MySweetToyMySweetToy
ParisRoseeParisRosee
NadiaSweetNadiaSweet
IsabelaCarterIsabelaCarter
SquirtyButterflySquirtyButterfly
AmelieGraceAmelieGrace
SallyVerdaaSallyVerdaa
Swipe to see who's online now!

Rob's Sexual Odyssey

Story Info
Rob's sexual journey to find his own Helen of Troy.
2.7k words
4.38
1.8k
3
0
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

This is a work of fiction. It contains a bisexual encounter, but ends happily

ROB'S ADVENTURE STARTS.

Rob's adventure started a month after his wife's funeral. He needed to have a break from his house and his village. He decided to go Walkabout, with no set plan and no time limit. He would just follow his nose until he got his sanity back.

He had binned or donated Rosie's things to charity. He put his things into storage. He employed letting agents They would have all the hassles of maintenance and any bother with the tenants.

ROB'S FIRST NUDE AFFAIR

Rob had only been naked in public once before. That was for a night time "nude challenge" at University. He was only naked for 3 minutes.

About 20 students had got sponsors. They all congregated on the beach at 8pm. The men were on one group and women in the another. It was dark and Rob undressed quickly, ran to the water and then back to his clothes.

THE SECOND NUDE SESSION

Rob stayed at a "clothes optional" hotel and gardens. He wimped out and didn't go nude until the afternoon. He hoped to see nubile women. Instead it was chocked full of elderly people. Both men and women had saggy tits and grey pubic hair.

After lunch he swam naked. Then he chatted to people who were all naked. Rob got used to looking at faces rather than intimate areas. He liked playing tennis naked. He found just sitting around sunbathing is boring. He took up portrait drawing. He hadn't done any art works since his school days. He enjoyed having the time to give vent to his artistic talents.

At school he had drawn and painted a picture of a cut cabbage. He had spent 3 sessions getting the various colours and shading just right. It was displayed on the wall of the Art class. He had never done a portrait before. He did a pencil drawing of a nude man. He gave the portrait to his nude model as a present.

Rob thought that it was funny seeing the same people smartly dressed for evening meal and socials. Ironically they look sexier clothed than when they were in the buff. A lady approached him and wanted to be his nude model. Rob agreed and he spent the next day producing a pencil drawing of her. He apologised that he couldn't capture her breasts properly. But the lady was pleased with his efforts.

Rob enjoyed looking closely at his nude model. But he got most enjoyment from seeing her get undressed.

Rob never again felt that it is wrong to be nude. He was happy being nude with the other guests.

BRIAN AND SHARON'S TALE

Rob's next sexual encounter was with a married couple, Brian and Sharon. Their sex life had always been vanilla. Sharon wanted a night of MMF debauchery. She wanted to hire a male prostitute to come to their house. But then along came Rob. He wanted adventure and wouldn't want the £1,000 fee a bisexual prostitute would want.

She contacted Rob and asked him if he wanted a new adventure. Of course Rob accepted.

Rob rang their doorbell and Brian opened it. Brian was totally naked showing his beautiful, girthy cock. Sharon was also naked with full breasts and shaved pussy on display.

Brian invited Rob to make his cock go hard. Rob got down and licked the shaft. Then he took Brian's cock in his mouth. Sharon was turned on watching Brian suck her husband's cock. She was wanking herself. That turned Brian and Rob on even more.

Rob was now rock hard. His cock was vertical. Sharon then took out a condom and began to sheath Rob's cock. Brian watched intently as Sharon had Rob's fully erect cock in her hands.

Brian ordered Sharon to get in the doggy position. Rob stood behind her and slammed his cock into her pussy. He gave her hard thrusts.

It felt strange to use another man's wife while being watched. But Brian played with his erect dick while he watched Rob mercilessly ploughing Sharon from behind. Rob grunted as he thrust deep into Sharon. Finally he shot his load.

Brian took great pleasure in removing the spent condom from Rob's prick. He admired the cum that had collected in it.

Sharon then stood up and ordered the 2 men to have a 69 session. This made Rob hard again and so Sharon ordered them to stop. She ordered her husband to cover Rob's penis with a condom. Brian loved preparing Rob for a second session with his wife.

