Mature's First Anal Massage Pt. 01

Prologue:

The following is an edited version of a previously published narrative. It's one of a number of stories I'm editing and reposting as time permits. And although the editing might not be perfect, it will be an improvement over the original.

As always, comments are welcome as long as they are constructive. Thank you.

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Introduction:

I've been getting a regular massage for as long as I can remember. Well, maybe not quite that long, but for a good fifteen years. And every other week at the end of the day on Friday unless something interferes, which isn't often. My current masseuse is Paula, who was recommended to me by my dear friend Lois about eight years ago, and I've been going to her ever since.

When I first started going to Paula, she was working at a hair salon where she plied her trade in a back room. She then 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 another masseuse and then a masseur, along with a receptionist.

Paula is an attractive woman in her mid 60's now. She's been a masseuse for years, or a massage therapist as she likes to be called, and is very good at it. 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 the clientele are older people.

While I've never had a massage from Bill, I have with Rita when Paula isn't available. She's as good as Paula, and is the masseuse my husband Walter will request when he schedules a massage, which isn't often. Only when he's in the mood, or stressed out from work. Rita is a very attractive woman, more so than Paula, which I assume has a lot to do with his preference for her.

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 very devoted to each other, but aren't cohabitating as living together at a single residence. They split staying with each other between Rita's townhouse in town during the week, and Bill's house outside of town on weekends.

My husband and I are friendly with both of them, although we've never "socialized" with them. I find Bill attractive more than in a friendly way, and he seems to feel the same way about me as we often flirt with each other. Not that I would consider any of it over the line, and it never seemed to bother Rita if she happened to be around. If anything, she seemed to encourage it, and at times would join in with Bill. Her doing so might have something to do with a mutual attraction we seem to have for each other. Maybe more so on her part, as she always massages me in ways Paula never did.

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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 called me, but my phone went right to the mail box so I must have had it off. When I checked it, she was right. She then informed me Rita was busy with another client, but Bill could take me since he was free until closing.

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

Edna let Bill know, whereupon he came to greet me and escorted me back to his room. Each of them has their own massage room and all the rooms are identical. Small, with a large and very comfy massage table in the center. Each room also has a small alcove where you can undress and dress in privacy.

The massage rooms have very little lighting by design. The available light is a combination of indirect lighting and scented candles. 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 a massage takes.

Once Bill welcomed me and showed me to his room I used the alcove to undress. With Paula, I always remove all my clothes. Undergarments included. The only covering during the massage is a small towel, which I use 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 it massaged.

With Bill giving me a massage for the first time I hesitated about taking my bra off. Even my panties, but decided why not. It didn't make sense at my age since I'm not a shy person, or ashamed of my body. I always do with Rita when she fills in for Paula, and it wasn't as though Bill was a complete stranger, or someone I didn't feel comfortable with.

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 informed me he retrieved my client card from Paula's files, which they all apparently have detailing what their regular customers like and dislike as far as a massage. The information is helpful for situations like today where Bill was substituting for Paula and giving me a massage for the first time.

Bill started reading from the card to me..."Says here Lacey, that what you like best is your lower back, bum cheeks, legs and 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 what a good idea to keep detailed information on your regular customers for each other."

Little did Bill know how happy I was I decided not to keep my panties and bra on. He probably would have thought it strange if I did. Maybe even felt slighted or offended. For once I made the right decision.

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

While doing my inner thighs, Bill would come within a whisper of touching my pussy under the towel, but never did. But close enough to cause it to tingle ever so slightly. I wasn't sure if it was from fear that he might, or wishing he would. Either way, the feeling was nice and not completely unlike when Paula, or especially Rita, massages my thighs.

So you'll know, this is the first time I ever had a massage by a masseur. Definitely a first. Not sure why I always get a massage from a masseuse, but I do. My guess is I simply feel more comfortable and relaxed with it being another woman.

My husband Walter is just the opposite. He only prefers masseuses. Claims he wouldn't feel comfortable with another man's hands all over him.

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

I'd be lying if I didn't say his hands on my breasts didn't excite me, but I often get the same way when Paula and Rita do them. More so with Rita.

While massaging someone's breasts versus fondling them is different, both can have the same effect. In my case my areola puckered and little bumps formed from the Montgomery glands swelling, while my nipples became hard and erect. And in my case, erect means nearly a half inch long.

When they did, I apologized about it..."Sorry Bill, but I react the same way with Paula or Rita. It's kind of embarrassing, but there's not much I can do about it. My breasts are very sensitive and always react that way to the slightest bit of stimulation."

"No reason to apologize, or to be embarrassed. You're not the only person it happens to. Even with some men. It's not uncommon at all."

