Tag: Bondage

  • The Widower

    I met Gary on a beautiful warm October afternoon at a national trust property with picturesque gardens extending down to the river Helford. He was new to the whole sugar daddy thing, so we were meeting to discuss what he was looking for and whether it was something I could provide. I knew very little about Gary, so was curious to find out what had brought him to the site. 

    It was here, overlooking the river, that Gary explained how earlier that year he’d sadly and unexpectedly lost his wife. She’d become ill very suddenly, got a nasty infection and died. I don’t know how old she was, but Gary was only 58, so she can’t have been that old.  

    They’d been together since they were young, working hard to provide for their children; now was their time to relax and enjoy each other’s company, to retire and do all the things they’d wanted but never had time to do.  

    It’s difficult to know what to say when someone divulges something like this, what can you say? No words can take away the pain of such an enormous loss, so I just listened; being with him in that moment, holding space for his grief.  

    As we continued to explore the grounds, we spoke about lots of things, not just what he wanted and what he was looking for, but about life in general and how unpredictable and unfair it can be. As he’d been so vulnerable with me, I opened up and told him a little about my past, and how I’d ended up as a sugar baby; which isn’t something I normally do on a first meeting.  

    After our rather emotional walk we drove to a nearby pub for a drink. Gary had enjoyed our afternoon together and was keen to arrange a ‘proper’ meeting where we could get to know each other on a more intimate level. He was feeling guilty about wanting to see me and for having these feelings of lust and desire though, and was worried about what other people would think if they discovered that he was being intimate with another woman; especially his children who’d become very protective over him since losing their Mum. 

    He was frustrated having lost a huge part of his life, and although his friends and family had rallied around him, none of them had been able to provide the physical intimacy or closeness he was missing. Of course, Gary wanted to have sex again, but it was more than that, as it so often is; it’s lying in bed naked next to someone, feeling the warmth of their body against yours, holding hands, stroking someone’s hair, all the little intimate touches and gestures that you share with a lover. He wasn’t looking for his next great love, just someone to bring back some normality into his life. 

    Whilst sipping our drinks we discussed his sex-life with his wife, and how it had dried up (literally) when she went through the menopause; even before that though, it had all been very vanilla and boring. She didn’t like giving or receiving oral, and the few times she’d gone down on him it had been painful and unpleasant.  

    Gary loved his wife though and wouldn’t even have considered looking elsewhere for sex (unlike many married men in that situation). They didn’t talk about it and Gary never complained; the lack of sex was a small price to pay for what was otherwise a happy marriage. However here was a man who’d been given a second chance, and Gary was keen to explore new things in the bedroom and find out what he’d been missing. 

    He was curious and asked lots of questions, he wanted to understand what I liked and where he should start if he wanted to try something new. We talked about toys, bondage, role play etc; all the exciting things he’d yet to discover and which I was only too happy to explore with him.  

    I was impressed with Gary’s philosophy regarding what had happened to him. He wasn’t angry or bitter like lots of people would be in his situation; nor was he rolling over and giving up, despite the fact that his whole life had been turned upside down. No doubt he’d been through all the various stages of grief, but he’d come out the other side knowing that life is short and determined to make the most of it. 

    Do I think we will have challenges going forwards, yes of course. Gary’s not had sex for a few years, and the last time he did was with his wife; so, no doubt the first time will bring up some difficult emotions, but we can talk through them. I’m happy (as with all my men) to take it at his speed; and have reassured him that he’ll never be under pressure to do anything he’s not comfortable with.  

    It’s a sensitive situation, and I’m all too aware of the need to respect what’s happened; to allow him time and space to talk about his wife if he wants, whilst also providing a safe place to discover who he is without her, and what he wants as a widowed man. 

    I think Gary’s probably one of the nicest sugar daddies I’ve ever met; just a really kind and genuine man. He’s certainly too good to spend the rest of his life on his own and deserves a second chance at love. It’s not something he’s ready for yet though, it’s too soon to even consider getting involved with someone on a romantic level. Seeing me is an intermediate step, a chance to rediscover his sexual side, and build his confidence.  

