My New Life · Part 1

My New Life · Part 1 (1/2)
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My New Life, a story by © D. Ramone 2018 – My New Life is an erotic novel by D. Ramone featuring themes of chastity and cross-dressing and descriptions of sexually explicit acts which those of a sensitive nature may find not to their tastes. It is not suitable for such readers nor for anyone considered a minor by the authorities in their country of residence. My New Life is entirely a work from Dee Ramone and any similarities to places or people, either living or dead, is entirely coincidental. The names of all individuals in this story have been changed to protect their identities.

Part 1: My New Life, and how I came to accept it.

I met Lisa, not her real name, online about a year after my divorce. However, I had no idea at the time that by clicking on her profile I would end up as her devoted, chastity slave. We were both in our forties but, unlike myself, Lisa was a widow having lost her first husband to a tragic accident. We hit it off right away and were messaging each other two or three times a day. Very quickly we moved off the dating site and were emailing each other directly and soon after that we exchanged phone numbers with me making the first call. So far so good, and, if anything, talking over the phone only seemed to bring us closer, emotionally that is.

There was however one small problem, and that was that I lived in England while Lisa lived in central Scotland. So, in spite however close we felt while talking on the phone, there were a very real two hundred miles between us. We decided to meet up for the first time in Edinburgh, during the festival. That first date was fun. We talked, a lot, got to know each other better and, I am pleased to say, wanted to get closer. We had dinner, took in a show and had a few drinks afterward. At the end of the first day we each took our own taxies back to our separate hotels but not before agreeing to meet up again the following day.

We made love for the first time that second night in Edinburgh and from then on, we couldn’t get enough of each other. While we may both be in our forties, we are both reasonably fit people; Lisa more so than myself. She has the same body shape as she had in her twenties, tall, athletic with a flat stomach and firm breasts. There are only a few lines on her otherwise perfect face and they only add character to and do not detract from her beauty. By the end of the week, we were both madly in love and wanted to take things further but, once again there was the little problem of the two hundred miles between us.

So, after talking things over, we agreed that I would travel up the next weekend and, if things worked out, we could take it in turns to do the traveling when we had a weekend free. So, this then became our routine over the next few months. Either I would race home on a Friday afternoon, shower and change, then jump in the car and race to Scotland, or Lisa would be racing down to mine. And I have to say that the sex between us was always worth risking a speeding ticket or two. That was our relationship for about five months, and perhaps, it might have stayed that way except for what happened while I was at her place one weekend. Lisa knew I could turn my hands to making furniture.

In fact, I had built all my own wardrobes and kitchen units; and no not from flat packs. And, as she wanted to remodel her bedroom, she asked if I would help out; something I was only too happy to do. So, I took a week off work and set off like I had done so many Fridays. Only this time I would be staying for not just the weekend but for ten days in total. I got there early, having broken every speed restriction both sides of the border, and ran to her door like a hungry dog after a juicy chop. Lisa was a little surprised to see me so early as she had been emptying her old wardrobe and was a little sweaty from the effort. She was dressed in an old, ripped pair of jeans and a stained t-shirt.

Even so, she looked to me as she always looked, beautiful. We kissed and, while apologizing for looking so messy, Lisa made us both a cup of tea. After having our tea, we headed up to the bedroom to empty her wardrobe and draws before pulling everything apart ready for the rebuild. That was when I found it, a small black and red gym bag that was much heavier than it looked and which also jingled and clinked when I picked it up. Lisa didn’t say anything when I held the bag up as she came back into the bedroom. She saw me holding the bag, froze, blushed and took a short, sharp breath. ‘What’s this?’ I asked, shaking the bag to make it jingle.

I knew it was something she’d hidden and forgotten about. It was also something that was making her a little embarrassed, I could tell that from her expression. ‘It’s nothing,’ Lisa said as she made a lunge at the bag. I quickly shifted the bag so it was hidden behind my back and out of her reach. What followed was a play fight with Lisa trying to get at the bag while I kept shifting it from hand to hand. We both ended up on the bed, rolling about in a struggle to either keep or gain control of the bag. Finally, with Lisa sitting atop of me, and us still playing tug-of-war with the bag, she said she would show me but only if I promised not to be shocked or judgemental.

I was then even more intrigued than I had been upon first finding the bag. We sat side by side on the bed and Lisa took the bag, unzipped it and, before opening it, explained how these were things she had tried in the past. ‘You know how I like to spice things up in the bedroom,’ she said slowly. ‘While my late husband wanted to try but never really got into it. Not like you. You’re much more open-minded so I think I can show you this. Promise not to be upset or anything.’ She was being very mysterious, but I promised to try and not be shocked. A promise I found hard to keep as she emptied the bag in front of me. First, Lisa pulled out a couple of pairs of handcuffs.

