Emily's Second Solo Holiday
Copyright© 2020 by Vanessa Evans
Chapter 5
Fiction Sex Story: Chapter 5 - Emily goes on her second Solo Holiday hoping to have as much fun as she had on her First Solo Holiday, and she does.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa Consensual Heterosexual Fiction Spanking Gang Bang Orgy Double Penetration Exhibitionism Masturbation Sex Toys Public Sex Small Breasts
I woke up to the feeling of a cock entering my vagina. My initial thought was that it was Aryn’s but something was different, I wasn’t getting stretched as much. I looked over my shoulder and saw that it was Chuck who was fucking me. I relaxed and enjoyed it.
The woman who was laying in front of me turned over and I saw that it was Mary.
“Morning little girl, how are you?”
“Fine, umph,, thank, umph, you, umph.”
“Good little girl, for someone so young and small you did very well last night, I hope that you enjoyed it.”
“I, umph, did, umph, thank, umphm, you, umph.”
Mary’s hands went to my tits and clit and within seconds I was cumming for them. My jerking and shaking triggering Chuck’s orgasm and I felt his cum shooting inside me.
“Don’t worry Emily, we both got tested last week and we’re clear; besides that box of 50 condoms was empty by the time you came up here last night.” Mary told me.
“I got fucked by 50 guys last night, where did they all come from?”
“No,” Chuck replied, “There was only 12 guys there but some of us wanted more than one go at you, you just couldn’t get enough.”
“And the rest of us girls weren’t going to let you have all the fun.” Mary added.
“Oh my gawd,” I replied, “I think that I drank way too much wine.”
“I think,” Mary said and she tweaked one of my nipples, “that you would have done what you did even if you were stone cold sober.”
“I thought for a second then smiles and replied,
“Yes I would, it was amazing.”
Chuck got off the bed and walked to the bathroom.
“Aren’t you a bit sore Emily?”
“No, well I don’t think so, wait until I stand up. I think that Aryn’s big cock has stretched me so much that I can take any amount of cock. I’ve got to do more kegels to tighten me up.”
“Chuck told me that you were a tight fuck, just like a little girl, not that he’d know what that was like.”
“Thank you Mary.”
“That’s okay hun, hey, you are staying for a few days so we can show you to the whole island.”
“We’re on an island?” I didn’t know, the boat just kept going from bay to bay and Aryn didn’t tell me, not that it really mattered.”
“Well this island isn’t as prudish as the mainland or some of the bigger islands, we can take you where ever we want with you like that.”
“Can I have a shower and clean my teeth first?”
Mary pulled me to her and grabbed my butt.
“Stop that or I’ll cum again.” I said.
“Maybe I want you to. Come on Emily, I’ll make you cum in the shower then we can have some coffee.”
Mary did, and we had some coffee, passing a few prone bodies on the lounge floor sleeping the wine off and recovering from fucking me.
It was sort of nice looking at the guys, not knowing their names but knowing that they’d fucked me.
The naked Mary and the naked me went outside and sat on a couple of loungers by the pool. I automatically spread my legs so that my feet were hanging over the sides and I was pleased to see that Mary did the same.
“Got to keep my little girl tanned.” Mary said.
Everyone knew my excuse.
Over the next hour the remaining guests came over to us and thanked Mary for her hospitality, all of them grinning as they looked at me and my spread pussy, even the girls. I guessed that they’d seen Mary’s hundreds of times before. One of the girls was still topless and wearing only the skimpiest of see-through G-strings, saying that she couldn’t find her dress.
“It will turn up Daria,” Mary said, “I’ll bring it round the next time that we are over your way. It shouldn’t be long, we’re going to take this one on a tour of the island.”
“Good, my brothers will like that, especially as you said that you didn’t bring any clothes with you Emily.”
I smiled and said, “I’ll look forward to it.”
Aryn and Wren finally emerged and I was pleased to see that Wren was still totally naked.
“Anyone else left in there?” Mary asked.
“Only Chuck, and he’s cleaning up. I’m sure that he’ll want his reward later.”
“There’s 3 of us to choose from.” Mary replied.
