I was staying at a 5-star hotel and spent the first four days of my five-day stay shopping, dining, golfing, lounging by the pool, spending time on the beach, and enjoying the nightlife. I was getting a lot of looks from men when I wore my tiny pink bikini, and for a woman in my mid-fifties, it was great for my ego.
I am an Irish descendant with long red hair and green eyes. I keep myself in good shape by running and working out at the gym. I am 5’10” and maintain a 36C-26-36 figure. People tell me that I look much younger than my age.
It was the last day of my stay, and I decided it would be a perfect time to indulge at the hotel spa. I had not been there before, but it looked inviting in the hotel brochure. Beyond the manicures, sauna, and swimming pool, part of the service highlighted massages. I booked a late afternoon massage. In the meantime, I used the treadmill at the spa. I ran three miles in twenty minutes and worked up a heavy sweat. I used the Jacuzzi, and then I showered.
When it was time for my 5:00 PM massage, I went to the desk, and a young girl named Jean took me back to the room. She didn’t tell me much except to lie on the massage table whenever I was ready.
She showed me a stack of thick, soft towels. There were no instructions on what to wear. But I know from experience that the best way to enjoy an authentic full-body massage is in the nude, so I dropped the robe they gave me to wear, climbed onto the table, and covered myself with two large towels. Then I closed my eyes and rested.
I waited about five minutes when there was a knock on the door, and the massage technician came into the room. It was no big deal that they sent a masseur. I prefer a man’s hands anyway.
“Hi, I’m Alan. I will be doing your massage. Have you been here before?”
“Hi, I’m Reyanna. Nice to meet you, Alan. This is my first trip to Hilton Head Island. I’ve been here for a week. Today is the last day of my stay, and I thought, why not end it well with a massage,” I answered.
“Wise decision,” Alan said. “What kind of massage do you like? Any problem areas that I should concentrate on or avoid?”
“A normal massage, nothing too hard.”
“I’ll go easy on you,” Alan responded. “Please tell me at any time if the massage is too rough.”
Alan was a tall black man in his mid-fifties with medium brown skin and closely cropped hair. He wore a white T-shirt, white pants, and flip-flops. He looked fit, not muscular, but solid. I also noticed his large hands and feet, and his fingers and toes were exceptionally long.
He started rubbing my shoulders with the towels still in place. Alan used just the right amount of pressure. His voice was calming when he spoke. While we talked, he casually lowered the towel on my back to my waist. He dribbled strawberry-scented oil onto my back and started a deep massage using the palms of his hands.
“Am I rubbing too hard?” He asked.
“It feels great, just right,” I responded.
He moved my arms to my sides and fit my face into the face hole in the table. He continued to work on my back. I enjoyed his various techniques.
As he was massaging my lower back and sides, I could feel his fingers go a small way under the towel covering my ass. His fingers grazed the sides of my breasts on his way up my sides. It felt nice. After a few minutes, he folded the towel back to cover me.
Alan moved to the foot of the table and lifted the towel to expose my legs. He was very respectful and provided a high degree of modesty with the towels.
Alan applied oil to my calves and thighs and continued his professional technique. At first, he did each leg individually, then he went up both legs, starting at my ankles and ending a few inches from the tops of my thighs.
He poured more oil on his hands and reached under the towel to massage the cheeks of my ass. As his fingers neared my intimate areas, I began to imagine him doing something more erotic.
“You have good muscle tone,” Alan said as his hands went back down the backs of my legs.
“Thank you. I run to stay in shape,” I responded.
“I can tell. Your leg and hip muscles are quite firm.”
“I just ran a few miles on the treadmill before coming in.”
“I saw you running. One of the staff pointed you out as the 5:00 PM appointment, and I volunteered. I hope that doesn’t sound unprofessional, but it is a pleasure to give a massage to a good-looking woman with a nice body. Most of my customers have less-than-perfect figures,” he said, and we laughed.
“I sympathize. I am glad you are also enjoying the massage. Does this mean I get a discount?” I playfully asked.
Alan laughed and said, “Sorry about that, Reyanna. I have no control over that. However, maybe we can throw in some extra time since you are my last appointment today.”
It was nice to hear that he watched me running on the treadmill. And maneuvering his way in to massage me was better still.
