The Luckiest Man in the World
by Ashley
Copyright© 2022 by Ashley
Erotica Sex Story: Gary would himself admit that he was an average kind of bloke. He led a fairly grey kind of life hoping vaguely that things might improve in his dimly viewed future. Then, all of a sudden, things just started to go his way.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft Consensual Heterosexual Fiction First Masturbation Oral Sex .
Gary Stewart is twenty-three. He graduated from Kingston University with a 2.2 in Maths and Business Studies while living at home with his parents. He managed to get a trainee position with an OK firm of accountants in the same town and is two years into an estimated four to five year program to become an accountant.
He is white, single, and quite good-looking in a wimpy, slightly effeminate kind of way. He finally left his parent’s place about a year ago and is living in a dingy bedsit in Hersham from where he travels to work every day on the 8:15 number 458 bus to Kingston.
He is not a virgin mostly thanks to a few drunken, one-night flings at Uni with girls who went for his sort of bloke and were prepared to go the effort of picking him up.
His days mostly merge into one another in a grey sort of way. If he is really lucky there is a moment of bright colour that sometimes enters it. He guesses that she is about fourteen or fifteen and she is a schoolgirl who is often on the same bus as him.
She is lovely: flawless skin, free of any makeup, large dark eyes, and a beautiful symmetrical face with a tiny button nose. Every morning that he sees her his heart lifts a little and he feels a tingle in his groin, but it is the special days that he looks forward to most.
On the special days, which only occur in the summertime when her uniform is a pale yellow dress, he has to have a clear view of the entry to the bus and the sun has to be shining just right. Then, as she is paying her fare, her body is clearly visible through the partially translucent material.
Sometimes he sees the shape of her legs and sometimes a hint of her breasts or bottom, but always he sees her bra and panties and it makes him so hard it’s uncomfortable.
On this particular summer morning, the sun is shining and Gary is standing in the aisle, closest to the door, as the bus approaches her stop; his heart beats faster in anticipation.
Then he sees her face and his heart skips a beat before he sees that she is not wearing the yellow dress, she is wearing some sports kit.
Gary is heartbroken and looks down as she pays. Then she comes and stands in front of him and he gets the most glorious view of her buttocks encased in tight black leggings. He watches her little arse cheeks jiggle as the bus moves off and his cock is fully erect in seconds.
As the bus brakes in traffic he finds himself thrown forward and, without even thinking about it, he doesn’t brace on the hand-strap above quite as much as he needs to. His cock bumps into those gorgeous cheeks and he gulps. It feels incredible and he knows that he will be wanking to the memory of it for years to come.
He knows it was a stupid thing to do and he is waiting for the withering glare from her over her shoulder, or the curt comment, but it doesn’t come. In fact, she shuffles a little closer to him. Gary can’t believe his luck, could he get away with doing it again? Should he?
The decision is taken out of his hands when the bus lurches forward and the girl falls back towards him. Before she can get her feet under her again, her arse cheeks end up resting on either side of his erection which is very much vertical.
It is far and away the most delightful sensation in Gary’s life so far and he thinks maybe he is the luckiest man on earth. He is looking down at the sight of her beautiful peach-shaped arse with the outline of his shaft in the cleft between the cheeks, when a soft, girlish voice impinges on his reverie.
“I’m so, so sorry,” he hears her say. “I wasn’t ready for that.” He looks up at her face and she is smiling faintly at him. Incredibly her arse is still pressed against him.
“That’s quite all right. My fault really.” Then on the spur of the moment, he adds. “I’m Gary by the way, I think I’ve seen you on this bus before.”
She moves away from him, which is a loss so great to him that it is almost painful, and turns to face him.
“I’m Sandy, pleased to meet you.” They shake hands and smile in that slightly embarrassed way that English people do when meeting someone for the first time.
Then the moment is broken as the bus pulls up at the next stop. Several people get on and everyone standing has to shuffle towards the back of the bus.
It is quite a squeeze to get everyone on, at the end of which Sandy’s arse is once again pressed against Gary’s hard-on. She must be able to feel it, he thinks, and while loving every second, he is constantly waiting for her to pull away from him; but she doesn’t. If anything she is exaggerating the movements of the bus to rub herself on his cock even more.
By the time they get to the terminus in town, Gary is quite close to having an orgasm and is actually trying to ignore the exquisite feelings in his groin to avoid that happening. No way can he turn up at work with a wet stain on his groin.
The door opens and everyone files off the bus. When Sandy is clear of the door she moves to the side and turns to Gary who is right behind her.
“Lovely to meet you, Gary. See you tomorrow morning? Same time?” She is smiling widely and he can see, from the rising and falling of her chest, that her breathing is rapid. Is it really possible that she enjoyed that as much as he did?
“Absolutely Sandy. See you then. Bye.”
“Bye,” she says, and he watches her walk away. When she is about fifty yards away she turns back and smiles and waves to him. He returns both and goes off to his office in a happy daze.
The next morning the bus is a lot less busy and Gary sits down in one of the aisle-facing seats near the front. When Sandy gets on she sits almost opposite him and they smile and mouth “Hi” to each other. She is back in her yellow dress and Gary admires her legs which are bare and coltish and lovely.
At the next stop, three people get on and the first two take the last remaining free seats. The last person is an older lady and, before Gary can move, Sandy is up and offering her seat. The lady accepts and Sandy stands right in front of Gary with her bottom about eight inches from his face.
The bus stops in traffic with a beam of early morning sunlight coming through the side window and illuminating Sandy’s front. It is almost as if the dress is not there. He can see the lacework on her tiny panties and where they stop, he can see the perfect cheeks of her arse that were pressed against him yesterday morning.
Then the bus moves off and, when it takes the next corner, Sandy loses her footing and ends up sitting on Gary’s lap, and very much on Gary’s erection.
“Oh my God!, I’m so sorry!” she cries while wriggling her bottom on his cock in the most erotic way.
“That’s OK,” replies Gary. “It’s quite comfy actually. Maybe you’d be safer staying here.”
“If you’re sure you don’t mind?”
“No really, it’s fine.” Some of the other passengers on the bus are giving them funny looks but, being English, nobody says a word.
The next ten minutes of the journey are the happiest of Gary’s life and, judging from the way that her arse is very rarely still, it’s much the same for Sandy. Outside the bus, they again find a little space.
“Bye Gary.”
“Bye Sandy, see you.” Sandy turns around first and then turns back. She presses herself against him and, on tip-toes, kisses him on the cheek.
“You’re very sweet,” she says to him, and the giggle that follows and the heat he can feel from her pussy against his leg make him fully erect again almost instantly. He watches her skip off up the road and again wonders what he has done to deserve such amazingly good fortune.
After work, he is walking towards the bus station and is very surprised to see Sandy sitting on a bench there. He knows that her school day is over an hour before his work ends and he has never seen her on the bus home before. As he gets closer she gets up and comes towards him.
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