Mature’s First Anal Massage Pt. 01

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I’ve been getting regular massages for as long as I can remember. Well, maybe not that long, but for a good fifteen years now. Every week on Friday unless something interferes. Which isn’t often. As for my masseuse, her name is Paula, who was recommended to me by my dear friend Lois.

When I first started going to Paula she was working at a hair salon where she plied her trade in a back room. Then she decided to open her own business and relocated to a strip mall where she rented some retail space. Over time business boomed so she added two other masseuses and a receptionist.

Paula is an attractive woman in her mid 60’s. She’s been a masseuse for years, and as a result is very good at what she does. The two people working for her are both mature in age also. Bill is in his early 60’s and Rita late 50’s. As a result most of their clientele are older people. Very few customers are young in age.

While I’ve never had a massage from Bill, I have with Rita when Paula wasn’t available on my scheduled day. She’s as good as Paula, and is the masseuse my husband Walter will request when he gets a massage. Which he doesn’t often. Rita is a very attractive women, more so than Paula, which is why Walter prefers her is my guess.

As a side note, Bill and Rita have an ongoing relationship outside the business. Bill is divorced, while Rita lost her husband to cancer a few years ago. They make a nice couple and seem devoted to each other although they do not live together.

When I arrived one Friday for my regularly scheduled massage, Edna the receptionist informed me that Paula had to leave for an emergency and wasn’t expected back. Edna said she telephoned me, but I must have already left for my massage. She said Bill could take me since he didn’t have any scheduled customers for the remainder of the afternoon, while Rita was presently busy with one of her clients.

Since I was already there and looking forward to a massage I told Edna that Bill would be fine.

Edna let Bill know where upon he came to greet me and escorted me back to his room. Each masseuse has their own massage room. All the rooms are identical. Small in size with a large massage table in the center. Each room has a private alcove with a curtain where you can undress and dress.

The massage rooms having very little lighting by design. The available light is a combination of indirect and scented candles burning. Each room also has a sound system with soothing music playing at a very low volume. Between the low lighting, scented candles and music it makes for a very relaxing atmosphere. The intent is to put you in an entirely different world for the hour or so the massage takes.

Once Bill welcomed me and showed me to his room I went to the alcove to undress. When Paula gives me a massage I’m always totally naked. The only covering is a small towel, which is used to cover my pubic area when on my back. When on my stomach I’m completely exposed. No towel to cover my bum since l like having my butt cheeks massaged.

Since Bill was giving me a massage for the first time I kind of hesitated about taking my panties off. Even my bra. Then decided why not. It didn’t make sense not to at my age, plus I’m not a shy person. Besides, I have with Rita the few times she’s given me a massage. Plus I’ve known Bill (and Rita) for about five years so it’s not like he’s a complete stranger.

Once undressed I laid down on the massage table on my back and covered my pubic area with the towel. Just as I did Bill knocked on the door and entered the room.

Once inside he said he retrieved my client card from Paula’s files, which they all keep detailing what their regular customers like and dislike as far as their massage. The information is helpful for situations like today where Bill was substituting for Paula.

Bill started reading from the card to me…”Says here Lacey, that what you like best is your lower back, bum cheeks, legs & thighs and feet massaged. What you like least is your neck, shoulders and upper back done. It also states you like your massage while completely nude. Is that correct?”

“Yes it is Bill. And neat idea keeping detailed information on regular customers.”

Little did Bill know how happy I was I decided not to keep my panties and bra on as he would have likely felt slighted if I did. For once I made the right decision.

Bill then oiled up his hands with warm massage oil and began by massaging my feet first, then my lower legs and thighs. It didn’t take long to realize Bill was very good. Like Paula, he knew all the places to apply just the right amount of pressure or manipulation to give you a truly relaxing massage.

While doing my upper inner thighs Bill would come within a whisper of touching my pussy. But never did. So close though that I would tingle ever so slightly when he did. Not sure if it was from the fear that he might, or wishing he would. Either way, the feeling was quite nice and not totally unlike when Paula massaged me in the same place.

So you’ll know, this is the first time I ever had a massage by gaziantep escort bayan ilanları a man. Definitely a first for me. Not sure why I always get massages from only other woman, but I do. My guess is I simply feel more comfortable and relaxed with someone of the same gender. Up till now I always avoided men masseuses.

