We recent became empty nesters and we're "alone" together for the first time in nearly 20 yrs. Truthfully with kids our sex life suffered and we decided to rediscover our sexuality, though unsure of what we wanted besides plain sex.
We decided that we would play some truth or dare "shots edition" to see what we could learn about ourselves, our fantasies, and wine and drinks we got way to honest. It started slow, favorite position, fantasies, kiss here, lick there. We both started having a great time and I was getting quite wet. Then out of thin air he asked me if I ever had a "bigger" or "better" lover....
Silly me with a spinning head and a damp crotch I blurted out "YES, well there was Paul who has a huge cock". He instantly looked stunned and said "Paul who, the guy you used to work with??"... I felt confused, apologetic, and quickly said "never-mind". He grabbed my hand softly and said no apologies, and wanted to know more...
So after the butterflies settled I said "No, Paul my high school friend who I accidentally fucked a little". He looked at me a bit curious, intrigued and said to "go on". I closed my eyes and took a deep breath....
"OK..... so it all started after at the party after senior graduation, I had gone with a couple female friends as I was single at the time. Paul was there with some goth type chick he met at the mall and just said hey and he took off with her. I had a few drinks, and some mystery punch and was feeling good. A hour or so later I went outside as the music was a bit loud and cig smoke a bit to thick. Paul was sitting by the campfire looking rough/sad like his dog died. I went over and sat by him and said wassup. He hugged me and started to weep, and he whispered he missed out on losing his virginity?! I was a bit shocked. He was 19, a good looking guy, and always talking about girls, dating, and sex.
I asked him if he wanted to go somewhere and talk. he nodded and we headed to a empty bedroom with no agenda. As soon as the door closed he grabbed me and hugged me sobbing. Kind of a downer and I felt so bad for him. I grabbed the back of his head rubbing it and hugged back saying "there, there". We hugged for a good few minutes until he stopped sobbing and then I felt the oddest poke right next to my belly button. I pulled away and he said something like "Oh god i'm so sorry". I said "for wha--" and saw what looked like a thick pepperoni shaped bulge protruding from his jeans right up into his shirt.
I was like whoa, my brain swelled, and instantly got a bit wet ( surprised myself as he was like a brother). He was red and embarrassed but I told him its cool and just biology. We sat down and started to talk. The girl he was there with freaked out when she saw his cock and left. He thought it was to SMALL. I said no thats f'ing huge and I couldn't even get half of that in my mouth". I really don't know why I said it that way. He looked like a dead in the headlights and I started to feel warm inside...