"Gerry with a G" | Part 1
The story is a slice of life that I am writing to memorialize a special night detailing a first encounter I had recently while traveling for work. Names have been changed to maintain anonymity.
Transiting Mars conjunct Natal Venus (Strong Influence) - within two degrees
As the planets Mars and Venus form a duet in the sky, you discover that physical attraction is high on your agenda right now. Beauty in all its forms is appealing. Direct your energies wisely.
I - 26 M, 6'1", white, brunette, bearded, bright green eyes, stocky build, some body hair -- lay in a king-sized bed in a hotel room in Boca Raton, FL with just my pair of soft gray briefs. I'm in town for a couple nights to attend a work training and am cycling through my dating apps as I look for something -- or rather someone -- to occupy my late afternoon.
My profiles don't give much away besides my stats and a headless torso or selfie, depending on the app. I identify as a bearish, geekish, guy next door-ish type. Technically, I'm verse, but more side leaning until I get to know the guy. Besides that, the following is the only text displayed:
"Been told I give `incredible' head. Mainly looking for oral, give or receive. Edge me? I last awhile and precum a lot.
¯_(ツ)_/¯"
I'm not on the apps often; typically every couple weeks or so when I get overly bored and horny. When traveling, however, I don't miss the chance to scope the scene and see who's out there and compatible.
This afternoon, I am feeling particularly restless; the training today, while informative and engaging, was a bit mind-numbing with the overload of information presented. The few dozen attendees or so weren't given the chance to move around much, so I felt a bit erratic. The night before, I had gotten no sleep either which added to my mind's restlessness. While my drive into Boca hadn't been long, only an hour or so, the busy day I had yesterday with meal prepping for the week, doing laundry, cleaning my house, and packing gave me an unnecessarily frantic start to the otherwise simple two-day trip. Even with the hookup with a nameless bear the night before, where I stopped by his messy apartment and was edged mercilessly for an hour while we watched the Texans game wasn't enough to calm my nerves and give me a decent night's sleep (Maybe a story for another time heh winks).
Laying in bed now after the first day, feeling quite drained, I tell myself that I'm going to shoot the shit for a couple hours, see if I can find a guy or two to hookup with, then call it an early night. I spent the next hour or so laying in bed chatting with a dozen or so guys. Most chats fizzled out after the first few messages and exchanges of pics; we were either looking for different things or one of us didn't want to proceed with things any further. A few chats sustained, however: the first was a blond, bearded, glasses-wearing twink-type who stood at 5'8" and was flying in from California on a business trip in a couple hours. We got to chatting about our preferences and what we were looking for; I also found out that we were going to be staying in the same hotel, which was promising. The second was a bi, brunette, bearded, glasses-wearing otter who stood at 6'0" and lived in Deerfield Beach, a few miles south of Boca. We got to chatting, exchanged some pics, and I was thoroughly impressed by a pic of him leaning back in a patio chair with his 7" rod sitting pretty as it pointed up into the sky -- damn I'd love to suck that. The third guy was a blank profile named "DL" who had messaged me the last time I passed through Boca about a month or so before. He sent me headless torso pics where he was absolutely shredded, clearly a lean bodybuilder type. The last time we messaged, I asked what he was into, and pointedly remarked "you, by the looks of it so far." Now, I'm not one to pass up on golden opportunities, but my stocky build doesn't normally attract muscled guys. It makes me skeptical when these types of guys message me, leading me to think they are either catfishing me or hiding some psychosis that I'd rather avoid if possible. That's not to say that I haven't gone down and serviced toned studs who need release from someone who gives incredible head, but regardless I'm wary. Me and the DL guy exchanged pics, I got to see more of his washboard abs, some juicy pics of his ass in a jock strap, and an incredible 7" cock and balls that looked like it'd fit perfectly down my throat.
At this point, it was becoming obvious that I might be meeting one of these guys tonight, so I hopped in the shower and tidied up my hotel room. Blond twink #1 and I escalated the conversation a bit more after this, and we shared some of our kinks. We both enjoyed blindfold play and light bdsm; I also shared that I've been told I'm a great fister (found that one out last summer on a work trip to Charlotte, NC -- maybe I'll tell this story another time too heh) but he wasn't interested. Brunette otter #2 seemed like he was interested in meeting up, but he shared that he had jerked off that morning and wouldn't be as stimulated if we met up. I let that one rest for the moment. And lastly, gym stud #3 was taking his time to respond, which was fine, as I wasn't desperately waiting on his message, but it didn't seem to be going anywhere. I decided to hop in the shower. After, I threw on another pair of briefs and crawled back into bed feeling refreshed. I toyed with the thought of going to sleep... but then I also began toying with my dick. It was only 5:45pm, still plenty of time to get a good night's rest. I have a "pretty dick" with a pink head, a large vein running down the top, and it sits at an average 6.5". I also have a pair of big balls that I like to swish around and have played with. It didn't take long for my bulge to leave a wet mark from precum on boxers under the sheets.
