The Massage

Work had been an absolute bitch for the last month. The level of stress had been off the charts but I finally finished the project from hell and decided to treat myself with a nice massage.

I went online to A4A and found a massage therapist who did outcalls and sounded like he could give a good massage and maybe, just maybe leave me with a smile on my face. Though if I was being completely honest with myself, I wanted something more than just a massage. Something along the lines of a good fuck but most sites don’t allow escort ads so it was officially masseurs only. It was also a bit of a challenge in that so many of these guys were so young and I was definitely in the silver Daddy category.

It was kind of hard to tell from the site though what services guys actually offered with the vague descriptions and what exactly is an erotic massage anyway? Then one ad really caught my eye. His name was Mac, the profile said was 34 and his pictures were amazing showing smooth skin over heavily muscles, military short hair and big dark eyes. But what grabbed me was Mac’s ad mentioned he had a special massage package involving tantric prostate work. That sounded really intriguing to me. One of my favorite things when I bottomed was those little rhythmic pokes on my prostate. Each poke an electric shock of exquisite pleasure. A massage that specialized in that? Oh hell yes, sign me up.

Mac explained he didn’t bring a table but used a gym mat that would give him more room to maneuver around and use his body weight more freely. I was more than open to feeling his weight on me. He arrived right on time and greeted me warmly as he came in with the floor pad and gear. Mac had on a pair of loose fitting cargo shorts and a polo shirt. He was probably almost 6’3”, taller than I was expecting and so good looking. Much better than his pictures. I led him to the bedroom for him to set up the pad on the area I had cleared for it.

We chatted for a couple minutes and he asked questions to make sure he would meet my needs and if I had any problem areas, he could focus on those trouble spots. I mentioned that I had never had a prostate massage but loved the idea. Mac smiled, winked and told me to trust him. He asked me to take my clothes off and lay face down on the mat using a small pillow to cradle my face. As I undressed, Mac did as well so both of us were nude and wow, his body was stunning.

On his knees and straddling me I could feel his dick along the crack of my ass. Mac took some oil in his hands and started working on my shoulders. His hands were strong and the massage was deep. I could feel the tension start to leave my body already. As Mac continued down my back, I was feeling very relaxed and was so glad that I had selected him. The massage continued down my back and worked the small of my back. He would wander a little farther down on my butt, but not very far.

Then he flipped around, transitioning to my feet and worked both my feet and legs. As he worked up my legs, he would brush my balls and start to work my butt. Oh sweet heaven, did that feel good. As he kneaded my butt, he poured additional oil on both sides as well as in my crack. My skin slippery from the excess oil, he massaged each cheek and started to spread them to work down my crack. The feeling of the warm oil as it slid over my skin was seductive. He slowly massaged around my hole and I let out a soft moan so he knew I was enjoying myself. He slowly work a finger in my ass and I let out a contented sigh with a softly whispered ‘yes’.

Then as he worked his finger in a little more, I pushed back a little and spread my legs a bit. Mac went deeper, slowly twisting to start stretching me out. It felt wonderful. He worked more oil to slick me up even more. I gasped as his finger went deeper and barely stroked my prostate. The jolt was immediate and tingled through my entire body. I wanted more.

“Time to flip over” Mac said, bringing me out of my stupor. Rolling over, my cock stood hard, longing for attention. He once again straddled me, his own hard cock rubbing against mine. He was gorgeous up there above me, his skin glowing with from exertion. Closing my eyes before I embarrassed myself, Mac’s slick hands and massaged my shoulders and chest. He paid special attention to my nipples with light tweaks and rolling them between his fingers, causing me to hiss with pleasure.

Scooting down, he rubbed my stomach and all around my waist with gentle teasing strokes. Then all around my hard cock but never quite touching it, it was the sweetest kind of torture. Slowly Mac pushed my legs apart as he worked his way down my thighs. Every firm stroke of his hands shot little jets of pleasure through me.

Finally, my legs were spread wide and he was sitting between them. He scooted forward, moving my legs on top of his. Mac started to gently stroke my cock, liberally pouring more oil that ran down over my balls and into the crack of my ass. With his other hand he started to stroke up and down the length of my ass and barely teasing my hole. I spread my legs instinctively, wanting, needing more.

Finally, his fingers breached my hole and I let out a moan of approval. Mac stretched out my hole and slowly fucked me with his finger while never his gaze never left my face. I use the muscles in my ass to try and milk his finger. He was just teasing my prostate with occasional gentle nudges which shot sparks of joy through me. And watching his muscles covered with a slight sheen and the intensity of his expression as he opened me up was a sight to behold.

Mac asked me if I was doing okay and I said great.

“Let’s turn you over again, that way I can get a better angle. Your prostate wants more.”