    Hopefully by the time he’s ready to fly the nest (so to speak) he’ll have explored everything he wants and will be the confident sex God I know he can be; ready to make some lucky lady very happy! 

    For anyone who thinks my job is just having sex with men for money, hopefully you can see that it’s not, it’s so much more then that; and I love the fact that I get to help people in ways that others can’t.  

    Till next time. 

    Emily-Rose xxx 

  • The ‘girlfriend’ experience: having a long-term arrangement.

    Jamie was the second man I met from the site and married when we met; but he and his wife were no longer physically intimate. The marriage was lacking emotional connection, conversation between the two being limited and transactional; what are we having for tea, have you put the bins out, etc; you get the idea. She was no longer interested in him sexually, or any other way for that matter; and he was feeling pretty shit.  

    Obviously, I’ve only heard his side of the story, and she might disagree, but the whys and the wherefores are almost irrelevant. The fact of the matter was that he felt disconnected and rejected, so did what people naturally do in that situation and sought connection and acceptance from elsewhere. 

    Jamie isn’t exactly ‘well endowered’ and his penis is noticeably bent (like properly bent in the middle) when he gets an erection; apparently one of the reasons, according to his wife, why their sex-life was non-existent. She didn’t think much of his penis, or what he did with it, regularly comparing him to her exes, who were all much bigger and better than him… of course. She made such an issue of it that Jamie considered undergoing surgery to straighten it, which would have resulted in losing some length, so thankfully he decided against it.  

    Jamie was self-conscious about his penis when we met, but with a little reassurance he was fine, and we consummated the ‘arrangement’ on that first night together no problem. In fact, we have a very successful sex-life, and it’s been great to see Jamie’s confidence grow during our time together. We’ve had sex in a variety of positions (several times) and his bent penis has never been an issue.  

    Don’t worry, I don’t intend to describe every penis I’ve ever fucked (I don’t have time), I only mention Jamie’s because very few men (if any) have straight penises, most seem to veer off in one direction or another, but unless you’ve got some sort of pretzel situation going on, you’ll probably find a way to make it work! Apparently, women don’t have straight vaginas anyway, so maybe they were just a bad fit, or she had a vagina like a curly wurly or something…   

    When we first got involved it was all a bit vanilla, but as the months went on and we got to know each other better, he became open to trying other things; things he’d been curious about but never had the chance to explore. He wanted me to take control and be dominant, so we got the toy box out and started experimenting with whips, handcuffs, cock-rings and vibrators. At the age of 66, Jamie tried anal for the first time and allowed me to return the favour a few months later (with a strap-on obviously).  It’s been great fun helping Jamie explore his sexuality and learn how to express himself in the bedroom; and I’m really proud of how far he’s come (insert your own joke here).   

    So, the sex works, but that’s only a small part (ha ha) of our arrangement. Jamie didn’t just want sex, he wanted someone to spend time with; an attractive female companion to inject some fun and excitement into his life… and I was the perfect person to fill his void (ahem) and provide him with the stimulating company he was craving. 

    We have lots in common, and both love the theatre and live music; I must cost him a fortune in theatre tickets, but he doesn’t mind, apparently I’m worth it (I mean obviously). We love going to London for the weekend and doing the whole West-End thing, and we’re both foodies, so enjoy eating and drinking out a lot (both in frequency and sheer volume). 

    We’re equally content at home chilling on the sofa with a cuppa and The Times crossword or watching some random shit on tv though. Our guilty pleasure is ‘married at first sight’, if you’ve never seen it, it’s alarmingly addictive. I applied for the show one night when I was drunk, unsurprisingly they didn’t get back to me, can’t imagine why…  

    We average around six nights a month together, more if we’re going away somewhere, and message or talk on the phone every day. We’ve both been through some tough times over the last few years, but we’ve supported each other through them. Jamie might be my sugar daddy, but he’s also a friend and practically part of the family at this point. It’s very much what you would call the ‘girlfriend’ experience, which is different to my other arrangements which are more casual, and less time consuming (thank God!). 