Coincidently my husband Walter is just the opposite. He only prefers women masseuses. Says he just wouldn’t feel comfortable with a man massaging him.

Once Bill was done with my legs and feet he moved to the upper front part of my body. First my arms then my stomach, chest and breasts. I wasn’t sure how he would massage my breasts compared to Paula, but hoped for the best.

I’d be lying if I didn’t say his hands on my breasts didn’t excite me somewhat, but Paula has pretty much had the same effect on me at times too. Totally unvoidable I guess. Massaging one’s breasts versus fondling them is entirely different, but both can have the same results. In my case my areola pucker and get little bumps while my nipples become hard and erect.

When they did, I apologized to Bill about it. “Sorry Bill, but I react the same way with Paula. Actually my areola and nipples react this way whenever touched or fondled.”

“No apology is necessary Lacey. You’re not the first person it has happened to. Even some men. It’s not uncommon at all. Just enjoy.”

Which I did. But unfortunately the close brushes of Bill’s hands near my pussy and now the feeling of an attractive man massaging my breasts was having an “unintended” effect on me. In addition to relaxing me, I was getting horny.

Once Bill finished with the front part of my body I rolled over, while being careful not to expose my pussy. With Paula I wouldn’t be too concerned if I did. While laying on my stomach now minus the towel Bill began massaging my neck, shoulders and the upper part of my back first. But since my file card noted they were my least favorite areas to be massaged he didn’t linger there long.

Then Bill moved down to my lower back, which he manipulated nicely, before moving to my bum. That’s when the fun started.

As is the norm when getting a massage your legs are slightly spread apart for access to your inner thighs. That being the case, there is no way when lying down on your stomach with your legs spread that your anus might not be somewhat visible. Not much you can do about it if you want your bum and inners thighs massaged.

Bill was massaging one bum cheek when one of his fingers lightly brushed along my anus. A few seconds later it happened again. Then a third time. Each time it did I would get goose bumps from it, which I knew Bill couldn’t help but noticing.

Bill then switched to my other bum cheek and once again his fingers kept brushing my anus. Finally Bill apologized…”Sorry Lacey if I keep rubbing along your anus. Totally unintentional, but sometimes it can’t be helped.”

I responded…”I suppose it can’t. Even Paula does it occasionally, but when she does it hasn’t had the same effect on me such as the goose bumps. Sorry about that.”

“Once again Lacey, there’s no reason to apologize. Besides, it not unusual for someone to enjoy their anus being touched. Although you do seem to enjoy more so than most.”

“Very much so.”…I replied. “I’d be lying if I didn’t admit your fingers lightly brushing along my anus had an “unintended” effect on me.”

“That being the case, and if I may be so bold, it would be my pleasure to massage your anus for you so as to heighten the “unintended” effect as you call it.”

“It’s nice of you to offer Bill, but I’m not sure it would be appropriate.”

“Not a case of being appropriate, but what makes you feel good. My goal is for you to be totally relaxed and stress free when I’m done with your massage.”

“Since you put it that way, please do. Be a new experience for me getting my anus massaged. The worst that could happen is I’ll be uncomfortable about it, although I doubt it. If I am I’ll be sure let you know.”

With that said Bill spread my legs further apart before applying more massage oil to his hands. Then I felt a couple of drops drip onto my anus. Bill then slowly and expertly began rubbing his fingers up and down my anus and all along the valley in between my bum cheeks. He even massaged my perineum.

It wasn’t long before it was having a very “unintended” effect, but not an unexpected one. I had all I could do from showing any signs of how it was sexually arousing me.

In spite of my efforts, Bill still sensed the effect it was having because he said…”I apologize for being so frank, but you have a lovely asshole Lacey. Being an old “butthole hound” that I am I know a pretty asshole when I see one. It’s one of the reasons I love Rita so much. Yours reminds me a lot of Rita’s, although hers is a bit more hairy. Not so yours. And so you’ll know, Rita loves her asshole titillated and pleasured too.”

“Maybe it’s an age thing with Rita and I. The older gaziantep eskort bayan I get the more I like my asshole pleasured. And in more ways than one. Now whatever you do…please don’t stop.”