Unfortunately the close brushes of Bill's hands near my pussy, and now the feeling of someone I'm attracted to massaging my breasts was having "unintended" consequences. In addition to relaxing me, I was beginning to get horny.

Finally Bill finished with the front part of my body and I rolled over while being careful not to expose my pussy. With Paula or Rita, I'm never concerned about it, but was with Bill. More so for him thinking I was "flashing" my pussy at him.

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 put much effort or time into it.

Bill then moved down to my lower back, which he manipulated very nicely, before moving to my bum. And it's when the fun started.

As is the norm when getting a massage, your legs are slightly spread apart for better access to them and your inner thighs. That being the case, there's no way when lying on your stomach with them spread that your anus might not be somewhat exposed. But there's not much you can do about it if you want your bum and the inside of your 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 break out in goosebumps from it, which he couldn't help but notice.

Bill then switched to my other bum cheek and once again his fingers kept brushing my anus and I kept breaking out in goosebumps.

Finally Bill apologized..."Sorry if I keep touching your anus, Lacey. It's totally unintentional, but sometimes it can't be helped."

Although I wasn't buying it was totally unintentional..."I suppose it can't be. Even Paula and Rita do occasionally, but when they do, it doesn't have the same effect on me as with the goosebumps. Sorry about that." Which was entirely truthful as it has happened with Rita.

"Once again Lacey, there's no reason to apologize. Besides, it's not unusual for someone to enjoy their anus being touched."

"I'd be lying if I said I didn't. Very much so as hard as I tried to ignore it when you did."

"Hopefully you won't be offended, but with it being the case, it would be my pleasure to massage it for your enjoyment."

Which caused me to pause before responding..."I'm not offended. But while it's nice of you to offer, I'm not sure it would be appropriate."

"It's not a case of being appropriate or not, but what you enjoy. My goal is for you to be totally relaxed and to have experienced a truly enjoyable massage when I'm done."

After giving it some thought..."Since you put it that way, it will be a new experience getting my anus massaged. The worst that can happen is I'll be uncomfortable with it. If I am, I'll be sure to ask you to stop."

"Fair enough, I can assure you I won't be offended if you do."

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. Slowly and very nicely he massaged it with the soft pads of the tip of his fingers, as well as all along my anal valley. He even massaged my perineum.

It wasn't long before it was having a very "unintended" effect on me, but not an unexpected one. I had all I could do from showing how it was, although I couldn't stop pussy juice from oozing out my cunt. All I could hope was, he couldn't see it with me on my stomach.

In spite of my best efforts, Bill couldn't help but sense the effect it was having on me..."I hope you don't mind me being frank with you Lacey, but I've always admired you and knew you'd have a lovely anus. And being an old "butt hound" like I am, I know a pretty one when I see it. It's one of the reasons I love Rita so much. Yours reminds me a lot of hers, although hers is somewhat hairy. Not yours, which makes it all the more attractive. And so you'll know, Rita also loves her's massaged."

"Maybe it's an age thing then. I know the older I get, the more I enjoy it. And in more ways than one."

As he continued to massage it, he seemed to be enjoying it as much as I was. Being the "butt hound" he called himself, maybe even more.

Then while I wasn't expecting it, I felt the tip of a his finger ever so cautiously probing the entrance to my now very oily anal orifice. Not probing it as though he was about to insert it, but as if to see what my reaction would be.

Loving my asshole fingered as much as I do, without thinking I instinctively raised my ass ever so slightly when I felt his finger probing it. I might have even moaned without realizing it in anticipation of it sliding in.

He continued to probe it ever so carefully as though waiting for some kind of reaction or response on my part. Since he was, and I couldn't resist the thought of him fingering my asshole any longer..."If you're wanting to do what I think you are Bill, please do."

It's all he needed to hear before easing in an oily finger up to the first knuckle before pausing. Since I didn't yelp or ask him to stop, he slowly inserted it as far as it would go.

I couldn't help but let out a soft moan of pleasure once it was. After which he swirled it around in my rectum before he began to finger-fuck it ever so slowly.

I couldn't help but moan again when he first did..."I hate to say it, but, I can't tell you how good your finger feels."

"It's nice of you to be honest. Now just relax and enjoy it."

It felt so good I couldn't help but squirm and even hump his finger as he fingered my ass.

Seeing how much I was enjoying it, he added a second finger, which made me groan with pleasure when he inserted both of them. Once they were, he resumed finger-fucking me.

I had to laugh at myself as he did. Just a few short minutes ago I was worried about him seeing my pussy, and now here he was fingering my most intimate hole.

It wasn't long from how good it felt before I raised myself up on my knees slightly to give him better access to my asshole. Soon as I did, he began fingering me more rapidly. To say it felt good would have been an understatement. It felt simply awesome and I told him so in no uncertain terms. Not that he wouldn't have been able to tell by the way love juice was now oozing out my cunt.

