When a friend from school and I learned that we lived in neighborhoods that were pretty close to each other in rural Kentucky, he invited me to take a walk in the woods between our houses one weekend. He ended up grabbing my tits and fucking me, and our little sexual trysts became a weekly FWB thing.
My name is Becky, and I grew up in Liberty, Kentucky – a rural mid-western town with a lot of forests, streams and open fields to explore and play in. I was a bit of a nerd as a youngster, so spent more time reading and studying than enjoying the outdoors of my neighborhood. Although I was studious and a bit shy, I started noticing boys in high school, but I hadn’t yet had an actual boyfriend. My body was developing quickly, though….by sophomore year I had nice, C-cup boobs that made impressive mounds in my blouses and jiggled when I walked. But other than lewd stares and comments from the boys - and some teachers – I didn’t seem to be moving any closer to getting a boyfriend. Technically, I wasn’t a virgin, thanks to an older cousin who noticed my growing tits and convinced me to spread my legs for him. The first time had been painful, but the two times after that I had enjoyed it more than I thought I would. He went off to college shortly after that, and the only “sex” I’d had since then was when I played with myself using the massage handle in the shower. Several of my girlfriends had already had boyfriends, which only enhanced the itch in me that needed scratching.
One day in my junior year, a boy – Brad – who was in my class at school was talking with the group of girls I was standing with, and we figured out that we lived about ½ mile from each other. It turned out that we lived on opposite sides of a forest with a large open area in the middle called Blackberry Hill. It was where some of the kids in our neighborhood went to pick the wild blackberries that grew there. As we were headed to class, he caught up with me and suggested we should meet there on Saturday just for the heck of it. It wasn’t what I’d normally do on a Saturday afternoon, but decided…why not… and agreed to meet him.
We met by a big tree near the edge of the forest, and wandered through the woods toward Blackberry Hill. As we walked, we talked and laughed, sharing stories about school and friends. About 10 minutes into our walk, Brad slowed down and as I walked past him, he stepped behind me, then reached around and grabbed my tits with both hands. I was surprised, but not totally disappointed….so, I laid my head back on his chest as he massaged and squeezed my boobs. After a few minutes, he slipped his hands under my shirt and continued fondling my breasts and gently pinching my nipples, eventually pushing my shirt and bra up to my chin so he could look over my shoulder at my tits as he played with them.
I wasn’t all that experienced with boys yet, but figured Brad would like me to rub his dick, so I reached behind me and ran my hand up and down the shaft of his cock that was running down one leg of his shorts. He moaned and spread his legs slightly as I kept kneading his prick through his shorts. Then Brad released one of my tits, and shoved his hand inside my shorts, past my panties, and slipped a finger past my pussy lips, and into my vagina, rubbing my clit along the way. He seemed to know what he was doing, because he found my clit with his fingers and – with the lube from my wet pussy – started rubbing my little button in gentle circles. Between his tweaking my nipples and rubbing my clit, I came all over his hand in no time. With my eyes closed and my head leaning against his chest behind me, he held me up as my legs wobbled from my climax.
As Brad slipped his fingers past my sensitive clit, and slowly slid them in and out of my dripping wet cunt, I reached behind me, unzipped his shorts, pulled out his stiff 7” cock, and began pumping it with my hand next to my leg. He didn’t last very long…..after only a dozen, or so, strokes he erupted, and I watched as he shot rope after rope of cum onto the grass next to my foot. It seemed endless, but eventually his nut sack was empty, and I shook the final drops from the tip of his dick onto the gooey mess he’d made on the ground next to us.
After a few more minutes with me jerking his softening prick, and with him fondling my tits and nipples, we put our clothes back together and started walking back the way we had come. At the big tree we chatted some more, then with a final squeeze of my tits and pat on his shaft, we headed off to our homes in different directions.
The next day at school we were friendly, but it was pretty obvious that Brad wasn’t thinking of me as his girlfriend. I was less disappointed than I thought I would be…especially when he caught up with me in the hall and suggested we meet at Blackberry Hill again on Saturday. I agreed, and found myself really looking forward to it.