Sharon then rode Rob cowgirl style, while Brian played with his cock. To his delight, Brian once again got to remove the condom from Rob's cock. Both Sharon and Brian kissed Rob's body.

Then Sharon ordered Rob to lie face down and prepare for Brian to mount him and fuck his rear. He watched as Sharon put on a prelubricated extra strong condom on her husband's erect cock. Rob had never been fucked up the arse. But Brian was sensitive and didn't go full Rambo on his arse. Rob enjoyed the feeling of a man's cock forcing its way into his rear cavity. He like the feeling Brian's cock had on all sides of his anal walls. He enjoyed his first taste of anal sex. He enjoyed the thrill as he felt Brian's sperm hit the top of the condom. Brian had an orgasmic spasm to finally fill the condom. Brian stayed erect inside of Rob for about 20 seconds and then slowly withdrew.

Sharon said "That's enough physical activity for tonight. In the morning it is my turn to receive a cock up my bum. Call heads or tails for which one takes my arse first."

Rob called correctly. The 3 of them spent the night in the master bedroom. Rob was in the centre and this allowed both Brian and Sharon to play with him. To misquote a famous song "They didn't get much sleep but they had a lot of fun" in the master bed.

The next day Rob woke up with an erection. Sharon didn't want to waste this opportunity and so sucked him off. Brian looked disappointed as he wanted Rob's cock in his mouth. Of course that delayed Rob's first chance to have anal sex with Sharon.

But after a breakfast, which no one bothered to get dressed for, Brian asked if Rob would mind if he went first. Sharon took her husband into the front room and stood holding the settee arms for support. Brian was erect and just pushed his cock straight into his wife's rear. As he thrust Rob enjoyed seeing Sharon's breasts swing. It didn't take long for Brian to reach orgasm. He withdrew and they kissed.

By now Rob was erect and Sharon wanted second helpings. Rob felt a slight resistance as his cock entered her anus. He wanted to the experience to last but he had an orgasm after only about a minute. He realised he had just had sloppy seconds.

The 3 of them spent the rest of the morning naked and giving each other treats. Rob enjoyed washing both the husband and the wife. They enjoyed washing him.

Rob said "Well that was the most worthwhile 24 hours of my life. But I have more of life to experience. Thank you."

Brian and Sharon helped Rob to get dressed. They played with his cock for the last time.

Just before he left Brian said "My big regret is that this night wasn't filmed. You were sensational. Feel free to drop in whenever you feel like it."

SEEING A DOGGING COUPLE

Rob met Elaine and they went together as boyfriend and girlfriend. Elaine was prim and proper and Rob was randy as hell. He wanted Elaine because she was well dressed and upper class. She wasn't like Sharon who gave her all willingly and freely. Elaine was someone you had to woo. She might give up her goodies but it would take a long time to get her into sexual situations.

Rob and Elaine went for a walk along the footpath to Swanage. Elaine needed to pee so they went off the footpath into a wood. Rob followed because he had always wanted to see a woman pee in a semi-public place. And if that woman was high class like Elaine then so much the better.

Despite being desperate Elaine needed to be well away from the main footpath. She didn't want to be seen. This delay in finding somewhere safe from prying eyes made Rob even more eager to see Elaine piss. He half expected Elaine to say "It's not ladylike for me to allow you to watch" but she didn't. She surprised Rob by standing up, removing her panties, pulling up her dress and peeing. She showed no shame standing there showing some of her bush as the waters flowed down to the forest floor.

She finished and then put on her panties. She had exceeded Rob's expectation. It was a dream come true. But the reality was better than his expectation. Usually fantasies are better than reality.

Then a man and a woman came into the woods. The man had a short back and sides hair style. He had some grey hairs. Rob supposed that he was about 50. He wasn't fat but he obviously enjoyed his food. She must have been in her mid 20s.

Rob and Elaine expected them to walk on. But they didn't. They hadn't seen Rob and Elaine. The man placed a large towel on the ground.

The lady had shoulder length brown hair. She took off her tee short. She wore no bra and so exposed her small (C cup sized?) breasts. Her brown nipples were about half an inch long. She took off her jeans and finally pulled her panties down. She had dark, trimmed pubic hair. In short she was what you would call a babe.

Elaine signalled to Rob to remain quiet.

