Where it happened: delivering papers
Langauge: English
Sex: Male
Rating: 8
Category: Straight
I had a paper route when I was a kid, to earn some spending money. My family was very poor so I didn’t get an allowance and new clothes were very rare and almost non existent.
Our winters get very cold. It was a winter afternoon with a temperature of around 20 below. I had only ear muffs on my head and rubber overshoes over my shoes. My toes were beginning to freeze so I was hurrying around my route. It was a small town and I always opened the door and put the newspaper inside.
At one house, the lady of the house (in her 20’s)met me at the door. She said, “You look cold. Would you like to come in, have some hot chocolate and warm up?” I went right in, took off my overshoes and sat at the table where she motioned. She put a plate of cookies beside me while she waited for the kettle to boil.
When she brought my hot chocolate, she had me turn my chair sideways. I think she saw the way I was fidgeting and realized how much my toes were hurting. She sat on the floor in front of me and removed my shoes and socks. Then she started to rub my feet. I told her my toes were hurting badly. She said a couple of them were frozen and needed to be warmed quickly. My toes were hurting so bad that I was fighting back the tears. She put my toes in her mouth and gently sucked on them. The pain immediately got worse and then subsided quickly. She did the same for the other foot.
I don’t know if it was the sucking sensation on my toes or just those raging teenage hormones, but I was now sporting an erection. The tent in my pants was only inches from her face, I was very embarrassed. I was thanking her, hoping she would get up and walk away. Instead, she touched that tent and told me I should not be embarrassed about something as uncontrollable and natural as this and she gave it a little squeeze. She added, “I can help you with that, too.”
I was quite a shy kid and didn’t say anything so I guess she took my silence as consent and undid my pants. I was embarrassed and frightened. My heart was pounding. I just sat there frozen and staring at her as she released my cock from my underwear.
Somehow she managed to pull my pants and underwear out from under me and had them down around my ankles. She caressed my balls and then started stroking my cock. I had never had someone else’s hand on my cock before and a drop of precum appeared. She smiled and licked it off as she got to her feet. She dropped her skirt, pulled down and stepped out of her panties. I think my mouth was open as I stared at her bush. She move in close and guided my hand to her pussy and kind of rubbed my hand over it and then left my hand to it’s own resources and stroked my dick some more.
I had no idea what I should do. She was quite wet down there, so I slid a finger inside. She let out a little moan. I started to finger fuck her and she asked for 2 fingers which I obliged. Now she was moaning louder and rocking back and forth. Suddenly, she pulled my hand away, straddled my chair, sat down guiding my dick into her. I can still remember how warm and slippery she was. This was a lot different than my hand!
My hands had found a new place to play, up under her blouse. She wasn’t wearing a bra so I had a breast in each hand while she moaned and rode up and down on me. She kissed me and probed my mouth with her tongue and I exploded. WOW!
But now she was slowly riding up and down on my over sensitized cock and it was not pleasant. She must have seen me grimace and stopped moving. We were kissing and my dick was in a very warm comfortable place. She got off me, knelt in front of me and very gently fondled my balls, it felt amazing. Then she licked the underside of my half erect dick and it became fully erect again. She flicked her tongue over the tip to see my reaction and then took the head into her mouth. Now it was me who was moaning. Although it was still quite sensitive, it felt good.
She stood up, said “Come on”. We removed what was left of our clothes and she led me to her bed. We kissed and petted and then we fucked missionary style. She started to have an orgasm and that pushed me over the edge again. My orgasm was finished before hers though and I apologized. She said it was okay and would only get better with practice. She was right!
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