Recently my thoughts have turned to meeting and enjoying the company of an assertive, mature guy. Many years ago I had an ongoing relationship with a much older man who took me in hand and turned me into his personal sissy. He was strong and dominant and delighted in role-play. Looking back he was more than a little kinky. He always enjoyed bossing me around, finding fault in what I did and punishing me, sometimes quite severely. Much to his delight I built up quite a resilience to pain and we both relished our afternoons together. His big cock was always hard when he was thrashing me, after a… Read more

Do you remember ‘Angel Delight’ - well here is Sissy’s guide to ‘Anal Delight’. A must read guide to make your first time with a sissy a truly satisfying experience for both of you. It’s probably best to let sissy know you are inexperienced in these matters so that she can carefully introduce you to the special pleasures only a sissy can give. First of all, be relaxed and ‘in the mood’, you’ll never get anywhere if you’re nervous or self conscious. If you are lucky enough to have a thoughtful and caring sissy she will put you at ease and tell you nice things. She may ask you to finger her cun… Read more