I’m 42 now, but back when I was 20 I had a massive crush on this girl who was two years younger then me. I was taking classes at a bible school run by my church, and she was an 18 year old grade 12 student in the same building.
Every day I’d catch sight of her in her plaid skirt and and form-fitting blouse, and it drove me insane. I tried to be a good Christian who controlled his dirty thoughts, but seeing her perky tits pressing agains her blouse was too much for me. Combine that with her pretty smile, red hair and freckles, and I was constantly fantasizing about her.
She was flirty too, but in a seemingly innocent way. We were both trying to be moral religious young adults, so I never assumed she actually was the interested.
Fast forward 22 years to last summer, and I was sitting on a restaurant patio that was a walking path go right past it. Who do I see go by? Jen, that same girl I had a crush on years ago. I hadn’t seen her in probably 15 years, but I was Facebook friends with her so I definitely creeped her profile often.
She wasn’t the skinny high school athlete she once was, but that didn’t bother me in the slightest. She was now a mom of 3, and had developed some incredible curves. Her round ass and (I’m guessing) 36F tits were spectacular. The same pretty smile, red hair and freckles were still there though.
I called out to her and she recognized me instantly. She came over and sat down and we had fun chatting and catching up. After awhile I decided to just ask her “Jen, did you have a crush on me back then?”
She turned beet read and just said “Yes. I had such a huge crush on you.”
So I just blurted out “Jen, I thought you were the hottest thing I had ever seen. You were so pretty, and you were in such incredible shape, I was obsessed with you. I wanted you so badly.”
I got a bit sheepish because I realized what I had just blurted out. She caught on and asked me “What do you mean by that?”
I basically had to confess to her that I fantasized about her constantly. The conversation got really detailed, and I told her that I jerked off thinking about her every morning when I woke up, when I got home from school, and when I went to bed. She told me she basically did the same thing. I told her that sometimes I’d see her at school and I’d have to go into the bathroom to jerk off. She told me she did the same. We concluded there were probably times when we were both masturbating at the same time, on opposite sides of the same wall. We talked about how guilty we felt as Christians in a conservative evangelical church who just couldn’t stop masturbating and fantasizing.
After having this very hot conversation, we just sat there looking at each other. Finally I just said to her “Jen, I find you every bit as attractive right now as I did back then.” It was obviously a very dumb thing to say seeing as we’re both married. But I said it anyway. What I didn’t expect was to hear her say “I do too.”
What I said next was even dumber, but I wasn’t thinking straight….. “There’s a hotel right next to us. Unless you say no, I’m going to go in and get a room, and then send you a Facebook message with the room number.” All she said was “ok”, so I did it.
About 2 minutes after I sent her the message, there was a knock at the hotel room door. I couldn’t believe what was happening. Basically one of my teenage fantasies had come true as she walked in. Her curvy body looked incredible in a cute sun dress, and her long red hair was pulled back in a loose ponytail.
As soon as the door closed behind her, we were all over each other. Our tongues were in each other’s mouths, and our hands were all over each other’s bodies. Her tits felt so amazing, and I just couldn’t stop squeezing them. But I needed to see them too, so I lifted her sun dress over her head and was amazed at how incredible she looked in her lacy blue bra and panties. When I grabbed her ass to pull her tight against her, her ass felt so soft and amazing.
I undid my pants and took her hand and slid it inside my underwear. I was so hard, and her hand wrapped itself around my cock. Before long she was on her knees with my cock in her mouth. Her skills were outstanding, and she played with my balls as she gave we a wonderful blowjob.
We made our way to the bed and she took her bra off. As we laid back I started sucking on her tits and slid my hand inside her panties. She was so wet, and let out a long deep loan as I started rubbing her clit. It didn’t take her long before she came just from that.
I slid her panties down, pushed her legs apart, and started licking her clit. I’d waited 20 years to taste her, and it was worth every second. She was not quiet at all, and moaned louder and louder the more I licked her clit. I slid two upturned fingers inside her and started stroking her g-spot. She let out a massive gasp, and her moaning turned into a near scream. She came, and as soon as she started coming down from her orgasm I licked her clit and stroked her g-spot with increasing intensity and she came again. And again. She rode that wave of successive orgasms at least 4 or 5 times before she just said “Fuck me. Now.”
I got on top of her, and my cock slid easily into her drenched pussy. I started thrusting slowly, and gradually picked up speed. She was screaming “Yes, yes! God yes! Faster!” and I was happy to oblige.
We fucked like that for several minutes before we both came together. We were so loud I wouldn’t be surprised if others in the hotel complained.
We talked afterward about how much we’d been wanting that for such a long time. We fucked once more before we both had to leave and get back to real life.
It’s all so wrong, but we can’t manage to stay apart from each other. We’ve seen each other once a month since then, and I can’t see us stopping anytime soon. Sadly the corona virus means I haven’t seen her since February, but I’m hoping later this summer I can see her again.
Source: reddit.com/r/gonewildstories/comments/gcs1nd/mf_seeing_an_old_crush_22_years_later
It’s great when we get a second chance but it’s sad to think about all the years we have to waste.
Great story and I wish it had of happened to me. I even had a redheaded crush too. Funny coincidence that we connected one the web this year too. Hope springs eternal…..
Damn, this is really, really sweet.