“More coffee anyone, or shall we go into the village to get some and some breakfast. It’s okay girls, we can go like this.”
I saw Aryn smile before he accepted Mary’s offer.
Chuck got Mary’s jeep out of the garage and we all piled in, Chuck driving with Aryn beside him and the 3 naked girls in the back. It didn’t take long to get there but the feeling of the warm wind on my skin was wonderful, it reminded me of my naked ride on the back of a Harley in Epping Forest although the jeep didn’t throb between my legs.
Chuck parked the jeep right outside a cafe / bar and everyone climbed out.
“Is it okay us being here like this?” Wren asked.
“Sure,” Mary replied, “I often come her like this, no one cares.”
We sat outside and eventually a waiter came out and greeted Chuck and Mary. I saw him give Mary the quick once over but it was obvious that Mary was right, no one did care about our lack of clothes.”
And it was nice sat outside the cafe / bar drinking and eating and watching the occasional local go by. I told everyone that the wind in the jeep reminded me of Epping Forest and my ride on the back of a Harley. They insisted that I tell them about my naked hikes with Jack.
From there we walked up the road to a small shop where Mary bought a few essentials. The man in there looking at the 2 naked strangers but saying nothing.
As we walked round the village then back to the jeep I thought how wonderful it would be to live there, but I would miss not having people lust after my body. I was lucky to be a girl, and even luckier to be the girl that I was, having had my holiday in Ibiza to make me realise what I really was.
Back at the jeep Chuck decided to take the long way back and I stood up in the back letting the warm wind blast my body. The jeep had a roll-bar that I could hold on to and as we drove both Wren and Mary were caressing my legs, right up to the insides of my pussy and my clit. What a wonderful feeling it is having an orgasm whilst being pummelled by the wind at the speed that we were travelling rather than the slow speed of the yacht.
That evening Chuck and Mary took us to a restaurant in a different village, again no one cared that there were 3 naked girls. It was a girl in her late teens that served us and after a while the owner came out to see us. I quickly realised that it was one of the men who had fucked me, and maybe Mary and Wren.
Chuck and Mary got up to greet him and as he kissed Mary’s face cheeks his hands were squeezing her other cheeks. He shook hands with Aryn then looked to Wren. She got to her feet and as he hugged her she too got her butt squeezed.
Then it was my turn. I got to my feet and he bent over to hug me. As he did so he lifted me up in the air and I indistinctively wrapped my legs around him like little girls do, and his hands went under my butt and a finger entered my vagina.
“Hello little one.” he said, “how are you today?”
He didn’t wait for an answer as he turned his head and talked to Chuck and Mary in Greek, all whilst holding me and fingering me, his finger moving around inside me. He turned to talk to Aryn in English and I looked over his shoulder. The girl waitress was looking at me and I just knew that she’d seen what he was doing to me.
Then he surprised me again as he called the girl over and introduced her as his daughter. He’d been, and still was fingering me whilst he introduced his daughter.
Finally he removed his finger and let me slide to the floor. As I sat down he put his arm round his daughter’s neck and into the top of her off the shoulder peasant’s top. As he grabbed her right tit her top slipped off both tits leaving her topless. She just stood there and let it happen as he spoke to Mary and Chuck in Greek whilst moving her tit up and down like he was weighing it.
I was slightly shocked that a father would do that to his 18 or 19 year old daughter, and in public. I found myself saying,
“She has nice breasts.”
The man turned, stepped directly behind his daughter, put his other hand around her and pushed her top right down. I’d thought that it was a top but it was a dress and the whole thing slid to the floor showing us that she wore no underwear.
Holding both her tits now, and in English he said,
“Her tits are too big and she will not shave that ugly bush, no man will ever marry her.”
I was mortified for the poor girl but she didn’t look unhappy, instead she was leaning back on her father and smiling.
“Does she speak English?” I asked.
“Only a few words.” Mary replied.
“Good, at least she didn’t understand how he just insulted her.” I said. Then the man said, in English,
“At least she’s a good fuck.”