Alan broke me from my thoughts when he said, “For the rest of the backside massage, I usually remove all the towels, but we can skip that if you prefer.”
“No, go ahead. The towels only get in the way,” I responded.
Alan removed the towels and applied more oil, dripping it virtually everywhere. He smoothed the oil on the back of my legs, my back, and my ass. He stood at the head of the table using both hands on my shoulders and sliding his palms down using the hill of his hands to apply pressure to my lower back and the cheeks of my ass. Then he bent further over me and massaged my legs down to my lower calves.
Alan repeated the massage up and down my body several times before he moved to the foot of the table. I was sure he was getting a good look at my pussy, not that I minded. He applied more oil to my legs and moved his hands up very quickly to rub my ass and lower back. He rubbed rather quickly at first, then repeated more slowly.
“You are doing okay, Reyanna?” Alan asked.
“I am doing great,” I truthfully replied.
It was a great experience. The temperature was perfect, the music was subtle, the scent from the oil was pleasant, and Alan had been very charming. He had done everything right. He continued slowly up my legs, now massaging the inside of my thighs with his thumbs and the outside of my thighs with his fingers. When he reached my ass, I could feel him just barely touch the edges of my pussy, which sent a shiver up my spine and caused me to flinch a little.
“You are doing okay, Reyanna?” He asked again.
He was clever by asking and checking respectfully and then perceptive in deciding how much to push things.
“This is a wonderful massage, Alan. You are very good with your hands,” I truthfully replied.
Alan kept up the massage, and when he got to my inner thighs and ass, I felt his thumbs glance against my pussy, but again, he did not linger. The anticipation as he moved his hands up my thighs and then the split-second glance against my pussy was electric.
Alan held a large towel upward to shield me and asked me to turn over. When I turned, he laid a pillow over the face hole for me to lay my head. Then he started to cover my breasts with the towel.
“Is that towel necessary?” I asked.
“Not if you don’t want it,” he answered.
“Then let’s not use it,” I said.
This was the first time I had a good look at him. He had a distinguished look and a pleasant face.
“Are you enjoying the massage, Reyanna?” He asked me again.
“Very much,” I answered.
“I have been enjoying our conversation too. Some of my clients never say a word during the entire massage, and I don’t know what they are thinking,” Alan explained.
“You are easy to talk to,” I assured him.
“Thank you, and you are too.” He said, and then casually added, “Some of my customers enjoy having their breasts included in the massage, and others do not. I am comfortable either way, but I always ask first. What is your preference?”
I smiled and said, “I’d be disappointed if you didn’t include my breasts with the massage.”
“Well, I certainly don’t want to disappoint you,” he said. Then he dripped the oil as before. Standing by my waist, he lightly ran his hands over my tummy and sides to smooth the oil before massaging.
I had no control over the state of my nipples, but he must have noticed that my nipples had swollen when he started to drip the oil. He started massaging the sides of my waist with each hand. His thumbs were nearly touching together at my navel, and he moved up slowly while pressing down reasonably hard with his wide-spread hands. He repeated this four times, each time stopping at the bottom of my breasts.
He lightly circled my navel with his fingers, and he slowly worked his way up the center of my chest and then traced the outside of both breasts in ever-decreasing circles until he traced the ridges of my areolas. My breath deepened with my breasts rising toward his touch.
Alan moved to the head of the table and leaned over to place both of his palms on my belly, with his fingers reaching the lower part of my waist and outer hips. His hands moved slowly upwards and rubbed the outside of my breasts, pushing them together to deepen my cleavage and then sliding his hands over both breasts. He gently cupped them and then gradually applied more pressure with his fingers.
He looked down at me and asked, “Are you alright, Reyanna?”
I had to laugh that he asked me that question just as he had both of my breasts cupped in his hands. I chuckled, “This must be one of the fringe benefits of this job.”
Instead of laughing, he very smoothly replied, “It is a pleasure to massage someone as beautiful as you.”
“Thank you very much,” I softly replied.
I have no problem attracting men. I have a pretty face. My red hair is long and natural. My breasts are the right size and shape for my body, and I am proud of what I have. I would never criticize someone who gets a boob job to make herself look and feel better, but I am grateful I never had to consider that, even at my age. So, to have someone compliment me while he was massaging my breasts was perfectly timed, and I smiled.
