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My High School Reunion

"Seeing an old boyfriend and doing things we wish we did when we were younger."

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I have been happily married for over fifteen years and never imagined it would be so easy, or so pleasurable to cheat.  I love my husband, and we have good sex.  But this experience was definitely one to remember.

I recently got an invitation to my twenty-five-year high school reunion.  I keep in touch and have remained friends with several people from high school and they were planning on going.  I decided to go because it would be interesting to see where people are in their lives and maybe get reacquainted with some.

I had moved away years earlier so I had to consider a hotel room.  I decided to get a room at the hotel where the reunion would be held, which also meant that I didn’t have to worry about drinking.  My husband had no interest in going.  He said that it would be me chatting it up with people that he didn’t know and he felt like he would be a burden.  So I went by myself.

I wore a black cocktail dress which was low cut in the front and back and hit my legs just below my knees.  I also wore black thigh-high stockings.  The dress accentuated my shape.  I still work out and am about 110 pounds and C chest.  I looked at myself and thought, I look good for someone in their early 40s.  I took a selfie and sent it to my husband.  He texted back that I looked hot.  So off I went.


I was having a good time, and it was nice to actually legally drink with a lot of my old high school friends.  I recognized most people and was genuinely having a good time.  My husband was right.  My old friends and I were talking about old times, and I am sure he would have been lost in the crowd. 

It was a good hour and a half into the evening when I heard someone say my name.

“Tracy, is that you?” 

I turned around and saw an old boyfriend.

“Tommy!  Hi!”  I instinctively gave him a hug and a kiss.  “How are you?  It has been forever since I have seen you." 

We probably spent fifteen minutes chatting and getting caught up. He told me he was recently divorced.  I told him I was married with two kids. He commented that he thought I looked great and the years were “very good” to me.  He suggested we go find a seat together so we can sit and talk more.

When we sat down, he commented that he still thinks about our dates and the fun we had.  I agreed with him that we did have a good time.  We were sixteen, and he was the first boy that I did more than just kiss.  We talked about that too.  He was the first boy I let into my pants, although we never fucked.  I was the first girl that ever got into his pants. In fact, his was the first dick that I ever saw in real life and the first I ever saw shoot cum. 

I didn’t tell Tommy, but I was getting aroused thinking about it and talking about it.  I wish we had done more when we were younger.  He kept touching my shoulder and my leg as we talked.  That was just adding to my arousal.  But I kept thinking that I am happily married.  Then I started thinking, but it will be just once, and my husband never has to know.

We got up and chatted with other people some more.  After a while and after more fun with other classmates, I found myself drawn back to Tommy, probably because I kept thinking about the makeout sessions we had when we were younger. I was really hot for Tommy.  I couldn’t get it out of my head that there were definite possibilities for the night.  

Apparently he was feeling the same thing.  After another hour of chatting and a few more drinks, Tommy asked if I would be interested in going someplace more private.  I asked what he had in mind.  He told me that he also had a room at the hotel and we should go back to his room for “some privacy."

I looked at him and said, “Privacy?  Is that what we are calling it now?"

He laughed and said, "Let’s go."

So I followed.

As we walked towards the exit, we started talking about our makeout sessions again. He commented that we never did go “all the way” and he wished we did.  I said it was too bad because he had a very nice dick.  He laughed and said it was now much better than when we were sixteen.

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We walked to the lobby and waited for the elevator.  We got on the elevator, and no one else was getting on with us.  As soon as the elevator door closed, we embraced in a kiss. I grabbed his head and kissed him passionately.  Our tongues were dancing and exploring each other's mouths.  He wrapped his arms around my waist and drew me in tight.  I could feel the bulge in his pants growing as we kissed.

When the door opened on his floor, we got off the elevator but continued to make out in the hallway.  He grabbed my ass and pulled me tight to his body so I could feel his hard cock.  Right in the middle of the hallway, I started rubbing his crotch and felt his hard dick through his pants.  He was lifting my dress and was rubbing my ass, holding my body tight to his. Eventually we got to his room.

Once we were in the room, we kicked off our shoes and started kissing again right inside the door without even going further into the room.  While we were kissing, he unzipped my dress, then let it fall to the floor, leaving me in just my lace bra, matching panties and thigh highs.  I stepped out of the dress and kicked it aside.  He commented on how “fucking hot” I looked.  He then started fondling my tits through my bra.  At this point, I was really horny and could feel my pussy getting very wet.  I started rubbing his chest while we were kissing, and eventually I got his shirt off.  

I soon undid his belt and his pants.  I got down on my knees and pulled his pants and underwear down to his ankles.  I was looking directly at his six inch shaved and cut dick, which was hard as a rock and sticking straight up.  It was just as nice as it was when we were sixteen.  I grabbed his shaft with one hand and started massaging his balls with the other.  I couldn’t wait; I put his dick in my mouth and started sucking him while I stroked his balls.  He grabbed my head and started fucking my mouth.  His moans were turning me on, and I licked and sucked harder.  Soon he said he was about to cum, so I took his dick all the way into my mouth and wrapped my lips tight.  I felt his dick swell then start to pulsate as he shot cum into my mouth.  I swallowed.

I stood up and kissed him with my mouth open and with tongue so he could taste his cum in my mouth.  He stepped out of his pants and underwear, and I removed my bra and panties.  Tommy said to leave the stockings on because they looked sexy.  We then laid down on the bed.

I got onto my back, and he got between my legs and started licking my pussy.  It felt great.  He alternated between licking me between my lips and sucking on my clit.  As I got close, he slipped his fingers into me and kept licking until I had my first orgasm of the night.

After my orgasm, I was still so horny that I needed his dick in me.  He obliged and got on top of me. He then slid his dick into me and pushed in deep.  I wrapped my arms around his neck and my legs around his waist and told him to fuck me hard.  He started humping me. He had me screaming with ecstasy, and I told him to fill my pussy.  I started cumming at the same time he did.  My body was convulsing with multiple orgasms.

He rolled over next to me, and we commented how good that was.  We also joked about others knowing what we were doing or maybe there were other people hooking up.

After we caught our breath, I started playing with his dick until it got hard again.  I then got on top of him and started riding him cowgirl style.  He played with my tits and I rubbed his chest.  A few times I reached back and played with his balls.  I was able to cum a few times before he came again.  And yes, he came inside me.  I loved the feeling of a man's dick pulsating as he cums in my pussy.

I then laid down next to him, and eventually he fell asleep. I quietly got up, wrote him a note that said thank you, and I hope he enjoyed it as much as I did.  I got dressed, then I left and went back to my room and went to sleep.

I never told my husband.

Published 
Written by Tracyh
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