Ok, so one of my favorite jobs of all time was delivering pizza in my hometown. The freedom of being on the road, knowing the area, the car stereo and a New England Summer. My route included Rye Beach, NH and North Hampton. On a super busy night I get a delivery to an apartment above a small Harley dealership. The door opens and it’s a very attractive blonde woman in her 20s. I was 18 at the time.
She was about 5’3″, blue-eyes, light complexion, very perky tits, and toned legs.
We exchange small-talk, I’m trying to use eye contact to flirt with her. She asks me “Have you ever been late?”. I went into full nerd-mode and began to explain how sometimes I have to go down towards the beach, then all the way towards Hampton. She replies “That’s not what I meant”. It hit me then, that she wanted me to stay for a bit.
I stood there frozen, feeling like I blew my opportunity. I knew exactly what she meant now, and while I had two more stops, my polite good-bye was just as much because I was embarrassed I missed my cue.
I drove to the other stops kicking myself. Came back to the shop and told my buddies what happened, excitedly. I then found her number from the delivery slip, called her and was invited back over.
She was a masseuse, and had the table ready. She told me to get on the table. I obliged. She gave a great massage, and the whole experience was incredibly intense for me, knowing what was going to happen. Or at least having good reason to believe it.
I turned over and she could clearly see that I was excited, as my cock was highly visible in my beach style shorts. It harder and hungrier than I could remember, and trying to break free of it’s cloth cage.
She released it, and began to stroke it with her already lubed up hands.
She suggested that we go to her bedroom. She quickly undressed, and my cock was in her already dripping pussy right away. She got on top and was grinding back and forth.
She begins going faster, and faster. At this point, I’m still soaking it all in when she begins shaking and what seemed like a gallon of warm liquid covers my cock, balls, and the bed. I had never seen or experienced anything like this before. I hadn’t even fully absorbed the fact I was in the middle of a cliche or B-movie fantasy, and now I’m feeling especially confident.
We move to the side of the bed with me standing, and only her hands in the wetspot. I take her from behind, thrusting myself as hard and deep as I can go. I tell her I’m going to cum, and she gets down on her knees and sucks it out of me.
Soon after, I get dressed. I tell her my work schedule, and I’m on my way home with a smile. I saw her two more times without pizza in my hands until I went off to college, upstate and lost touch.
I know the pizza thing sounds cliche, but it indirectly led to two more very enjoyable scenarios, although I never did get to experience it all in one “scene”, so to speak.
Source: reddit.com/r/gonewildstories/comments/dnlsqy/mf_have_you_ever_been_late