Then he stepped back and slapped the girl’s butt prompting her to pull her dress up ... I was still a bit shocked that the man treated his daughter like that, but at the same time I made a mental note to buy a dress and a top like she was wearing so that Jack could do the same to me in a pub or some other public place.
The man and the girl left us to get on with our meal and I asked Mary if all Greek men were like that.
“Grief no, he was only doing that for show, he loves his daughter and would kill anyone who hurt her, but he does hate the fact that she doesn’t shave her bush. He often strip her for the customers to look at her, it’s good for custom.”
I breathed a sigh of relief but still wanted to get a dress and top like hers.
We got back to talking and eating, the notable subject being Chuck asking Aryn if we were going to visit Clint while we were in Greece, adding that he was on a different island only about 15 miles away.
“Who’s Clint?” Mary asked.
“Clint, a.k.a. Master Sergeant Donald Eastwood. Aryn said, “He was our boss for a few month, kinky bastard he was.”
“Why was he called Clint?” Mary asked.
“He used to keep saying ‘Go Ahead – Make My Day’. Clint Eastwood, Sudden Impact. When we were out on a mission and one of the enemy got cornered Clint would say, ‘Go Ahead – Make My Day’, inviting the enemy to raise his gun to shoot Clint. Only once was the man stupid enough to raise his gun.
That movie was way before your time Emily but you’ve seen the movie Wren.”
“Have I? I don’t remember it.”
“It wasn’t a ‘chick flick’ so I wouldn’t expect you to honey. Is he still a kinky bastard Chuck?”
“He was the last time that we went to see him, he wanted Mary to star in a porno that he was making.”
“Is that what he’s into now?”
“That and the import / export business. I’ll give you his number.”
Hearing that my ears perked up but nothing of interest was added.
We finished our meal and when Chuck asked for the bill. It came with a different girl with the man right behind her. She looked very much like the first girl, same age, but she had a different coloured dress on and she walked differently. She put the bill on the table then stood back in front of the man who put his arms round her and pulled her dress down, She too wasn’t wearing underwear but her pubes were bald. The man started talking in Greek as he put his hands round her and fondled her breasts. They were much smaller than the first girl’s, more like the size of mine. The conversation went on for about a minute then the girl pulled up her dress up and the pair left.
“What was that all about? Wren asked.
“He was offering his other daughter to us, saying that because she has small tits and a bald pussy like Emily we might prefer her to the other daughter.”
“Wow,” I said, “are all Greek restaurants like this, Jack would love to come here.”
“No,” Chuck replied, “he’s just trying to pay us back for last night.”
“Well that wasn’t necessary,” Wren replied, “last night was mainly to pleasure Emily not the guys. The men, and the other girls, getting their rocks off was just a pleasant benefit for them.”
“Careful Wren.” Aryn said, “You don’t want your butt spanking do you?”
“Oh, you’re into spanking as well are you?” Mary asked.
“We’ve had our moments.” Aryn replied.
“Did you like it Wren? Did he make you cum?”
“Yes he did, and I admit we had a very pleasant night afterwards.”
“What about you Emily, have you been spanked?”
“Yes I have, quite a few times.”
“And did Jack make you cum?”
“Both him and Oliver, my other apartment mate.”
“You have 2 apartment mates Emily? No wonder you like having more than one man at a time.”
“No, no, Oliver left soon after I got back from Ibiza. He was a bit of a pig anyway, always fucking my butt without any lube, not even my natural lube.”
“That must have been painful.”
“It was and I was glad when he left, and as a bonus I got more of Jack ‘s cock, a lot more.”
“So,” Chuck said, “what naughty things have you girls been doing today?”
“Nothing.” Both Wren and Mary replied.
Aryn then said,
“We don’t need an excuse to spank Emily, she’s agreed to let us do whatever we want with her.”
“Is that right Emily?” Chuck asked.
“Yes sir.” I replied.
“Well Emily,” Aryn said, “it looks like your butt is going to get a bit red when we get back to the villa.”
“Yes sir.”
I was and wasn’t looking forward to it. Yes I wanted the pain and the pleasure but I was worried because both Chuck and Aryn are both big men and it would be easy for them to inflict some real permanent damage on me.