I decided to message guy #2, the bi dude who jerked off this morning. "Ahh. Wouldn't mind sucking on it for a while either haha. You have a great cock." Personally, I know everyone has different preferences when it comes to sex -- obviously -- but I genuinely enjoy giving head. I've had guys who are perfectly fine with the cum and go situation, others who insist on reciprocating and having mutual play, and some who swear that they never cum from just head, but cum within ten minutes once I start blowing. It usually boils down to what I'm in the mood for and the chemistry. There have been nights where I blew through a few guys and didn't feel satiated until I found another hungry cocksucker to come and relieve me. There's been other times where I've been so worked up that I can't help but stroke my cock and blow my load along with the guy I'm draining. Tonight, I was feeling rather servile, partly because of the intense edging I received the night before, and partly because this bi dude's cock was so nice; I really wanted a taste.
Quickly he responded, "Oh yeah? Where you at?" I told him the name of the hotel where I was staying and he said he was close.
"Cum thru," I replied. Tacky, I know. He said he'd be over in about 10 minutes. I passed along instructions to head past the front desk and meet me by the elevators. The elevator required a scan of the room key to operate. In the meantime, I brushed my teeth and threw on a pair black gym shorts and a navy t-shirt. Gym stud messaged me back while I was getting ready, something noncommittal; I figured I could message him later if I wanted.
The otter got to the hotel a bit quicker than I anticipated. He messaged me saying he was parked and already waking up to the lobby. Being very punctual and hate being kept waiting, I promptly headed out to the elevator and waited. Out a large horizontal window looking over the town center plaza below, the sky loomed dark gray over head; at least I spared him the trouble of having to drive over in the thunderous Florida rain, I thought. I sent him a message letting him know I was on the way. A moment passed and I was alone on the elevator heading down from the 9th floor. Still on my phone, I swapped over to Co-Star, my horoscope app, and checked today's forecast.
"Calm down," greeted me in bold letters as I opened the app. Tsk. Nothing like the most ambiguous, cryptic header to spike my nerves again. My mind raced for a moment trying to piecemeal what aspect of my day this could connect to before the elevator dinged and the doors opened. I poured out into the corridor and turned the corner to see my otter guy in a black cotton shirt and gray gym shorts sitting on a couch in the large open lobby about 20 yards away. We made eye contact, he gave me a cute smile, then jumped up and strided over to meet me by the elevator. We exchanged heys, I thanked him for coming, and noted how cute he was. He gave a sheepish smile while eyeing me up and down, noting how he thought I was cute too.
"I'm Gerry with a G," he said with a quirky shrug and another smile. I liked guys who were a bit quirky, they always came off as more authentic to me.
"I'm Jace," I shared , with another smile. I felt relieved that we were all smiles to start. I don't mind hookups without the pleasantries, but the personal connection opens up the chemistry and always makes things more interesting in my opinion. We sat by the elevator waiting for another car to come pick us up, making small talk. He asked me about my work and why I was in town. An elevator came, and as we boarded, a muscular middle aged man joined us with headphones on, speaking with someone about business. He gave us an eyeing glance, and with a Southern forward politeness asked what floor us gentlemen were headed. He was closer to the room key scanner and pressed 9 for us. My guest and I stood quietly on one side of the elevator while the other passenger made a short reply on the phone here or there. "Calm down," rang like quiet echoes in my head as I realized how blatantly obvious it must've been that we were two dudes who just met and were heading up to a hotel room.
Once we got to his stop, he turned to us, eyeing us once more and said, "Well gentlemen, enjoy the rest of your day," in true Southern fashion before stepping off the elevator and going about his day. With the political climate these days, you never know how someone will react to your queer existence, so I was relieved by his cordiality.
Gerry spread out a bit more comfortably in the elevator and noted, "Wow, the 9th floor huh? Niceee." I got the sense that he was more blue collar, which didn't bother me. I'm a teacher at a public high school, so I am by no means well-off, but I come from a family who's upper middle class and carry a poised air about me. I am very down-to-earth though and hadn't got that impression that I had intimidated him, but was rather adding to the night's appeal.
