Shortly after my 21st birthday my mom's side of the family decided to have a group vacation in Florida. Most of the family came along for the trip, but the most exciting details involve myself, James, and my smoking hot aunt Holly. Holly is 40, about 5'8 with shoulder-length dirty blond hair, DD fake tits, a flat stomach, and amazing ass. Holly is divorced with a son, Caiden, and a daughter, Hannah, both of whom are two years younger than me.
The entire family is spread out across the country, so our plan was for everyone to meet up at the hotel that we booked, and catch up there. Most of our flights got in late, so we decided to spend the first day hanging out and resting, and start doing our activities the next day. When we went to check into the hotel, however, there was a problem (well, not much of a problem if you ask me...). Most of us had our own rooms booked, and since most of the family is made up of married couples, most of our rooms had two people per bed and, Caiden and Hannah shared a room with two beds, but somehow Aunt Holly's reservation didn't appear in the system, leaving her with no room for the trip. This wasn't a huge deal, as we had plenty of rooms, but everyone already had their own bed, so Holly was going to have to share with someone.
As Luck would have it, it was decided that sharing my bed would be the best bet, as I was one of the only people with a bed to myself. Holly's kids each had one bed, but she figured that it would be too crowded with three people in one room. I had to keep a straight face obviously, but I was beyond thrilled at the prospect of sleeping in the same bed as Aunt Holly. I had had a crush on her for years on account of her always wearing slightly too-revealing clothing and the way she liked to flirt with me, her "favorite nephew."
I spent the rest of the day in anxious anticipation of going to bed with Aunt Holly, desperately hoping that she would wear something "comfortable" to bed. As it stands she was already dressed very comfortably, braless in a tight black tank top that left little to the imagination and skin tight jeans that showed off her bubble butt. During this purgatory of waiting around and catching up with family Holly came over and immediately wrapped her arms around me, squeezing her big tits to my muscular chest.
"How's my favorite nephew! It's been so long! It's great to see you again!"
"It's great to see you again too, Aunt Holly, I'm excited to finally be on vacation," I said, trying unsuccessfully not to get a boner feeling her tits on my chest.
"Me too, it's going to be a lot of fun," she said as she released my from her soft embrace, sliding her hands to my arms in the process and looking me up and down. "Look how big you've gotten," she murmured quietly. I couldn't be sure, but I thought I saw her looking at the outline of my growing erection as she whispered this last line.
By this point my head was full of crazy thoughts, figuring that she must be horny, since she had been divorced for several years, and she was dressed less than conservatively. I didn't think that she would want to fuck her nephew, but I definitely wanted to fuck her. The next hour or so was absolutely brutal waiting to go up to my room with her while trying to make my erection disappear, but finally it was getting late and everyone wanted to call it a night.
On our way up to our room I made sure to walk behind Holly so that I could comfortably stare at her ass as she walked. She must have known what I was doing, because I swear she made herself jiggle more than she had to, and even remarked on what a great view we have up here, even though we were still in the hotel hallway. This was having an affect on me, and when I responded with "yeah, a killer view," I may have added a little too much husk to my voice, because she immediately turned her head and grinned at me.
When we got to our room and got ourselves situated, Holly said she was going to shower. "I really need to get these clothes off and get all soaped up" she added unnecessarily, and much to my amusement. She then started walking to the shower and my heart almost stopped when she peeled her tank top off, fully in my sight. Her back was to me, but there was no way she didn't know that I was able to catch an eyeful of the sides of her bare tits. She also neglected to close the shower door, which I found particularly thrilling, even if the shower curtains were shut.
While I waited for her to get out, I changed into pajama pants and a t-shirt. I normally sleep in my boxers, but I figured that I should at least pretend to not be excited about being half-naked in bed with my aunt. I need not have been so faux-prudish though given what she was wearing when she finished showering.
Holly casually walked out of the bathroom wearing a fuzzy pink bathrobe that hugged her curves very tightly, and she definitely noticed the dumb smile this brought to my face, and she smiled right back, blatantly checking me out. I had gotten pretty muscular since she had seen me last, and my shirt was pretty tight too.
"God kid, you've really done a lot of growing. You must be getting all those college girls wet," she said nonchalantly.
"Jesus Aunt Holly" I blurted out.
"What's the big deal, I might be a little older but I can still recognize a hot guy when I see one, even if he is my nephew," she said with a wink as she undid her bathrobe.
By the time the robe hit the floor I was ready to get down there with it and thank the Lord above. She was wearing nothing but a skin tight white crop top that left her too-small bra visible underneath and booty shorts that looked better on her than on most girls my age.
She smiled at seeing me dumbfounded, but she played it cool. "See, you can't say anything about me thinking my nephew's hot, now can you?"
"What do you mean," I asked, playing dumb.
"I see the way you're looking at my tits," she laughed, giving them both a healthy squeeze.
"I can't lie, you do look pretty sexy Aunt Holly," I stammered.
