Over time the thought of having my bum played with has begun to appeal more and more and I have a scenario that plays out in my mind that would be so cool if it were to come true one day. It goes something like this:
Someone reads this profile and is interested enough to message me. We chat for a little bit and get to know each other a little before deciding we get on well enough to arrange a meet for us to play out my fantasy.
On the day of the meet I arrive, shower fresh, at the person's door and knock. The door is opened and I'm invited in. We have a coffee and ice breaker chat about things in general before getting a little more specific about what's going to happen. After the coffee is finished we head upstairs to a bedroom where I'm told to strip naked and get on the bed.
The person watches as I do so, and may decide to check and feel parts of my body as I get undressed. Once naked I'm told that my bum is going to be the focus of attention for this meet. I'm asked if I've ever experienced anything like this at all before. I reply to say that it's all new to me. Other than being touched there once or twice I've never had any play. The person says they'll go really slowly with me so that I get the best feelings and enjoyment.
I'm told to get on the bed on all fours, elbows on the bed and knees wide apart. I do as I'm told, feeling very exposed as I watch my new friend move up close behind to take a good look at my bum, my balls and my cock hanging down. I'm told this is the position I must remain in at all times unless told anything different.
I feel as a hand begins to run over my bum cheeks, initially missing my crack. It feels great and slowly I feel the hand (and then the other hand) start to explore a little more intimately. Fingers slipping between my cheeks and occasionally sweeping over my hole and down to my balls, starting to get me quite turned on. Eventually, one hand is rubbing my bum, my hole, my balls while the other has grasped my cock and is gently but firmly wanking it.
We'd discussed rimming as part of our initial conversations and my meet was happy to perform this on me, so after a very erotic rubbing, I suddenly feel a hand on each hip and then warm breath on my hole just before a warm wet prod from their tongue. OMG! My hole contracts and twitches at the feeling prompting a comment that I'll need to loosen up for the next stage of our fun. I revel in feeling of this persons warm wet tongue licking up and down over my hole and pressing into me for what seem like ages.
After a what was probably only a couple of minutes I'm asked if I'm ready to be fingered. I've never experienced anything like this before but in my highly aroused state and vulnerable position I can't do anything but say 'yes'... A few seconds later I hear my meet say this might be cold as they squeeze some lube from a tube on to my wet glistening hole. It is indeed cold and I can feel it making me pucker up for a second or so.
Next I feel a hand back on my cock and then I feel a really gentle finger sliding up and down, spreading the lube around and then gently pressing some of it into me. It feels so weird but so erotic too. Next the pressure from the finger increases and I think to myself, this is it, for the first time ever I'm going to be fingered and by a relative stranger too.
I feel as the finger slips slowly in and out of me, opening my hole as it goes in. I ask how deep the finger is in and I'm told, barely at all but that as I relax it'll go further and deeper inside me. I shut up and try to relax and experience these new feelings. After a bit of time I feel the knuckles of the hand that's fingering me against my bum cheeks so I know the finger is getting deeper inside me. The other hand is oh so slowly working my cock - to keep the arousal high without distracting from my experience of the finger inside me.
I ask if my meet is enjoying themselves too and given a very affirmative 'Oh Yes, I'm getting ready for the second finger to enter you.' With that I feel some pressure again at the edge of my hole and then some more stretch as the second finger slips inside me. Fortunately it had been lubed first. I rock slightly on my knees to try and relax and adjust position to get comfortable with this new invasion into my most intimate area. My meet then begins to slide both fingers in and almost out of me, really slowly at first before asking if I'm enjoying it enough for them to speed up a little. I agree and feel as the pace gently quickens.
As this happens I feel something a little odd and eventually work out that as the fingers are going in and out they're turning too so that I'm being stretched in different ways. This goes on for a while and combined with my cock being felt, squeezed and wanked I eventually cum! At the same time I feel the fingers press deep inside me and stay there and feel as the contractions of my orgasm force my hole to tighten around them. I imagine this all combined will feel absolutely amazing!!
My ultimate goal is to be 'trained' like this to be comfortable enough to take a dildo inside me....
Would you be interested in helping out on this journey? Of course I'm happy to offer pleasure in return, it's not all one-sided and we can discuss what you'd like that to be when we chat.
I hope to hear from someone genuine who would enjoy this scenario.
Thanks for reading,
John
