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Thank you for taking the time to read my continued . Your comments, suggestions, & recommendations are Very much appreciated!
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Author’s Note: These first two pages are more or less the Prologue to another one of my stories, (Emily Teaches Me) a foundational piece for this . This is a true part of my growing up. Emily changed my life! The conversations were many years ago now, so conversational dialogue is the spirit of our talks and not the letter. A bit of poetic license… I’ve been as accurate as I’m able, and I hope you will enjoy it.
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When I was 18, one of our neighbors asked my parents if it would be okay for me to help with her chores around her farm on weekends. She would pay me, of course, and she promised to feed me while I was there helping her out.
Emily was widowed. 39 years old, strong, beautiful, and hard working. Her husband had been killed in an auto accident 3 years ago and it was just Emily left with all the work needing done on their farm. She had luscious lips, large breasts, and long legs. I wanted VERY much for my parents to say yes! And… they did.
We mended fences, hauled hay, repaired the chicken coop and the barn, and a dozen other chores. Farms are loaded with chores. Emily and I worked hard, she fed me well, and we’d often have a soda or a beer after chores were done. We’d always talk as we rested in the shade sipping our beverages, and on my third Saturday helping out, Emily asked me an odd question.
“Randy, may I ask you something personal?”
“Sure,” I said.
“You know my niece Tammy? You’re both heading to school this Fall,”
“Yes, I like Tammy. She’s a great girl…pretty too. Why?”
“Well, I asked Tammy about you and she said all the girls like you, and that you’ve been with many of them. I asked her what it meant that you had ‘been with many girls’, and Tammy said you were ‘Fast’. So that means, I guess, that you’ve been ually ‘WITH’ girls already, YES?”
I was a little red in the cheeks, probably, but I didn’t really mind talking with Emily about anything, so I simply answered, “Yes”.
“Ok, so here’s my question…What do you enjoy most… ually?”
“Emily, I need to ask you first…Is this between you and me. Not your niece, or my folks, or anyone else?”
She smiled, and said, “ABSOLUTELY! And I need to ask you for the same promise. Just between you and me, from now on. Okay?”
“Yes, I promise. And one other thing, Emily. A lot of the guys talk about the girls they might have been with, you know, what they were able to do, and what she said, and all kinds of stuff like that. I do NOT do that. I won’t talk about anyone specifically with their name that I’ve been with like that, not even with you, Okay? I don’t ever want to embarrass someone like that.”
Emily smiled so softly that I started getting hard. Weird.
“Randy, you have no idea how much I appreciate that about you. So, ually, what do you like best?”
I thought for a moment or two.
“May I ask you one more question first?”
“Of course,” she said, “You can ask me ANYTHING!”
“Is it okay for me to be really honest and, you know, HONEST?”
“Yes, Randy. I want you to be as honest and detailed as you want to be. Remember, this is just between us, and you’re not going to upset me if you say anything. Fuck, , Cock, Ass, Tits. You can say anything you want to, and I promise I won’t be upset, okay?”
I was sooo hard!
“Well,” I started, “I have only been able to do it twice, but what I really love to do the most is… Use my lips and tongue to… well, you know, to really, ah, …”
You like to tongue and lick the girl’s pussy? That’s what you like the most?”
Emily’s eyes were sparkling and she had a surprised look on her face. I wasn’t sure why.
“Yes, that’s what I really like!”
“Have you been inside of any girls with your cock?”
Oh my! I was about to cum, and I knew Emily could see the bulge in my jeans. She had looked right at my crotch more than once.
“Yes,” I answered, “I’ve been with several girls that way.”
“And you like licking a girl’s pussy more than her?”
I was quiet for a while as I thought about it…
“No, it’s not just licking her… What I like most is the excitement that starts to grow in her. When I feel her trembling and moaning, and getting really wet and almost yelling, something inside me goes…I don’t know…CRAZY! There’s nothing like that for me, not even being inside of her. Not even close!”
Emily was quiet… There was a delicious smile on her face as she got up from her chair, walked over to me, and pressed her soft lips against mine.
“Randy. Please come back tomorrow. I have a very special chore that I need your help with.”
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Let me just say here that Emily, over the next year, helped me know how to give considerable pleasure to women, AND men with my lips, tongue, and mouth!
