Part 1 – It all started with the girl next door
So a quick recap, Sarah and I meet and she attempts to seduce my thick skulled 19 year old self out from being Naive, awkward virgin and into a budding sex partner.
The Training of Ohhhh my god! did we just do that?
So Sarah and I are fucking like rabbits in the early days of our relationship. I was going through packs of condoms by the box load and things weren't slowing down. We tried every position and made up new ones, found new things to do, and places on our bodies to explore in ever so fun ways. When we weren't having sex, we talked about it, when we were too sore, we took painkillers to numb our throbbing nether regions. Sarah and I would experiment some more and try new things at every chance we got. We were sure nobody else had tried or done before. The Lewis and Clark of sexploration! Hah! looking back, newbie stuff really. We barely scratched the surface of what was in store for ourselves.
Our sex adventures weren't just about feeling good and getting our rocks off, it was about pushing the boundaries for… Sex Science! I was still very new to the whole love making thing and Sarah was experienced… sorta. I soon discovered she knew far less about the subject than she initially led on. Her previous partners were all virgins and most were just into basic stuff with Doggystyle and Missionary being the extent of their sexy times.
Now early on, I was pretty much led around by her superior skills and I did what she told me to do. She was very much the dom and I obeyed her wishes and commands. I found out that while this was fun, I enjoyed controlling and ordering her around even more. The power and control of it was appealing to me, but there was much more to it than I could grasp. Here's the thing, she enjoyed being controlled and ordered around. As I learned and gained self confidence and trust, our roles eventually switched.
What we both knew was that we had hard limits that neither of us wanted to cross. No extreme stuff like bodily wastes, S&M or Pain stuff. Bondage was ok, flogging/spanking/paddling was perfectly acceptable, everything else was figure out as we go along. We both had a motto that we strictly adhered too.. "Try everything once, twice if you're interested but didn't go well the first time".
In those early weeks, we failed in our sexeducation experiments more than we succeed and that was ok. In fact, we rather enjoyed the failures because that means we got to try again and again. Sarah found she had a love for bondage, flogging and sensory deprivation. Her squeals of delight at knowing she was going to be tied up, toyed with, forced to cum with vibrators was one of her favorite things to do each night.
Spank you very Much – The night we discovered our fetish
We had been seeing each other for about a month or so. Her Father was back from his Business trip so our nightly sessions turned into coordinating afternoon sex whenever possible. I was able to get a split schedule at work which left a 2-4 hour gap of our sexy time science going.
Sarah and I finished up our usual quicky fuck to get the pipes working and moved onto the Bondage and Spanking time. This was her favorite part (I wasn't complaining either, her ass was gorgeous) as she got to have her wrists and ankles restrained together. She loved fucking on her back like this… spine arched, hands grabbing hold of her feet, blindfolded most times. But when she was being spanked, she loved rolling onto her front with face-down, ass-up. I got the perfect view and she loved the attention she was getting.
I was swatting her ass, making her count each stinging bite when I got the idea to modify our routine. I decided to spank twice, finger fuck and massage her pussy for a few minutes. She was moaning and playfully protesting the change of pace. I picked up the momentum a bit and got a bit rougher than usual. Harder double swats followed by rough finger insertions into her pussy. Sarah was going nuts over this, loving every sensation she was receiving. Then I slipped my finger in the wrong hole for a split second and realized my mistake. I pulled out and continued on, hoping she wouldn't notice. Her body had tensed up but her audible moans and breathing remained focused and on intense pleasure.
Not sure where this was leading, I continued the swats as she counted on. The topic never came up before but butt stuff hadn't been off the table either. While she was still tied up, I asked her if she wanted to try something new, she did of course but said it in a whiny voice. Being as gentle as I could, slowly inserted my index finger into her awaiting anus and she accepted it with minimal protest. Knowing full well that I knew next to nothing about anal sex, I decided to trust my instincts and take everything slow and gentle. Finding the lube, I poured a generous amount on her awaiting bum hole and started massaging both her pussy and ass. This got surprising good results from Sarah as she moaned and gasped in both pain and pleasure.
I was fingering her anal cavity slowly at first but then picked up speed and depth. Soon she was bucking and bouncing along to my rhythm and then begged me to insert my cock. I don't exactly have a large penis, average length at best.. but what I do have is larger than average girth. Her bum was small and I didn't think this was a good idea. But, try everything once right?
I rested my wrapped and lubed up cock at the entrance to her Hershey highway. My slow pushes weren't making progress but that didn't stop either of us. With great effort and a sharp intake of breath on Sarah's part, my cock slid in and moved down her anal canal. She was in immediate pain which freaked me out but she quickly told me to stay still. Not to move for a moment or two until she got used to me. This took longer than a few moments for sure and my cock was starting to go limp. The pressure was intense but it felt somehow different than her pussy.
Going very slow at first, I started pistoning back and forth and she protested at initial movement. I was about to stop altogether at the sight of her discomfort but in a complete turn around, she started enjoying it. How or why, I do not now but something must of clicked. She was even getting into the idea of me fucking her ass. Her moans and bucking were a testament to that. My own thrusts were short and gentle at first but picked up the pace as her grunts turned into moans and increased in volume. Sarah is not one to shy away from being vocal. "UUUUHhhhhhh! fuuck.. my… asss… gggahhh!".
You have to understand, my view of this sex goddess was a modified doggystyle. I was looking at her perfect ass lying face-down, ass-up as her wrists and ankles were tied together. It was so hot that I couldn't help but get turned on. The thought of fucking another woman's ass had never occurred to me let along would turn me on. My breath heightened and my grunts increased in baritone as my cock sunk deeper into Sarah's ass with each thrust. I could feel the orgasm well within and I could now sense when Sarah was about to have one as well. As if on cue from a well timed orchestra, our orgasms synchronized and we both came buckets.
Sarah and I collapsed right there on the edge of the bed and heaved heavy breaths of air. Her body was actually quivering and convulsing from the aftereffects of her monstrous orgasm. I tried to touch her skin but she was too sensitive for even skin to skin contact. I left her there, still restrained at the wrists and ankles while I toweled off and cleaned up a bit. Our first anal adventure and both of us had an orgasm. The biggest one to date.
Sarah's butt adventure days were just starting but after that encounter, anal was off limits for at least a week until her bum healed. Butt stuff became a regular staple in our sex adventures from that point forward and I learned the "ins-and-outs" (if you will) of butt sex and how to do it properly and cleanly. I definitely remember acquiring a preference for anal during my days with Sarah and she admitted that she enjoyed it more so than regular sex. After of course, she'd been cleaned out properly with an enema. Butt plugs, anal beads and even a DIY Fox tail plug were a regular part of our sessions and Sarah trained hard to accept bigger and larger toys up her bum.
to be continued in another post. Please vote and comment if you can as I love feedback. Disclaimer: This story is entirely true and mine. While I've taken the liberty of embellishing certain parts to spice up the telling, the events are real while the names and places have been changed for anonymity sake.
Source: reddit.com/r/gonewildstories/comments/37ox16/sarahs_tale_err_tail_mf_part_2_of_ongoing_story