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Our first time- sex in the woods
Sarah and I had been hanging out for a couple months before this took place -- nearly 21 years ago. I liked her a lot in the platonic sense. She had a wicked sense of humor and we were both interested in music and the arts (as hobbies). While I like all kinds of types of women (body size, etc), in the sexual sense I prefer a woman who enjoys dresses and lingerie and heels and those types of things. Sarah wore flannel shirts, baggy jeans, and these shit-kicker boots at all times. Size 24, but as noted, I am attracted to many types of women. But a LOT of it has to do with attitude and other physical attributes. I don't mean to seem like a jerk, but we are all attracted to... who or what we are attracted to. Not for a second was I interested in any kind of sexual activities with Sarah -- until I was. Like a LOT.
It got warm early that spring. Sarah invited me for a hike on a local trail, and as we would hang out at least once a week, I didn't make anything out of it. She was wearing these bell-bottomed overalls, some kind of "wife beater" t-shirt that showed a lot of cleavage (rare for her), and of course her shit-kicker boots.
Lots of other people had the same idea about a Sunday afternoon hike apparently, so the trails were packed. As we hiked, she wasn't as talkative as normal. It was almost like something was hanging over her head, and for a mile or two it was awkward. Plus, we hiked really fast, passing myriad people along the way. That's when she grabbed my hand and pulled me into the woods, far enough in where we could no longer hear the voices of passers by on the trail. What was happening here?! I was about to find out.
She pulled me behind a big tree, grabbed me by the collar of my jacket, and gave me the best kiss that I'd ever had in my life. It started with a playful flick of her tongue across my lips then the most adept wrangling of tongues that I ever experienced. While I had not been hot for her before, I became rock hard in an instant. As our bodies mashed together, she most certainly felt my hardness against her belly. I know this because she started squeezing my balls through my jeans, and kept running her hand up and down my shaft as we frenched.
After what seemed like an hour of our lurid kissing and body fondling, she disengaged from my mouth, squatted down and thrust my pants down to my ankles in what seemed like two seconds flat, quickly running her tongue over my cock head before standing up and taking two steps back. To my surprise, she unhooked her overalls, letting them to fall to the ground, before stepping out of them and tossing them on top of a fallen tree near where we were. She was completely naked except for her tight, white "white beater" t-shirt and her shit kicker boots. For a woman of her size (and I *love* BBW amongst so many other womanly body types), the nipples that adorned her itty-bitty titties were straining the fabric of her t-shirt. Pre-cum was just gushing out of me at what was going on, and of the sight of Sarah's mostly naked body.
Sarah squatted before me once more, balancing herself by placing her hands on my quads. To my surprise she had a nicely trimmed bush. I thought that she would be full bush, and I'm not a fan of full bush whatsoever. She wasted no time getting to work on my cock. Her head game, like her kissing, was exceptional. The way her tongue swirled around my head and shaft before she deep throated me with zero effort, all the while making intense eye contact with me, was everything that I could've wanted and more. I'd been in the LS with my previous girlfriend, and I never had kissing nor head that was this good. I couldn't believe what I'd been missing as I leaned with my back against a tree, receiving the best head of my young(er) years, grunting and saying "fuck, yeah" over and over to let Sarah know how much I appreciated her machinations. She also was more than happy with me fucking her face as she alternated with deep throating.
I told her that I was getting close and she increased her tongue action. She anticipated when I was going to cum, deep throating me at the very right time, as I shot rope and rope down her throat. I nearly collapsed. The intensity and pleasure of it all was incredible.
She kept playing with her pussy, and after I shot the mother load down her throat, she made a gutteral noise than squirted all over the forest floor. I had never seen a woman squirt before. My eyes grew wide. It was hot and exciting and different at the same time.
After I was spent, she disengaged from my cock, stood up and gave me a nice cummy kiss. As a bisexual male (I know that this is not necessarily a popular topic), I am a huge fan of cummy kisses, in particular after somebody else has filled my woman up. But this time around it was the thought that counted.
I broke our kiss and positioned her body so that she was leaned against the same tree so that her back and butt were facing me. I needed to taste her pussy. Plus she had this super cool "tramp stamp". I admit that I'm not a huge fan of bodies covered in tats (your body, your choice, of course -- and I respect), but at the same time, certain tats on certain women do it for me -- and this tat was certainly doing it for me.
I knelt on the forest floor, my nose clearly against her asshole as my tongue started to probe her depths, flicking at her clit in the process. Her juices were practically running down my tongue. She had a mild and pleasant musk. I was digging it, and I was still boggling about how or why this was happening. But who was I to question?
After a few minutes of this, Sarah's hand started slapping the side of my head, albeit gently. I pulled back and asked if everything was okay.
She breathing deeply and loudly, simply said, "I want you to fuck me. Right now."
I had been vigilant about condoms up until this point in my life. Don't judge, but this time around it just felt right to plunge right in -- bare. In spite of my usual better judgment around condoms, I also had a fetish for breeding. And on that day I had visions of breeding Sarah. I was in an absolutely drunken state around finally having achieved sexual chemistry with a woman, and that's even before any fucking!
I lined up behind her as she leaned up against the tree, using two arms on its trunk to brace herself. She was hot and wet and I guided right in. We both let out loud noises as I hit the hilt. I started with flow and full strokes, bottoming out with each thrust. Then I started applying more power, making a loud *slap* each time our bodies connected. Sarah was loud and vocal, telling me how much she loved me fucking her, and how much she'd wanted me to fuck her for so long. She implored me to do it harder and faster. And who was I to disagree?
