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Her First Ever Spanking - Gwen Goes Back For More

"One month after her previous visit, sixty-year-old Gwen visits slightly younger Charles for more spanking and fucking"

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Gwen Jenkins sat looking at her computer screen. The act of sitting reminded the sixty-year-old Gwen that the previous day she had been over the knee of a man named Charles and she had received the first spanking of her life. Not only that but the spanking had been followed by a good fucking, the first sex that Gwen had ever had with anyone other than her husband Michael.

She looked at the screen because she was logged into the sex site on which she had had online contact with Charles for about four months, culminating in the events of the previous day when she visited the fifty-six-year-old Charles at his home.

Gwen's mind was muddled, just as it had been leading up to her first agreeing to visit Charles, then going ahead with receiving the spanking and then having probably the best sex of her life. Gwen and Michael no longer had sex but the thought of having sex with anyone else had never crossed her mind, until yesterday.

Gwen was feeling guilty about the sex and shame about baring her large bottom for the spanking but she was also thinking how wonderful she found both and was wanting more.

As she gazed at the screen she was wondering whether to open the message there from Charles or not. They both knew that their relationship could not be exactly as it was before their meeting but the question was where do they go from here?

Gwen was thinking of ignoring the message and cancelling her account on the site. Although she obviously knew Charles' address, he did not know hers and they had not exchanged phone numbers. Charles knew that her name was Gwen and not 'Mary' as she called herself on the site but he did not know her surname.

If she really wanted, by closing her account she could sever all links with Charles but then she thought of the painful but exhilarating spanking and the wonderful sex.

She felt some guilt for having the sex, indeed for going to Charles at all, but she had sort of convinced herself that as her marital sex life had been over a long time it might not really count as being unfaithful.

Gwen also felt bad about having doubts about whether to stay in contact with Charles because he had brightened her life a lot over the months that they had been online friends. He had been very patient with her regarding her reluctance and he had sexually excited her with his descriptions of online spankings. She had opened up to him way more than to anyone else that she had online contact with.

Everything that had happened the previous day from the spanking to the fucking had been Gwen's decision because Charles had given her a choice, even if he did give her a bit of encouragement. He had not pressurised her and she could have left his cottage still a spanking virgin and certainly without having his penis in between her legs.

Gwen clicked on the message from Charles, who was not actually online at the time. It was a nice message, as Gwen would have expected from their previous correspondence and their meeting yesterday.

'Morning Gwen, or should I say Mary? I hope that you are well and that you enjoyed yesterday. I hope that your return drive was not too uncomfortable for your bottom. I am looking forward to hearing from you,' read the message from Charles. No pressure about the future, just a genuine concern that all was well with Gwen and maybe with their relationship.

Gwen knew that she owed him a reply but she now agonised about what exactly to say.

Eventually, she came up with and typed an answer. 'Hello Charles, you can call me Gwen but my username remains as Mary. I am well thank you and I did enjoy yesterday, I fear that I enjoyed it too much. Your suggestion of a cushion made the return journey slightly less uncomfortable.'

Charles was not online when she sent that message and when Gwen logged back in an hour later, her message to him was still unread. She knew that any future online spankings from Charles would be rather meaningless now that they had done the real thing but she still hoped to maybe flirt with him a little bit online.

Charles was pondering Gwen's mental state and although he wanted to see her again and again, for sex if not spanking, he again was not going to push her. He did log in and read Gwen's message but did not at this stage type anything further. It seemed that their relationship had lost something in as much as the suggestion of a first-ever spanking was no longer applicable.

Later in the day, Charles logged back in and saw that Gwen (Mary) was online. He messaged her, 'Hello, would you like to chat?'

'Yes, okay,' responded Gwen.

'So how are you really after yesterday?' typed Charles.

'Oh, confused, guilty, I don't know really,' replied Gwen.

'Regrets?' typed Charles, fearing the answer.

'Um, no, no regrets. Sorry, can you give me some time to think? Can we chat another time?' typed a muddled Gwen.

'Of course, please message me when you want to chat. I hope that I have not lost you,' typed Charles.

'I will and no, you have not lost me,' replied Gwen, making Charles feel much better.