Bill did just the opposite. He began massaging my asshole more intently now that he knew how much I was enjoying it. He seemed to be too. Being the “butthole hound” that he called himself he was probably enjoying it even more.

Then the unexpected happened. He inserted the tip of one finger up to the first knuckle in my well oiled asshole. When he did I couldn’t help but let out a soft moan of pleasure. Then slowly but surely he inserted the entire finger as far as it would go. Once fully inserted he began ever so slowly to finger fuck my butthole.

“God that feels good Bill.”

It felt so good I couldn’t help but start humping my ass slightly towards his finger each time he fully inserted it.

Sensing how much it was pleasing me, Bill inserted a second finger, which almost made me yelp with pleasure. Once his two fingers were fully inserted he started again to finger fuck my butthole.

Now the delicious feeling was getting to be too much for me. So much so I raised myself up slightly on my knees while leaning on my elbows so as to fully expose my asshole and give him easy access to it. Once I did he began pumping away at my asshole with his two fingers in a steady and fairly rapid motion.

Saying it felt good would be an understatement. It felt simply awesome. And I told Bill just that.

Just when I thought it couldn’t feel any better Bill asked if I would like something larger in my ass. When I asked what he was proposing he said he kept an anal dildo on-hand for just such occasions when him and Rita were alone in the shop.

“You’ve got to be kidding. Really?”

“Really.”…he replied.

I wasn’t buying that he kept the anal dildo on-hand just for Rita, and wondered how many other woman’s assholes he’s dildoed with it.

He withdrew his two fingers and next thing I knew I heard him rummaging around in a table draw. Then he showed me the anal dildo. It was shaped like a cock naturally, but with a very small head for easy penetration. It increased in girth slightly from the head to the base. Long and slender as most anal dildos are. A good ten inches. About a half inch in diameter at the tip and an inch or more at the base. Plus the base was designed so it couldn’t be fully inserted in someone’s asshole. Although it’s hard to believe something that long could.

All I could think of is how “convenient” to have an anal dildo handy, but since my asshole was hot to trot for more action I told Bill to feel free to do me with it. Which he proceeded to do.

First he inserted the small faux cockhead, which slipped in my butthole easily. Then ever so slowly inserted what felt like a good six to seven inches of it while pumping it slowly in & out of my asshole. Once he was satisfied it was as deeply and comfortably inserted as I would like the unexpected happened. It began to vibrate.

When it first did it was like an electric shock went through my body. It was the last thing I was expecting…a vibrating anal dildo. I’ve had numerous dildos in my ass over the years, but never a vibrating one. It was amazing how good it felt. So much so I had all I could do to avoid moaning loudly from the pleasure it was giving me. Plus if I did, who knows who might have heard me. Rita maybe.

Bill continued to work the dildo in & out of my ass so well that it wasn’t long before I felt an orgasm coming on. I let Bill know I was about to cum and not to stop until I did.

About ten seconds later the first wave of my orgasm hit me. I had all I could do not to scream, but I managed not to. The one thing I couldn’t control was my cunt, which let out one cunt fart after another. Each of which was accompanied by a squirt of pussy juice.

Finally Bill eased up from pumping my asshole and slowly withdrew the still vibrating dildo, which caused my anus to make a popping sound when he did. In some ways I wished he hadn’t removed it because even though my orgasm subsided it was still feeling incredibly good. The only thing I missed was a hot load of cum being deposited in my ass. But you can’t have everything.

Once Bill removed the dildo I collapsed on the massage table and simply laid there for a while to regain my composure. Bill quietly left me to be alone, but not before telling me that after I got dressed to meet him in the reception area.

When I did I realized we were alone. No receptionist and no Rita, both who had left for the day since it was nearly 5:00PM. I even noticed Bill had the closed sign on the door.

While I was a bit embarrassed about Bill just dildoing my asshole I couldn’t forget how much I enjoyed it and thanked him for the anal massage.

“It’s not often one goes for a massage and gets their asshole dildoed. And so nicely too.”…I said.

“My pleasure Lacey. I’m glad you enjoyed it so much.”

Bill gaziantep bayan escort then changed the subject and mentioned that him and Rita occasionally provide massage services at mature couples homes since they have portable massage tables.

“Interesting”…I said. “No offense intended, but do you provide other “services” or just a massage?”

“I’m not offended, and I can understand why you would ask, but we never have. We’ve always kept things on the up and up so to say, but we would with the right couple.”

