I have a lot of people who are excited to try prostate experimentation for their first time, and many ask about whether we should try a prostate massage or pegging for their first time. Which one should you choose?
A prostate massage is insertion with my finger. Many people have reported a closer and more intimate experience with this. The receiver can feel the warmth of my finger and my deliberate movements with every stroke of stimulation.
I always recommend a prostate massage for a person’s first time. I start out the session by massaging the person, who may already be nervous and tense from the novel experience and unfamiliar environment. After allowing the person to relax with a firm massage, feather light touch and teasing, they will be relaxed enough to give themselves to me. Now, I don’t go for the prostate right away when I flip the person over. In between teasing their cock and the bum, I feel for when their asshole is relaxed enough (or winking) to communicate accepting me to start the insertion process. I run my finger gently across the bum, petting it ever so slightly for the receiver to get use to trusting my movements and touch. I create a psychological chase of desire for insertion with external teasing and firm, yet gentle, pressure.
The initial insertion can be uncomfortable if the giver does not know what they’re doing. I can’t count how many times the receiver had no idea that I even entered them. Everyone’s anatomy is different as well. Some people are extremely tight externally whereas others are easier to enter. But once I’m inside, everyone feels more or less the same. This difference in anatomy also isn’t based on experience - purely just individual differences from my experience. As I slowly slide my finger inside, I’m still stimulating the cock and feeling for the relaxation of the internal muscles to give me permission to push a little more, still keeping in mind that I want to reach the prostate as quickly and seamlessly as possible.
The climax is intensified by, not only by the anticipation of meeting me and the edging and teasing that transpired up to that point, but also the direct stimulation of the prostate. As I’m stroking the person’s cock, I can feel his prostate enlarge right before their climax, moaning loudly with pleasure while their eyes roll back, head tilting side to side unable to process and put into words the great level of ecstasy experienced.
After a person’s first prostate massage experience, many people will share that they may want to experiment with toys. There are butt plugs and dildos in many shapes, length, girth and firmness/softness to experience. It’s important to find a toy that matches with your anatomy. The next level up from a digit sized dildo that I recommend is 2 inches in circumference and 6 inches in length, which seems to fit the majority of the population comfortably.
This type of dildo is also an excellent toy for the “next size up” for pegging. Amazon has a great toy that includes the harness and a vibrator which can be slid into the dildo itself. The vibrator is an extra little touch that enhances the experience - no matter which position we choose.
I enjoy a prostate massage as our first experience together because I have more control over my fingers, I can feel for a person’s reaction and know that I have non-verbal permission to enter when a person’s body communicates that they’re relaxed and comfortable.
I think pegging may be too much for a first time because there is a little more pressure involved in the insertion process and less connectivity in terms of my ability to read your body. When you move up from the size of a digit, it can be a little uncomfortable at first, no matter how slow we move, but will begin to feel good as soon as I’m inside and stimulating the prostate directly.
Pegging is also a level of total psychological submission. There is a person I’ve been seeing for a few years now who brings his own toy, which is large enough to fit in a harness. He shared that he is not ready to give up that level of psychological control yet. This is never a problem - I will wait and work at your pace, always. I tread lightly on taking our time because there’s no pressure to try anything you aren’t ready for.
Well said, as usual, Autumn! Submitting to anyone by allowing them to enter your body must be based on trust. Once that trust is established, you open doors to erotic pleasure never previously enjoyed. If anyone reading this is having doubts, I can honestly say you are in good hands with Autumn! You only live once. Take all the pleasure you can handle!