I have trouble becoming erect and staying that way in most situations. In the presence ofβand under the power ofβa Lady forcing me to do things for her amusement or pleasure it is more likely for me to be able to maintain an erection long enough to reach an orgasm. While in these situations it is possible, it is not guaranteed, it is actually a rare experience for me, unless the Lady humiliates me both verbally and by demanding that I perform humiliating submissive acts.
When I am alone I usually need the written word, sometimes augmented by video or still images, to masturbate. Hence I turn to the Literotica web site and search for stories that contain the ingredients which will produce a climax. Typically I need to read several stories, as there isn't a single one which is enough to stimulate me completely.
At some point I stop reading, close my eyes and begin to stroke myself slowly and gently to a tumescent state. The fantasy that I develop is a mix of the stories I have just read and the images I've just seen. I lay flat on my back, completely naked and with my legs spread wide.
One recurring fantasy involves being friends with a Lady that has a strong Dominant aspect to her personality and she demonstrates this by forcing men to humiliate themselves for her amusement. She allows me to serve her because she enjoys using my mouth and tongue for her pleasure and she can practice humiliating me in different ways. The humiliation can take many forms, but one of her particular interests is in cross-dressing masculine looking men.
Cross-dressing is a fetish that produces mixed feelings in me. I do not wish to be dressed, but I can paradoxically see the allure of being feminized to a slight degree, as a way of illustrating a Lady's dominance over me. For example, being "forced" to don a pair of female panties, or a wig and then give a blowjob to a Lady's husband, boyfriend or other acquaintance.
A variation on this is for me to be completely naked, but be ordered to spend several minutes French Kissing a CD gurl who is a friend of hers and then give him a blow job. He will be completely dressed, but I'll be ordered to lift his skirt, slide down his panties and suck him like it was my last meal.
What follows is a story based upon what she might do with me on a future visit.
You announce that we are going shopping and we leave forthwith for a shop you have patronized in the past. Upon arrival you introduce me to the proprietor, an old acquaintance of yours, and inform her that I am your "latest acquisition" and thus need to be appropriately attired for future service. I am led into a fitting booth and commanded to strip. The curtain to the room is left wide open so I am in full view as you and the proprietor stand there, chatting amiably while I undress. She makes a few disparaging comments amount the small size of my penis and my overall unappealing physique. She wonders aloud why a woman of your intelligence, beauty, and stature would bother with a poor example of manhood like me. Your response points out my tremendous oral skill and stamina and the Lady raises an eyebrow as if to say "Really?" You perceive her doubt and go on to assure her that I truly possess this talent.
She is intrigued, but is also aware of the purpose of the visit and proceeds to cast her appraising eyes upon me again, this time mentally determining my size in women's wear. After instructing me to wait - with the curtain open - the two of you walk back out into the store to find something that meets your requirements. It is only a few minutes, but it seems like an eternity before you return.