Which brings me to today, many years later and after the untimely death of my wife. How does the song go? ‘Alone again, NATURALLY!’ I was, indeed, alone again, and for many reasons, needing to please someone with my tongue more than EVER!
I was of no real use to anyone for nearly two years after my wife died. I loved that sweet lady, and grief had consumed my days for a long long time. When I realized that the sun still rose every morning, and with friends and family constantly urging me to accept the fact that I was still ALIVE, old, yes, but STILL ALIVE, I decided that I would take a long overdue deep breath and see what life had yet to offer.
My Sweetheart had been told, along with her sister, that ANY ual activity was… NASTY, DIRTY, AWFUL, and, oh yes, VERY PAINFUL! Dear old Mom had wanted to be sure her two lovely daughters did NOT get pregnant, and the UGLY descriptions were enough to cause my wife of 34 years to NOT ever want to be NASTY, DIRTY, AWFUL, or certainly not PAINFUL!
Consequently, we found other wonderful ways to be sure we both knew how much we were loved, but… there was NO ual intimacy for the thirty four years we were married.
Alone again…NATURALLY my ass!
The deep desire to be able to please SOMEONE orally was growing like a wild weed inside of me! I was having high def full color dreams almost nightly that often resulted in extra laundry for the week, and I actually had what I can only describe as The Jitters, walking through any group of people, wondering if there was SOMEONE, ANYONE, I could
P L E A S E!
A half dozen trips to local Bars/Clubs/Dives convinced me that no fine lady, mediocre lady, fat lady, or downright UGLY lady wanted anything to do with an old wrinkle like me. But…
There appeared to be SOME HOPE that there might be a guy or two who would be willing to overlook my age, and the fact that I’m not gay, as long as I was willing to suck their cock. Even younger, fit, good looking guys seemed to be on the ‘Possibles’ list… Hmmm… The he/she ‘wants’ me radar was very rusty, but while scouting the pleasure terrain, I had noticed a few LOOKS by guys and nothing close to that from the ladies.
So, the most logical decision I could make would be…I was going to become THE BEST COCKSUCKER in the County! That was going to require some serious PRACTICE!!!
Okay, Adam & Eve? Literotica? Amazon? I need some practice tools. Vids, dildos, edible lube, porn… Time to become the best of the BEST at giving pleasure orally!
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“Are you READY?” The video began with the most stunningly y Trans Woman on EARTH asking if I was ‘ready’. Fuck YES, I’m ready! Teach me! Groom me! Order me! WHATEVER! I just want to become the best cocksucker in the world.
Soooo many porn vids later, I was exhausted. Somehow, it didn’t feel quite REAL. I decided that the one thing I DID need to learn is how to DEEP THROAT a man’s cock. All other considerations aside, every single porn vid I’d watched showed me the same bottom line truth… Deep throat his cock, watch his eyes roll back in his head, swallow the biggest load of cum he’s ever delivered, and know that he would beg you for your phone number! SIMPLE.
Amazon got the nod, and a 12 inch long, 2.5 inch around flexible, lifelike double headed dildo was on its way, along with a three pack of different flavored edible lubes. I thought I would rarely have the luxury of edible lube when I was sucking a nice cock, but for ‘practice’ purposes, it seemed sensible.
Now, two days to wait…Amazon Prime, don’t fail me now!!! I was anxious to get started!
“Package for you, sir. The UPS driver said at my door. “I’ll need your scribble here, please.”
I wondered as I scribbled meaningless lines onto the driver’s tablet… Would he like a good blow job before he goes on his way? FUCK! Too many porn videos! UPS drivers do NOT fall into the arms of whoever is on the receiving end of one of their Plain Brown Wrapper packages! Dumb! Just FUCKING DUMB!
Still…
It felt like Christmas morning as I opened my present, excited to see my new toy. It was a very pale blue, soft to the touch but rigid enough to let me practice inserting it eventually into my throat. On each end, there was a helmet head that looked very much like the one I carried between my legs. Before I’d ordered this particular length, girth, and double ended style, I’d considered dozens of other styles and sizes. I’d also read several How To articles and watched about a thousand blowjob and deep throat porn vids, of course. It was time to lube up and LEARN!
