** All characters in this story are 16+ and all actions are consensual **
It was probably an understatement to say that I was very pleased with myself following the deep ass-plowing that I had subjected Lilly to a few days earlier. In fact I couldn't help but feel proud that Lilly's first ass fuck had clearly impacted her, after seeing her walk down the street yesterday in a way that suggested her tiny hole was a little raw from the experience.
So with the very fresh memory of having my full 8 inches fully swallowed up by Lilly's tight little ass, I was looking forward to when it might happen again.
Of course it did occur to me that Lilly may not be as keen if her anal sphincters where still feeling sore from the first cock workout, but as it turns out another great opportunity was about to present itself.
That Friday evening it was quite hot so I put off my usual evening walk until quite late. In fact it was after 10pm when I finally decided that it wasn't going to get any cooler so I should just go ahead and do it, expecting that my usual route would see me home at around midnight.
I had barely stepped out the front door when I heard the distant sound of splashing along with giggling female voices, and as I continued down the driveway I realised that this was coming from Lilly's backyard. Curiosity and perhaps just the thought of seeing Lilly's amazing tits and ass in a bikini got the better of me, so I walked across the street and down the pathway that ran along the side of her house.
At eighteen years old, Lilly still lived with her parents, but I noticed that their car wasn't in the drive. A quick look over the fence confirmed that the only souls in the yard were Lilly and another girl, who I couldn't see properly from my current vantage point.
I decided to invite myself in through the side gate and then casually strolled up to the pool decking and cleared my throat.
"Hi Lilly. It's a bit late to be making this much noise isn't it?" I said in an only half-serious tone.
Clearly the girls didn't see or hear me enter the yard. "Oh my God, Mr Andrews!" Lilly almost screamed. "You scared the crap out of me!"
For a moment I smiled to myself and wondered if that was a reference to our recent encounter where I 'fucked' the crap out of her, almost literally.
"Oh sorry Lilly, I didn't mean to scare you and your friend. I was just out for a walk and heard you guys in the backyard, so thought I might come and say hi."
Lilly and her friend broke into laughter. "Oh that's okay, Mr Andrews, but sorry my parents aren't home tonight at all."
It was at this point I realised that the girls had clearly been enjoying their evening with a few drinks so I turned my attention to Lilly's friend. She was standing in the middle of the pool wearing a pink bikini top that pushed out a perky set of breasts that were much smaller than Lilly's but still quite 'grab worthy'. Remembering to look up from her cute tits, I could see this girl had light brown hair that ran just past her shoulders and overall she appeared to be much smaller in stature than Lilly but more athletic.
"Oh well that's ok but ummm who's this?" I asked pointing to the pink bikini beauty in the water. Once again the girls giggled and I couldn't help but notice how Lilly's chest shifted in her blue bikini top.
"Oh sorry, how rude of me," Lilly said in a comical, over-dramatic voice. "This is Jayde, Mr Andrews. Oh and in case you're wondering, she's the same age as me. Actually, we are kinda celebrating her sweet sixteenth from yesterday."
As Lilly finished her introduction Jayde stepped up out of the pool allowing me to take in a full view of her small but well-built body, but as she moved towards me she suddenly stopped, turned around and bent over to pick something up.
My eyes nearly fell out of their sockets as I was presented with Jayde's tiny bum clad in a wet bikini. It was clear that her ass was even more petite than Lilly's and it looked very firm. I didn't ask but assumed that perhaps she was into dancing or running based on her ass alone and wondered if it would even be possible to invade it the same way I had with her friend.
Jayde stood back up, now with a towel in her hands and continued towards me wearing an alcohol inspired smile on her face.
"Nice to meet you, Mr Andrews. Lilly has mentioned you to me a few times actually," Jayde said, barely managing to not break into a giggle.
I wasn't really sure what this meant so played it safe in my response. "Well she's been helping out with some babysitting so I guess she's managed to get a few dollars out of me." I laughed.
"Sure that's good for Lilly," she laughed, "but how do I get a few dollars out of you?"
Again, I still wasn't sure if she was just being silly or if she knew of my recent activity with Lilly.
"Ahh well I'm afraid that I only need one babysitter," I said, motioning to Lilly. "But you know there are plenty of ways of earning a few dollars so I'm sure you'll do just fine when you find something."
I sensed that perhaps I'd saved the conversation from getting too awkward too soon as both girls giggled at my response and then invited me to join them beside the pool. Jayde momentarily stepped away to get some fresh drinks from inside the house and I quickly found myself alone with Lilly again.
"So, Mr Andrews, speaking of making money. My ass is still kinda sore from the other night but ummm maybe you can help with that?"
Well that comment was enough to take Jayde's tiny ass off my mind and I didn't delay with my response.
"Hmmm well if your friend is going home soon I'm sure there's something we can do" I said, being mindful that my wife would be expecting me around midnight.
"Ohhh goody!" Lilly exclaimed excitedly. "Jayde was just going to stay for another drink and then shower and go home. How does that sound?"
"Perfect," I responded, momentarily imagining Jayde's firm little body naked in the shower.
Jayde returned with drinks, still wearing only her bikini. Sitting across from her I enjoyed my beer with taking in the view of her cute breasts that barely moved when she laughed.
After around thirty minutes Lilly stood up and said she was going to go and have a shower and get changed. Jayde took this cue and said she should get going but would also go and have a shower before heading home.
After enjoying the view of the two girls' bums as they walked back towards the main house I was left alone to finish my drink. Deciding this wasn't much fun I waited a minute and then also walked back into Lilly's house thinking I might be able to pay attention to Lilly's ass a bit sooner than planned.
Having known Lilly's parents for quite a few years I was no stranger to this house. Figuring that Jayde would be taking her shower in the guest bathroom I headed towards the main bathroom, hoping to find Lilly naked somewhere along the way.
As I entered the bathroom the shower was already running and behind the frosted shower screen I could see Lilly under the water stream, facing the shower wall.
Seizing on this opportunity I slipped off my clothes and moved towards the shower, hoping to give Lilly an unexpected surprise. My cock had already risen to full standing attention in anticipation of having her tight teen rectum wrapped around it.
Opening the door to the shower I was greeted with an outstanding view of a wet teen body from behind... but it was Jayde, not Lilly!
As the shower door closed behind me I didn't have a moment to think, and before I knew it Jayde had turned around, her eyes moving directly to my eight-inch cock pointing at her cute bare tits.
It felt like a full minute went by without either of us saying anything... just staring.
Standing right in front of me this petite sixteen-year-old's head was level with my chest; in fact I felt like I could have almost touched the nipples on her small breasts with my cock as I towered above her. Lucky for me I knew she was legal so I fully enjoyed the view.
My hardness wasn't going to go away any time soon, so I moved to take advantage of the situation, hoping it wouldn't end with Jayde running from the bathroom screaming.
"Uhhhh okay, so I was hoping to run into Lilly... but ummm, wow Jayde... you're quite the perfect little package." It was the best I could do caught out in the moment but thought that it might be well received by the teen after a few drinks.
Jayde still stood quietly, her eyes moving quickly between mine and my rock hard cock, so I continued as the water ran over her body. "Well you asked before how you could get a few dollars out of me... and now that I'm standing here I have some ideas, so how about it?"
Jayde seemed to relax taking just half a step forward and looking directly at me. "Umm hehe I guess that might be ok but errr, it depends what you want to do."