I smirked a bit, getting to look at this lean build better as he leaned up against the opposite wall from me and said, "Yeah man, I was given a nice upgrade when I checked in yesterday."
"Ah cool, cool." Our stop came and we headed down the hallway toward my room. Gerry's pace was quicker than mine, which made me laugh in my head, since he had no idea where we were heading and made me wonder whether he was nervous or excited.
As we approached my room, he was a couple strides ahead of me so I warned him by saying, "My room's just here." To which, he spun around and followed me inside. Coming in, I kicked off my shoes and he walked in taking the room in. It was your standard hotel room, though slightly larger. He took stock of the king bed, couch, and long shelving under the TV.
"Very nice," he said with a cute grin as closed the distance between us and gave me a kiss. I don't normally kiss on a hookup, but he was so cute I couldn't resist.
We stood there a few feet from the bed for a moment before he broke our kissing to note, "I love your lips, they're so soft." I have nice plump lips, dick-sucking lips as they have been affectionately called in the past -- thank you genetics! We kissed some more as I felt his package over his shorts. He was nice and hung with a big set of low hanging balls.
I pushed him off me by his hips gently and asked, "Where do you want to be?" He looked back revealingly to the bed, before asking me where I wanted him. I chocked it up to first-meeting politeness to be unimposing on the host, but his little quirky mannerisms like these are ones that make a guy irresistible to me.
I nodded to the bed and took a step past Gerry to the far side saying, "Get comfortable." I prefer to lay back and relax while getting drained and had no problem doing the same for him; he smelled clean and I wanted him to have a good time. He dropped his shorts and stood in his black cotton shirt while his cock hung about 4 inches down, nestled between his balls which sat another half inch or so lower. He crawled on top of the white linens with a smile while I crawled in next to him. Positioned over him, we kissed a bit more, playing with each other's lips as I occasionally slipped my tongue in to meet his while cupping his hefty sack.
I broke it after a minute or so and slid down his torso to meet his hardening cock as he moaned, "Fuck you're such a good kisser." I gave his balls a few laps with my tongue, as I couldn't resist, then took his rod in my mouth. Now, I know I've talked a big game about giving "incredible" head, which I would never claim if it wasn't from the overwhelming feedback I've gotten over the years (including a few "that was the best head I've ever had in my life"s and one "damn, you should have people pay for that" -- one of which was from this college DL stud who tore his ACL and I relieved regularly for a summer while he was post-op when I was 23), but I'm going to do my best to do my technique justice. It's not like I go into sucking cock with a planned routine like a gymnast at the Olympics, or have no gag reflex making me a bj god -- but damn do I get results.
Standing his cock upright, from the side, I slowly took the first couple inches past my lips and over my tongue while providing some suction. While a nice long 7", Gerry's dick was on the skinnier side; which didn't bother me whatsoever, but helped reassure me that there was less of a chance my teeth would nick his sensitive shaft in the process. He let out a breathy moan as I took the first couple inches in my warm, wet mouth.
From there, I laid my wide tongue flat under his head as I slowly sucked the first couple inches, twisting my head a bit as I moved my head up and down, my soft lips tight around his shaft. Maybe to some guys' avail, I've never given blowjobs that have me head-bobbing up and down frantically like a turkey running a race; I prefer a nice even pace, with somewhat quicker fluctuations as the guy gets closer to climaxing.
After a half dozen strokes like this at the first couple inches, I started easing my way down Gerry's cock another inch or so until about halfway down. My eyes leer toward sack and with my left hand, I begin massaging his balls. At this point, I push myself down to just before my gagging point, about 5 inches, still keeping my firm, wet suction and lips tight on his cock. Saliva coats my lips, helping me slide up and down easier. I imagine the sensations the lower half of his rod feels as the cool air conditioning hits in the moments when I move to his upper half. With Gerry's dick mostly warmed and my mouth primed for his shape and girth, I take the chance to deep throat his 7 inches balls deep. I move hands further under his balls to press against his flexed prostate and move all the way down his shaft as I suck.
As my bearded chin rests at the base of his sack, I hold him in full down my throat, to which Gerry gasps, "Oh fuck, Jace." After a few seconds, just before he can make me gag, I slide back all the up to his head, moving my hand to the base of his wet rod as I begin sucking his top half and jerking his bottom. Alternating between this and deep throat, I work different lengths of his cock, making sure to keep his entire length wet and warm.
After a few minutes of this, Gerry says firmly, "Fuck you like that cock, don't you boy?" I don't break to confirm, but continue to service his cock; taking every inch with pleasure, loving his warm tool on my tongue.
