This is a preface that every young man in my opinion needs to fuck an older woman at least once to see what someone with serious expirence can do…here is my story that made me what I am today.

My family took a vacation every year to a beach house. Every year we were allowed to bring a friend down so we had someone to hang with. I spent most of my days in the golf course with my dad so I usually never brought anyone. My youngest brother who is significantly younger than me brought a friend one year who was dramatically dependent on his mother. So naturally my parents invited his mom to come along as well. This woman was a gorgeous. Freshly divorced from a “toxic marriage” she showed up with all the bells and whistles. Tan, fairly fit, a fresh boob job, and a nice ass. She was a certified MILF, let call her Emm. I couldn’t stop myself from staring. We settled in and I found out that, with the pleasant surprise that she was in the room next to mine. I would usually stay in that room but was opted out by the parents cause it has more beds to make it more comfortable for her and her son. The next few days went fairly normal from there. Swimming, golfing, sunbathing, just an overall good time.

Emm fit right in the dynamic of the group. Hung out, drank with the family, went on outings, we were all having a great time. One evening the group decided to go on a longer bike ride to go grab some sweets. Being a little tired I opted out going for instead a nice soak in the hot tub while reading my book. After about 20 mins I looked up to see Emm walking out of the house. She says that she wasn’t feeling all that well so she opted out of the trip with the group. She asked if she could then get in the hot tub with me. I said of course, not thinking anything of it and went back to my book. I looked up to see Emm removing her robe revealing a white micro bikini.

“Wow” I blurted out, not thinking

She looked up and said “thank you” and gave me a spin showing off all the goods as the lowered herself into the hot tub. I was immediately turned on. Her, plus the hot tub, and maybe a little alcohol, gave me a raging erection. But the jets covered up most of my crime. We chatted for casually for about 30 mins, she asked about school, girls, life in general. Bitched about her ex and problems with being a “single parent” as the conversation flowed she kept changing positions to apparently so jets would feel better. Her final positioned put her right next to me on the lounge chair. The jets bobbing her tits up and down and her hair floating. That’s when I felt it. A hand slowly moving its way up the leg of my swim trunks.

“Do you want me to stop?” She asked

“No” I said shakily not knowing what to expect next

“I’ve seen you staring, and I’ve noticed you have something here. I’d love to give it a try. Girls your age just don’t seem to appreciate a big cock. Do you wanna fuck me?” -she asked staring at me with her siren eyes

“Yes please” - I replied

“Great :), do you have condo…” she stopped

The group had returned, “shit” she said, as she jumped out of the hot tub grabbing her robe and running up the stairs

“We aren’t done here” she stated as I watched her basically bare shaking ass run up those stairs into her room. Later that day while we were all watching a movie she told me later to check under the sink in the bathroom.

To my surprise she had left me a present. A basket containing a pack of condoms, lube and a disposable camera with a note telling me to go out to the beach later that night once everyone was asleep.

That night I went out to the bench to be met with a sight. Emm walking the beach in a form fitting sundress. I stared yet again as her curves ate the fabric like it was nothing.

“Alright she said now that we are alone and I assume you got the note cause you are here let’s talk about what we want”

“Excuse me?” I asked

“I want you to make a list right now of everything you would like to do together and we can try and make it happen this week. We can take photos too, thats what the camera is for so you can remember” she said with a smirk.

After rambling for about 5 mins of everything that I could think of it was settled on a few things that we could attempt:

Bondage Milking Public Deep throat Anal Raw sex Throat pie Cream pie

Her only rule was that we needed to use the box of condoms before we left. She smiled stepped in gave me a quick kiss, slid her hands down my pants and proceeded to lead me by my cock back to the house. As we walked back to the house my cock hardening in her hand she stated that nothing would happened tonight cause for it was too late and we had to be up early but tomorrow morning she would have another surprise waiting for me in the bathroom that our rooms shared.

Let’s just say I barely slept, when I final awoke after my few hours of sleep, around 5am, the bathroom door was open. As I approached I could see in the mirror a plethora of golden skin. I knocked,

“Come in” -emm said

As I entered my jaw hit the floor yet again. Stating there in all her glory was emm in nothing but an almost see thru night gown. I immediately got hard with anticipation.

