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First Time Top (a.k.a. The Massage) part 2 MM
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First Time Top (a.k.a. The Massage) part 2 MM As I slowly stroked the base of his hardening cock then back up, off the end and back tightly down onto the head I said, “Well I guess the question really is just, ‘Does it feel good?’ and it seems like it does since it’s growing” He moaned more and said, “it definitely feels good.” My hand that was on his leg moved up to<b> massage </font></b>his butt as I kept stroking him. I added, “Having one of these myself I figured it did but I have to admit that while I’m obviously comfortable doing massages, I haven’t done this before. I’m rubbing you like I like to rub mine but touching yours is so much hotter than touching mine.” He moaned and grew. “Speaking of similarities between men and women”, I continued as the fingers of my hand on how ass started circling closer and closer to his hole as I squeezed and rubbed his cheek, “and stop me if this is too personal but...have you ever had anal with a woman?” He nodded his head and grunted, “Um-hmm”. His legs spread just a tiny bit and he arched his back slightly. “I mean men and women both have asses right?”, I asked rhetorically. “I’ve had anal with women too but always wondered if there was any difference between us and them.” I let go of his cock and he whimpered quietly. “Jeez,” I said still playing my role. “Sorry, that must’ve been getting painful with me holding it downwards like that...” He protested, not knowing where I was going. He assured me it was fine to keep doing what I was doing. “Well why don’t we give it a little room?”, I asked all professionally. “Let’s raise your hips by putting these under them.” I grabbed a couple pillows and lifted under the front of his hip. He got what I meant and raised up off of the bed and I pushed the pillows under him, making his ass tilt and point up as he lowered back down. His cock had driven up against his torso when he raised back up but he pushed it over to the left, pointing away from me and giving me the best angle to grab it, so I did. “Yea, this looks more comfortable for you”, I said as if I wasn’t stroking his coc I picked back up with, “What was I saying?...oh yea, anal. I also wondered, since the women said they enjoyed the anal sex, wouldn’t I as a man also like it if an ass is an ass? Like, looking at you from here up..”, and I put the blade of the bottom of my hand across his ‘taint’ indicating from that point upward...” it looks the same as a woman basically. Especially I since you seem to shave it or wax it or something.” He moaned an affirmation. “So you wondered that too?”, I asked. He moaned affirmatively again. “Here’s another experiment then”, I said. “You tell me if the things women said feel good also feel good on a man, ok?” “Mmm-hmmm” I grabbed the nearby bottle of oil and poured some into the crack of his ass. I put the bottle down as it ran down to his hole. I put my thumb below his hole to stop the little river of oil as I said, “Very much always had to use a lot of lube... So they liked this...” I rubbed my thumb over and around his puckered hole. He moaned and pushed his ass toward my hand. I switched from my thumb to my index finger and started increasing the pressure as I rubbed around his hole. I had rimmed a few guys but never fingered one but I knew what I liked done to me so I went with that. “Always had to go slow here”, I said softly as I angled my finger to push in. I got just the fingernail in his tight hole and wiggled it around as his hole clenched at it. “How’s that?” “Nice”, he moaned into the pillow. “And this?”, I asked as I pushed in deeper. He moaned as the first knuckle slid in. I kept going. As the second knuckle buried inside him, the top of my finger pushed through his inner sphincter and I recognized the spongy feel of his prostate. I had gotten very familiar with mine over the so I pushed down toward the bed to rub his. He moaned deeply. “Well that feels different than fingering a woman”, I said as I rubbed his prostate. “That must be the g-spot people talk about huh.” “Oh fuck yes”, he grunted into the pillow. “Fun”, I teased as I massaged him inside a moment more before turning my hand palm up to follow the canal deeper. With my finger pushed all the way in I asked, “So this all feels good?” “Incredible”, he moaned. “Well this is definitely the most full service<b> massage </font></b>I’ve ever given I said, remembering to stroke his throbbing cock as I ran my finger around the walls inside him. “Should I keep doing this, see how similar it really all is between men and women I mean. Just for an experiment of course.” He laughed and said, “Well sure, for science.” “Cool”, I chuckled. Still staying in character I continued, “With women I would first use one like this...”and I started finger fucking him in and out. He was tight but relaxed and accepted it. “Then add another...” I pulled my finger out and let go of his coc His hips twitched back and forth. I poured more oil into my hands. I switched from my right hand to my left for a better angle as I pushed fingers in. He was tight and his hole fight a little. “Relax”, I purred. “Here, let keep massaging you...” and my right hand worked on his low back pushing it down increase the tilt in his hips. “The more experienced women seemed open up a little. Maybe try pushing like you’re going the bathroom?” He did that and my fingers slid into him. We both moaned. I pushed down against his prostate with both fingers before pushing all the way in. I twisted my hand around with both fingers all the way in. The middle knuckles spreading his inner sphincter as the third knuckles pressed against the outside of his hole. “That good?”, I asked. “Sure looks and feels good from here”, I added. He panted, “Oh fuck, oh fuck, oh fuck” as I moved in and out just an inch. I stayed there a bit, deeply fingering him with increasing roughness. Driving my fingers a little harder in and pulling out a little farther. Still rubbing his low bac He grunted in time my pushes. Without taking my fingers out I added my ring finger. He groaned into the pillow and I saw his hands gripping it tightly. After a moment of that he was able to relax and take it. I slid my fingers out of him and his whimper was much louder at the loss. I acted like nothing was unusual as I just started to move between his legs. Putting both hands on his low back as I pushed his knees apart with mine I said, “Well that seemed to confirm it feels the same to finger a guy and a girl and from your reaction it obviously felt good....” I massaged his low back and moved my hands farther up, making me move my hips forward until the cloth of my jock strap over my insanely hard dick pushed against his balls and taint. “I guess now the question is, go back to regular<b> massage </font></b>like this”, I kneeled the muscles of his upper back then grabbed his trap muscles and pulled my body tight against his. “Or do we take this experiment to the next step?” I ground my cock against him. “Please keep going with the experiment Aaron”, he begged. “I was hoping you would say that”, I admitted. “I’ve always wondered what it would feel like to fuck a man.” I felt myself going into a dominant headspace. time was over. I reached my right hand between us and pulled my jock strap the side, freeing my raging hard coc I raised my right leg and planted my foot up next his torso. I held onto the right side of his hip as I grabbed the bottle of oil and dripped some onto my cock with my left. It took a moment to figure out the angle since I had only ever been the guy getting fucked and it had been since I had anal with a woman. With the oiled head of my cock against his loosened hole I pushed enough see it starting spread him and asked, “Ready?” “Oh fuck yes”, he said in a pleading whimper.... More soon if anyone is enjoying this...  |
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