Tom was not a ladies man, plain and simple, but he WAS a genuinely nice guy (not #niceguy) and, as far as I’m concerned, that’s all you need to get in my pants.
We were working the night shift at a gas station/rest stop a couple years back (I’m 21 now) and, for whatever reason, it was an exceptionally slow night. Most of the guys I’d worked with in this situation would not-so-subtly steer the conversation toward sex, but Tom seemed to be missing whatever gene and/or social skills required to openly and confidently initiate any sex-related discussion with a female. Luckily, I had enough for both of us, and 30 minutes or so after the last customer left I got bored and decided to pick Tom’s brain a bit.
I was feeling bold and didn’t want to give him the chance to divert to another topic, so I started with, “I had a dream I sucked your dick last night.” I had no such dream, but I wanted to see what he’d do with the information, and I figured I might be able to learn something interesting about him by being blunt and straightforward.
“Like, a dream that we did it last night, or you had a dream last night that we did it?”
*Oh fuck me*, I thought, *not only is he uncomfortable with the phrase, “sucked your dick”, but he’s already trying to distance himself from the idea of it by focusing on a clarification of my statement instead of having fun with it and leaning into the moment.*
Intent on seeing this conversation starter through, I clarified with, “When I was sleeping last night, I dreamt that you put your dick in my mouth and I swallowed your cum.”
His eyes went wide for a moment before he looked away from me, clearly embarrassed and uncomfortable, and I briefly wondered if I had made a mistake before he quietly stammered, “Was it fun?”
“Fucking awesome!”, I lied. “Kinda made me wonder how it would compare in real life!”, I continued with a laugh and a bit of teasing behind my voice. I didn’t want him to feel uncomfortable – the opposite – I wanted to lend him some of the confidence I felt he might have needed to continue this conversation with me. “What’s up, Tom? It’s just us two, I promise nothing you say can offend me. Tell me what you’re thinking.”
“I’m thinking you’re too hot for me and that I never know what to say in situations like this, and it’s embarrassing.”, he replied with sincerity. Poor guy. He was far from the only guy I’d met who seemed to suffer from this problem, but I had known him for a couple months now and I was beginning to feel like maybe I could help him somehow. He wasn’t bad looking by any stretch, but he had an obvious look of, “I don’t think I can get laid so I don’t try AT ALL” about his entire person. I don’t typically go for guys who don’t show any interest in me, but I am VERY much a caretaker and, if I know you a bit and like you, then I’ll give you a shot and make it easy for you. This night happened to be Tom’s night, and I was horny and bored, so I wanted to see what he’d do.
“I think that might be your problem.”, I responded. “You’re concerned with what you should say instead of allowing yourself to say and do what comes naturally – you’re in your head and it’s getting in your way.”
It seemed as if he had never in his life considered such a thing, and he stood there for a long moment before taking a deep breath and responding with, “Okay, then if I were to have another chance to respond, I would have said, that’s hot, but I think I’d rather cum on your face than in your mouth.”
*WOAH. Was my advice that good???* lol. Now I was suddenly the one who didn’t know what to say, and the look on Tom’s face told me he immediately regretted what he had said. I collected myself quickly so as not to give him further reason to regret his choice of words and said, “See! that wasn’t so hard was it? Seriously, nice work dude! Girls respond positively to confidence, and I actually felt your confidence there!”
He blushed and laughed a bit before turning back to the work he was doing as if he was eager to escape the moment while he was ahead. He may have taken a small step, but it seemed he wasn’t quite ready to see it all the way through yet. I wasn’t done though…
“So, what’s stopping you?”, I said, trying to keep my voice playful but sincere.
“Stopping me from what?”
*Ugh, come on, Tom, work with me here,* I thought.
“You think I’m hot and you don’t seem opposed to cumming on my face, so what’s stopping you?”
His face went from a fading red to ghostly pale in an instant and, for a moment, I thought he might actually puke or something. I can only assume he was feeling that, perhaps, this might actually be happening and that, if he wanted to, he could have his dick in a hot girl’s mouth in a matter of seconds, and the gravity of that reality was just too much for him. He definitely needed some help, and I felt I knew what to say.
I forced a playful tone to my voice, gave him a friendly smile and said, “Tom, relax bud! No pressure or expectations, just two adults turning a boring night into a fun one. Stop thinking so much, take my hand, and come to the back room with me. Don’t think about it, just take my hand…” I reached out as I took a step toward the back room so he would feel the momentum, give in, and follow. He smiled nervously and looked toward the back room as he took my hand and followed.