These were followed by a third pair, much larger with a longer chain that she said were for the ankles. She also pulled out two pairs of leather cuffs which were also lockable, several lengths of chain and a number of very sturdy brass padlocks. At least the weight of the bag had been explained. Next, she pulled out a shiny red ball with a strap through it. Lisa explained it was a gag, as was the next thing out of the bag. Only this one had an open ring, so that the wearer could still use their tongue while wearing it. And I could guess where the wearer’s tongue was to be used. Next, she took out a tangle of leather straps that she began straightening. ‘It’s a cunnilingus keeper.

Well either keeper or trainer,’ she said with a wicked grin. ‘The wearer puts his head in here and these straps go around my hips and waist of his lady friend, so to speak, and that keeps him in just the right place.’ ‘All very interesting,’ I replied. Giving Lisa a knowing smile. ‘You should have told me you had a kinky side. Lisa explained how it had been her late husband that had first introduced her to the idea of bondage and domination. He had a submissive side and wanted her to be his mistress. To begin with she had been reluctant but, after trying a few things, she started to warm to the idea. Only thing was, the more dominant she became, the less her late husband liked it.

The old adage of how reality is so much more difficult to live up to than a fantasy was never truer. While Lisa was telling me all of this, and becoming more embarrassed by the telling, I was going through the remaining items in the bag. I also told her that I had heard about things like that, who hasn’t, but had never been involved in the scene. In fact, up until then I had led a very sheltered life by comparison. I also had to admit that I was curious and told her not to feel embarrassed; even going so far to say that if she really wanted to then we could try a few things.

I couldn’t promise anything, and the whole idea of a “mistress/slave” relationship seemed to me to be odd: to say the least. Lisa’s whole demeanor changed upon hearing that. Gone was her embarrassment to be replaced by a sudden enthusiasm. She promised that she would not ask me to do anything I wasn’t willing to do and that we would agree on a safe word that I could use at any time to stop what we were doing if I didn’t want to go on. She also told me that she loved me for being willing to try. But personally, I think she was just happy I hadn’t walked out of her life after finding out what was in that bag.

By then almost the entire content of the bag was on the bed, all the cuffs, chains, ropes, locks and leather straps. But there were few small items left. The blindfold I could figure out for myself. But the contents of a small velvet bag puzzled me. There were several hard, plastic rings, pins and something that looked like a flaccid penis, and a padlock. As I turned the items over in my hands Lisa sheepishly told me it was a chastity device. It was something else that her late husband had wanted to try but, after ordering it, he had died before it arrived.

She explained that by wearing it a couple could extend their foreplay indefinitely, being as how the man would not be able to orgasm as the device would prevent him from getting an erection. By then she was sitting right beside me. One arm around my shoulders, while her other hand was light stroking my thigh. ‘Just think about it,’ she was whispering in my ear. ‘If you were wearing that I could tease you for hours and you don’t get to cum until I released you.’ By then we had fallen back on the bed and were kissing and starting to fool around.

As we kissed I felt her hand move to between my legs and Lisa gently took hold of the growing erection down there. ‘Maybe I should get you locked in it now,’ she teased.

So saying her grip on my erection tightened and she looked deep into my eyes. ‘I mean it,’ she said sharply. ‘You’re getting all horny, and you’re getting me horny, but there is still work to be done.’ With that, she let go of my erection, pushed me away and stood up. ‘What’s up?’ I asked stunned. ‘There’s time for all that later,’ she was saying, at the same time picking up all the parts to the chastity device and dropping them back into the bag. ‘I’ll put this stuff away while you finish ripping out the wardrobe.’ She dropped all the bit and pieces into the gym bag then brightly asked. ‘Would you like a cup of tea. I fancy one. How about you?’ How about me?

Right then tea was the last thing on my mind. I was totally confused. Had I said or done something to upset her? Had going through the bag brought back some unpleasant memory? But, when I asked, Lisa just smiled and said it was work first and we could play later. Besides, we were sweaty and smelly, and she didn’t really feel in the mood while we were both like that. Yet, while Lisa had made it clear that we wouldn’t be having sex, she did take every opportunity to brush her body seductively against me while we were working. She must have known that she was doing just enough to keep me aroused.

And she seemed to delight in the fact that she knew that I knew there wasn’t going to be any sex just yet. I managed to get all of the old wardrobes out by the time Lisa had made dinner. So, after washing my hands, we sat down to eat.

As we ate Lisa gave me one of her seductive smiles saying. ‘As you’ve worked so hard today I think you have earned a special reward.’ ‘Does that “special reward” have anything to do with that bondage stuff or the chastity device?’ I asked. ‘I hadn’t really thought about that,’ she replied trying to sound innocent. ‘But if you really want to, try alright then.’ ‘No, I didn’t mean that,’ I began to say only for Lisa to cut me off. ‘No, you’re right,’ she grinned. ‘In fact, that will make it even more fun, for you.’ After dinner Lisa lead the way up to the bathroom explaining that there was something she had to help me with. Once inside she told me to strip but not to get into the shower yet.