“You like what you see”

“Yes”

“Come touch it”

As I got to explore her body with my hands for the first time I was elated with joy. Her tits were firm and perky, ass was so soft yet had a sensual bounce to it. Her skin was soooo smooth and soft. After a few mins of us getting to know each other. She sat down on the toilet and pulled me close. Hands on my hips she gave my now throbbing cock a kiss. She then covers her chest in lube and proceeded to titty fuck me to completion. As a stood there emptying my cum all over her chest she scooped some up with her finger, popped it in her mouth and said “delicious” I finished again. After a bit she started to clean up, I got in the shower. As I walked by to leave she slapped me on the butt and said I’ll see you tonight and to have fun at golf. I moved with a bit more pep to my step that day.

The next night was as I walking into the room seeing her wear a large t shirt. she dropped to her knees. Her mouth open I laid my cock on the face and took my first photo. We then checked the first thing off our list as I chocked her with my cock for 15 min. I finished all over her face. Gasping for air she told me lay down. She took her thong off and sat her fat ass right down on my face. The last thing I heard was “your turn” as I was smothered into blackness by her thick thighs and soaked pussy. I literally could have died a happy man.

We finished the night by having a quickie in the shower. I literally melted into her. Soaking wet and nice and tight. I didn’t last long. Finished in the condom.

Another morning I was awoken to my hands hand cuffed to bed frame and my cock covered in lube. At the end of the bed stood em in nothing but a tiny bathing suit bottom holding a shot glass. She told me she was thirsty and proceeded to pull every ounce of cum I had. After barely filling the glass, eyeing my up in down in a cold sweat. She made eye contact and shot the glass back. I begged her to let me fuck but she just laughed and proceeded to torture my already ruined dick for another 15 mins before I had to head out for the day. Not what I was expecting but I’d get my turn soon enough.

There was a night where she decided she wanted to go out to the club, being Latin she leaned more towards a salsa club. She wore this TINY red dress so short that her ass was basically already out. After meeting up with her and feeling entirely out of place she pulled me aside and told me to head to the rest room in a few mins. The next 10 mins were just the best back shots experience a one could ask for. Her dress pulls up, double fisting both cheeks and just slamming your cock into a wet warm pussy over and over again. The whole her em speaking in Spanglish to “fuck me harder papi.” Thank god for blue chews and the quality condoms that help my multiple load blowing this women’s back out in the bathroom. Another check off the list.

My revenge for my cock torture came quickly after. She allowed he to tie her up, and told me to:

“Have my way with her”

almost everything was free game as long as I wore the condom. Her arms locked straight out handcuffed to the corner of the bed I went to work. When she started to moan a little to loud I took her panties and shoved them in her mouth as a gag. Full long deep stokes I was feeling myself. Then I had a devious idea. I pulled out, cock throbbing, she was in her back cause I loved watching her ass shake. I spread her cheeks and saw her ass hole. Her tight little rose bud staring back at my pulsing. I thought to myself just the tip that’s all. She looked back still restrained as a spit and ate her delicious ass. As I made move up her eyes my contact with my cock knowing what was coming. I lubed up and slowing slipped the tip into her pulsing rose bud. She tightened up immediately letting out a long low moan. I removed her gag and asked her if I wanted me to stop. She pushed into me. Eventually my plan to just play with the tip turned into full balls deep strokes. She soaked the bed. I came so hard we made a mess. Breathing hard I unlocked the handcuffs giving her a kiss. She told me anal has never done that to her before and for it being my first time it was pretty good. She did warn me of playing with fire and not prepping properly for anal. You can make a way bigger mess that way.

This continued for the rest of trip, us waking up, messing around in the bathroom, going about our day and fucking at night. We filled the camera with photos of our escapades. One of the last nights I was graduated to raw sex. No condom no birth control just pure fun. It happened way faster that I like to admit I’m pretty sure she knew if would. After teasing me for about 20 mins denying my orgasm she let me in missionary. I was ready to cum almost immediately but she told me to hold on. I clenched as hard I could trying to prevent it from ending. It was no used I went to pull out when she looked at me in the eyes and went “no you don’t” locking her legs around me deep in her pussy I unloaded a massive Creampie. Thus scratching another goal off the list. We took a photo of her dripping pussy.

That vacation was one in a million. We fucked a few more times the last being in the family bathroom at the airport where I left her filled again. I see her every now and again when I’m visiting home. She is remarried now and loving life. We mentioned what happened that week in passing a few times and she said if she gets divorced again she knows where to go.