The edible lube tasted ok, but when, or should I say “IF”, I’m kneeling before the real thing, I don’t want flavors to mask the taste of his cum. Applying a reasonably generous amount to the 12″ dildo, I inserted one end between my lips, feeling the delicious sensation of that helmet sliding over my lips and being greeted by my flattened tongue. I spent some time with the head simply because I enjoy that feeling in my mouth, but the objective here was to learn how to ‘comfortably’ open my throat to that head, so I slid more of the pale blue tool into my mouth.
Ah, there it is. Gag Reflex approaching. The practice cock was nearly at the opening to my throat, and I was starting to gag a little. Withdrawing the dildo an inch or so allowed me to settle down again. Inserting again, the reflex stopped me again. Per the instructions in the articles I’d read, I repeated the push in, pull out but not all the way, push in a bit more when possible, pull out and breathe through the nose. In more, out less until the gagging lessens. I wasn’t sure if I’d made much if any, progress, but after a short rest, Try #2.
#2 was much the same as my first effort, so for practice session #3, I decided to lay on my back with my head tipped back just past the edge of my bed. The articles had said this position opens the throat the most, and when that position was used in the porn vids I’d watched, I could actually see the tip of the cock pushing into the throat. It was really hot to watch, and though this wasn’t a real cock, just the thought of being able to do that into my own throat made my dick begin to swell.
What the hell? I stripped and freed the beast! (Is 5 3/4″ a ‘beast’, BTW? I rather think NOT.)
Relubed and ready to go, I slipped the head of the dildo past my lips and slowly deeper until it was pushing against the opening to my throat. The urge to gag was there, but not like before. I was feeling hopeful, but certainly not COCKY! (just couldn’t resist the pun!)
The articles said that at this tipping point, and being sure I had taken a good breath, to SWALLOW like I had a mouthful of mashed potatoes. I tried to swallow, but tears were filling my eyes and the gag was increasing. I pulled the dildo out all the way. Damn!
Okay, Rome wasn’t built in only a handful of practice sessions, so after a rest, I tried again. It was a little encouraging that I was able to slide the fake penis clear back to my throat in this position and not feel as close to gagging as I had while sitting upright, but after several more tries, I had not yet been able to swallow that pale blue dick!
I decided, over a glass of wine, to read the articles again to see if I’d missed any steps. I was hoping the wine would relax me a bit as well. And if one glass was good on that score, then two glasses had to be TWICE as good, right? I had found another tip in my reading that I was intending to try. It’s a ‘Bump and Swallow’, not just a Swallow. It made sense that I might get deeper if I pushed a bit more the instant I swallowed. Worth a try, so back to bed for more practice.
All pep talked, naked, and determined, I slid the lubed dildo into my mouth and up against that disobedient opening to my throat. The gag seemed even less severe this time and encouraged, I ‘bumped’ and swallowed simultaneously. The throat grudgingly allowed the penis head to barely start to slip into the opening. Then, I clinched and started to gag so I pulled back, paused, breathed, and push, bump, swallow, gag… Rinse and repeat three more times. With watery eyes, and an impending sense of triumph, I was able to push/swallow the whole helmet beyond the opening into my throat! Eureka! It was not the depth that I would ultimately need to manage, and I was only able to hold the tip of my pretend lover’s tool for a second or two, but I was giddy with the small victory to be sure.
The readings had all agreed on one point… don’t over do it when first starting the training. Too much, too soon would make the throat sore and cause swelling. Swelling would make it much more difficult to slide the cock past the tipping point. That all made sense to me, so I called it a night, poured another glass of wine, and turned on a training film, (one of my very favorite deep throat porn vids). I couldn’t wait for tomorrow!
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My daily routine had shifted to emphasize increasing my oral skillset. For a week, I’d arrive home from work, ‘Swallow’ some dinner, and then practice ‘Swallowing’ my pretend lover’s pale blue cock. Then, off to the gym for a work out, and maybe, just maybe, a shot at the real thing. I’d improved my ability to deep throat the dildo to the point that I felt confident I would be able to manage most average size cocks. It was a good start.
It was Friday night and a little after 8 pm when I arrived at the gym. There weren’t too many making the gym their Friday night entertainment, so I figured it would end up being another hour or so workout, a sweaty 20 minutes in the sauna, shower, and home.
