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Lefty’s Seniors Cruise

"Learning English from the English lady"

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Author's Notes

"My other stories, from my college days and career days, are factual recollections done through the passage of time. This story is recent and fresh in my mind. For some history, you might want to read both the Lefty’s College Days series and/or The Commander Meets the Socialite Series."

I recently returned home from a wonderful seven-day round-trip cruise that departed from Baltimore. It had stops in Boston, Portland, Halifax, and St. John’s. The former stops were in the USA. The latter in Canada. The cruise was for those fifty-five and older of age. The cruise started on a Wednesday and was ten days long. Several of the days were all-day sailing days. The days the boat docked we could come and go as we pleased, but needed to be back on the ship by 10 P.M.

I booked the cruise, paying the single supplement as most of my pals are married; and I have been separated from my wife for many years, though not legally divorced. But, I am guessing you are not reading a story on this site for the itinerary, or the cruise survey ratings, or my personal background. So, we may as well get right to the nitty-gritty:

As with most cruises, there were several bars with various themes. The first couple of days, I hung out at the piano bar. As I drank, I met various people. On about the third night, I sat at a table with two ladies, Cynthia and Sue Ann. The two have been traveling together since they became widows, about two years ago. They had worked together for a law firm in the Atlanta area, where they now both live. They are both now retired and travel quite a bit.

It turned out that Cynthia is a Brit with quite an accent and a wicked sense of humor. She quickly reminded me that Cindy is not her name. As apparently, a proper English lady goes by her given name. Hers is SIN-thee-a! Cynthia was petite, about 5’2” and about 115lbs. She had long blonde hair, which given her age, which I estimated as between fifty-eight and sixty-three, was dyed.

Sue Ann was a Tennessee las who had a southern charm about her, including a southern drawl. Her laugh was infectious. She was likely in the same age category as Cynthia. This put both of them a few years younger than my sixty-five. Sue Ann was taller. She was about 5’6” and likely weighed about 130lbs. A lot of that weight seemed to be in her boobs. Her hair was dyed as a brunette, and was cut short, almost like a “Buster Brown” style.

Over the next couple of evenings, we ended up running into one another at the various ship’s bars. We chatted and swapped life stories. It turned out that Sue Ann liked watching American college football. Coincidentally, both Sue Ann’s and my schools were playing the next day (Saturday), one after the other. Better yet, both games would be on television channels carried by the ship. Penn State, my alum, played Nevada at 2PM. Tennessee, Sue Ann’s alum, played at 5PM. They were playing Syracuse.

As Saturday was a day at sea, we agreed to meet at the sports bar and watch both games together. Though Cynthia was an alum of some school named Oxford in England, she agreed to join us. According to her, Oxford was the only one of our schools that played “real” football.

On Saturday we met at the sports bar to watch the games. In the first game, my team was up by twenty-four points at halftime. The booze had been flowing for the three of us. And, when you mix booze with a sporting event and passionate fans, you end up with trash talking. It was no different here. It started with Sue Ann saying, “Your boys are playing good, but my Vols will win bigger.”

I replied, “Sue Ann, my team is up by twenty-four points. We will likely win by thirty-five to forty points.”

Sue Ann snapped back, “We will win by fifty!”

Then Cynthia stirred the pot and said, “Sounds like you two should bet whose team will win by the most points.”

Well, I took the bait and threw a hundred-dollar bill on the table and said, “Okay, Sue Ann, put your money where your mouth is. My $100 says my boys will win by more points than your boys!”

Sue Ann replied, “I don’t carry cash on cruises. I only use my credit cards.”

I egged her on and said, “I think you are just being a chicken shit. You know you can’t win this bet.”

Sue Ann said, “That’s bullshit! I will buy you an excursion at the next port if you win. But, you won’t win, so it’s moot anyway. I may as well start planning on how to spend that C note.”

I replied, “That’s a lame bet. I already have my plans for all of the ports. If you can’t bet something worthwhile, I will just take my $100 back now,”

Then Cynthia chimed in, “What if she bet you a blowie?”

Sue Ann and I simultaneously said, “What?”

Cynthia said, “A blowie. If Sue Ann’s team wins by more points, she gets your $100. Lefty, if your team wins, Sue Ann will give you a blowie. You know, she will suck your willie!”

Cynthia followed up with, “And, the blowie must occur on the top deck of the ship!”

I laughed and said, “I guess that’s up to Sue Ann. But, I certainly accept those terms. I guess she might have to really put her mouth where her money is.”

