It's official: I am a sissy cuckold

Part 1 - I begin to have suspicions Cassie and I are an average couple; middle-aged, middle of the road, leading a regular 9-5 kind of lifestyle. Our sex-life was average. Once-a-week, usually on a Sunday morning. Missionary position, lasting about 10 minutes. Cassie used to dress up for me, and I would often construct a fantasy scenario that we would act out .... but not now. That kind of thing is a thing of the past .... until now. Now my life has been turned upside down and I still haven't worked out if it is a bad thing, or a good thing. So, let me explain. About 2 months ago I… Читати далі

Автор публікації LongstockingsMe 2 роки(-ів) тому 11

Masturbating for Lady Sonia

I have just finished masturbating for Lady Sonia, so I thought I would like to tell you all about it. This video is a bit different from Her regular role-play style videos, and it goes further than Her JOI style videos. Lady Sonia talks to you, and fantasises about what it would be like if you were fucking Her. It is highly erotic and I can thoroughly recommend it if you want an intense 10 minute wank. Lady Sonia is the perfect cum-target. After the usual introductory chat Lady S starts talking, at 1.20, about how much She… Читати далі

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Masturbation Fantasies 5 - Dressing with a friend

My wife goes away on business trips quite a lot and will be away for several days, sometimes up to a week. I usually take advantage of those time by indulging my fetish for cross-dressing. On my wife's most recent trips a friend of mine, Dave, came around for an evening of beer, pizza and watching football on the TV. After a few beers we were feeling relaxed, and the football was boring us, so the conversation turned to other things. Dave mentioned in passing that he thought my wife, Sandra, was very sexy. I had to agree with him, of course, but I further confessed that we didn't have regula… Читати далі

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Masturbation Fantasies 4 - Mistress T (Again)

If you love tease, denial, cuckolding, feminisation, jerk off instructions or just really good sex then, with perhaps Lady Sonia being the exception, there is nobody better than Mistress T. Oh, how I would love to be married to Mistress T. The cuckolding would be exquisite. Take a look at this video. In the opening scene She is having great sex with a well-hung guy. She is clearly enjoying the sex and then loves it when he withdraws and shoots his load all over Her. Then perhaps my other favourite scene is at 8.00 minutes; She is talking into the camera while jerking a guy's huge cock. She… Читати далі

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Masturbation Fantasies 3 - Mistress T

I adore Mistress T. So it is no surprise that I often fantasise about Her when I masturbate. As in this following video, I imagine being dressed by Her. She dresses a guy in one of Her red silk dresses then she slowly starts to masturbate him. He is then instructed to finish himself off and She feeds him his cum. Omg, I have fantasised about this so often. The humiliation of being feminised by wearing Her dress would be wonderful on its own, but to have to masturbate in front of Her just adds to the sublime humiliation. T… Читати далі

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Masturbation Fantasies 2 - Phone Sex

Who doesn't love to let their imagination run riot when they masturbate? I love to fantasise, but my fantasies are almost always based upon something that is either real or plausible. When my wife goes out on a date, it is always a good time for me to indulge my fantasies. Last week my wife had a date with Her boyfriend, and this is how it went for me: Firstly, I love watching my wife get ready for Her date. I love to watch Her putting on Her makeup, selecting Her lingerie and then finally getting into a very sexy dress and putting on Her heels. She knows that it teases me, so She likes to… Читати далі

Автор публікації LongstockingsMe 3 роки(-ів) тому 5

Masturbation Fantasies 1 - Lady Sonia

Having a masturbation fantasy is nothing new. For me though, I tend not to indulge in unrealistic fantasies but rather I tend to repeat those fantasies that have an element of reality to them. For this reason Lady Sonia is perhaps my No. 1 'go to' fantasy lady. Let me explain why. During may years of marriage, my wife has been unfaithful many times. In fact her need for sexual fulfilment from other men became so strong that we actually agreed upon a set of rules. The rules aren't important for this blog post, but suffice to say the rules centre on discretion and the maximising of both our p… Читати далі

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Silk Slip Tease

If you enjoy being teased by stocking tops, garter belts, satin blouses, high heels ... but especially by gorgeous silk slips, then this video is for you. My wife went out of the house about an hour ago, and She left me strict instructions not to masturbate while She was gone. However, my desires got the better of me when I saw this video. I couldn't help myself, I simply had to jack off while watching this video. I have just had an incredible orgasm while watching this video. I was wearing a pair of silky panties and I have made a complete mess of them. Try it, you won't regret it. [vi… Читати далі

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Cross-dressing while wife is away

My wife goes away on business on a regular basis. These are the times, when I have a lot of time to myself, that I love to indulge in dressing up as much as possible. I love to fully dress, including wig, makeup, perfume .. and as much lingerie as I have available. Wearing my wife's babydoll nighties is a particular favourite of mine. I adore wearing Her panties, a sexy babydoll and perhaps some stockings too. Sometimes I will phone a sex-chat line too. The really skilled and experienced women on the line know exactly how to tease me. They enjoy telling me that while I am at home, masturbati… Читати далі

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I love lingerie

Ever since I can remember I have enjoyed dressing up in gorgeous lingerie. I thought at one time that it would be something that I grew out of. When I went to college I took some of my Mom's lingerie with me. I would take every opportunity to dress up in private. I managed to keep my fetish a secret. None of my girlfriends ever found out that I secretly desired to wear lingerie. During my student days the girls I dated rarely wore what I would call sexy or seductive lingerie. College girls only seemed to wear utilitarian or plain panties and bras, and none would ever wear stockings. My love of… Читати далі

Автор публікації LongstockingsMe 3 роки(-ів) тому 26