I’ll always remember July 4th, 2015. It was my first and only time with an older woman. [MF]

I was 22 years old at the time, and a friend invited me on a trip to San Diego for the 4th of July. I didn’t know his group of friends very well, but I had no other plans, so I accepted. One of his friends offers to drive us all to Pacific Beach a couple of days beforehand. My friend cancels last minute but insists that I should still go with his friends. I can get along well enough with most folks, so I figure this could be a good opportunity to meet some new people.

Two hours into the drive I realize my mistake. I won’t get into too much detail, but I can tell this is my buddy’s “let’s get fucked up” crew. I enjoy a drink as much as the next guy, but I also prefer to remember the fun I have. These guys prefer to brag about not remembering. I know the Pacific Beach area pretty well, so I decide that I’ll just split off from the crew whenever I want to do my own thing. They don’t mind, I’m paying for my share of the hotel and gas.

The afternoon of the 4th we all make our way down to the beach. They want to hit the bars as soon as possible, but I want to lay around on the beach, get some sun, and read for a while. The day is young, and I don’t want to get drunk too quickly. We split up fairly early, and I spend the day lounging. I grab a drink here and there, and I watch the fireworks after the sun sets.

At this point I’m a little buzzed, the weather is beautiful, and I want to go for a walk. I grab a slice of pizza and make my way down the boardwalk. I’m not much of a smoker, but after a few beers and a meal I’ve been known to enjoy a cigarette. I see a guy around my age sitting and smoking on the concrete barrier. I ask to bum a cigarette when I notice the woman sitting next to him. She has curly black hair, brown skin, and full lips. Her top is trying its damnedest to secure her bosom, but it should probably find a new job.

He offers me the cigarette, though I’ve already forgotten what I asked him. I take the cigarette and chat with both of them for a minute. The woman has a thick accent, and I reckon she is from Central or South America. I can tell she is a little older than us. To my surprise, the guy who offered me the cigarette soon excuses himself. I ask her, “are you not going with him?” She tells me that she just met him too, and that she has no intention of leaving.

We sit on the boardwalk for the next hour chatting. I learn she is from Columbia and has been in the US for a few years staying with a friend. As the conversation goes on, she keeps pinching my cheek and touching my face, telling me how cute I am. I can’t get enough of it. At this point I’m getting so turned on that I had to find an excuse to stand up, turn around, and tuck my erection into the waistband of my shorts.

We decide to get a drink somewhere, and we find a bar nearby. After we’re both carded at the door, she asks me how old I am. I say 22. She gasps. I’ve always had plenty of chest and facial hair, so I’m not surprised she thought I was little older. She tells me she is 38. It was much older than I expected, and I get a little intimidated. After talking a while longer, it is past midnight, and I still can’t believe the situation I’m in. I’ve totally lost my friends, and here I am having a drink with a 38-year-old Columbian woman who is obviously hitting on me. I finally get the courage to test my luck, and I suggest we go back to her place. She giggles like she can’t believe she’s about to say yes. “You are very persistent. You haven’t stopped talking to me all night. Okay,” she says.

She tells me that she lives in Del Mar, and that we would need to take a cab. I don’t really know how far it is, but I offer to get an Uber. She gives me the address and I quickly realize that this Uber is going to cost me an arm and a leg (peak pricing in California for a 30-minute drive). I don’t care. She tells me the address is where her car is parked, and we need to go pick it up so she can take us to her place. We continue flirting during the cab ride, and we finally arrive. Her car is parked in front of what can only be described as a mansion. She asks me if I smoke weed, and I say yes. She says to follow her inside and that her friend will give us some.

It was at this point that I start to freak out a little bit. It is too good to be true. I just paid for a crazy expensive Uber just so I could be lured into this mansion and kidnapped. I am so dumb. This is so sketchy. Her friend is just going to give us some drugs? You idiot, what have you done?

I follow her through the front door, accepting my fate. She quickly turns and opens an entryway closet and reaches for the top shelf. I’m getting ready to cower, and she pulls down a tightly wrapped brick of marijuana. Like a full-on brick. I am dumbfounded. She tears open the corner, grabs a little handful, puts it into her purse, and we walk out to her car. I could not comprehend what was happening. We drive back to her place.