Gwen did not go online anymore that day and did not go online at all the following day. Her mind was again in turmoil because whereas she had before been so undecided about whether or not to go ahead with her first-ever spanking she was now having similar thoughts about a potential second spanking.

She knew that if she had a second spanking from Charles, the visit would certainly be combined with the possibility of more fucking. She thoroughly enjoyed the first experience and she was very aroused at the thought of a repeat performance but there were also those feelings of guilt and shame.

She argued with herself internally, saying that as she had already had extramarital sex once, doing it a second or further times did not make her any more or less guilty. Also, as she had already bared her large arse for a spanking from Charles once, her shame should not increase if she were to do it a second time.

The next day she decided to go back online and try to make contact with Charles although she was still not sure how she wanted and expected the renewed contact to go. She logged in but Charles was not there but she could see that he had been online earlier, she wondered if, and sort of hoped that he was looking for her.

She typed a message to Charles. 'Hi, I have been thinking about you and us, can we chat?' typed Gwen, not sure what she would be saying if and when they had online contact.

She stayed online for a while but Charles did not appear so she logged out intending to come back online shortly.

Her bottom and her vagina were telling her to meet Charles again, as soon as possible, but her head was telling her not to rush into a second meeting.

She logged back in and this time Charles was online and had sent a brief reply to her message. 'Yes, I would love to chat,' Charles had typed.

Gwen typed back, feeling suddenly shy. 'Hello, how are you?' she typed.

'Hello Gwen, I am well but how are you?' typed Charles, worrying that the purpose of this contact was for Gwen to say that she had decided that they were finished.

'I am alright but still a bit mixed up. I keep thinking about the other day,' messaged Gwen.

'Gwen, I keep thinking about you and the other day too,' typed Charles, stopping short of asking her to come to him again.

'Oh, Charles, that day was so exciting. So wrong but so exciting,' responded Gwen.

'Would you like to do it again?' typed Charles, almost dreading the possibility of getting 'no' as an answer.

'Very much, but I am not sure that we should,' Gwen replied.

'Oh, Gwen. I really want to do it again but I will be patient with you as I was before, just let me know if and when you are ready,' typed Charles.

'You are such a good and patient man, Charles. I will be in touch, could you perhaps give me your telephone number?' asked Gwen.

Charles was delighted to give her his number, although he did not have hers because at least it proved that she was serious about contacting him. The chat ended at that point but a future meeting was quite possible if not likely.

They had contact online over the next few days with some mild flirting, a bit of discussion about Gwen's bottom but no online spanking and no confirmation of a further meeting.

It was much the same for the next two weeks.

On a Tuesday evening, Charles's mobile rang with an unrecognised number. "Charles, it is Gwen," said the slightly nervous female voice on the other end when Charles answered.

"Gwen, so good to hear from you; How are you?" replied a thrilled Charles.

"I am well but Michael has just told me that he is going out fishing all day Saturday," said Gwen who had locked herself in the bathroom to make the call.

"Has he now?" said a smiling Charles, in anticipation of good news.

"Yes, and I was wondering if you still wanted to see me again?" said Gwen, excited at the thought.

"Oh yes Gwen, so much; Are you saying that you want your large bottom spanked again?" responded Charles, who had undone his trouser zip and was fumbling in his underpants for his rapidly stiffening penis.

"I was rather hoping that we would do the other thing that we did as well," said Gwen, whose knickers were now damp.

"We most certainly will; What time will you be here?" replied Charles.

"Michael will be gone out soon after six, would eight o'clock be too early?" said Gwen.

"That would be wonderful, we can have a nice long time together," replied Charles, now slowly wanking his erection.

"See you Saturday then," said Gwen, amazing herself with her forwardness in contacting Charles.

"Looking forward to it," replied Charles, stroking his cock faster.

Charles cleaned himself up after ejaculating, resolving that the next time he spunked it would be with Gwen.

The online flirting over the next three days got more suggestive but Charles was careful not to type anything that might cause a change of mind.

Gwen woke up excited on Saturday morning, as did Charles, and she found herself phoning his mobile before she left home. Charles thought that she must be ringing to say that she wasn't coming so he answered with a trace of disappointment in his voice. "Hello, Gwen, what is wrong?" said Charles.

