little town with shops, restaurants, and beach access. We hadn't even brought our bathing suits because we hadn't planned to go to the beach.
We both bought new bathing suits from a local shop. It was a beautiful, hot, sunny day, and there were people everywhere. Katie picked out a nice, skimpy bathing suit. I can't remember all the details, but I do recall how sexy it was. It wasn't a thong, but it was still very revealing. She also threw out the padding inserts, letting her nipple outlines show through and giving a more natural shape to her breasts. The fabric was thin and hugged her body perfectly, showing off most of her bare ass and making her tits even more enticing.
Katie wore the bathing suit top with a pair of denim booty shorts, and the bikini bottoms were on underneath. We had a few drinks at a beachside restaurant, ate some good food, and we enjoyed the fact that she was practically half-naked in public. A lot of men stared at her, and I loved it. Then we went to the beach for about 45 minutes, as it was so crowded that it wasn't much fun. We decided to look for a less-crowded spot instead.
We got back in my car and drove around without GPS, still feeling adventurous. We ended up in a neighborhood searching for parking. There was nothing available. That's when we got a slightly naughty idea: we saw a house with a "For Sale" sign and a driveway just big enough for two cars side by side. We figured nobody was living there, so we parked and got out.
Looking through the front door, we saw the place was empty, so we knew no one was coming home. That emboldened us even more. We found a little gate and pathway leading to the backyard. We went from looking for parking for the beach farther down, to accessing the back of this property. It felt cramped and tropical, with tall bushes and plants. The latch on the gate was unlocked, so we let ourselves in.
Once we reached the backyard, it opened up into a beautiful area, there was a pool with beach access behind it, nice grass, and concrete accents. It looked high-end. We walked around, checked the place out, and eventually went swimming in the pool. Tall bushes and greenery lined the edges, so the neighbors couldn't see us.
Since it felt private, I asked Katie to take off her top so I could snap a few pictures. She agreed. I still have those photos on an old phone in my bedside drawer. Afterward, I started rolling a blunt and told her to keep her tits out because I was enjoying the view. She was hanging out, enjoying herself...until we got interrupted.
A man, late 30s or early 40s, suddenly appeared from the side of the house, almost yelling:
"Who told you guys you could be here? Who are you?!"
Katie let out a startled yelp. As he got closer, he noticed she was topless, covering her breasts with her arm. He paused a moment, obviously eyeing her up and down, then looked at me rolling a blunt at his outdoor table. He wore shorts, a polo shirt, sandals, a nice watch, and sunglasses. He had that sort of preppy, but still beach-weather vibe. He wasn't drop-dead handsome, but he carried himself well, tallish, somewhat in shape (though a bit chubby), with a tan and a good head of hair. He gave off a successful "dad vibe."
He then said to me, "Oh, and you're doing drugs on my property too, I see. I should call the cops, this is ridiculous! This is private property! I'm selling this house; it needs to be ready to show!"
Katie and I both apologized, explaining honestly how we'd ended up there. Suddenly, the homeowner's demeanor changed. He kept glancing at Katie, who still stood frozen, topless, with her arm over her breasts. He spoke mostly to me, talking about how he used to be young and would do dumb stuff all the time. He mentioned he used to smoke weed, so I joked that he could join us. He declined but reminisced about similar adventures in his youth, along with stories of smoking weed. His terminology was hilariously outdated.
It was obvious he wanted to prolong the conversation... probably because Katie's topless body was distracting him. He spoke to us both, but his eyes kept drifting toward her. After telling his story, he said to me:
"Well, you guys aren't doing any harm. Just clean up after yourselves when you're done. I'm just here to pick up a few things. I don't mind a pretty girl skinny-dipping!"
Then he turned his attention fully to Katie.
"You finally get to let those puppies out on a sunny day. I don't wanna put a stop to that!"
He was staring directly at her chest, and Katie was still covering it with her arm. I immediately felt my cock growing in my shorts. I got this sudden urge for Katie to show him her tits, so I blurted out before Katie could respond:
"You should put your arm down and show the man what a nice young pair of tits looks like!"
Katie responded playfully, "I hear great things!" and lowered her arm, presenting her bare chest. She even turned slightly to the left, then right, hands behind her back, letting him see the full view.
The man stared for a few seconds, clearly enjoying the sight, then said:
"Wow, you have an amazing pair of breasts, young lady."