The woman rose to go to the river. This gave Rob and Elaine a great view of her firm buttocks as she went there. She had a nude swim. Elaine and Rob admired the stranger's breasts and cunt hairs as she came back.

Then the man stripped and lay so that Rob and Elaine could see his cock. He had shaved off all of his pubic hair, make his cock more impressive and bigger.

Elaine made the sign that they were going to fuck. Rob hoped that the strangers would fuck. But the naked man and woman just lay there talking and kissing.

Rob indicated that they should leave. He didn't think that they would fuck, but Elaine indicated that they should stay. The upper class butter wouldn't melt in your mouth lady was enjoying the couple's nudity. She was rewarded with the sight of the man's penis growing and it being vertical.

Then the woman got up and squatted down on his huge erection. She bounced up and down and Elaine and Rob were delighted at the floor show. The man shot his load into the woman and they lay there recovering from the adventure.

Then the woman came over to talk to Rob and Elaine. She said "We haven't seen you before. Is this your first time at this dogging site?"

Elaine said "Yes. It wasn't easy to find. I take it you are regulars."

The woman said to Elaine "We noticed you come into the woods. I enjoyed your piss show. I hope you enjoyed our little effort."

Elaine said "We sure did."

The woman said "Now its our turn to watch you."

Elaine said "Delighted. But bear in mind that this is our first time. We won't be as good as you were."

The naked man came into our clearing and said "Gillian was in excellent form today. Will the man be going to piss as well? I love seeing people peeing."

Rob said "I can't guarantee that I can but I will try. Stage fright, you know."

Gillian said "Could the lady undress you? It is one of my favourite things, seeing a woman dominating a man."

Elaine said "So I noticed. And I like being dominant as well. I made Rob wait until we reached the spot."

Rob took off his shoes and socks. Elaine pulled down his trousers. Then she took off his shirt. Then Gillian and Elaine pulled down Rob's boxer briefs. Despite the people watching Rob was able to piss.

The naked man said to Rob "And now its time for you to get your lady friend naked."

Elaine's white strapless bra and sheer white blouse clearly showed the outline of her nipples.

Gillian said to Elaine "You look sexy."

Elaine was enjoying turning Gillian on. The 2 ladies kissed.

Rob took off Elaine's white blouse. Gillian unclasped her bra and gazed at Elaine's tits and large pink nipples for a full minute.

Then the man sucked each nipple, giving Elaine an orgasm.

Then Gillian sucked and gently bit Elaine's erect nipples. Elaine shuddered and had a second orgasm.

Rob took off all Elaine's remaining clothing.

Gillian asked "Do you know where your lady friend's G spot is."

She explored Elaine's pussy with 2 of her fingers. She easily found this most erotic point in a woman's anatomy. Elaine gasped and had orgasm number 3.

The man said to Rob "Your friend is ready for a fuck. Gillian will get you ready."

The man said to me "Full disclosure. Gillian is going to run her tongue up and down the entire length of your cock. Then she will take as much of my cock as she can into her mouth. She will make you hard as a rock. You will drive your friend wild when she feels your man meat on her already excited G spot."

Elaine lay on her back. Rob then rubbed his cock head against Elaine's fuck lips. Then he slowly pushed the first 2 inches inside her. He waited for about 20 seconds while Elaine moved to let his cock touch her G spot. She gasped and that let Rob and the others know that she was in 7th heaven.

Then Rob continued to inch his way into Elaine's vagina. Every movement rubbed against Elaine's G spot. She screamed with delight. Rob continued to send his cock deeper into her. Eventually all of his prick was wedged deep in her pussy.

Rob got into the rhythm he wanted. Elaine screamed "Don't stop, don't stop" and she grabbed the ground for support.

Rob wasn't making love, he was just fucking Elaine for fun. He had amazing stamina. Finally, he couldn't resist any longer. He shot his load and collapsed on top of Elaine.

He rolled off. Both enjoyed the afterglow as they lay side by side. He ran his hands over her breasts. Elaine's nipples had grown in response to her G spot orgasms.

Gillian said "I bet that was your best ever fuck. Feeling a cock moving over a G spot is just indescribably amazing."

Elaine said "Its even better than a clitoral orgasm."

The man said "If you 2 ladies are willing can we watch you play with your clits? It would be just amazing to see 2 women wanking themselves."