"Nothing is wrong, just ringing to say that my bottom needs a good spanking," said a very chirpy Gwen.

"Oh it will certainly get that; I thought you were ringing to say that you were not coming," said a relieved Charles.

"No, will be on my way soon; I had better bring the cushion for the return journey then," replied Gwen.

"Yes, I intend to make your bottom very sore," chuckled Charles.

"And we will do the other thing as well, won't we?" said Gwen, thinking of Charles's impressive penis.

"Oh yes, we will do the other thing," replied Charles, smiling at Gwen's reluctance to use more descriptive words.

"Good, I will leave here in a few minutes, bye for now," said a happy Gwen.

Gwen drove towards Charles's cottage feeling more relaxed than she had done a month before but she still felt a bit nervous. The spanking that she was travelling to receive would no longer be a first and she knew that it would be sexually arousing despite or because of her getting a very sore backside.

When she had driven to Charles before, she had no thoughts about anything beyond the spanking and, perhaps naively, she had never considered the possibility of sex. This time she not only expected sex, but she was almost longing for it.

When she pulled up in Charles's driveway, he appeared at his cottage door smiling and looking very appealing to Gwen. He came towards her car to welcome her and Gwen took a deep breath before getting out of her car.

"Hello Gwen, so good to see you again," said Charles, wanting to throw his arms around her and plant his lips on hers but thinking that maybe he should take things slowly, as before.

"Hello Charles, good to see you too," said Gwen, with a smile and a trace of a blush on her attractive face.

They entered the cottage and faced each other. "You look very attractive, Gwen," Charles said to the woman that was wearing black trousers and a green blouse.

"Thank you, Charles, so do you," Gwen replied nervously. So far they had not touched each other.

"I think it might be a bit early in the day for a spanking; would you like a coffee or something or, um, would you like to go upstairs?" said Charles.

"Well, I had a coffee just before I left home so...," giggled Gwen, feeling in need of a fucking.

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"Upstairs it is then, would you like to lead the way," smiled Charles, wondering how tight those trousers were on Gwen's backside.

"Thank you," replied a smiling Gwen, feeling aroused at the thought of this handsome man looking at her bottom in what was quite tight trousers.

"Those trousers fit you rather nicely," said Charles, as Gwen started to climb the stairs. Although they were going upstairs to fuck they had still not actually touched each other, which strangely was rather exciting.

"You mean that my bottom is big," laughed a light-headed Gwen, over her shoulder.

"It is a lovely bottom," said Charles, as they reached the top of the stairs.

"I feel so naughty," said Gwen, giggling a bit.

"You will be spanked for it later," said Charles, as they again faced each other.

This time there was touching as Charles moved towards Gwen and they embraced and their lips met and their tongues probed. Gwen felt Charles's hands on her buttocks and his bulge pressing against her middle.

"Gwen, I would like to undress you and then you undress me," said Charles, wanting this to be sensual lovemaking.

"That sounds delightful, Charles," replied Gwen, now losing most of her inhibitions.

Charles undid and removed Gwen's blouse, with them both having their eyes fixed on each other. The slightly shy and embarrassed part of Gwen was telling her to look away but the newly found sexy Gwen was telling her to keep her eyes on Charles's.

She did look away briefly when Charles undid and removed her bra but the now brazen Gwen was again looking into Charles's eyes as her tits were bared. Gwen was very wet and Charles's erection was trying to find space in his underpants and trousers.

Charles gently caressed Gwen's tits, still with them holding eye contact, and Gwen's knees buckled slightly. "Mmmm, oh," she murmured and she sexily bit her lower lip.

Charles moved behind Gwen and kissed her neck as he fondled her breasts. He reached around her front and undid her trousers. Charles slowly lowered Gwen's trousers, dropping to his knees as he did so, revealing her large backside in red knickers.

Gwen suddenly felt self-conscious again as Charles's hands went to the top of her knickers and she felt even more so as her arse slowly got bared. It dawned on her that there was a man other than her husband on his knees behind her looking at her bare bottom, not that her husband had any interest in her bare bottom.

Gwen stepped out of her trousers and knickers, with Charles's help, and was still acutely aware that her bare bottom was inches from a man's face. Charles ran his hands over Gwen's backside and he then kissed each cheek a couple of times.