Sue Ann said, “That $100 is as good as mine. I, too, accept these terms.”

Cynthia scooped up the hundred-dollar bill and said, “As the ombudsman of this wager, I will be holding onto this money until the matter is resolved.”

We kept drinking through the Penn State game, which ended with a 46-11 score. So, I was up by 35 points. Cynthia wrote down the score, and the bantering continued back and forth between the three of us.

The second game started and things looked dismal for my $100. Tennessee jumped to a 31-0 lead before halftime. Sue Ann started talking about what she might buy on the excursions with that extra cash. My money looked like it was “gone with the wind” as Tennessee was up 55-6, with less than ten minutes to play.

Sue Ann was singing “Rocky Top” and doing a hillbilly jig. The game had been turned over to the substitute players from both teams by this time. So typically, the game just plays out at this point with little or no additional scoring. But, Syracuse recovered a fumble and quickly scored. It was now 55-12, as Syracuse failed on a two-point try after the touchdown.

Tennessee fumbled again on the kickoff. Syracuse scored again, but this time made the two-point try. The score was now 55-20, a thirty-five-point spread. The point spread was now tied as the Penn State score had been 46-11.

There were only three minutes left in the game, so it looked like a tie was imminent. Tennessee got the ball back and ran three plays trying to run out the clock. But there were still forty-three seconds left in the game. So, they punted the ball back to Syracuse. The guy receiving the ball sprinted down the sideline and scored yet another meaningless touchdown. Meaningless to everyone but the Vegas bookies, me, and Sue Ann!

I was grinning from ear to ear as the clock ran out with the final score of 55-26. Cynthia pulled my $100 bill out of her bra, where she kept it for safekeeping. As she handed it to me, she smiled and said, “I guess we are going topside for your blowie.”

I said, “This was a fun bet and I enjoyed the banter, but I will let Sue Ann off the hook.”

Then Cynthia replied, “Oh, know you don’t! A bet is a bet, and as the ombudsman, I shall ensure there is no welshing on a bet around here!”

I looked at Sue Ann, and she said, “She’s right. I certainly would have taken your $100. Let’s go and get this over with.”

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She took my hand and we headed out to the elevator. I looked behind me and Cynthia was right behind us. Sue Ann said, “And where are you going?”

Cynthia said, “As the betting ombudsman, I have a duty to ensure this bet is properly paid off. So, I will be watching the blowjob till a full payment of baby batter is delivered into Sue Ann’s mouth.”

Sue Ann replied, “You are such a perv, Cynthia.”

We found a dark spot on the top deck. I unzipped my pants to pull out my dick, and Cynthia said, “Oh no, you need to drop your pants. She will need to be licking your giblets as well as snarling your sausage.”

I dropped my pants. Sue Ann put a cushion from a beach chair on the floor in front of me. She then got on her knees. Sue Ann grabbed my dick and started stroking me and licking my balls.

Cynthia turned on the flashlight to her phone and lit Sue Ann’s face up. Cynthia then said, “And this is why the ombudsman needed to come along. The bet was not a wanking, it’s a blowie. Put that willie in your mouth.”

Sue Ann leaned in and engulfed my flaccid cock, which began growing in her warm, wet mouth. Sue Ann was holding my cock mid shaft and sucking my head while using her tongue. No doubt, it was an attempt to get this done quickly.

Cynthia then came closer and took Sue Ann’s hand from my dick. She then pushed Sue Ann’s head forward so that my 7” cock was deep into her mouth. I instinctively started fucking Sue Ann’s mouth while Cynthia held her head in place. It wasn’t long before the wager was collected as I shot a load into Sue Ann’s mouth. She swallowed it all down and said, “I hope you enjoyed that. I haven’t sucked a dick since my hubby died two years ago.”

I replied, “I suppose it was like riding a bicycle. Because once you found your groove, you were a natural. Besides, there is no such thing as a bad blowjob. As long as you cum, they range from good to great.”

Cynthia laughed and said, “Well, she won’t be starring in any porn flicks, that’s for sure!”

We called it a night, as Sue Ann had an early excursion in the morning. The ship would be docking at the port sometime overnight.

At breakfast, I ran into Cynthia, who was wearing flip flops, shorts, and the shirt in the story cover photo. I commented that she looked tired. She told me she was a little tired because she had a hard time sleeping. When I inquired why, she said, “Well, if you have to know, Sue Ann was apparently worked up from sucking your willie. She thought I was asleep, but I her heard her orgasming while she was playing with herself. That in turn, got me a bit worked up. But, I knew she was awake, so I slept terribly.”