When Saturday arrived, we again met at the big tree, and started walking through the forest toward Blackberry Hill. This time we made it all the way to Blackberry Hill before Brad reached over and began fondling my boobs. We had found a large sandy area, like a big golf sand trap, on the backside of Blackberry Hill, which was perfect for us, as it made us virtually hidden to anyone on the hill or walking through the woods. Brad pulled my shirt and bra off, then undid my shorts and slid them down my legs. I unbuckled his belt, then unzipped and removed his shorts, too. He sat on the grass along the edge of the sandy area and began stroking his growing dick. He told me he wanted to see my boobs bounce, so I started to jump and dance in a way that made my tits bounce up and down and slap into each other. This whole situation was making my pussy wet and my nipples hard, and in just a few minutes Brad’s cock was standing straight up, fully erect.
Brad reached up and grabbed my bouncing tits, slapping them to make them swing around even more. Then with his hands pulling on my boobs, he guided me toward him so that I straddled his legs and positioned myself directly over his stiff rod. Once there, I lowered myself until his prick started sliding into my drenched pussy. He moved his hands to my hips, and started bouncing me up and down on his shaft. I moaned as I enjoyed the sensations his cock made sliding in and out of my cunt. Brad kept his hands on my hips as I leaned forward a little so I could grind my clitoris against the base of his dick. I could tell Brad loved this because it made my tits swing freely, slapping into each other and bouncing into his face, as I continued feverishly riding his cock and grinding my clit.
I could feel an orgasm building as I continued riding Brad’s stiff dick and grinding against his shaft. After a few minutes I grunted, and with a low moan, I erupted into an amazing orgasm that coursed through my body. I closed my eyes and leaned my head against Brad’s chest, enjoying the tingly warmth of my climax, as he kept using his hands on my hips to pump me up and down on his erect pole. He didn’t last much longer, and suddenly pulled me down onto his hard cock as far as I could go, shooting a load of cum deep into my cunt. He continued slamming me up and down on his prick, shooting more and more cum into my pussy. When he was finally finished emptying his load inside me, we sat like that – me leaning my head against his chest, with my legs straddling his lap, his shaft still stuck deep inside my pussy – as jizzm leaked out from around his shaft onto the ground beneath us.
After a few minutes, we collected ourselves, got dressed and walked back through the woods to the big tree, where we, again, grabbed a final squeeze of tit and dick, and headed off in different directions.
The next weekend we met again, and this time Brad fucked me from behind, doggystyle, while he reached underneath me and fondled my swinging boobs. The weekend after that, Brad lay on the ground with me straddling his face, as he licked and sucked my clit until I creamed all over his face. Afterwards, I slid down his body until his stiff rod slipped into my drenched pussy, and I rode his cock – with my tits slapping him in the face – until he blasted a massive load of cum inside me.
This became a bit of a weekend routine for us for the rest of that school year, and into the next, whenever weather permitted. Most times we made it to the sandy area behind Blackberry Hill before removing clothes, sucking, stroking and fucking.
About the middle of our senior year, as I was again straddling Brad’s hips – bouncing up and down on his cock, while he slapped and massaged my swaying boobs – I mentioned to him that I had met a guy a few weeks ago who had become my boyfriend.
Still pounding his cock into my cunt, Brad asked, “Good for you! Anyone I know?”
In between moans I told him my boyfriend’s name, but Brad said he didn’t recognize it. In a few more minutes I felt a climax rip through my body, causing my legs to quiver. Brad exploded a minute or two later, and we again stayed like that, with my head against his chest while we caught our breath and enjoyed our orgasms.
Afterwards, as we were dressing and walking out of the forest, I said, “I guess we shouldn’t do this anymore, since my boyfriend wouldn’t appreciate it.”
Brad said, “Makes sense. I’m gonna miss the hell of our weekends on Blackberry Hill, though.”
I smiled at him and said, “Yeah, me too.”
At the big tree, we hugged and spent a couple extra minutes with Brad squeezing my tits and me rubbing my hand up and down his shaft through his pants. Then we smiled at each other and went off in different directions. And that was the last time Brad and I met on Blackberry Hill. I wonder what he’s up to nowadays.
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