1. Older Rebound


    Date: 12/20/2023, Categories: Mature Author: bymovieguy89, Source: Literotica 

    This has some true events but not completely. All involved are over 18.

Around this time I was in my mid twenties. I was dating a girl a couple of years younger than me. We were invited to a beach get together with a friend of mine I had met a couple of years back for his birthday. My friend was there, my girlfriend at the time, a woman and her boyfriend. Jenny, the girl I was dating was looking smoking hot in a bikini top and shorts. Needless to say I was enjoying myself. We talked to the other couple and enjoyed our time until we parted ways.

A few months later I found out Jenny was cheating on me with another guy. She had broken up with me and I found out she was cheating after the fact. I was upset and angry. After a few months I was dying around but so jaded about it I didn't wanna start a relationship.

Kelly, the older woman I met at my friend's birthday beach get together also had a bad breakup. We talked via Facebook and eventually exchanged numbers.

Kelly had gorgeous green eyes, a full figure, and dark red hair. She was also in her early 40s. She had a daughter who was in high school.

Kelly posted on Saint Pattys day a post saying that boys should kiss her since she was Irish. In that same post she was wearing a little black dress that gave a nice view of her cleavage.

Being horny and not being attached I decided to shoot my shot.

ME

I would if I could but sadly I'm too far away.

KELLY

Oh really?

ME

Definitely. Unless you're not ...
    ... into younger guys.

KELLY

I have no problem with younger guys. I just am surprised.

ME

Because of the age difference?

KELLY

That and well I'm a big girl.

ME

Still sexy.

KELLY

Well thank you. You're a handsome guy too.

ME

Thanks. So if we were together would you let me kiss you?

KELLY

Definitely!

This is not how I expected it to go. How far could I push it?

ME

Would you ever wanna get together sometime for some fun?

KELLY

Sure would love to go to the beach again.

ME

Let's set up a time.

We spoke some more and eventually set it up.

We eventually met up on the beach and it was casual. We just chatted and chilled. I was more nervous even though we had done some sexy and flirty chatting over that time.

We eventually went in the water and we swam close to one another we embraced. She had been flirting hard so I eventually kissed her. It was fun and nice.

KELLY

There you go!

We made out in the ocean and we got pretty worked up and eventually got a hotel room.

KELLY

We should probably shower to get this sand off is before we do anything.

I agreed and we stripped out of our bathing suits. I was rock hard seeing her naked. We made out some more and fondled one another before we even made it to the bathroom. I started to finger her and rub her clit.

KELLY

Ohhh yeah mmm that feels so good uhhh.

I kept going hard fingering her she eventually let out a long moan and her squirted a puddle on the ...
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