"Damn, look at that ass," Gerry says with a gravel in his voice, I can tell he's really enjoying it. I was laying on my side at a slight angle from him as he laid straight in the center of the bed. My head centered on his groin, with my body going away from him at about a 45 degree angle; from his view, he could see the broad of my back leading down to the arch at its base with my thick ass poking out.
"Bring that ass closer to me." Without taking his dick out of my mouth, I shift onto my knees, positioning my ass off to the side of Gerry's torso, giving him the chance to feel my ass over my shorts. He hungrily pawed at my cheeks while I continued sucking. I enjoy being spanked and having my hole played with, though I didn't prep for any penetration tonight. Gerry swiftly slid his hand to my crack as I took another chance to deep throat him in my new position.
"I want fuck you Jace," Gerry said as he teased my hole.
Sliding his cock out of my mouth the first time, I said, "Not tonight," and resumed my throating. I heard him groan slightly but he relented. I sucked while he teased my ass, giving my cheeks a firm slap now and then.
A few minutes of this later, I shifted back down to my original spot, popped his cock out my mouth and slapped his hard rod across my face a couple times. His rod, warm and wet from my throat, bounced on my cheeks.
Gerry groaned, "Fuck yeah Jace, slap my dick across your face. You like my big dick, don't you."
"Fuck yeah, it's so big," I replied. I pucker my lips and smeared the head of his dick across it.
"Stick out your tongue," Gerry commanded. I obeyed, and he slapped his rod across it earnestly, making wet clapping noises. I took a moment to look up at him, his face was furrowed with pleasure -- he'd taken his glasses off at some point, and while from this angle I didn't get the full effect, his narrow features and pointed nose seemed even more accentuated under his wavy brunette mop; he was so sexy.
He held eye contact with me for a moment while slapping his dick on my tongue then stopped. I took this as my cue to continue sucking. I got halfway down his shaft as he gasped and bucked his hips. Not phased, I held my position, increasing my suction, and waited. Realizing my subtle invitation, he gripped the back head and began fucking my face.
"Fuuuuck," Gerry moaned in a low growl as he quickly pumped deeper and deeper into my tightened throat. After a dozen or so thrusts, he pushed me all the way down to the base of cock and held me. I held it for as long as I could before I choked. He released me from his grip as I slowly slid back to the head of his dick and grabbed the base.
"Sorry I --" he began to mutter. I took a quick breath and went back to sucking cock. I've had bigger and rougher; I have a gag reflex, but hitting it once wasn't going to stop me. This definitely surprised him, but his shock didn't linger. We got back into a rhythm of me sucking incrementally deeper with each bob of my head and he'd grip the back of my head, pounding my tonsils until I was choking on his rod.
By this point, about 15 minutes or so had passed, and I could tell he was getting close. I stopped my deep throats and moved my hand to meet my lips. As my head moved up and down the shaft of his cock, my hand pumped in rhythm, trying to coax his load out of him. I alternated between short strokes along the first couple inches of his dick, to longer, deeper ones that reached to about just before my gagging point, before swooping in for quick deepthroats while sliding my hand from his base down to his balls for soft squeeze.
Gerry hissed moans and muttered swears before singing, "Keep doing that I'm going that and I'm going to cum."
One a one-track mind, I pumped and slurped until I heard his sweet, "Oh yeah Jace, I'm cumming." I stroked a couple times more as he moaned. I moved my hand to hold his pulsating balls and probed his prostate underneath. I slowly sucked about halfway down his shaft as he released his thick load down my throat. He bucked underneath me slightly as I drained him. As he finished, he let out a long breath. I took a few more lengths down my throat to clean his softening rod. I pulled off him and saw his arms covering his face, slowing his breathing like he'd just finished a run. I took a moment to steady my own breathing and to try and swallow the remnants of his load stuck at the back of my throat by straightening out and gently burying my head in his ribs. He draped arms over my shoulders and we laid there for a moment.
He rubbed my shoulders for a bit before asking, "Do you like having your head rubbed -- like your hair played with?" I loved it.
"Yeah, definitely," I said as I nuzzled up into his armpit and laid alongside him, bringing my arm across his chest.
End of "Gerry with a G" Part 1.
Feedback and comments are welcome. As mentioned in the introduction, this is a capture of a hookup I had recently, there's more to the story after this bit that's very sweet and tender that I just need some more time to process and flesh out, but part two is coming soon.
Thank you for reading,
JT | ahstoyota@gmail.com