14/07/2011
So me and a few buddies were on a Caribbean vacation, to one of those 5 star resorts where we met a group of older women celebrating a 40th birthday. This is where we get the term cougars, cuz these women were dying for some action.
After an evening of drinking, it was just me and my best friend Jim left with the group of ladies. I went to the mens room and when i got back, Jim had left. I'm a bit shy, so i was intimidated to make small talk with the 3 ladies. So off to my room i went......
When i opened the door, i saw 1 of the ladies, Dee, bent over, while Jim was pounding her from behind. I made a move to excuse myself but Dee insisted i bring my cock on over and she would take care of it! That she did, sucking it from base to tip like a pro. Best head i EVER had, but of course, i've been dating girls (i'm in mid 20's) and Dee was a WOMAN!
The surprises didn't end there, i have a decent sized cock, 6.5 inches or so, but then i saw Jim! He pulled his MASSIVE shaft out of Dee, causing me to gasp! I've known him since we were in high school and had never heard anything about the weapon he was carrying in his pants.
"Holy shit, how big is that thing", i said.
It was over 8 inches and quite thick! So big, it drooped a bit down...at that size, i guess it would have to!
Dee, had to reassure me, about my erection, and that she could handle us both. That she did! We put her on her back and it was my turn at her perfectly trimmed pussy. Jim positioned himself by her head and was content to have a pro like Dee blow him. She was able to take more than just the head and Jim was loving it. For me, it was like real-life porn right in front of me. I'm fucking Dee and watching her suck a monster cock. It was indeed to much to take, i pulled my shooting cock out of her and dropped a huge load all over her stomach.
Jim then took over in various positions, giving Dee multiple orgasms until he came while she rode him like a bucking bull.
Dee stayed for a while, until i went to the washroom to brush my teeth. She joined me in there to adjust her hair for the walk back to her room, when she had the urge to pee. Now, EVERY girl i've been with have NEVER peed in front of me, its a private thing after all. Not Dee, she dropped her panties, sat down and it was like a river! I was so intrigued, i couldn't take my eyes off of her. She noticed, and asked if i had a fetish, while she spread her legs and pulled on her clit. I had no idea, but it was one of the sexiest things i ever saw. Of course, my cock responded accordingly and was at FULL erection bulging my shorts. She teased a little more, before i shoved it in her face while she was sitting on the toilet.
This time, we were both more aggressive, she took little nibbles, as i pushed the entire rod down her throat. Then i stood her up, bent her over and pounded her as hard as i could from behind, until her head was hitting the wall. Not phased, she pushed back and invited me to take her in the ass. So i did, inch by glorious inch, in her tight rectum. It squeezed every last drop of cum out of my cock.
This was only the beginning of the week, that ended up with us doing 4 of the 6 women on the trip, stay tuned.....