That's how my mother had me try anal sex for my very first time ever when we first fooled around. She had me late in age, she was already fifty one and I was a very young teenager at the time. To make a long explanation short how it happened, we were on a new years cruise and my mother was upset that my dad kept spending all the time in the casino. My father is a dentist and I was naive at that age, I didn't realize till later in life that he basically married my mother as a trophy wife. My mother and I were planning to go to the pool, we got ready in the cabin while my dad was out gambling and one thing led to another as they say... She was very worried about my father returning to the room and getting caught though so what she did was hike up my swimming trunks up and pulled my cock out through the leg of them and then she just pulled her bikini bottoms to the side. Despite her age, I was in complete awe at how incredibly tight and perfectly her asshole was puckering when I saw my mother naked for the first time while she was bent over pulling her bikini bottom to the side wile spreading her big asscheeks all apart for me, I only lasted about fifteen minutes total with her at best. I still remember my mother's exact words to this day, verbatim what she said to me when I told her I was going to cum after about ten minutes in...she replied to me 'not yet, you have to hold it and show me how much more ass you can handle if you want me to let you see what it feels like to cum inside my ass son...just pace your self and you'll end up blowing a huge fucking load from this just like you've always fantasized about, I promise honey...I've watched all that cumshot porn you like to watch..so you don't have to be shy with me just because I'm your mother....I've seen your browser history son, I know exactly what you fantasize about, you wonder what it would feel like to blow ropes like that...and today your going to son, I bet you just never imagined that it would end up being with your own mother" I literally had to hold my breath and tense my abs in order to hold my load back down and endure my gorgeous Italian mother's thick filled out jiggly meaty mature ass any longer. I remember my quivering prostate began to burn in complete fucking agony all the way down into my thighs, but I had forced myself to keep going. After about five minutes of that I literally gasped to my mother that I couldn't hold it back from her any longer, there was just no way and she said those magic words to me 'go ahead baby..cum in your mommies butt your dirty boy, I'm gonna completely drain your balls son.. I'm actually curious to see how much cum your making at your young age' My face went completely flush as I felt my aching young cock suddenly jolt while incestuously copulated deep inside of my mother's thick juicy mature as my prostate began involuntarily pulsating so spasmodically, my heart skipped a beat when I felt a quick sharp pulse deep inside my prostate as a long powerful spurt of warm watery cum jetted off deep inside of my mothers tight warm tender dirty stinky cheesy steamy perspired asshole. I had came really hard for my mother, I could tell it was a massive creampie because once her ass became so full of my cum I could literally feel the warm slippery cum squish out around my cock each time it spurted and jetted off from how tightly my mother was clenching her puckering asshole around me while copulated into her thick ass, she was making a perfect seal and once there was wasn't any more space to occupy it just began to squish out past my cock . It was absolutely incredible, when we had finished we didn't even wash up. My mother just slid her bikini bottom back over, I pulled my shorts back down and we went to the pool together.