The Elusive Orgasm [MF] [Massage]

“I haven’t had an orgasm without doing it myself ever,” she wrote. “I’ve always wondered what it would feel like to have one without touching myself.”

She was responding to an ad I had posted specifically for women who had trouble experiencing an orgasm without taking matters into their own hands. After giving many massages, I came to realize how much of a frustration this is for many women. There can be many barriers for a woman and a massage is the perfect way to begin to work toward orgasmic freedom.

A massage is about relaxing the body and the mind and getting in touch with the sensations in your body. That is a real massage, not the random rubbing around some people try to pass off as a massage. An erotic massage or sensual massage takes things further and focuses on bringing sexual pleasure.

Deborah was the woman on the other end of the email. She was definitely interested in the experience and wanted to know more. I explained to her my process and then waited for a response. It was a day later when I heard back. She was still very interested. I could almost hear the yearning for release in her words. She told me a little about herself. 53, married, professional and sexually frustrated most of the time.

It was then that she surprised me. When I hear from a married woman, she’s usually very concerned about discretion. Deborah, however, asked if her husband could come with her. I told her that was fine. This is the only time I’ve ever had a woman respond to an ad and ask for her husband to attend. Every other time it’s been a couple showing up, the man has been the one to make contact. Maybe it was for safety or maybe she would feel guilty not involving him. Regardless, we set up a date and time.

When Deborah arrived with her husband (who she introduced as David) I was pleasantly surprised. I usually avoid asking for pictures ahead of time. First, it makes a woman self-conscious and she feels like she’s being judged for every imperfection. Second, there is something enjoyable to me about being surprised.

Deborah looked a few years short of the 53 she had told me about. She was pretty with kind eyes and soft features. She was about 5’6″ with dark brown hair with blondish highlights that fell over her shoulders. She had the look of a woman who takes a lot of care to make sure she looks good. She wore a black skirt just above her knees, a white blouse and black pumps.

She’d told me almost nothing about her husband. I sized him up quickly during the introductions. My large hand swallowed his whole during a quick handshake. I’m a little over 6 feet with wide shoulders and a thick neck. A few hours at the gym each week makes sure I stay in shape and also means I weigh 245 pounds without being fat. I could tell immediately that David was intimidated by my size. I raised my voice a few notes and slumped my shoulders a little to be less threatening. I talked to them both in a friendly tone and I could see him start to relax a little even though his eyes kept darting to the massage table I had set up in my living room.

I didn’t know exactly what she had told him so I spoke in general terms as I began, “So, you’re ready for a sensual massage today?”

She nodded, “I’ve been looking forward to it all week.”

I gave her my normal spiel and could see him listening intently. “This is all about you being comfortable and having an enjoyable experience. If you need more or less pressure, tell me. I won’t be offended. If anything hurts, tell me. If you feel like you need to stop at any point, just say so. No pressure. It can just be over.”

She nodded at each point. I motioned to the couch and invited her husband to make himself comfortable. I pointed her toward the table and told her to undress and lie down. She could use the sheet to cover herself and I’d be right back. I padded off in my bare feet toward the kitchen where my bottle of oil sat in a bowl of warm water. After a reasonable amount of time, I returned.

She was face down on the table, the sheet pulled up to the middle of her back. He sat wide eyed on the couch. He’d said almost nothing since they arrived and I wasn’t sure how much he approved of this. I gently moved her hair from her neck and draped it over the side of head where it hung past the headrest. Her skin was warm when I began to rub the oil into her shoulders. I felt her react immediately.

At the first touch her muscles were tensed. As I spread the oil the relaxed and I saw the muscles in her neck become less rigid. As I massaged her shoulders, arms and upper back she began to breathe deeply, another indication of being relaxed. I had actually expected it to be a little more difficult. Pressing between her shoulder blades I heard her release a very slight moan. More as I worked lower on her back. When I hear that, I know it’s a spot to spend a little more time on.

With the sheet lowered to her waist, I could see she had a very nice body. Not lithe like a twenty something but toned like a woman who works on staying fit. I found the same thing when I moved to her feet and lifted the sheet from her calves. As I worked on her feet and ankles, she made some more muffled sounds. I found it hard to believe someone who was that in touch with the feelings of her body was orgasmicly challenged. I started to wonder if it was something physical that kept her bound up.