Gwen's knees again buckled slightly and her cunt was very wet. "Mmmm, oh," Gwen again breathed.

Charles stood, running a hand over Gwen's arse as he did so, and then moved in front of her inviting her to remove his clothes.

Gwen's hands were shaking a bit and she giggled nervously as her fingers undid Charles's shirt and took it off. She hesitated for a moment before undoing his trouser belt and then his trousers. She took a deep breath and looked into Charles's smiling and encouraging eyes before she started to lower his trousers.

Charles stepped out of his trousers as Gwen, on her knees, looked at his erection stretched underpants. She looked up at Charles before putting her hands to the top of his underpants and dragging them clear of his large cock and down and off.

Gwen had sucked her husband's penis sometimes in the early part of their marriage but it was something that Michael was not particularly bothered about and Gwen did not particularly like. Right now, Gwen had an erect penis, bigger than her husband's, almost touching her face. She put her lips around it and, wondering if she was doing it right, licked and sucked it.

Charles gently put a hand on Gwen's bobbing head. She was not doing a bad job but they were both wanting to be on the bed fucking although Charles was thinking that he would try to find out if Gwen liked having her cunt licked first.

Gwen sensed that it was time to move to other things and she stopped her cock sucking and got to her feet and they kissed lovingly as Charles's hands cupped Gwen's large arse as she took his penis in her right hand.

Charles eased Gwen onto her back on the bed and she opened her legs invitingly, she was no longer a shy and self-conscious married woman, she was a horny slut wanting a fuck.

Charles kissed the inside of Gwen's right thigh and then looked up at her for her reaction. Her eyes were closed so Charles kissed the inside of her left thigh, he then kissed her cunt lips. Gwen wiggled her arse on the bed but kept her legs wide open so Charles assumed that she was not objecting to having him go down on her.

"Mmmm, mmm, oh, mmm," uttered the squirming Gwen as Charles started to lick inside her wet cunt. This was something that her husband Michael had very rarely shown interest in doing and she was never sure if she wanted him to or not.

As Charles started playing her cunt with his lips and tongue, she had no doubt that she liked this man giving her cunnilingus. Gwen raised her arse from the bed and tried to push her cunt into Charles's face.

Despite the huge sexual turn on for her, she was getting close to cumming, Gwen suddenly thought that it was not yet nine in the morning and she was naked on a bed getting her pussy licked by a man that she had only met in the flesh once before.

As Charles drove Gwen wild with his mouth, she managed to get her legs over his shoulders. Her arse bounced off the bed as she used some very un Gwen like words as she came. "Fuck, shit, oh fuck, shit," shouted Gwen as she orgasmed on Charles's face.

Once he managed to get his face out of her cunt, Charles was briefly concerned for Gwen's heart as she convulsed but once he had moved out from under her legs which had found themselves on his back, she appeared to be alright.

He was wanting to put his erection straight into Gwen's throbbing cunt but he thought that he should ask her first, in a roundabout way. "I did not know if you liked being licked there or not, but it seemed that you did," said Charles.

"Ha, mmm, yeah, it seems that way," replied a very flushed Gwen, now just about breathing normally.

"Are you ready to take my cock now?" asked Charles.

"Oh Charles, this is wonderful; Yes, yes, please put it in," replied Gwen, adjusting her position on the bed a bit but still with legs spread.

Charles shifted so that his penis was at Gwen's pussy lips and he slowly eased in. "Mmmm, yeah, oh yeah," said Gwen as Charles's cock edged into her.

Charles started to very slowly make love to her and Gwen purred her approval as her lover's large penis moved in and out. Gwen had had one tremendous orgasm with Charles's head between her legs so she really appreciated the slow and very sensual movements as Charles gradually built towards her next one.

Gwen now had her legs behind Charles as she felt her next climax about to hit. "Mmmm, mmm, oh Charles, oh," said Gwen as she came again although a lot less violently than she had on Charles's face.

Charles was content to continue at a slow pace because he was intent on giving Gwen maximum pleasure, not least because he hoped to make her visits as frequent as possible. He had her cumming for a third time before he upped the pace intending to have her orgasm again before he ejaculated.

