Fingered By an Older Gentleman [F] [Fingering] [TrueStory]

Backstory: This is a true story of my first time being fingered by an older gentleman. He was the type of guy who enjoyed pleasuring women and lucky for me, we crossed paths. I will never forget this experience I had with him since he was my first. Occasionally this night would cross my mind and it turned me on all over again as I was writing this out. Not sure if my descriptions do justice to describe how I feel, but here goes nothing…

I met a man who worked at this grocery store that was attractive and caught my attention. He’s a great conversationalist, a natural smooth talker. He’s very tall, as my head only reached to his chest even on my tippy toes. We had an age difference of about 13 years, so this came as quite a shocker even to myself. We’d been talking casually for a few minutes every time we’d run into each other at the store. He always smelled so nice; his cologne was distinct in a crowd. I’d always know if he was nearby because he’d leave a trail of his scent down the aisles.

I am naturally a freaky woman, so I decided to spice up our conversation one day and talk about sex. His interest was piqued and he seemed very excited to talk about this topic. I mentioned how I went to a sex store for the first time with a friend of mine and came across a riding crop. I used it to lightly hit my friend’s hand and she jumped back in surprise. Ever since that day, I couldn’t forget about that toy. I told him how much I would love to use it on somebody and vice versa for me. He asked me questions about what I’ve experienced and I blatantly told him not much at all. There are so many things that I want to try, but I’ve just been too much of a chicken to go through with it.

I wanted to get out of my head for once and actually follow through with something. So I looked him straight into his eyes and told him that I wanted him to finger me. He grinned at me, intrigued by my bold request. After a moment, he whispered to me how hard I just made him. There was this sexual tension between us that was undeniably building up. If it weren’t for the fact that we were in the middle of a grocery store, I’d lunge at his body and kiss him lustfully. I showed restraint and just giggled at his naughty response. We arranged to meet up one night after he’d get off from work.

A few days passed and then the night finally came. I was utterly nervous, but excited at the same time. I was already becoming slick between my thighs from my imagination going wild about what will happen tonight. The thing is that I rarely fingered myself, since I mostly focus on clitoral stimulation. Plus I never had someone do it for me before so I wanted to see how it’d feel, especially from a man more experienced than I am.

He parked his car next to mine in a huge parking lot plaza. There were a few other cars scattered throughout the lot, but nobody really around. Walking towards me, he opens his arms and invites me into a tight hug. I smile at him and he instructs me to sit in the driver’s seat while he sits in the passenger’s seat of my car. He told me the only reason why we’re sitting this way is to stop him from going any further. He knew that if we were in the backseat, he wouldn’t be able to resist the urge to fuck me mercilessly. I am a virgin and he respected my decision of staying one until I’m ready. I play some music from a sexy playlist I created to help get us in the mood. My nerves become even more elevated as I know the moment of truth is approaching.

He holds my hand gently and tells me to relax. Then proceeds to lean in and begin kissing my neck. His tongue was quite aggressive against my skin, moving quickly in wave-like motions. My body shivered from his lips and my neck was warm and wet from his saliva. I let out slight moans into his ear, which made him speed up even faster. I wanted to make him feel good as well and kissed his neck. But my kisses were very soft with slow figure 8 movements in between. His cock became so hard afterwards, but I didn’t want to stop. I made my way to his earlobe, which I sucked on gently and flicked with my tongue. Then kissed his cheeks repeatedly until I finally ended up back to his neck.

He stopped me for a moment and stared into my eyes. His gaze expressing shades of longing and anticipation. I’m finally ready for this to happen as I began to slide my pants down to my ankles. His fingers are very long and his hand is huge. I watch him as he makes his way towards my thighs. He said “Open your legs for me” and I slowly spread my thick thighs apart. He slid his hand into my underwear and started to move up and down my pussy lips. “You’re so fucking wet! Fuck!” he said surprisingly. “I know. I’ve been waiting for this for a while. I couldn’t help myself” I replied with a light chuckle. Closing my eyes, I enjoy the feeling of him exploring my pussy and warming my body up for him. He then proceeds to play with my clit and tap it gently with his index finger while occasionally rubbing it in circles. I’m breathing shakily from the sensation, indulging myself in the moment.