I enjoyed my journey up her legs. They were strong and firm. I took my time, especially when I was massaging the insides of her thighs. Her legs slightly parted, my hands feeling the warmth of her skin. I enjoyed coming close to her sex, teasing her slightly. I could feel her tense a little as I approached each time.

Finally, I removed the sheet from her completely. She had a wonderful little butt. I began to massage her lower back following the muscles into her hips and glutes. As my fingers dug into her flesh I realized I’d forgotten about about David. I glanced up at him and he was sitting straight up which is not easy on my couch. I couldn’t tell if the look on his face was excitement, fear or dread.

I returned my attention to Deborah’s fine rump. I decided to use a little different technique that I described in my last story. I did the same long strokes over her body from shoulders to feet several times. Then I made it much lighter with just my fingertips. Down her back, the backs of both legs, right in the center. Come back I trailed them along the outsides of her legs and up her sides. She shivered a little.

Back down the center of her back to her beautiful ass. I traced the crease between her buttocks and thighs, slowly and lightly. Her legs were still spread a little from when I was massaging her thighs. I let my fingers continue between her legs along where her thighs and pelvis met. My fingers touching the outer edges of her vulva. She inhaled a deep, shuddering breath. I teased her for a while, enjoying watching her respond.

Then, I moved my hands to the backs of her knees. I caressed the sensitive area there. It often sends sensations up a woman’s legs and heightens her arousal. Eventually, I trailed back up her legs and again allowed my fingers to brush against her sex. I was very pleased to see that she was not shaved. She was trimmed nicely, but still had enough hair to look like a woman should.

I moved my hands to a place on her lower back that I have found also elicits a wonderful response. She seemed to enjoy this very much. I moved down slowly and gently, running my oiled finger over her anus. It twitched beneath my touch. I continued to rub over it very gently, with almost no pressure at all. She began to moan softly and much more regularly. I slid my other hand between her legs, down the crevice created by the folds of her labia.

As I moved past her vaginal opening my fingers picked up copious quantities of new lubrication. I smiled a little knowing just how turned on she was at this moment. I continued along this rapidly moistening slit until I bumped against her clitoris. It was already surprisingly erect. When my fingers made contact with it she let out a low, long warbling moan. I knew I could probably bring her to a climax in pretty short order.

I glanced at her husband again and he was in the exact same position with the exact same expression. However, there was evidence of his own arousal pressing against the front of his shorts. I couldn’t help but notice he looked like he was long and skinny. Whatever he was feeling, it was apparent he wasn’t going to object.

I made the decision not to press on toward the orgasm yet. I told Deborah she could roll over and she did. Often a woman will want to recover herself, but Deborah made no indication of such a desire. She lay there naked in front of me with no apparent shame or reticence. We made eye contact that the expression of a professional woman with kind eyes was gone. I recognized raw hunger. She was like a big cat who had been awoken and needed to devour its prey.

I went back to work, massaging her shoulders, chest, stomach and legs. I didn’t spend that long on them this time because of how apparent her need was. When I touched her breasts her breathing became almost ragged. They were beautiful. No longer perky, most likely from feeding her children, they were still full and fairly firm. She had the thick nipples that I am particularly fond of.

Her belly was not completely flat but I thought it was pretty damn perfect. The trimmed hair covering her pubic mound was dark and alluring. After massaging the front of her body, I began to again move toward that spot between her legs. Not a direct assault, but a circling, teasing approach. With each pass her movements became more ardent. I knew I was building toward something that should be really wonderful.

I ran my hands over her pubic mound, letting my fingers split and capturing her clitoris in between them. She moaned again, this time loud. With my other hand, I slowly separated her labia. I felt how wet and warm she was. No, warm didn’t really describe it. She was blazing hot there. I teased the hole that led to her vagina with my finger. She squirmed and moaned more.

David stood up from the couch and moved toward us. I wasn’t sure what he was doing until he stopped several feet away. He just wanted a closer look. I slid my finger slowly inside her. Then a moment later, another finger. Her back was already arched, her fists clenched and eyes tightly shut. My left hand was still teasing her clitoris while my right had two fingers inside her. I began to move my fingertips inside her, looking for the g-spot. I knew when I found it because she reacted violently.

Her hips raised completely off the table. I let go with my left hand and used my right thumb to press on her clitoris. I could feel spasms starting to form inside her. Then she sat up, leaning on one elbow facing slightly towards me. She was making quick, jerky movements so I slid my arm under her to keep her from tipping over or falling off the table. At that moment she began to cum. She convulsed forcefully. She grabbed my shoulder with one hand, her fingernails digging into me like a terrified cat.