I decided the best way to move this experience forward was to take control, keep things moving, and guide him through it to take all the pressure off of him. The moment we were both in the back room, I closed the door behind us, got on my knees, and reached for the zipper on his pants. He flinched briefly, clearly nervous as all hell, so I looked up at him and said, “Tom, out of your head! Just relax and enjoy okay? I don’t care what your dick looks like and you can cum as fast or slow as you want, got it?” He responded by taking another deep breath and relaxing his trembling hands at his sides.
I reached for his zipper again and could clearly see a building pressure behind his work slacks, no doubt his inexperienced cock straining to be set free, despite his obvious hesitation and nervousness. I undid his pants and quickly reached in to find his cock – sticking to my plan of keeping things moving and taking the pressure off him. I’d love to tell you it was a monster cock of legend – that it stopped me in my tracks and made my girl parts buzz with excitement, but it wasn’t. It was perfectly average in length and girth, and nothing to write home about, except for one thing: Tom was sporting an extremely pronounced vein running up the top almost all the way to his head, and something about the size of it in relation to his otherwise average cock had me salivating to get it in my mouth to see if I could feel the blood pump through it.
Suddenly, I was no longer in caretaker mode. Instead, I was feeling like a whore with a brand new toy to play and experiment with. I immediately forgot that I should probably take things slow so as not to make him cum right away, and practically impaled myself on his throbbing and almost fully hard cock. I squeezed my lips tightly around the vein, applying pressure on the bottom of his shaft with my tongue, and began milking the blood into it as best I could.
His cock throbbed hard in response to my stimulation, and I got my wish – I could feel the blood rush through his vein and gently vibrate my lips and mouth as it strained to force its way past the pressure I was applying. I briefly relaxed the pressure and felt the head of his cock expand at the entrance to my throat, nearly filling the limited space it was occupying. I groaned in response to the desire his body was communicating to me – to the primal urge I felt in him to unload his seed into my body.
He wasn’t cumming yet, but I heard him groan as he tensed up slightly before relaxing again and saying, “Oh my God, Kate, that feels incredible.” I couldn’t tell how close he was, but I was getting the impression that he couldn’t be far, so I took his cock out of my mouth and responded with, “You like the way your cock fills my slutty little throat?”
“Oh fuck”, he half laughed, half exclaimed in response. He was definitely enjoying himself, but probably wasn’t quite ready to return any dirty talk my way. Oh well!
“I want you to blast my face with your cum, Tom, okay?”, I said in the sluttiest voice I could manage. I wanted him to know that I was enjoying it too, perhaps even more than I anticipated.
“Can I grab your head?”, he asked nervously – what a gentleman lol
“You better!”, I responded with a genuine smile as I stroked his cock briefly before lowering my hands again and forcing it to the back of my throat. He grabbed my head gently with one hand, clearly not certain how far he could take this, so I took both of his hands in mine and firmly pressed them into the back of my head so as to demonstrate to him that there was no level of pressure too intense for me. I had a feeling this may have been his first ever blowjob, and I wanted him to remember it forever.
He grabbed my head harder now and began rocking his hips back and forth, giving me a proper, though still somewhat gentle throat fucking. I looked up at him to simultaneously make eye contact as well as observe the look of pleasure and intent on his face. His confidence was finally there. He was clearly in the throws of approaching orgasm, and was no longer able to stay trapped in his head. Instead, he was visibly intent on using my throat to cum and paint my whore face with his load.
His breathing stopped and I could recognize the familiar breath-holding sounds that most guys do right before they cum. He picked up the pace and began jackhammering into me, finally freeing his inner beast and using me like the little cumslut I am. I gagged and moaned exaggeratedly for him before he quickly pulled out of my throat and grabbed his cock with one hand – the other still firmly grasping the back of my head.
I continued looking up at him as I widened my eyes in expectation and held my tongue out for him. He groaned loudly as he jerked rope after rope of thick, hot cum onto my face and tongue – plastering me so thoroughly it was as if he had been saving up for weeks just for this moment. I basked in the moment, feeling like I had not only given this man an experience he would remember forever, but that I had thoroughly enjoyed every second of it as well.
I found myself breathing heavy as the last drop of cum oozed from the tip of his softening cock. He had managed to get several shots directly into my mouth, so I took the top half of his cock in my mouth and slurped the remaining drops from inside his shaft – swallowing everything as he finally extracted it from me.
“Thank you!”, I said as I smiled up at him. He clearly didn’t know what to say as he reached his hand out to me to help me to my feet – seriously, what a gentleman lol.
“That was my favorite thing.”, he finally managed to say awkwardly. HAHAHA, I’ll remember that one, I thought, and I bet he will too.
Source: reddit.com/r/gonewildstories/comments/wgeltv/slow_night_at_work_turns_into_me_blowing_my
Amazing
great story
Obviously, I work with the wrong Co workers 🤦🏾♂️