Kelly and I “dated” for like a week in high school. We were both awkward but cared a lot for each other. For a lot of reasons we couldn’t really be together despite having this very cute on again off again thing.
I was a year older than her so when I started college we gradually lost touch. The emails became less frequent and eventually stopped altogether. Until a few years later she emailed me and told me she was coming to town to visit some places for grad school and asked if I wanted to meet up.
We met up for dinner at a sandwich shop near by her hotel. It was great seeing her again. We caught up, talked about how much of a missed opportunity we had in high school, etc. When it was time for her to head back, I walked her back to her hotel and up to her room. I hugged her and told her I had a great time.
She said if I’ve got nothing else to do I may as well hang out a bit longer. I genuinely enjoyed her company so I accepted.
In her room I sat in a big armchair while she sat on the bed.
“Awkwarrrd” she said, laughing.
“Yeah, high school me would have killed to be in a room with you,” I joked back.
We chatted a bit, normal stuff about school, relationships, and work. We had both recently gotten out of relationships and were dealing with the fallout. I discovered we were both still virgins too.
I got up and sat next to her and put my arm around her shoulder. She felt perfect leaning up against me, just like the last time we sat like that years ago. I looked down at her and in that moment, no words needed to be spoken. We both leaned in and kissed each other for the first time.
The kiss was firey passion. Years of pent up desire being let out. I wrapped my arms around her as she suddenly straddled me. I didn’t expect this, but I wasn’t going to complain.
“I’ve wanted this for so long” I said, between kisses.
“Me too. I’ve thought about it so many times.”
Without thinking I reached behind her and lifted her sweater over her head. Her perky tits in her lace bra greeted me. We both looked down at her mostly naked torso then looked up at each other again. The point of no return.
I reached behind her and undid her bra, letting it fall to the bed. I took her boobs in my hands as I kissed her deeply. She reached down and stroked me through my pants. I was already hard as a rock.
She unzipped my pants and immediately pulled my dick out. There was no question now what we both wanted. I laid her back on the bed and pulled her jeans and panties down in one motion. Her perfectly smooth pussy lips glistened. I wanted to kiss and lick every inch of her. But she spread her legs and I knew what we both wanted.
I wrapped her legs around my back and positioned my head right at her opening. I pushed a tiny bit in and I heard her moan. I leaned forward and kissed her deeply, our bodies pressed up against each other as I slowly entered her.
It took a minute, but we built up a rhythm. Her pussy lips wrapped around my dick felt better than I ever could have imagined. Unsurprisingly, it didn’t take long for me to cum, and she let me finish deep inside of her as she came while I rubbed her clit.
It wasn’t the greatest sex I’ve ever had, but it was probably the most passionate and caring session I can remember.
Source: reddit.com/r/gonewildstories/comments/r8w76m/reuniting_with_my_high_school_sweetheart_fm
U say u were both still virgins… so how wasn’t it the best sex uve had as uve only had it for the first time???
Nice story
Thanks
Wholesome 👌