Twice during the past year, I’d walked into the sauna, surprising two guys enjoying my absolute favorite ual delight. Every time I opened the door to the sauna, this past week, I’d been hoping I could become the one on my knees, but only once had there been anyone enjoying the heat, and She left right after I sat down on the cedar bench below her.
After a solid work out, I headed for the sauna. Opening the door, I was greeted by a fit middle aged gentleman lying full length on the top level with a towel covering his equipment. Judging by the bulge showing under the towel, he was either having a pleasant dream as he dozed, or he had been at least doing a little exercising of his love muscle before my arrival.
Closing the sauna door, I nodded hello and settled onto the lower seat where I would best be able to see his bulge. He spoke without moving.
“Make it hotter if you want. I’m fine with hotter.”
“Thanks,” I responded. “It’s good for now. BTW, you look familiar, but I don’t remember seeing you out on the floor. Have we met before?”
Turning to lay on his side, facing me, his towel slipped down uncovering his nearly hard cock.
“Yes, we did meet once, and it was right here in the sauna. You walked in on me and a friend. He was sucking my cock. I would have been glad for you to stay and watch, but you left right away.”
He was so calm, and SO HARD!
What do you say to someone who’s just calmly confessed to having his cock sucked in the very sauna we were sitting in?
“Yes, I remember that.” I said simply, trying hard to sound as calm & casual as he was.
He looked right into my eyes for a moment and then reached down and wrapped his fingers around his beautiful hard cock, stroking slowly.
“You haven’t taken your eyes off my cock since you walked in.”
He was absolutely right! His cock was about an inch longer than mine and a little thicker. He was circumcised and had a mushroom shaped helmet that was gleaming with either sweat or pre cum, or both.
He continued while pointing the tip of his cock at my face.
“You’re welcome to watch me cum, or help if you’d enjoy that, or would you rather take my friend’s place and suck me? You are certainly invited to do that and I would very much enjoy feeling your mouth wrapped around my hard cock, but it’s your choice.”
So calm!
He sat up and moved toward me. His cock was only an inch from my mouth, and I was mesmerized by the fact that, FINALLY, after 36 years, I was going to be able to give this man pleasure with my mouth! I didn’t know whether to laugh or cry, but I did know one thing…
I took hold of his cock in one hand and his balls in the other and kissed and licked the pre cum off of the tip of his hardon. My insides were filled with butterflies. This was about to be more than practice…This was the real thing!
“Ummm, that feels good.” My lips were wrapped around his slippery helmet and I had started swirling my tongue under, over, and around the tip. Delicious, and even better were the soft moans and deep breaths he was emitting.
“Oh, yes. Do that some more. I want you to slide your tongue all over my hard cock.”
He inched forward on his bench and began to softly thrust his dick in and out of my lips. At first, he was thrusting only a couple of inches in, but…
“Deeper now. I want you to take more of my dick… go deeper down my shaft. Oh, god, yes, deeper!”
I was filled with anticipation, realizing that I was building his excitement and pleasure and that he would certainly lose control at some point soon. But NOT YET, PLEASE! I wanted to see if I could take his hard cock into my throat. I wanted to bury his penis all the way, and be able to lick his full balls, hoping to push him over the edge in the process!
The moment of truth had arrived…
Sliding his member deeper into my mouth until the tip pushed against the opening to my throat, he moaned and put his hand on the back of my head. I took a breath, bumped forward and swallowed. He was a little thicker than my dildo, but the mushroom head of his cock slid fully past the gatekeeper. Knowing that my throat was tighter than my sucking lips had been, I was certain that he wouldn’t last long, so I pulled back and then leaned in, bump swallowing him again, and this time, his moan turned into a growl. He pulled my head down onto his cock and buried his full length into my throat. I licked his balls as he pulsed and groaned, “I’m cumming! Oh, fuck, I’m cumming!”
The first stream of his cum went directly into my throat, so I pulled back far enough for his second blast to fill my mouth. I wanted to taste his pleasure! I swallowed his cum as I pushed and he pulled, burying again his beautiful cock all the way to his balls. The cum and my saliva had made an amazing lube, and I don’t think I even had to bump or swallow anymore. He slid right into my hungry throat, as he kept thrusting in and out, filling me with his hot cum. That crazy thing happened inside of me with an intensity that I hadn’t experienced for a VERY long time.
ero
