Cross posting from r/SluttyConfessions
This is a true story of something that happened about 13 years ago that I still think about.
I travelled with a group of people to Hawaii for a vacation with a bunch of friends. It was a very diverse group, had some people in their 30’s to their 50’s. I was in my 30’s. I’m from Hawaii and my parents still live there so to save money for everyone I offered their home to stay at in which everyone just had to buy a flight over. There were 2 homes, the main house has 3 bedrooms and the guest house had another 4 rooms to put people in. There were about 6 of us on this trip of both guys and girls. In the main house, the master bedroom were my parents, I stayed in one of the rooms and one of the girls stayed in the 3rd bedroom. Everyone else stayed in the guest house which was behind the main home.
The one staying in the main house was definitely the hottest one, lets call her K. She was short, about 5’2’, very fit and European. I’ve always fantasized about her but never made a move. We all spent a lot of time at the beach during the week we were there. It was late and we would all chill back at the house to just relax and reenergize for the next day. K was in her room chilling and I walked into her room with the door open and started chatting. I sat on the bed next to her as there wasn’t a lot of furniture in the room since I don’t live there anymore, it just pretty much had a bed. We chatted and time passed by. Somehow eventually were laying down next to each other. Probably our bodies were about a foot a part. I don’t really remember how we got to this position but it wasn’t sexual in any way. I think we were just chatting the night away as friends and it was just more comfortable. Hours went by of conversations and I find myself dozing off with us laying next to each other. I wake up randomly 20-30 minutes later and see her sleeping. Her head was facing me on her pillow as she slept. She had a beautiful face. While facing her I closed my eyes shut again thinking about her and how I make a move. I think I woke her up when I woke because I could now feel her breathing on my face. We’re facing each other about a foot a part but I could feel her hot breathe hitting my face. I wasn’t sure if she was awake but I inched my face closer to hers so she could feel me breathing. Slowing I kept inching closer to her to maybe “accidentally” bump lips and start making out. Next thing I know she moved in and pressed her lips against mine as she made the move. Once I got that signal I began to take control and kiss her deeply. I’m blinded to people hitting on me, but from how we were making out it felt like she’s been wanting to do this for a while. We began touching each other. I’m a gentleman and don’t normally like to escalate it to intercourse and like some signals from her. And after a while of teasing and touching each other’s arms and legs, I felt he hand rub my hard shaft through my pants. That signal made my hands now move to squeeze her breasts and grab her butt cheek and pull her close to me.
I began to pull her top off and began to kiss down her neck and between her breasts. I suck on each nipple. She has nice perky breasts, small but firm as she was fit. I continued down her stomach. I could sense her breathing harder. While kissing her belly I pulled her shorts down. She was wearing a small g-string. I moved to her quads kissing down one inch at a time. I bounced between her legs staying away from her slit. I could smell she was wet. I love the smell of a wet pussy. I could see her squirming that she wanted more. So I kissed towards her pushing. I kissed those plump lips through her underwear up and down. Then escalated it to licking her slit through her underwear. She gasped. I parted her underwear to the side and licked again up her slit gently. She really liked that as she let out a moan. Her sweet juices on my tongue. I love that taste so I did it again but put my tongue deeper. Faster and faster I licked up her slit slurping up her sweet nectar. I love it so much, it was like eating something and not getting enough. You could hear my trying to suck the juices out of her at the same time sticking my tongue deep inside of her pussy now. I sucked her clit like a lollypop. Then went back to tongue fucking and licking her slit again. I kept rotating back and forth every minute. After about 10 minutes, I started to also finger fuck her. With my middle finger going inside of her, I could continue to slurp her juices coming out, licking her swollen lips, sucking on her lips, and sucking on her clit. After a while, I put two fingers in her and continued with my routine. I began to sync my slurping and finger fucking to her body movement. My fingers arched upwards now rubbing her g-spot. Her body was moving faster and faster in which I sucked her harder and put my finger in as deep as it could syncing to her body. Then suddenly her body shoot with convulsions in which I knew she came. Slowly I pulled my finger out of her, sucked them clean leaving no juice. Left behind. I licked up all of the juices around her pussy like a clean plate and began to kiss back up her body to her mouth. We connected passionately again. We broke contact and we both smiled at each other.
She mounted on top of me and took off my shirt and did the same heading towards my hard cock. She pulled down my pants. I could see her face staring at me over my bulge through my underwear. She slowly pulled my underwear down and my cock sprung up instantly. She grinned with pleasure. She kissed my balls and up my shaft. You could see my shaft was bouncing. I was already so turned on from eating her and her light touch of her lips really wanted to make me cum but I held back. Once at my swollen head, she took my cock in her mouth one inch at a time until it was completely in her mouth. Wow was this the best blowjob in my life. Most women you feel their teeth but her mouth was perfect. I didn’t feel a single tooth , her tongue was cupping the underside of my shaft and on occasion she would swirl her tongue around the head then back to the shaft again. She really had the most amazing technique. I can’t tell you how great it felt. To this day that was still the best blowjob I’ve ever had in history. The entire time I was watching her enjoy my cock like a popsicle. She was moaning as she sucked my sock. I had to stop looking at her or thinking about it because I really wanted to cum. After about 10 minutes I just couldn’t hold it anymore and I pushed my pelvic upwards into her mouth so I was all the way in and exploded. Over and over I kept cumming. She was trying to keep up and swallowed each time my cock pulsated. Some dripped out the side of her mouth because it was just flowing. My cock was starting to get limp in her mouth. She slurped up the remaining cum around my shaft and kissed up my body and we locked lips again.
We smiled at each other and passed out in each other’s arms. As I mentioned, to this day, this was the best blowjob I’ve ever had hands down from anyone and fantasize about this time and her still.
Source: reddit.com/r/eroticliterature/comments/ihdna4/trip_to_hawaii_with_friends_mf
That is really hot