A minute later I was on my stomach, legs spread with my ass up in the air as my hips rested on a pillow. I had never felt so naked, my hole was completely exposed as he knelt behind me.

His hands spread my cheeks wide, teasing the edge of my hole with his thumbs. Then a single finger entered my already slick opening and started to stroke in and out. Gently at first, he started to finger fuck me. With each stroke, he tap my joy button and it felt beyond good. Each little hit shot little waves of pleasure through my entire body. My cock was rock hard and leaking already.

Then he added a second finger and there was the slightest sting at the additional thickness followed by a jolt of joy as he struck home. My entire being shuddered at how good it felt. I was starting to wonder what it would feel like to have him stop using his fingers and slide his cock into me.

In and out, Mac continued to work my hole for the next few minutes with the repeated strokes on my prostate making me tremble. Then Mac almost pulled out to just tease the entrance. Other than the juicy sounds of the lube, the only noise my little moans and our mutual heavy breathing. Pushing up, I tried to use the muscles in my ass to pull his fingers back in, clenching my hole repeatedly.

“Jesus, that’s hot. Do it again.” He whispered, his voice rough as he pulled his fingers out.

Obeying his command, I flexed my hole several times wanting, needing that delicious friction inside me.

“More, please.” I pleaded with him. I could him take a shuddered breath behind me.

“I know we didn’t talk about this…” Mac said roughly before hesitating a moment “but I really want to fuck you.”

“Fuck yes, please fuck me.” I groaned out.

“You have a condom?” He asked and my mind blanked to the list on my desk to pick up some more. Since starting prep, I hadn’t been as careful about making sure I always had them on hand. And I hadn’t thought too much about it since this was supposed to be a massage with some prostate work.

After hesitating a long moment, I finally just blurted out, “I’m on prep.” Hoping he would still want to fuck me. I would love to feel him fuck me bare, to cum in my ass. After all, hadn’t I started on prep just for that reason? My desire to get fucked raw and bred.

I felt him slide his hard cock up and down my crack, teasing me. Pushing back, I flexed my hole trying to get his dick inside me.

“Are you asking me fuck you raw?” His voice low with hunger and need.

“Yes…” before adding a whispered “Please.”

Mac rubbed once of twice more before teasing my entrance with the head of his dick. Slipping in just the tiniest bit before pulling back out. He was driving me mad.

“Gonna let me cum inside you?” Mac said slowly as he fucked me with just the tip, tiny little strokes to make me want it more. His voice said he knew I wanted him to shoot inside me but he wanted to hear it.

“Mark you with my seed?” He continued after a second.

“Please… breed me.” I ground out, uttering those nasty words that had haunted my secret dreams.

“Fuck yes,” Mac said as he slid his full length into me. I gasped at his size and the speed of which he was balls deep inside me. There was a bit of a burn followed by the most delicious feeling of fullness in my ass. I let out a long low moan of pleasure.

This, this was what I had been craving deep down, skin on skin fucking.

His hands grasped my hips as He started to fuck with slow steady strokes as my ass adjusted to his size. Mac built up speed as he fucked me with long powerful strokes. I was in seventh heaven as his balls slapped against mine with each thrust.

“You like that Daddy? You like my big raw dick in your ass?” Mac growled out as he took aim as my prostate. A gasp of joy escaped me at that electric jolt of sheer ecstasy. My own cock was rock hard and almost read to shoot without even touching myself.

“God yes, fuck me harder!” I moaned out, before I encouraged him with more dirty talk about my my hungry ass and to using my slutty hole and more. When I get going, I can be rather verbal and a little nasty.

Leaning down he whispered in my ear, “That’s more like it Daddy, your ass feels so fucking hot raw.” Raising back up, he really started to long dick my ass.

“Work that ass for me. Suck the cum out of my cock with that pussy.” Mac growled as he took direct aim at my prostate, causing me to gasp. Using my ass muscles I flexed and squeezed his rock hard cock.

As he picked up the pace, all I could do was moan with incoherent pleasure at his powerful fucking. “Fuck yes, gonna put a baby in you.” he ground out. “Gonna turn you into a cum hole. You want that?”

“God yes, please cum inside me. Breed me like a bitch in heat.” I begged him as I tried not to shoot too early.

His breathing grew labored as he rode me hard and I felt him stiffen. I could tell he was getting close.

“You ready Daddy? Gonna breed that ass.” Mac grunted out and with a powerful thrust I felt his cock twitch deep inside me as rope after rope of his cum spurted deep inside me.

As he continued to slowly fuck his load deeper into my jizz slicked hole, he reached around and started to jack my dick which was already close to shooting. “Cum for me Daddy.” was all he had to say and I exploded in one the most powerful orgasms I’d ever had.

I now schedule a massage every month or so with Mac and he says I’m one of his favorite clients.