“And?”…I asked.

“If you’re asking if you and Walter are the right couple. Most definitely. Rita has this thing for Walter. She mentioned the few times she has given Walter a massage she would get the urge to put her hand under the towel covering his pubic area to grab his cock. I told her Walter probably wouldn’t mind if she did. Most likely he would welcome it, but she never has.”

“What a coincidence.”…I said. “Walter has mentioned more than once how he finds Rita to be an attractive and sexy lady as he puts it. Plus some other things which I’ll leave unsaid. Based on what you just told me about Rita, I’m sure he’s going to jump at the chance for you two to provide some in-home massage services as you call it. I’ll talk to him about it, but make sure Rita is amicable to the idea too.”

“She already is. I wouldn’t have suggested it if she wasn’t. It’s something we’ve talked about long and often. That being a foursome. Problem was deciding on the right couple. Then as if reading each others minds we both thought of you and Walter. It was kind of a God send that Paula had to leave today as suddenly as she did. Until today I wasn’t sure how to approach you or Walter to see if you’d be interested. I probably should have broached the idea first with Walter, but this golden opportunity to discuss it with you was to good to pass up.”

“I’m glad you did, and flattered. I know Walter will be too, and he won’t be offended you didn’t talk to him first. In my mind it’s pretty much a done deal so we can count on it. After I talk with Walter, one of us will get back to you with some proposed dates to see what works best for you and Rita.”

While we were talking I couldn’t help but notice the bulge in Bill’s pants. Finally I said…”Seems you have a problem that needs tending too as I stared down at his crotch.”

“Sorry about that, but fucking you in the asshole with the dildo was quite a turn-on for me. I almost cummed in my pants when your orgasmed.”

“Shame you didn’t, but since you didn’t why don’t you let me take care of things for you. Be my way of thanking you for the terrific ass dildoing you gave me.”

“What do you have in mind?”…Bill asked.

“I would like to fulfill one of my fantasies. So if you don’t mind, get naked and on your massage table.”

Bill quickly returned to his massage room. Once on the table naked Bill’s cock was sticking straight up like a flag pole. And what a nice cock it was. So much so I was tempted to suck it instead of the hand job I planned to give him.

Bill’s cock was average in length. A good six inches, maybe a tad longer. Circumcised with a nice cockhead that made my mouth water since there’s nothing I like better than to suck a big cockhead. Diameter wise his cock was a good inch and half in girth. His pubic hair was neatly trimmed around the base of his cock and when I asked him about it I already had a good idea what the answer would be.

“Rita asked me to trim/shave there since it bothers her nose when she deep throats me. Plus she hates it when she gets hair in her mouth while sucking my cock.”

“I figured as much.”…I replied. “Hubbie trims his also, although I have a hard time deep throating his long cock.”

“How long?”…Bill asked.

“A good eight inches.”…I said.

“Rita will be thrilled when she finally gets to see Walter’s cock. No doubt she’s going to want to take it in all her holes when she does. Including her mouth. And no doubt due to how talented she is she’ll be able to deep throat his 8 inches easily.”

“That I’ve got to see.”…I said. “After you share what I told you about Walter’s cock with Rita, it’ll give her something to look forward to until we get together. I’m excited myself, and I know Walter will be too.”

“Enough said. Now it’s time for me to take care of your needs.

I grabbed some massage lotion and poured a liberal amount on Bill’s cock. Then I grabbed it with both hands and slowly began masturbating him. First with long slow strokes with both hands wrapped around it. Then I grabbed the base of this cock firmly with one hand and stroked the exposed part with the other.

Wasn’t long before I noticed Bill gripping the massage table tightly with both hands while make soft moaning noises as his head rocked back and forth. I picked up the tempo as I jacked him off, and the faster I went the more he moaned and tossed his head around. Just when I sensed he was about to cum I once again stroked his cock with both hands, but at a slower pace. No sooner than I did Bill arched his back which raised his ass high off the table. When he did he shot a huge load of cum about three feet straight up in the air. It landed with a big plop on his stomach. Then another cumload shot out and up, but only about a foot this time before coming back down on his cock. The rest of his cumload was in the form of a steady stream out of his swollen gland, which ran down his cock shaft and onto my hands.

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