I laughed and said, “So, you now have the room to yourself since Sue Ann is in port.”

Cynthia winked and said, “You read my mind. She leaves in twenty minutes.”

We both laughed. Then Cynthia said, “Or, we could have a romp back in your room if you like. Like my shirt says, “Don’t just assume I am an old lady.”

I smiled and said, “My cabin is 4233. Meet me in forty-five minutes. It sounds like I need some viagra this morning.”

Cynthia said, “Why do you need that? You were plenty hard last night.”

I replied, “I am assuming you are not looking for a one-and-done session.”

I gulped my daily pineapple juice down and headed to my cabin. I took my blue pill and showered. In exactly forty-five minutes, there was a tap at the door. I opened the door in nothing but my boxers. Cynthia came in and kicked off her flip flops, and went straight to the bed.

She sat there and waited for me to walk to her. When I got there, she pulled off my tented boxers, exposing my already hard dick. She began licking it from tip to the base, while weighing my balls with her hand. I pulled away after she throated me two or three times. She had drool dripping from her chin, which I wiped away.

I took her shorts and panties off, while she pulled her shirt off. When Cynthia lay back, I noticed that she was extremely ripped for her age. Her abs were well-defined. She had no fat, but she wasn’t boney. Her tits were smallish and looked like sunny-side-up eggs. Her nipples were erect and stood like a child’s pinky finger. Her pussy was trimmed close into a racing stripe.

I told her how hot she looked and asked her how she kept so fit. She replied, “I lead yoga classes three days a week and play a lot of pickleball. You look pretty yummy yourself.”

She pulled me down on top of her and said, “Let’s snog a bit before we shag.”

I chuckled and said, “Well, I saw Austin Powers, so I know what shagging is. What is snog?”

She kissed me and plunged her tongue deep into my mouth. I instinctively reciprocated. After about thirty seconds of tonsil hockey, Cynthia whispered into my ear, “That was a snog. A might good one, I might add.”

I then resumed our snogging while my hands started exploring her body. Cynthia was responding with moaning, cooing, and goosebumps. I licked my way down to her nipples, where I licked and sucked them gently at first. I pulled her left nipple with my teeth while I began fingering her pussy with one, two, and then three fingers.

Cynthia began arching her back to meet my hand thrusts. “Oh, God, yes, bite my tits,” she yelled. As I applied more pressure onto her nipple with my teeth, she held my head in place and rocked her hips. My hand was soaked with her flowing cunt juices.

I brought my hand up and smeared her juices on her right tit. Then I licked and bit that nipple while rubbing her clit. Again, she orgasmed loudly.

I then began licking down her hard abs until I got to the y in her legs. I started to suck her pussy lips, and then I started lapping at her cunt.

“Tongue my twat deeper,” she screamed.

I obliged and began snaking her pussy like an anteater at an ant hole. Her hips were bucking like a bronco striking my nose and watering my eyes. When I needed a break from my nose getting jammed, I painted her taint with my tongue. As I approached her rosebud, Cynthia gasped, “Bugger my bum with your tongue!”

I was not exactly sure what she meant, but I started licking her asshole and when I inserted my tongue. This caused her to start writhing again. Cynthia was moaning and gasping for air like she was running a marathon. I then kissed my way back up to her mouth and we went back to some deep snogging.

Cynthia worked at getting my rock-hard dick into her pussy. She then pulled her legs back until her feet were dangling over my shoulders. I was able to fuck her deep and hard from this position.

Cynthia was biting my arm and gasping for air. She was telling me that she wanted my spunk on her face and in her mouth. I could feel my orgasm building. I pulled out and straddled her chest under her armpits. From there, she began wanking my dick until my spooge splattered her face. She then used my dick to slide my cum into her mouth. She then continued sucking me to keep my viagra dick hard.

Round two was a cowgirl session as her cardio stamina was far greater than mine. Cynthia was pulling her own nipples while pogo sticking my dick to an orgasm. Eventually, she had to suck me off to get my second orgasm. After my second load was shot down her throat, the viagra had worn off, and my “willie” could no longer “wonka.”

By the end of the trip, I exchanged phone numbers with both Sue Ann and Cynthia, as Cynthia told me Delta has pretty cheap flights to Atlanta.

Published 
Written by Lefty63
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