Tag: Cock rings

  • 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. 

  • Orgasms

    Don’t you agree that orgasms are just the best? I certainly love coming and making other people come, and despite having had sex with lots of people, I still think there’s something special and beautiful about sharing an orgasm with another person.  

    I used to think I was awkward when it came to orgasms, only being able to do so with the help of certain toys, however with age and experience, I’ve found that I can come without them; much to my delight and the delight of the men who’ve experienced it. I may take a while to get there, but it’s totally worth it when I do! 

    Obviously, women’s orgasms are different to men’s, we seem to be more complicated in that department. However, I consider myself to be lucky, as I experience orgasms from both clitoral and g-spot stimulation. My clitoral orgasms take longer to build, but when I come it’s a total lack of control, as the muscles in my pussy go into spasm, and I experience a total release. After coming like this, my clitoris is super sensitive and takes a while to recover, my vagina is good to go though, and I love being penetrated after having a clitoral orgasm, it makes for more pleasurable sex. 

    The other type of orgasm is more controversial and not something all women experience; I’m not sure I’d even really call it orgasming, as it feels more like ejaculating (or squirting as it’s referred to). Unlike my purely clitoral orgasms, I can squirt several times and have found that with practice I can exert some control over when I squirt (although not always).   

    A lot of my sugar daddies have never experienced squirting before, and it can take them by surprise. I mean, it took me by surprise the first time I did it; I thought I’d pissed myself… Now I know what it is, I think it’s just wonderful; the only downside being that it can be quite messy! Fine if you’re in a premier inn or hotel (sorry cleaning staff), but not so good when you’ve drenched the sheets (and mattress ahem) on your sugar daddies’ bed.  

    Thankfully most men don’t seem to mind; they know exactly what they’re doing and could stop if they wanted, but they don’t. To be honest I think they just love the fact that they’ve been able to make me come. 

    Unfortunately (or fortunately depending on how you look at it) I don’t come with all of my sugar daddies, only a select few. I don’t come through penetrative sex alone, so men that just want a quick fuck, miss out on that experience. I’m very good at making men think I’ve come, and making it feel like I’m coming, so men often think I’ve come several times, when in reality I’ve been a long way off even coming once. I don’t mind this though; I just finish myself off when I get home, it’s fine.  

    Men can of course have different types of orgasms too… One of my sugar daddies has what he refers to as ‘mental orgasms’, mental as in ‘in the mind’ rather than ‘crazy’. I’m not sure exactly how it works, and neither is he, but he claims that he can come without actually ejaculating. In all other ways it looks like he’s having an intense orgasm, and it feels just like one (apparently), only without the mess. The other night he had three ‘mental’ orgasms whilst I was edging him with my hands and a toy, before I climbed on top of him, and he eventually shot his load in my pussy.  

    The other way men can apparently experience an orgasm is through having their prostate stimulated. Done correctly you can seemingly make men ejaculate without even touching their penis.  

    I first came across prostate milking when I was working on a sex chatline, as one of my regulars was really into it; I’d read articles about prostate milking to him whilst he masturbated. I’ve come close to doing this with one of my sugar daddies, using a toy up his ass. He was really enjoying it but kept stopping me because he felt like he needed to wee (which he didn’t). I think if he’d just relaxed and ignored the strange sensation, he could have had a very interesting and enjoyable experience…. 

    I was rather mean to one of my sugar daddies once and put a cock ring around the base of his cock, and another around his balls. I tortured his cock (in the nicest possible way) for ages, but he was unable to ejaculate; he felt all the sensations of coming, but without actually doing so.  

    By the time I removed the cock rings, his penis was so sensitive that he couldn’t come no matter how much he wanted to. Don’t worry, whilst he went to sleep frustrated, he got his happy ending in the morning, and I believe it was worth the wait. 

    When men are paying for sex, they like to get their money’s worth, meaning that they’ll often try to come as many times as they can. This is where younger men have the advantage, and when I’m glad that most of my sugar daddies are older. Whilst some of my sugar daddies may go in for round two, most of them leave it there, two in one night leaving them more than satisfied. If I’m spending the night with them, they’ll often go again in the morning if they’re up for it, which most men seem to be… Why do men wake up feeling so horny? 

    Most men have preferences about where and how they like to come, and whilst a lot of my sugar daddies like to come inside me, some struggle with this, and need to be finished by hand, or prefer to come in my mouth; I’ve had men come on and in just about every part of my body. One of my sugar daddies, who likes to be wanked off, explodes with such force that no matter how careful I am, I always end up with come in my hair; which is definitely the most annoying place to get it.  

    Of all the options available, the mouth is certainly the least messy; although I can’t say I’m a huge fan of the taste of come, and I’ve yet to find a woman who is (not that I’ve done extensive research or anything). When a guy comes in my mouth, I swallow it down as quickly as I can, not because I’m a come thirsty whore, but because it tastes gross. If the penis is far enough down your throat, you don’t have to taste it at all, which is a bonus providing you don’t choke on it; you have to time it right though. 

    Maybe one day someone will create something to make men’s sperm taste better. I’m surprised men haven’t tried to create something already actually; surely the incentive’s there… 

    Anyway, I wish you all many happy orgasms, and if you haven’t had one for a while, maybe this is a sign to go knock one out…. 

    Emily-Rose xxx