So in usual BE fashion he has an amazing date planned! We went to a concert to see a band I really like. It’s an outside theater and he shows up with blankets, and comfy stuff to sit on. This literally is one of the most thoughtful guys on the planet. Every time we are together it feels like being his girlfriend. He’s attentive, complimentary, affectionate; really any girl would be lucky to spend time with him. During the concert I catch him staring at me. You know when a guy is just appreciating being with YOU in the moment. No where else, not checking their phone, or checking out other girls; just one hundred percent present in the moment with you. It really is interesting to be reminded of this dynamic. I seriously straddle the fence on where I will land when all of this experimenting is over….. will I find monogamy with the right kind of guy or will I still want to have friends with benefits but not at such a prolific pace? BE really makes a good case for finding the right guy; maybe where you can experiment and explore together.
When we get back to our room after the concert he has it all prepared as usual….. candles and music. We get right into the foreplay and sex and yes I get off….. blah blah blah. I don’t want out focus on that but rather the “main event”. We have planned that I will give him a prostate orgasm. I’m so excited to do this as it’s a bucket list item and I really want to be able to pleasure him this way.
He brings a kit with him! This guy is prepared and takes his ass play seriously! It has several butt plugs of various sizes and a large glass dildo. I’m instantly intrigued, turned on, and a little out of my element! What on earth is gowing to happen here?? I get a bunch off lube on the smallest but plug and start with that. I put it in his ass while I play with his cock. I love that nice thick cock with the lovely curve. I stroke and suck it and play with his balls. I’m salivating like crazy and dripping moisture down his shaft and balls.
BE tells me to take the butt plug out and put the larger one in. While I’m down there I stick one finger and then two into his ass….. it’s still tight! However I get my fingers in there and he directs me in the direction of his prostate…. I can feel it. I start to massage it…. he’s reacting holy shit, this really is the “magic button”. I put the larger butt plug in there to start stretching him out. I continue to suck on and stroke his cock while playing with the butt plug. He’s getting more and more excited and more stretched for me.
It’s time to take out the last butt plug and insert the glass dildo. BE flips over face down and ass up. I’ve never experienced a man in this position, or about to put a large dildo in his ass either, but I’m completely in the moment. It’s new territory and very exciting. I’m extremely turned on. I put a lot of lube on the dildo and slowly insert it. Does this quasi count as pegging? The glass cock slides in pretty effortlessly. From this position I’m able to stroke his cock and fuck his ass with the glass dildo. I love how turned on he is. I’m saying “you love me fucking your ass with this don’t you?” “Tell me how good it feels BE?”I’m totally getting in to the dirty talk and the power trip of what I’m doing to him. I’m fucking his ass with this dildo and I can’t help but think of the contrast and roll reversal. I love to sit back and get fucked. I’ve never actually done the fucking myself. I do wonder if I’m doing it right and would I be any good at it? It definitely gives me a new appreciation for the guys who are good in bed. Holy shit, I’m fucking some guy with a dildo…… how far I’ve come!
I take the glass dildo out after fucking his ass with it for a while getting him good and stretched out. BE gets on his back and I insert my fingers in him…… it’s defiantly more roomy but still tight. I get all my fingers in, but just up to the knuckle! BE is telling me to push forward, literally, and I do. I’m kind of turning my whole hand clockwise to twist inside him. He’s starting to stretch and my hand is slowly disappearing into BE’s ass! Suddenly, I’m all in……. my entire fist in a man’s backside!! Holy Shit, that maybe the wrong thing to say here but I have my whole fist in a man’s ass!! He’s excited and I’m excited. I feel like I want to high five him like we’ve really accomplished something. I start pumping my fist in and out slowly. I’m watching his reaction, I’m giving him some dirty talk and I can see how good it feels. The look on his face is something I’ve never quite seen before…. it would be my definition of pure ecstasy. But I recognize the breathing and the writhing…. he’s close to cumming. I’m thinking I need to grab his cock and start stroking or sucking. Before I even get the chance to touch him he starts cuming with amazing intensity and cum is pouring out of his cock like someone opened a spigot. I’ve never seen a guy come so hard in my entire life. Once he’s done and I’ve removed my hand I’m just absolutely buzzing….. almost like I just came hard myself. I’m totally blown away by what just happened and I can’t wait to perfect this whole prostate technique. It’s amazing and I can’t wait for more encounters with BE.