tagAnalMassage With a Very Happy Ending

Massage With a Very Happy Ending

byMatty_Walter©

I've always liked massage, especially the sensuous kind. Stroke and caress me and I'm like putty.

I had found that the massage part of the activities at massage parlors was lots of fun for me, perhaps more so that the so-called happy ending part. The sexual part always seemed so much like a business transaction. It felt like a contest between seeing how fast the provider could make me finish, and how long I could hold out. I once even gave a massage gal some extra cash just to continue the stroking and caressing instead of stroking my johnson.

I found myself in New York City once with a desire for something sensual. I found a listing in a local rag and called to make an appointment. When I got there we went through the usual preliminaries. Once I was naked and waiting on a table, Margaret, the "massage therapist" came in, introduced herself, and began massaging my front, which was somewhat unusual. Typically in these places, they massage your back lightly, turn you over, massage your front until they get to your privates. They try to get you all worked up, and then offer you the menu of "other services."

This gal began by massaging my chest from above my head. As she brushed my nipples, a shock coursed through me and she noticed me shiver. "You OK hun?" she asked.

"Yeah, it's just that I'm sorta sensitive there. Not bad sensitive, just very sensitive."

She proceeded to massage my pecs, but she then made it a point to come in contact with my nipples, until she finally placed the balls of her index fingers right on them and rotated them a bit. They responded quickly and became hard little nubs. She then grasped them between her fingers and thumbs and as she did, she could see the towel that was draped over my middle began to tent. As she continued, I got so turned on my hips began to move, almost involuntarily.

"Ooh, hun, we'll definitely have to come back to these later." Her promise of future delights made me even more eager.

She had me turn over, which wasn't all that easy given the erection I was sporting by that time. Laying down on it wasn't very comfortable either. She giggled at my predicament but didn't offer to do anything about it. What could she do anyway?

She began massaging my shoulders, then got up on the massage table and straddled my upper thighs. She began massaging my lower back. As she tried to move her legs lower, they caught the towel that covered my ass and pulled it with her. Was that intentional?

Her hands then began to massage my upper thighs and butt cheeks. And when she did, I again began to get aroused. I began to push my hips back in a slowly pulsing motion, not an easy trick given the fact that her weight was pinning my legs down.

"Does that feel nice hun? Does my touching your ass turn you on?"

Never having had anyone ever play with my butt before, I was somewhat surprised by my own feelings. I just stammered, "Uh, yes. It does." Even I was surprised at how innocent I sounded.

The massage gal then shifted her weight so that she now had one knee between my thighs, which caused my thighs to splay a bit, leaving me rather wide open. She resumed her massaging of my butt, but this time moving my butt cheeks in such a way that they opened often, providing her a most intimate view. As she did this, her thumbs grew steadily closer to my opening. When they finally got to it, I was humping my ass up and down and was truly surprised at my own feelings here.

I heard the click of the massage oil battle and then felt a cold drizzle of the oil right on my rosebud. I jumped at first, mostly from the surprise. "Relax hun, you're gonna love this. Just take it easy. I'll take it nice and slow."

I next felt her finger press against my ring and rub around in a little circle. She then placed her finger tip right at the opening and applied firm and steady pressure. My ass began to give way and let her finger in. It felt both intrusive and highly exciting at the same time. No one had put anything in my ass since my mother took my temperature that way when I was a little kid. I was amazed at the sensations.

Her finger moved in deeper, ever so slowly. She would pause when a little more would make its way in, I assume to allow me to get used to it. Before I knew it, I could feel her hand pushing up against my cheeks and I knew that her whole finger was in me.

"That feel good hun?"

"Mmmm," was all I could respond.

She then wiggled her finger around, twisted it around then began to withdraw it. I was a combination of raw excitement and confusion. Sure, I had done this to women before, in preparation for fucking their asses. I had always thought that they just endured it for me. I never realized it could feel so good. As soon as her finger was out, she replaced it with two. That was a bit uncomfortable and she could sense it. "Relax it babe. Relax your ass muscle for me. There, that's right. I can feel you loosen it up."

And with that, she shoved her two fingers all the way in me, but hard this time. Gone was the sweet tenderness of her first finger. Gone was the sweetness of my sweet massage gal.

"How's that!" she said as she rammed her fingers in and out hard.

I pushed my hips back and forth which seemed to be the only answer she needed.

"Oh, we're gonna have so much fun, sweet cheeks. Are you gay or something?"

"Not that I know of," I answered with a nervous laugh.

She had gotten off the massage table and was fussing with something out of my field of view. I was too nervous to look back at her. I felt like her victim, her lamb awaiting his fate. When she came back to the massage table, she crawled up between my now wide-splayed legs. "Hon, if you weren't gay already, I'm gonna make you bi now, at least" she said with a laugh.

I felt her spreading my butt cheeks with the fingers of one hand, and then felt something cold and firm pressing against me. She wasn't aiming right. Whatever it was, she wasn't wielding it very well. "A little higher. Higher. No that's too high."

"You aim me. Reach back and aim this thing."

I reached back and felt what seemed like an enormous dildo that was strapped onto her. From the feel of its heft and its thickness, I knew it was much bigger than my 6½ inch cock. How the hell would I be able to take this in my ass? Would it hurt? Would I bleed? Well, there was no going back now.

I guided her monster right to my anus and held it there. "OK," was my only comment.