    Obviously, Jamie knows that I see other men, and that what we have is an arrangement and not a relationship; which he finds difficult at times. Things aren’t always good, and we’ve had our fair share of arguments and falling outs over the years. In the heat of the moment, we’ve both threatened to end the arrangement and walk away, however we always make up, as I think we both (for different reasons maybe) realise that what we have is too good to throw away.   

    Whilst I couldn’t cope with more than one Jamie in my life and I’m grateful that my other sugar daddies are less demanding; I also realise how incredibly lucky I am to have Jamie around and really appreciate all the amazing things we get to do together.  

    He’s already booked a get-away for our 4th anniversary, so it doesn’t look like he’s planning to trade me in anytime soon.  

    Thank you for everything you do for me Jamie. 

    Emily-Rose xxx 

    A word of advice: if you want your partner to be better in bed, telling them how shit they are compared to your exes is not the way to go! Comparing people in bed and making them feel shit will not give them the confidence to up their game or try something new. If your partner isn’t giving you what you want or need, don’t be a twat about it.  Instead, be honest about what you need and what turns you on; and what you enjoy or would like to try. So many of the men I see have endured years of unsatisfactory, boring sex. Honestly guys, life’s too short to be having bad sex… unless like me, you’re being paid for it.   

    Disclaimer: If you’re into something really niche, maybe coming home with a giant cot and adult diapers after 25 years of missionary might be a bit much, so test the water with something smaller first…maybe just a packet of wet wipes or something. 

  • Let’s get kinky…

    A few of my sugar daddies are kinky, which keeps things interesting; nothing wrong with vanilla, but it’s nice to mix things up every now and then. I guess I’m also quite kinky, after all, I enjoy being tied up and dominated when the opportunity arises…  

    When I’m with my sugar daddies it’s not about me though; and whilst a few of my sugar daddies are dominant, more often than not I’m in charge, which is fine. 

    I did feel a tad guilty the first time I slapped an old man in the face and spat in his mouth whilst telling him what a useless shit he was, but you get used to it.  

    As a sugar baby, my job is to help my sugar daddies explore their sexual fantasies and desires, and introduce them to new things; be that toys, role play, bondage, prostate massage or pegging, there’s not much I won’t do. 

    My sugar daddy Nigel is certainly kinky, describing himself as ‘sexually deviant’. He isn’t shy about it either, which is great; I love it when people know what they want and aren’t afraid to ask for it! He actually introduced me to electro-stim, a shocking experience (ha ha), but not as scary as it sounds; although you have to really trust someone when you’re tied up and they have the ability to electrocute your genitals!   

    Nigel’s also what they call ‘a feeder’. I’ve come across a few in my time, and as someone who enjoys eating, I don’t mind; although I couldn’t be in a relationship with one. His guilty pleasure is Maltesers, which I also quite like; the only issue is that he likes to suck them and feed them to me from his mouth. Sometimes I know it’s coming (which is bad enough) but other times I kiss him and get an unexpected soggy surprise… eugh.  

    As is typical with feeders, food also ends up in bed with us, either smeared over body parts, or fed to each other, in what I can only guess is meant to be romantic? Whilst Nigel gets a lot of pleasure from feeding me, I don’t always appreciate the extra calories. One night he nearly made me sick feeding me a chocolate and caramel pudding; I couldn’t look at chocolate for a week afterwards. 

    A bit of role play is always fun though. One of my sugar daddies likes to come to my house and give me spelling tests; yes, he literally has a list of spellings stored on his phone for the occasion. Lifting up my skirt and pulling down my panties, he’ll bend me over his knee, spanking me each time I make a mistake. I’m not great at spelling, but it’s really come on; amazing how well you can remember things when there’s something at stake.  

    If he’s feeling particularly cruel, he’ll play with my clit whilst I’m trying to concentrate or give me a word such as peace (which could be peace or piece) and punish me for spelling the wrong one…. bastard! He’s actually a history teacher, so maybe I should just be grateful that it’s spellings and not historical dates he’s testing me on… 

    Ed (see my blog ‘The Sadist and the Masochist’) obviously needs to take control in the bedroom and will turn up with an assortment of items with which to make me squirm. During one session, he pulled out two handfuls of brightly coloured clothes pegs, each attached to a length of string, which he proceeded to peg along my naked body, from my inner thighs up to my breasts. 

