I was staying with my girlfriend’s family for a week to help with a roof and to go on a hunting trip as a reward after we were done. The night before we were to go on the trip, my girlfriend stayed at a friend’s place and her brother had to drive a few hours away to help a friend of his out, basically canceling the trip.
I was in the brother’s room playing Playstation when their mom came in, shut the door and sat on the bed next to me, watching me play my game. She asked how I was doing and if I needed anything from the kitchen; something to drink, a snack, and I told her sure, that some orange juice would be nice.
She came back after a few minutes with a tall glass, and handed it to me, and I took a few big gulps from it before I realized that it was strongly alcoholic. She just smiled at me and giggled when I started to choke on my drink, and asked me if it was okay. As I caught my breath, and took a couple more swallows, I nodded, “yes ma’am, I just wasn’t expecting that.”
“Oh? Then you won’t be expecting this either,” as she unbuttoned and unzipped my shorts and with one swift motion, she took me into her mouth. I wish I could describe what this woman was doing with her tongue, but I was instantly hard and pumping two nuts worth of teen jism down her throat. The way she was moaning, I could feel my toes curling backwards until they touched the heels of my feet.
While she’s massaging my still tumescent member with her amazing oral skills, there’s a knock at the door. “Honey, I’m going to bed. I’ll see you in the morning.” With a slight pop of my cock from her mouth, “okay baby, I’ll see you then!” and without missing a beat, right back to work she went. I’m petrified at this point, staring at her with fear in my eyes. She smiled up at me with a mouthful of my 18 year old meat, patting me on the chest to comfort me, and taking my body to places I haven’t been yet, and very rarely have been since.
I could feel my loins tightening again, but she slowed her rhythm just long enough to get her finger nice and wet, right before slipping it up my ass. My body arched off of the bed and let out a little yip, not because it hurt, but because it startled me more than anything. Whispering to me, ‘relax baby, you’re going to love this’.
Bygum if she wasn’t right… she found a spot, and with deft precision milked my young prostate as if her life depended on it. I thought my body was going to fold in half backwards from the immense pleasure I was receiving. She picked up a pillow, shoved it on my face and I held it there as she sucked and twisted my shaft, massaging my ball sac, and strumming a tune in my asshole that I couldn’t resist the impending explosion, and explode I did. It felt as if I came for minutes. She would press my button again and I could feel my cum being forced out against my will, and every time she would mew and moan with each gush.
When she was finally sated, wearing a big smile on her face, she squeezed my dick from the base to the tip, like a tube of toothpaste, trying to get the very last drop. Satisfied with the work she put in, she gave my pecker a final kiss, tucked everything back into their proper compartments, buttoned and zipped my shorts up and walked right out the door as if nothing happened.
That was the beginning of a very intense and informative time of my life at the hands of a nurturing lover and instructor…
Source: reddit.com/r/eroticliterature/comments/12b9uel/my_first_older_woman_m18f40cheatingrisky
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