"OK what?"

"It's aimed right."

"What? What?" she asked, the second time a little harsher.

"It's OK to go. Go ahead."

"Go ahead what?"

I finally got her drift. "Go ahead and fuck me. Fuck my ass."

"You want it? Tell me," she demanded.

"Yes, please fuck my ass. I want you to fuck my ass. Take me. Fuck me like all the women whose asses I've fucked."

A quick flick of her hips and the head of the big dildo was past my sphincter. It hurt momentarily. I wasn't prepared for the suddenness of her entry. "Oh, you've fucked a lot of women's asses have you?"

"Yes."

She drove in another inch and stopped. It hurt again, but now I was beginning to enjoy it. It still hurt, so I guess I was enjoying it despite the pain; or maybe because of the pain; maybe I was enjoying the pain too. And then the pain left.

She drove it in another inch or two with another hard shove. "How many? How many women's asses have you fucked? Tell me!" With the last sentence, she rammed her dildo in some more.

"I don't know. Maybe a dozen."

Just then, a hard rap came at the door. I guess that was the signal that the session was supposed to be over soon.

"Hey Brandi, come in here. I want to show you something."

I froze. Holy shit! She's going to let someone else see my defilement? I panicked, but had no options.

As the door opened, the gal who had that enormous dildo in my ass began to move it in and out. "Hey Brandi. Look what I got here. Want some of this?"

Brandi was a lithesome brunette wearing a T-shirt and skirt. I had my head down so I couldn't see much of her face, but I could see her from her chest down. She walked around behind me to watch Margaret thrusting in and out of my ass. Margaret picked up the pace, alternating between short, hard thrusts, and long, slow strokes.

"We have ourselves a little toy here. Get your skirt off and join us. I bet I can make him do anything."

At that, I pushed my ass back so that her dildo went all the way in for the first time. I wiggled my ass back and forth reveling in the feel of it filling me up.

As Brandi stripped off all her clothes, Margaret told her to slide under my face. The direction was clear to both of us. While Margaret fucked my ass, I was to satisfy Brandi orally. Margaret pulled my hips back until I was up on my knees, and Brandi hopped up on the table and slid under my face. Her pussy hair was neatly trimmed and being so close, I could see elastic lines from where her panties had been.

She gently put her hand on the back of my head and guided my face into her crotch. Margaret commanded,"Do her well or I'll take it out on your ass."

I tried my best to make Brandi cum. I tried to find her clit, which wasn't aroused yet, but with all the bumping from behind, I had trouble keeping my aim. It just wasn't working.

Brandi grabbed my hair and pulled my head back. She looked down at me and said,"You're not too good at his are you?"

Margaret pulled her dildo all the way out of me in one long pull and then smacked my ass. "Roll over stud. Let's do this my way."

I rolled onto my back and Margaret lifted my legs way up, till they were on her shoulders. Brandi then climbed up over my face and hovered above me. I could see her pretty pussy just below her tightly closed rose bud. She hesitated for a second, then lowered herself onto my face, but still held herself slightly off.

Margaret then instructed me to aim her dildo again. I reached down and aimed it at my now loosened ass. She held the head against my hole for a second and then said something to Brandi that I couldn'y hear clearly.

Brandi then sat down on my mouth much harder, and as she did, Margaret slammed that dildo into me hard. It went all the way in, in one big thrust. When I felt the base against my ass, Brandi then wiggled her hips back and forth a bit, as if to make the seal better.

I began to lick, suck, and do whatever I could to pleasure Brandi. I stuck my tongue deep in her pussy hole, I sucked her clit, I let my nose slide into her pussy. When I stuck my tongue in her pussy, my nose would press against her rose bud.

I could hear them talking to each other softly now, as Margaret was thrusting in and out of me again. In this position she could get much farther into me. My guts felt like they were turning to honey and butter. My cock was hard and I wanted some stimulation of it, but I thought better than to touch myself without Margaret's order.

I felt the two of them shift a bit and then I realized that they were kissing each other. And then it happened. Brandi began to cum. She shook, she moaned, she thrust her hips forward and back in sharp spasms. She sat down on my mouth even harder. Fortunately I had just taken a breath because now my mouth and nose were so covered I couldn't breathe.

I took great satisfaction in knowing I made Brandi cum. Just then I heard Margaret shout, "Holy shit Brandi. I'm gonna cum."

I felt a few hard thrusts, and then the dildo in my ass was still. Both women had just cum. I was still left unsatisfied however. I felt the women shift a bit and then one of them grabbed my hard cock with some lube in her hand. She stroked me only a few times and I erupted like Vesuvius. My cum shot up onto my chest and neck, and in subsequent spurts, dribbled onto whose ever hand had just jacked me off.

Brandi lifted off my face leaving my cheeks wet with her pungent juices. Margaret slid her dildo out of my ass, slowly. As she climbed of the table, Brandi said to Margaret, I guess we're going to have to call you Peg from now on.

Report Story

byMatty_Walter© 0 comments/ 125894 views/ 34 favorites

Share the love

Similar stories

Tags For This Story

Report a Bug

1 Pages:1

Please Rate This Submission:

Please Rate This Submission:

  • 1
  • 2
  • 3
  • 4
  • 5
Please wait
Favorite Author Favorite Story

heartsakic, ReySmith and 32 other people favorited this story! 

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar:

   Cancel