She continued playing with her pussy and clit, taking one hand off the tree, her fingers occasionally glancing my balls, as I railed her. Up until that moment, I had fucked a lot, had threesomes, and swapped partners, but NO other sexual experience shared this intensity or mutual passion. I couldn't believe that this was happening, once again.
Eventually all of her loudness (which was SUPER hot) and dirty talk got the best of me. I was ready again. I pulled out, jerking myself a few times before depositing a surprisingly large load over her tramp stamp, up her back, and down her ass crack. To my equal surprise, she came again, but didn't squirt this time.
We hugged and kissed a bit more, my close to flaccid cock nestled between her legs, but it was starting to get dark. Once again surprised, she removed her "wife beater" t-shirt and wiped my cum off her, she asking for my assistance to get to the parts that she couldn't reach. When I was done, I handed her the t-shirt, and she tossed it to the base of the tree, and put on her overalls like nothing had happened. There I hiked through the woods, and off the trail, with a woman that I just had a first sexual experience with -- and all she was wearing was overalls and her shit-kicker boots.
As I drove us to the trail, I had to take her back to her apartment. I had never met her kids nor her ex-husband, at her request, so I was concerned that we might bump into each other later on. She said that he had custody of them until 9pm and that we had some more time to hang out -- if I wanted to. She invited me inside for some wine, and I obliged. There we sat on her couch, watching a baseball game, sipping wine, my arm around her, me taking periodic looks at her (minimal) cleavage (love tiny titties among many other titties) down her overalls.
I was about 6pm at that point, maybe shortly thereafter. She asked if I wanted to take a nap in her bed. I said that would be cool. Back then I barely drank, and the wine went straight to my head. I shucked my jeans and jacket and socks, and tucked under the covers wearing nothing but my boxers and a t-shirt. I heard the sound of her dropping her overalls and kicking off her shit-kicker boots, but by that point I was laying on my back, my eyes closed, dozing off quickly. I knew that she set an alarm on the clock beside the bed, for no more than 2 hours, and that I would have to be out no later than 8:30pm -- lest people arrive at her apartment early. But then I was out like a light, she cuddled up beside me, completely naked.
I heard the alarm at some point, waking up with a start, but my eyes initially refused to open. I felt her get out of bed, and what woke me up was the sound of her having a soft, but at the same time angry, conversation with her ex-husband on the phone. You see, he'd had an affair years earlier and was now living with his AP -- and he'd see the kids on certain weekends. I was somewhat disorientated, laying completely naked under the sheets (how did that happen?), when Sarah returned to the room. Through the faint hallway light, I could tell that she was completely nude -- except for a pair of thigh high stockings.
"Hey you," she said, nudging my side so that moved towards the center of the bed, before plopping down next to me, turning on the light near my side of the bed. I turned my head, feigning complaints about the brightness. I had a naked woman next to me in bed... why would I make *real* complaints?
Before continuing what she was going to say, she pulled the covers back from my naked body, and straddled me, her sexy and silky stockings tickling my sides. I could feel her heat near my instantly hardening cock.
"Don't know if you heard, but I was just talking to my ex on the phone," she said. "You're welcome to stay the night, and I'll pick the kids up from school tomorrow afternoon."
This was the first time that I got a look at her fully naked body. I really liked her shape, her curves, the way her hips flared, her round butt with big cheeks, her cute belly that was surprisingly flat, and most certainly her tiny titties with huge areoles and nipples that never stopped poking out like pencil erasers. Plus her legs were beyond sexy, with muscular calves and all.
At first I saw the disappointed look when I told her that I had to be at work in the city at 6am. I was leading a meeting and couldn't miss it (I had just gotten promoted recently). But I said that if set the alarm for 3am -- that I'd have time to drive home (I lived an hour away), get showered and ready, and be in the office, compensating for traffic, before 6am. Suddenly her frown turned upside down, and she started rubbing her labia against my hardness as she started with her fabulous kisses again. I loved how her pencil eraser nipples would periodically graze my own hard nipples as we fucked, started slowly, she riding me.
I took the lead this time. I just kept fucking her and changing positions, directing the action. I told her how sexy she looked in her stockings. She asked me if I liked "stuff" like that and I assured her that I did. She asked me if I would tell her what to wear and I told her that I knew what I liked. She just kept cumming on my cock over and over and over again. Her vaginal muscles would clamp down on me before she'd scream. This wasn't a Yoko O'no scream. That would've been a turn off. These were screams of passion. I'd never had an experience with a woman like this before. Totally loving it. Positive reviews on Yelp.
Finally Sarah ended up on top. She kept asking me if I was ready to cum, and when I was about there, I bucked her off the top of me and shot another solid load on to my hand that was covering her pussy. I really wanted to cum in her, but (lapsed) Catholic guilt and all... I couldn't and didn't.
After we both came down from our high, we fell asleep. During the middle of the night I felt a warm and moist feeling on my cock. Sarah was blowing me, and we started fucking *again*. She came a few more times, but no matter the pleasure, I was spent. Cumming 4 times in a day was enough for me at that point.
I left her apartment a little bit late, at 3:30am, but this is just the beginning of the story. What follows will be a torrid set of tales around two+ years of a highly charged sexual relationship.