Just when I thought it couldn't get any better..."Would you be interested in something a bit larger in your ass Lacey?"

While I once again hesitated, I couldn't help but ask..."What are you proposing?"

"I keep an anal dildo on-hand for when Rita and I are alone in the shop."

When he asked, I assumed he was referring to his cock and was relieved to hear it was a dildo. As much as I would have loved a cock in my ass at that point, I would have graciously declined. And since it was a dildo and not his cock, it gave me the impression he was sincere about experiencing a truly enjoyable massage as he put it, versus wanting to fuck me in the ass.

"Really?"...I asked

"Really."

I wasn't buying he kept one on-hand just for Rita, and had to wonder how many other women's assholes he did with it.

Even though I was somewhat skeptical..."With it being the case, why not. But let me see what the dildo looks like first."

After he withdrew his fingers from my ass, I heard him rummaging around in a small cabinet where he keeps his massage oils.

He then showed me the anal dildo. It was shaped like a cock, but with a very small cockhead for easy penetration initially. It increased in diameter from the head to the base as many anal dildoes do. About three quarters of an inch in diameter at the tip and a good inch and a half at the base. It was at least ten inches long with a flange at the base so it couldn't be fully inserted. Although it's hard to believe anyone could take it all in their ass.

All I could think of is how "convenient" it was to have an anal dildo handy as he did. And while I didn't know whether to believe him, the thought of it having only been used in Rita's ass kind of excited me for some reason.

Since I already gave him the okay, and I was hot to trot from him fingering me, I told him to feel free to do me with it.

After he applied some massage oil to it, he first inserted just the small faux cockhead. Then after pausing for a second, he ever so slowly inserted what felt like a good six to seven inches straight into my asshole. Then after pausing again, he slowly began fucking me with it.

Being a silicone dildo, and oily as it was, it glided in and out easily. Too easily, and felt heavenly.

Then suddenly the unexpected happened. It began to vibrate. When it first did it was as though an electrical shock hit me. Between my husband and I, we've used a number of different anal dildos in my ass, but never a vibrating one. I almost screeched when he first turned it on, but thankfully didn't. The last thing I needed was for Rita or Edna to come racing into the room.

"Jesus Bill, why didn't you tell me it was a vibrating dildo? Or at least warn me before you switched it on? I nearly screamed when you did."

"Sorry about that Lacey. I should have, but didn't think to. But if it's any consolation, Rita and Edna have probably left for the day by now."

"Thank God for that. Now continue with what you were doing."

He did, and as he pumped the now vibrating dildo in and out of my ass it felt simply fucking awesome. So good, it wasn't long before I felt an orgasm about to hit me and made sure to let Bill know not to stop until it did.

About thirty seconds later the first wave swept over me. And once again I had all I could do not to scream. But the one thing I couldn't control was my cunt, which let loose with one cunt fart after another. And each one was accompanied by a gush of pussy juice.

After the longest anal orgasm I ever had, which hit me in multiple waves and seemed like it would never stop, Bill finally withdrew the still vibrating dildo from my ass. I almost wished he hadn't. Even though my orgasm essentially ended, it felt like I was going to have another one. The vibrating dildo felt that good.

Once the dildo was out of my ass I simply laid flat on the massage table to fully regain my composure. Bill quietly left me alone as I did, but not before telling me after I got dressed to meet him in the reception area.

When I did there was no one else there but Bill. No Edna, and no Rita. Both had left for the day since it was after 5:00PM. I even noticed Bill had the open sign in the window turned off.

While I was somewhat embarrassed to face Bill after he just dildoed my asshole and orgasmed like I did, I couldn't but thank him..."It's not often someone goes for a basic massage and gets their asshole pleasured so nicely. Thank you."

"It was my pleasure, Lacey. And I'm glad you enjoyed it so much."

"I did, but I need to ask if you were being truthful about the only reason you have the anal dildo is to use on Rita? And I won't be upset if it's not the case."

"I can well imagine you thinking I use it on other customers, but I don't, and never have. It's Rita's, and up till now has only seen the inside of her ass."

"It's nice to know it's only been in hers and mine."

Bill then changed the subject and mentioned that he and Rita occasionally provide massage services at couples homes since they have portable massage tables.

"Interesting"...I said. "And please don't be offended, but do you both provide similar 'services' like you just did, or just a massage?"

"I'm not offended, and was hoping you'd ask. While we never have, and always kept things on the up and up, even when asked, we'd be very interested with the right couple."

"Meaning?"

"If you're asking if you and Walter are the right couple. Most definitely. Rita has this thing for Walter. She's mentioned more than once how she gets the urge to put her hand under the towel covering his pubic area. According to her, she's come close more than once."