He managed it, just as Gwen indicated that she was cumming seconds before Charles's penis started spitting his cum into her. "Yes, oh fuck, yes, fuck," yelled Gwen and she added a squeal as she realised that Charles was spurting in her.

"Oh Charles, you are an amazing lover," said Gwen, a few minutes later, after they had calmed.

"I like being your lover, Gwen," replied Charles, before they kissed and Gwen got a taste of her own cum as Charles's face was still smeared with it from her first orgasm of the day.

They lay cuddling on the bed, they had several hours together yet. They eventually got off the bed and went downstairs, still naked, for a coffee. Gwen was no longer self-conscious about being seen naked by an almost stranger.

"I am looking forward to spanking that a little later," Charles said, looking at Gwen's arse that she was now pointing in his direction provocatively.

"I have been very very naughty," said Gwen.

"You have, you will get an extremely sore bottom," promised Charles.

The rest of the morning passed with them chatting happily before Charles thought that it might be time for Gwen's spanking. "Is madam ready to get her bottom smacked?" asked Charles.

"Yes, I am ready to go over your knee," replied Gwen.

"I would like you to put your trousers back on to start with, no knickers, just trousers," said Charles.

"To start with? Am I going to get some bare bottom?" asked Gwen, smiling.

"You most certainly are; As your trousers are upstairs I will spank you up there, off you go," said Charles, waiting to follow Gwen's bare bottom up the stairs.

Once they were in the bedroom, Gwen put her trousers back on as Charles moved a chair to mid-room. "I think that I will put my underpants on because we would not want any stains on your trousers if I get over-excited whilst spanking you," said Charles, considerately.

All was ready and Charles, in his underpants and semi-erect, was seated on the chair and Gwen, in her trousers, put herself over his lap. Charles caressed her cheeks for a while before going into the spanking but he went straight into hard and fast spanks.

SLAP SLAP SLAP SLAP SLAP SLAP SLAP SLAP as Charles started warming Gwen's buttocks.

He kept spanking hard and fast and her arse was stinging as Gwen squirmed and bucked on Charles's lap. His penis was getting noticeably, to him, harder in his underpants.

Another series of very hard spanks had Gwen writhing but she was also aware of how turned on she was.

"Trousers off, please," said Charles, but Gwen lay over his lap panting and sobbing as she realised that now she was going to get it bare arsed.

Gwen scrambled up and removed her trousers and then got back into position. Gwen's backside was already very red but Charles made it even more so as he spanked her buttocks with all of his might.

SLAP SLAP SLAP SLAP SLAP SLAP SLAP SLAP Charles spanked on and on but, after a very long and severe spanking, decided to stop.

"Get up now," Charles said softly and after some delay, Gwen did so and gently put her hands to her well-spanked arse.

Her face was red and tear-stained and her cunt was glistening. Charles was erect in his underpants.

"Would you like some time or do you want to fuck?" asked Charles, delighted that he was hard again not too long after ejaculating.

"I want to fuck, from behind," said Gwen, getting on her knees near the foot of the bed, putting her upper body on the bed and raising her arse. She was displaying her buttocks and everything else in that area, something that she found embarrassing and shameful the first time.

Charles stripped out of his underpants and moved behind her. He held his cock against Gwen's cunt and eased in. He held it for a moment and then started thrusting, hard and fast and punctuating each thrust with a grunt.

Neither Gwen nor Charles were going to last long and, in fact, they came almost simultaneously, Gwen with a yell and Charles with a groan.

Once they had recovered from this fast fuck, Gwen was face down on the bed as Charles soothed her glowing buttocks with gentle kisses and some cream. They then showered.

Gwen did not do any sitting down and her journey home promised to be more uncomfortable than the first one because this spanking had been later in the day.

Eventually, it was getting time for Gwen to go home so she got dressed, as did Charles. They did not make plans to meet again but it seemed very likely that they would.

Charles saw Gwen to her car and chuckled when she "Ooohed," when she slowly lowered her sore arse onto the cushion that he had placed on the driving seat. She hoped that she did not squirm too much when she was sitting with her husband watching television later that evening.

Gwen Jenkins had now had her second spanking but she might well be getting more from Charles in the future.

Published 
Written by PJH
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