Elaine said "If I can see you wanking at the same time."

So Rob stood there with a flaccid penis watching 3 people play with themselves. The man shot his load and let it fall on the ground. Elaine reached her orgasm first and then Gillian had hers."

Afterwards every one got dressed and the couples went their different ways.

HELEN OF TROY

Ron said "You knew about that being a dogging site didn't you?"

Elaine said "Yes I did. And I liked that you followed me and that you obeyed me when you wanted to go and leave them in peace."

Rob said "I am impressed. Will you marry me?"

Elaine said "If you agree to an open relationship."

Rob's sexual odyssey had ended. He had found his Helen of Troy. Instead of his wife "launching a thousand ships" she launched "dozens of cocks" while Rob enjoyed "parking his ship into a lot of lady's harbours".

Rob was glad that Elaine had the virtuous look of a school teacher but the sexual appetite of a particularly randy rabbit.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
Share this Story

story rosa-blanca.ru

Similar Stories

The Massage Alex's best friend’s wife gives him a much needed massage.in Loving Wives
The Eve of Porn: Pt. 01 A gentleman never kisses and tells.in Exhibitionist & Voyeur
Young Couple/Older Neighbor Ch. 10 Callie joins James and his friends for a boat day.in Loving Wives
Freshmen BWC sitter Black librarian who decides to become a freshman cock-sitter.in Interracial Love
Afternoon Special Delivery Stop A special delivery stop where she gets the full package!in Interracial Love
More Stories


Sarap ang kantutan ng mag inang alicia karen at jimboy sa sex stories"literotica transformation"Big sister shave an injured brother hairy penies in bath incest historyBeach literioc.comBig tits tight fit incest story"cuckold chat""cum dump"men horny voyeur exhibitionist gym forumFucked like a whore she is_milf literotic "wife naked""incest sex"Son allways slap his mother ass litrotica"hucow literotica"Merry xmass with mom taboo sexstoriesincest stories by emmylou93Giantess Sarah shrinks him he slid down her crotchAsstr / charles petersunn"free sex movies"threesome storyindian literitica loving wife rupanitaIncest mystic literoticaLynnGKS"granny sex story"a brother mistake litorica"free erotic stories"/s/the-werewolf-3lyricsmaster sister mom rapewife gets fuckedvby massuer nonconsent storieserotic couplings crying wolflyricsmaster.ru alpha male Storiesadmiralbird348PEACH PICKING EROTIC STORIESSex Story BlackMailing My Church choir mistress To Become My Slut"literotica impregnate"Btb erotic stories"literotic mobile""milf massage"Babysitter in a chastity belt bondage literticacheating wife body modification ,literoticawicked emotions between a mother and son taboo sexstorieswww.literotica.comMartin Coronation Street sex cock"margo sullivan"accidental incest costume party storiesCheating my husband with my houseboy litericahot stories literotica first time sharing hot young wife gf with black man members"bdsm library"literottica minotaur"literotica search"Incest and taboo sex story big ass sisterWerewolf next door sex stories"incest stories xxx"son of mine taboo sexstories"wife blowjob"literoticiax-rated romp through lifedeep erotic massage therapy Literotica naive/s/topsy-turvy-ch-02-1Doctor spread rectal speculum literoticacontrol groping harem literotime stop crush sex storyasstr drow ogre"literotica bbw""granny incest stories"" hitting home " taboo "i.literotica""incest porn stories"mintmilktea "annia"widow daughter became wife,literoticacuckold toilet slave asstrincest fucking back seat fiction storiesliterotica aaahhhhh forced chestlitorica Catherine's black submissionclass teachers litorica storiesSex story huge size inches sister young “massive balls”Sex starved aunt and niece Bedsharing Incest stories Incest Sloppy seconds erotic storiesmom secret desire for son storiesblack cheerleader-literotica.com"Mommy's Panties Ch 03 "Literotca /incestfeminized by friend literoticawww.literotica.comFucking her on her sloshing waterbed on lushstories"literotica loving wives"lyricsmaster ungeahnte folge eine veränderungpornfun"bondage stories"Mothers milk sex stories by mangrove jack/s/at-the-gazebo-ch-02"swinger wife"My aunt grace sex story