I’ve gotten a little quiet as I am still trying to wrap my head around the events of the evening. We sit down on her bed, she rolls a joint, and we smoke it. At this point I’ve gone silent, and she catches me staring at her chest. That damn top needs a new job. She just smiles, takes it off, and gestures me toward her. I feel all the blood drain from my head down to my shorts. Slightly inexperienced, I lean in slowly and kiss her lightly. I think she senses it and takes the lead. She tells me to take off my clothes and lean back. I do so.

I undress, lie on my back, and watch her peel off the rest of her clothing. I’m losing my mind, and I’m hard as a rock. She crawls over to me and starts to kiss the inside of my thigh before sliding my cock into her mouth. After a minute or so she looks up and slowly mounts me. I hear her exhale heavily as I slide into her. I love that noise. She holds on to the headboard and starts to gently bounce up and down on me. I gain a little confidence and tightly grab her hips. I start thrusting upwards, and she moves one hand down to rub herself. She begins moaning heavily and I feel her begin to tighten and quiver on top of me. I had never felt a woman orgasm on top of me before. I was in ecstasy.

We continue to go at it for a while longer, when I realize I probably won’t be able to climax. I think the nerves, several drinks, and the weed left me too desensitized. I say so embarrassingly, but she tells me not to worry. “Do not forget, we have tomorrow morning,” she says. I fall asleep with surprising ease.

The morning did arrive, and I woke up spooning her. I began to move around a little bit, and I think I woke her from my morning wood pressed against her back. She looks over her shoulder, smiles, reaches back, and guides me in. I can’t believe how wet she was so fast. This was my first time having sex in the spoon position, and I have to say, big fan. I grab her breasts and realize I am not going to last long. I pull out and climb on top of her for some good old-fashioned missionary.

Now, at this point in my life I did not have a girlfriend and was masturbating quite frequently. However, it had been several days since my last orgasm, and I had just spent all last night having sex without climax. I’m thrusting in missionary for less than 30 seconds when I say how close I am to finishing. She pulls me in and whispers in my ear, “Just not inside.” It would not have mattered what she said. Feeling her warm breath in my ear pushes me over the edge. I pull out and proceed to have the largest orgasm I have ever had. I am jerking myself off with one hand and grabbing onto her thigh for dear life with the other. I feel like I’m cumming for eternity. My eyes would have rolled back into my head if I wasn’t so fixated on her body.

I finally stop, and my cum is perfectly visible against her brown skin. I’m just staring at her tits and stomach and the mess I’ve made. That image is forever burned in my memory. “Wow. That’s a lot,” she says. She doesn’t want to move from her back and get my spunk all over her sheets, so she asks me to grab the box of wet wipes on the bedside table for her. I oblige and quietly watch her wipe herself off. I’m not sure why, but it’s a huge turn on for me.

I don’t quite realize it, but I’m just quietly standing next to her bed, staring. She looks over at me, looks down, and sees that I’m hard again. She raises one eyebrow, smirks, flips over, and raises her ass high in the air. Without saying a word, I climb back onto the bed and enter her from behind. I start slowly, wanting to take my time after what just happened. She is not having it. She starts to throw it back, using me like I’m a wall-mounted dildo. I watch her work front to back, occasionally pushing as far back as she can. I feel her ass pressed hard against my pelvis as I thrust deep inside her. I can only take it for a minute or two. I pull out and shoot whatever is left in the tank onto her ass and back. I help her clean up this time.

At this point, the post-nut clarity hits. I haven’t spoken to any of my new “friends” since yesterday afternoon, and I don’t know when they’re leaving the hotel. The drive from Del Mar to our hotel is 20-30 minutes. She offers to give me a ride, and we have some awkward small talk along the way. She tells me her social media handle and tells me to add her.

We pull up to the hotel and I see my friends loading the back of the SUV. She pulls right up next to them, and I get out of the car. Before leaving, she rolls down the window and in her thick accent yells, “Byeee, it was so nice to meet you.” I can see her giggling as she drives away. My new pals just stare at me, dumbfounded. I slept most of the drive home.

I masturbated to her social media photos several times in the following weeks, but we never spoke again. I can’t remember her name, but I’ll always remember July 4th, 2015.

Source: reddit.com/r/gonewildstories/comments/s47bd7/ill_always_remember_july_4th_2015_it_was_my_first

1 comment

  1. Nice story. I bet she tells her friends about the time she picked up a 22 year old guy.

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