“We could always spank her here,” Chuck suggested, “I’m sure that no one would mind, and it would give Emily a bit of an audience.”
By that time there was only 2 other customers there, a young man and a woman so I wouldn’t have a big audience, Then there was the owner and his daughters. There would be more girls than boys watching.
Chuck called for the owner and they spoke in Greek. Then the daughters quickly cleared everything off the table then the daughter with bigger tits disappeared. Before Aryn could tell me where he wanted me the daughter was back with 4 men. Chuck told us that she’d run to the bar and told everyone that a girl was going to get spanked in the restaurant. I smiled.
“Over the table where everyone can see your butt.” Aryn told me.
I picked the side of the table were most people would be able to see my butt and leant over it and spreading my legs as much as I could. As I lay there I swear that someone turned more lights on because the whole place was suddenly quite bright. Aryn came over to me and asked,
“How many do you deserve Emily?”
Without even thinking I replied,
“As many as it takes to make me cum Master.”
Both Wendy and Wren laughed and I wondered how many spanks it would take to make them cum.
“Very well Emily, brace yourself.”
My hands gripped the other side of the table and squeezed my eyes shut expecting the big man to hit me hard but when the swat landed it was no harder that Jack’s swats. I breathed a sigh of relief and said,
“One Master, thank you.”
“She knows how to play the game properly.” Mary said.
“Do you count the swats as well Mary?” Wren asked.
“I do, I don’t want Chuck to loose count and give me too many.”
“Me too.” Wren added...
Then I clenched my teeth to stop me swearing as the second swat landed. Again I was relieved that it hadn’t been hard enough to move the table.
“Two Master, thank you.”
I survived without crying until the 8th swat then I felt tears well-up in my eyes and by the 10th the tears were rolling down my cheeks and dripping onto the table.
“She’s had enough.” Wren said.
“She hasn’t cum yet.” Aryn replied.
“Keep going.” I said between sobs.
Aryn did, and the 10th swat didn’t hurt but I could feel the jolts of electricity going from my butt to my clit and up to my nipples. By the 14th swat I knew that I was about to cum.
The 15th swat did it and I screamed,
“I’m cuuuummmming.”
My hands gripped the other side of the table, my legs lifted off the floor and my body jerked and shook.
When the waves of pleasure passed and my feet went back to the floor I realised that I could hear a swat landing on another butt and a girl crying. I stood up and looked round. The girl with the big tits and a horrid bush was naked and over the lap of her father. She was squealing and struggling as her father was trying to spank her. He was talking in Greek so I couldn’t understand but I didn’t need to understand that he’s told 3 of the men from the bar to come and hold her steady.
One held her arms straight out in front of her whilst the other 2 held an ankle each and pulled he legs straight and wide apart. Just about everyone in the bar saw her hairy pussy the hairs being matted together with her juices.
Everyone watched as her father landed something like 20 more swats on the crying and screaming girl. When he finally stopped he said something in Greek and she went and stood in the middle of the room with her hands on her head.
The man talked some more in Greek and those who understood laughed. I looked to Chuck and Mary and Mary said,
“He’s just told her that he will do the same every evening and she will have to stand there like that until the last customer leaves, until she shaves her bush off.”
“Wow,” I thought, “I like the way the Greeks punish their daughters.”
Then my attention was drawn to the other daughter. She was laughing at her sister and saying something that I couldn’t understand. Her father was obviously mad because he go off the chair, went over to her and pulled her dress to the floor. She screamed and was struggling as he pulled her over to the chair then onto his lap.
He obviously didn’t want to cope with her struggling and he said something to the 3 men and she too was stretched her spread eagle, face down over her father’s lap.
Still screaming and trying to struggle, the swats started to land on her little round butt. She stopped screaming and struggling around the 6th swat. By the 10th she moaned after each swat and after the 15th it was very obvious that she was having an orgasm. What’s more, her pussy was squirting, and from the looks of the drops that landed not too fare from me it wasn’t urine, it was whitish and more viscous.
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