I continued to stroke and caress her and she continued to shake and moan and even stifle a scream. It was one of the top 5 most epic orgasms I’ve ever seen. When she finally stopped convulsing, I expected her to fall back onto the table spent. But her eyes were still wild with hunger. She sat up, slid off the table, dropped to her knees and in one movements yanked down my shorts and underwear.

My half erect penis sprang free and nearly slapped her in the face. Before I could do anything, she had it in her mouth. Her hand found my shaft and stroked. I became fully erect very quickly. I looked at her husband. His eyes were fixed on my cock in her mouth. She withdrew and held it, staring for a moment. I’m only average length, but extremely thick. Women have often commented that it feels “heavy”. My erect penis is about the size of the average woman’s wrist.

Satisfied with her inspection she stood up and sat on the table, pulling me between her legs. Her hand still holding on to my protruding appendage, she began to rub its head against her. It felt more and more slick as her saliva began to mix with the lubrication oozing from her vagina. She placed me against her opening and with her free hand pulled me at the waist.

I added my strength to her efforts. For a moment, the head of my penis strained at her entrance. I pushed hard and she pulled harder. Then suddenly I was in. Once in, I slid all the way forward until our pelvises met. She threw her arms around my neck and thrust her body against mine. I began to move my hips, sliding my cock back and forth in its new home. I looked again at David and there was no mistaking his expression now. He was not a fan of what was happening. However, he still showed evidence of enjoying it in spite of his misgivings.

With her wet heat enveloping my rigid penis, I didn’t care in the least. I hadn’t even thought about a condom even though I’m typically very careful about such things. She leaned back a little and I kissed and licked her breasts, shoulders and neck. Within a few short minutes, she came again. This time clinging to me as she jerked and twitched, impaled by my erection. Now, she wasn’t the only hungry one.

I grabbed her hips and lifted her off the table. Holding her in there air I used both my arms and my pelvis to pound us together. She leaned back and watched the action for a moment, then leaned back forward and kissed me on the lips. Her tongue thrust into my mouth. David apparently couldn’t watch that. He turned his back and looked out the window. She came again in that position.

She still felt like she was in a ravenous state, so I set her back on the table. I pulled myself out of her with an audible “shlooop”. I went to my knees and put my mouth on her clitoris. She responded by lying back on the table. I licked between her lips and thrust my tongue into her opening. Licking back to the clitoris, I took it in my mouth. I repeated this numerous times. I began to rub her anus with the tip of my finger while I did. She pressed against it so I pressed back a little.

The very tip of my finger separated her sphincter just a little. She ground on my face a little in return. I was aware that her husband had turned back toward us and was watching again. I pressed with my finger again and it disappeared to the first knuckle. She cried out and I wondered if I’d gone too far. But then her hand was on my head pulling me against her. She was still pressing against the finger, so I slid it in further. As the second knuckle started to pressure her she came again.

This time when she stopped twitching, I could tell she was spent. I stood up and looked down at her. Her carefully brushed hair was a sweaty mess. She had a tired smile on her face. I picked up a towel and wiped away some of the sweat from her face, chest and stomach. She sat up and wrapped her arms around me and rested her head on my shoulder. “That was amazing,” she whispered.

She dropped her hand to my still erect penis. She wrapped her fingers around it and then slid off the table and onto her knees again. She took it into her mouth again. With one hand she stroked me and the other stroked the area right behind my balls. It didn’t take long and I felt it all start to tighten up. I could feel David watching from behind me. When she felt the pulsing begin behind my testicles she pulled me out of her mouth.

She stroked me, watching, then pointing me toward her breasts. She didn’t move fast enough and the first explosion hit her in the throat and ran down the middle of her chest. Very quickly more followed. I was extremely turned on and as a result came way more than normal. In short order her chest was covered with my expulsions. She licked the last drop from the tip of my cock and then stood up and kissed me again.

I could taste the combination of my salty semen and her musky scent. I handed her the towel and she dabbed off the largest globules of cum. We both began to redress and I watched as she slid her bra over her still wet and sticky skin. She thanked me and hugged me and whispered, “I’ll text you.” David said nothing as they left.

She’s been back a few times but now without bringing her husband. It hasn’t always included a massage.

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Source: reddit.com/r/eroticliterature/comments/9m2hzh/the_elusive_orgasm_mf_massage