I leaned my head back and turned my head slightly to look at him through my half opened eyes. He was so determined to please me, completely ignoring the bulge that was growing in his pants. My clit was absolutely swollen and I was extremely turned on. Whispering to me he says “I’m going to finger you now.” I nod at him as I bite my lower lip. Slowly he inserts his finger into my pussy, sliding in so easily as I was soaked in my juices. I let out a loud gasp, unfamiliar with the sensation, but inviting it in. My heart felt like it stopped for a moment as I was beginning to relish this delightful pleasure. He realized how tight I was as I clenched around his finger; this made him very excited. Moving in and out of me at a steady pace, it felt amazing. My body was covered in goosebumps and I couldn’t stop moaning for him. I wanted him deeper inside of me, so I lifted my hips up a little off of the seat to allow him in more.

He took the hint and repositioned his hand in my underwear, thrusting his fingers in my cunt. I gasped once again, as I felt him touch my g-spot. It was like his fingers were in my stomach, and I had a strong sensation similar to when I was about to pee. Gripping the handles of my car door, I was bracing myself against his fast pace. Breathing hard, I grabbed his arm that was between my thighs and dug my nails into him. I was whimpering, seductively telling him how good it felt and that I didn’t want him to stop. Naturally this just made him want to go faster, and my mouth widened as I let out a final moan. Covering his fingers in my slick cum, I exhale contently as he removes his hand out of my underwear. I thank him for giving me such an incredible orgasm, and he smiles, happy that he was able to satisfy me.

Looking at me, he kisses me on the forehead and holds me in his arms. He told me that he loved how in tune my body was with his fingers and that I had a lot of potential to be a squirter. As much as he wanted to make me squirt, he was mindful about avoiding making a mess of my car. I appreciated how thoughtful he was about this. He then requested if he may suck on my breasts because it’s a personal kink of his. I gladly accepted as I recalled enjoying how his tongue felt on my neck earlier. Slowly I unbuttoned my shirt, revealing my black lacy bra to him. I slipped my tit out of my bra and a grin appeared on his face. Licking his lips, he leaned his head towards my breast, cupping it with his hand as he wrapped his lips around my nipple. He sucked my nipple gently and nibbled on it. Then transitioned to licking around my areolas and flicking his tongue. I was breathing heavily and pushing my hand against the steering wheel. I fucking loved the way he sent jolts throughout my skin, making me needy for his tongue.

He lifted his head from my chest, satisfied he was able to act out his kink on me. I groaned at him and asked “May you suck my other nipple too…seeing that it’s unfair for it to be left out on all the fun.” He chuckled and said “Mmmm…you’re greedy.” I certainly was and I savored every second of him reciprocating this sensation on me all over again. “Button up your shirt” he instructed me after finishing. I listened and fixed myself up, before we exited my car. We stood there for a second and hugged each other for about five minutes. We were both taking in each other’s scent as our heads were nuzzled by the other’s neck. His hands slid down my back and began caressing my ass. I lifted his hands to my waist, but his hands always made their way back to my butt. We both just ended up laughing since clearly he wouldn’t stop. He suddenly smacked my ass and grabbed it tightly. Spinning me around, he smacked my ass once again, but this time it was much louder that it echoed in the empty parking lot. It stung me so much that I couldn’t stop rubbing my butt to alleviate the pain.

He hugged me again, apologizing for being too rough. I pushed him against his car as I leaned against my own. I told him how much fun I had tonight and that it’s too bad this had to end. Grabbing me, he brings me in very close to him. Suddenly his hands enter my pants and I’m looking around frantically, checking if there was anyone watching. Aggressively fingering me, he used his dominant hand as I moaned out into his ear. It was so fucking hot to do something naughty like that right out in the open. This just turned me on even more and made me realize how much I loved doing inappropriate behavior in public. I came all over his fingers again, but this time I wanted to taste myself.

I took his hand and traced my tongue along his fingers, sucking my cum off of him. He loved watching me that he began to kiss me passionately. Gliding his tongue into my mouth, and exchanging the traces of my taste between us. It was getting late and we said our goodbyes. We looked at each other from the inside of our cars. He waved at me, while I made a V shape with my fingers and flicked my tongue between them. We both laughed and I blew him a kiss before I drove off. I could smell his cologne that lingered on my clothes. I inhaled his scent deeply as I sighed happily. It surely was a spectacular night. I most likely will meet up with him to return the favor and have him be the center of attention this time.

Source: reddit.com/r/Erotica/comments/kakpfz/fingered_by_an_older_gentleman_f_fingering