And, while I stripped off she left for a moment returning with that little velvet bag containing the chastity device. ‘I really want you to wear this for me tonight,’ she said showing me the bag. ‘And I promise that it’s going to make things a whole lot more exciting for you. So, will you wear it for me?’ ‘If you really want me to,’ I said, without really knowing what I was about to get myself into. Lisa flung her arms around my neck and kissed me passionately. ‘Oh thank you darling,’ she said enthusiastically. ‘I promise this will be a night you will always remember.’ By then my manhood was fully erect but, Lisa told me not to touch myself, and that she would do what had to be done.

With that, she had me sit on the side of the bath while she knelt in front of me. She got some warm soapy water and washed my erection carefully, very carefully in fact. Then, after drying me off, she told me that she was going to shave me down there. I meekly protested but she explained it was to stop any hair getting caught in the device. So, while I sat on the bath, Lisa proceeded to lather up my erection and balls before delicately shaving off all the hair. And not just on my balls but the whole area surrounding them. I was still very much erect at that point but Lisa soon cured that by rinsing everything with cold water.

Almost at once I lost my erection and, as I went down, Lisa quickly took the rings from the velvet bag, slipped them around my flaccid shaft behind my balls. She then slipped the pins into place and, after rubbing some lubricant over my shaft and placed the hard plastic shell over it and onto the pins. Next, she slipped the lock into place and, raising up on her knees so she was looking directly into my eye, she leaned forward saying. ‘Always remember that I love you.’ She kissed me and, as our lips met, I heard the lock click shut. As our lips parted Lisa told me to jump into the shower, which I did.

But, as I showered, I could help myself from examining the strange plastic device she had placed over my cock. It didn’t look like much; indeed, it didn’t weigh much. But, as I examined it, I began to get hard again. It was then that I discovered just how effective that little device was. The moment my penis began to grow I felt it being restrained by the plastic tube and, the rings behind my balls began pulling on it a little painfully. If I took hold of myself, which I did, it felt weird, as if I wasn’t touching myself at all. The net result was that after only a few minutes my erection began to subside again. Once out of the shower I shaved my face and dried off.

It then that I discovered that I had to sit to pee. Thankfully the device had a slit at the end of it to allow this. I put on a bathrobe and went down to the living room where Lisa was waiting. The moment I entered the room she stood up and smiled at me. ‘Feel better?’ she asked. ‘Much, thanks,’ I replied. Lisa walked towards me, placed an arm around my neck and kissed me. Then her free hand snaked its way into my robe and she cupped my chased cock in her hand. ‘And how’s the little fella doing in his new home?’ she grinned. ‘Feeling a bit odd,’ I replied truthfully.

‘Don’t worry,’ Lisa smiled. ‘He’s going to feel a whole lot different before tonight is over.’ She kissed me again then quickly set off for her shower.

For the next forty minutes, I sat watching TV and wondering what that night would bring but, having allowed Lisa to lock me in a chastity device, I was really wondering what she had planned and what, if anything, I could do about it. Well, my questions were soon answered when Lisa came back. She was wearing all white. Her Basque, stockings, suspenders, and panties were all white and very sheer. She looked beautiful and unbelievably sexy. Lisa placed a hand on her hip and gave me a sexy smile as she asked if I liked what I was seeing. All I could do was nod yes, like a dribbling idiot. But then she sank to her knees in front of me.

She undid my robe and then looked down at my chased cock that was right then trying its best to get erect. She smiled and up at me and, after lifting my manhood in her fingers and placing a tiny kiss on my encased cock, she began to crawl up my body. She began kissing me, placing light kisses first on my stomach, then my chest and neck, and finally my lips and face. As Lisa kissed me she got up so that she was sitting astride my loins. She began rocking her hips back and forward, gently rubbing her sex against my trapped cock. All the while her lips were pressed firmly to mine as her tongue darted into my mouth.

While she was doing this she also eased the robe off my shoulders and freed my arms that I immediately wrapped around her, pulling her close to me. By then my cock was straining against the tight confines of the chastity device; and it was beginning to hurt. Lisa seemed to notice my discomfort and, rather than stop, she instead pressed her sex down onto my trapped cock and ground herself into me. At the same time, she sat back and smiled down at me. ‘I think someone wants out so they can play,’ she said in a husky tone. ‘Why don’t you let me out and I’ll show you how much he wants to play,’ I replied. But Lisa just shook her head. ‘No no darling, if you want your freedom you have to earn it.

My New Life · Part 1 (1/2)
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