    He left me squirming for a while, then made me count down from 5 before pulling the string and ripping the pegs off in one swift action. I was expecting it to hurt (which it did), but wasn’t expecting it to feel as pleasurable, it was like an electric shock travelling the length of my body. 

    In between meetings he threatens me with them, promising to add another peg every time I disobey him; I had 36 pegs last time we met (I’m a very naughty girl). He played with my clit whilst ripping them off, the contrast between the pain and pleasure was amazing.  

    On another occasion he enjoyed dripping hot red wax over my body whilst I was tied up and blindfolded, I didn’t mind the wax too much but was terrified that he was going to drop the candle on me or set the place on fire.  

    Very occasionally I’m persuaded to do things I don’t enjoy so much, like drinking my own urine, which I can safely say I (probably) won’t be doing again. The sugar daddy involved loved being pissed over, drinking my piss out of a glass, and getting me to piss directly into his mouth though… each to their own. 

    Often my sugar daddies know exactly what they want, which is good, because I don’t have to think about it. Sometimes however they’re not so sure, they want to try something, but don’t know what, so it’s up to me to get creative.  

    Over the years I’ve amounted an impressive selection of toys and equipment, so it’s usually fairly easy to find something suitable; however, it doesn’t always have the desired effect. I used a prostate vibrator on one of my older men who was having trouble getting it up, hoping that it might get him hard enough to fuck; which it didn’t, his cock was as limp as ever. He enjoyed it though, saying it was quite relaxing, which it must have been, as when I removed it from his ass it was covered in shit. 

    Talking of shit, I’m not a huge fan of eating ass, which is hypocritical, as I enjoy having my ass licked out but am less keen to return the favour; not saying that I haven’t or that I don’t, I’m just not that keen on doing it. Fingers are fine, I’ll happily shove as many of them as you want up there, I just don’t really want to use my tongue.  

    Having said that, I did stick my finger up a guy’s ass once and ran headlong (or fingerlong) into a shit coming the other way. Cleaning your own shit from under your fingernails is bad enough, but when it’s someone else’s…  

    I do appreciate that not all men are expecting, or prepared for a cheeky finger, but if you think it’s going to be a possibility, at least clear the way first. 

    The other thing I’m not keen on is feet; not that anyone has ever asked me to lick their feet or suck their toes, but if they did then I’d struggle. Again, no problem with men playing with my feet, it’s actually quite nice. I know it’s a big thing and people are really into it, but the majority of the men I know don’t have nice feet. I’ve seen some pretty vile looking toenails in my time…why the hell would I want to put them anywhere near my mouth… 

    As much as I try to fulfil my sugar daddies’ fantasies, there are some things that even I, as eager as I am to please, just can’t do. For example, one of my sugar daddy’s is desperate to find a sugar baby who’s breast feeding, so he can suckle on her tits. He’s got a fetish for ‘milky boobs’ (as he calls them) that I cannot satisfy; which is a shame because I think he’d pay handsomely for the pleasure… 

    Ultimately, we’re all different though, which ironically is the only thing we have in common. It’s unusual to find someone who doesn’t have at least one weird kink in the bedroom, and if they say they don’t, then watch out, it’s probably just been suppressed.  

    Quiet Gary from finance may be a married, middle-aged man who enjoys missionary once a week, but mark my words, one day he’ll flip and his wife will come home to find him in a full gimp suit. It’s always the quiet ones……     

    If you do enjoy doing weird things in the bedroom then good for you, I’m not here to judge, or tell anyone what they should or shouldn’t be doing. After all, suppressing sexual desires is not healthy, so as long as it’s safe and legal, find someone similarly inclined to explore it with and embrace your inner freak. If it’s not legal or you find it disturbing, then find a therapist and explore it with them, either way, you have to find a way to live with it. And if you want to lick my asshole and suck my toes, then go ahead, just don’t expect me to return the favour! 

    Emily-Rose xxx