going the extra mile off-duty (pt 2!) [FM]

Gosh I can’t believe so many of you guys enjoyed my last post- thanks for all the appreciation ? I’ve always been a strong writer, and life’s been so wonderfully surprising for me these last few years that I have had a few exciting experiences. I can’t share a lot of these with people around me for obvious reasons, but it’s such a turn on to post them here so I’ll try to continue haha

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So after I left Ryan’s room (not his real name but close enough) Friday evening, i headed down to the restaurant and continued my shift. By the time I got off it was around 10pm and I was knackered. I started walking home as I checked my phone alerts and had a few texts from Ryan. He inquired about my plans for the rest of the night and proposed taking me to dinner so we could “spend some time together” I told him it was late enough and I’d had a long day, but we could make some plans for the next day as my Saturday was looking quite open, and boy did he fill it up.

He suggested grabbing drinks and then coming back to the hotel but I objected. He was visiting an amazing city and I didn’t want to spend my day off stuck inside a hotel room, especially where I work, and so I suggested we go on a drive and then to one of my favorite drive in theatres in the city after which we could go to a rooftop for drinks. He was into the idea but insisted he didn’t want the night to end there. I wanted to make clear that I wasn’t going to come back with him to the hotel where I work because that could be potentially problematic for me but he was so keen on the idea, that he said he’d book another place to stay the night. I told him no promises, we’d just see as the evening continued. (Man clearly had some funds to blow and who am I to object right?) So that was that, we confirmed the logistics and the next evening, he showed up to pick me right on the dot.

I put on a bodycon dress that literally hugged my figure and accentuated every detail underneath, because of which I had no bra on. I added a cardigan on top because I get cold easily, curled my long brunette locks and slapped on some lipgloss. Right before he showed up, my phone buzzed with a notification
“Pack a swimsuit.” I’d put a few toiletries, underwear and a small nightgown in a bag and I tossed in a white bikini, partly confused but partly excited by his request.

He drove up in a rented car and I hopped in. It sounds weird to say but this guy was so normal, he complimented me and made it feel almost like a date, except we had no expectations and were fairly comfortable given our last interaction. He placed his hand on my exposed thigh and rubbed it lightly before giving it a squeeze. I shuffled a little because of the unexpected warmth and it took me a second to register his question about our destination. I offered some quick directions, and he started to remove his hand off my thigh but tugged the dress a few inches higher before starting the drive.

We drive around for a while and by the time we pulled into the drive-in, the sun was just going down the horizon. The lot had a decent crowd since it was the weekend but we got a sweet spot and everyone around seemed to be settled inside their vehicles. We made conversation and although he couldn’t drink since he was driving, he had a few of the miniature liquor bottles from the mini fridge that he’d grabbed which he offered to me. I wasn’t gonna get wasted but a little liquid courage goes a long way for me, so I took a few swigs and we got comfortable in the backseat.

The show didn’t start for another 10 or so minutes so we kept talking and he told me more about his work as I tried to pay attention to his words. His arm was around me and he was stroking the side of my waist softly. By now Im feeling those sips (gulps) and the summer heat was getting me a little flushed. I tugged the cardigan off and in moving around accidentally touched the top of his shorts right near the crotch. I let out an apologetic oops and in response he leaned closer and said
“No, don’t be sorry- I want you to do that and more to me” I looked up at him and his eyes were literally burning holes through the top of my dress. The cloth around my boobs wasn’t deep cut but definitely tight, and given that he’d seen the full picture, his imagination was envisioning quite enough.

It was definitely getting warmer in this car and with the sun almost out of sight, and the movie not going yet, it was quite dark by now. I felt his eyes moving down my legs and then up at my face and he leaned in and said,
“Thanks for coming out with me for one of the best nights of my life”
I met his lips with mine and feeling bold, whispered, “it’s about to get better.” I pressed into him as his hand moved up my back to my neck and his mouth moved against mine with urgency. I felt his tongue trace my lips and sucked his lower lip in response. His other hand was unabashedly roving over my chest and squeezing my breast. He pinched the pointed nipple through my dress right as the screen lit up with the movie and he moved his mouth away and watched me as his fingers continued the assault on my tit. He leaned back into the seat and pulled me under his arm, so close that my left leg was on him and he was cradling half my body on himself. I had just caught my breath when I felt the long strokes of his palm up my thigh. My dress was shamefully high now but not in plain view of anyone else and I had panties on. He leaned down on my neck and started peppering it with kisses and I felt myself leaning further into him. His other hand was moving in my hair and tugging it back lightly as his kisses turned into sucks. My neck is a biiig trigger area for me and the pressure he was applying literally had me weak in the knees. He couldn’t seem to get enough of touching me and the hand on the thigh was now slipping between my legs to stroke all the skin he could touch. I felt his fingers graze the edge of my panties and at my soft gasp, we made eye contact and I gave a tiny nod. He tugged me on him and now I was nestled on his lap with my dress fully tugged to the waist and his arm was between my legs. I grabbed my sweater and laid it on my lap and faced the screen.

For a few minutes, I felt him just toying with strands of my hair as I tried to focus on the movie. Except he brought his hand down to my side and tugged the strap on one side to pull half my boob out. He rubbed his thumb over my nipple the same time as his dormant hand between my legs moved to my panties and he pressed down on my slit with his finger. I felt my head lean back as I arched into him and shut my eyes, and this time he cupped my tit and leaned down to bring his mouth closer. I felt his bulge under my ass and positioned my cheeks to grind on his cock lightly. At that he pulled me closer up against him and slipped his finger under my panties. He slid it between my slit and I was damp enough from his affection for it to slide along as he stroked my pussy. He pressed his mouth down on my exposed boob and and the sensation was so intense that I started rocking against him harder. Every suck was followed by his tongue trailing and kissing and then repeating while his finger rubbed circles on my clit. He’d keep sliding his finger inside me and then back out to rub me and my pussy was a puddle at this point. He alternated between both boobs, and once went up to my ear and nudged me to pay attention to the movie. I nodded and lifted myself off him, catching him off guard until my hands unbuttoned his pants and understanding dawned. He pulled his cock out, and I reached out to wrap my hands around it as I sprawled one leg between his. We’re now both sitting with our legs widened, and I adjusted my cardigan over us.

He continued probing my pussy with two fingers now, pacing faster as my hand moved up and down the length of his cock. He moved closer to my tit and wet it with his mouth and then continued rolling his fingers over my sensitive, glistening nipple, before capturing my mouth with his again as we both touched each other. I slowly pried my mouth away and drifted my head lower into his lap. I heard him cuss as my lips enveloped the tip of his cock, until his hand pressed lightly against my head and I swallowed another few inches of his throbbing cock into my mouth. I shuffled my knees higher and faced more towards his side, both his hands now tugging at my breasts, pulling and kneading as my mouth moved on him. I licked the underside of his cock and sucked on him as he grabbed whatever part of my body he could. He kept glancing down at me, his expression of half awe and half disbelief displayed how aroused and pleasured he felt and it’s a memory I still remember vividly to this day.

We continued rubbing and touching and feeling each other throughout the duration of the movie, but neither of us finished. We kept alternating positions and teasing each other and it was incredible extended foreplay for what was to follow!

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With all the messages I’ve been getting recently, it’s quite distracting to focus on work but Ive loved penning these events down. If you guys enjoy it, maybe I’ll continue on to what the rest of the night looked like …

Source: reddit.com/r/gonewildstories/comments/mb3w5o/going_the_extra_mile_offduty_pt_2_fm