During this part of the massage, it was evident that he had focused his attention almost entirely on my breasts, at times tracing them with his fingertips, and other times, the only way to describe it would be that he grabbed as much as his hands could hold and squeezed. My nipples had swollen and tingled from his touch. My clit began to swell and tingle as well, and I was hoping he would not stop.
Alan is the type of person who is perceptive to the situation. He knew I did not mind having my breasts massaged and could perceive me enjoying it; otherwise, I doubt he would have circled my nipples with his fingers, followed by lightly pinching them. My eyes stayed closed, and the smile on my face remained until it felt so good that I started taking deep breaths.
Eventually, his hands left my breasts. He began dripping oil on my legs, tummy, and more on my breasts. He also dribbled enough oil on my pubis to where I felt it rivulet down the lips of my pussy. Unlike previously, he did not immediately smooth the oil everywhere before starting the massage.
He avoided moving anywhere close to my pussy area, perhaps sensing that he needed to be careful. He lightly rubbed my legs and inner thighs, then moved to my abdomen and upward to my breasts again. He spent more time on my breasts, finishing by rubbing my hard nipples between his fingers and rubbing the oil up my chest to my neck and chin.
Even though the oil had saturated my vulva, Alan stayed clear of touching me there. He leaned on the side of the table so that his thigh was near my hips. He lifted my arm and rested my hand on his thigh. He then took more oil and ran his hand on my upper arm to my shoulder while his other hand rubbed my breast. My nipple remained hard, and he would barely touch it with the end of his finger. He laid my arm back on the table, with the outside of my hand touching his thigh as he leaned over the table.
This seemed incidental, and I made no effort to move my hand. It seemed as he rubbed my tummy and legs that he was leaning his body in such a way as to increase the pressure on my hand. I continued to enjoy the massage, and as he moved his body, I thought I felt his pants against the back of my hand. Although I could have been mistaken, I could have sworn it was his penis that I felt. Alan then went to the other side of the table and did my other side the same way.
Neither of us had spoken in some time, but as he laid my arm on his leg while massaging it and again touched my breast, he asked, “Everything okay, Reyanna?”
As he touched my aroused nipple, I took a very long, deep breath and asked, “Can’t you tell?” He laughed again.
He stood up and laid my arm on the table. He moved to my feet with both hands wrapped around my calf as he started to massage again. His hands moved down to my foot and gave me the best foot massage I ever had and treated my toes like he treated my nipples. Then he treated my other foot the same way. But he didn’t stop there. His hands went up my calf and began there. He moved his hands higher and lifted my leg off the table. He moved higher on my leg with both hands wrapped around my thigh. My legs were reasonably close together, not clenched but not showing much of my pussy.
As he moved further up my thigh. He squeezed inward, which created a gap between my thighs, allowing his fingers to graze my pussy, also causing my quick intake of breath.
As he moved back down my leg, he placed pressure on my lifted knee so that my legs were now spread further apart. When he reached my upper thigh again with both hands, he circled his hands around the apex of my thigh, and his fingers rubbed against my pussy. My body jerked in response.
“Sorry, try and relax,” he softly said.
“Okay.”
Alan moved to stand near my waist. He stroked my belly and smoothed the oil he had dribbled on my pubic region. His fingers ran lower, and the fingers of his other hand were touching my inner thigh and giving a nudge to open wider. I was at the point of surrender as I rolled my knee outward and opened my legs. I did not resist as he pushed my legs further apart, and my pussy opened like a flower to his eyes.
He started to rub my pussy gently but directly. It felt electric, and I let out a soft moan. His fingers rubbed up and down my pussy, very gently. He parted my vulva with his fingers and lightly rubbed my clit. I felt his pants glance against my hand again as he leaned over. This time, he leaned in, and I felt his crotch press against my hand. I did not move my hand.
My hips slightly arched when Alan slowly slid one and then two fingers inside my dripping pussy, deeper and deeper. He stopped and held them in deeply. His fingers felt thick and long. The moment he began to slide them in and out, I had an instant orgasm, at least partly because of the long buildup of sexual anxiety during the massage.
When I tensed up during my orgasm, he kept his fingers deep inside me and did not move them until I relaxed again. During the time he had brought me to orgasm, his cock had been rubbing against the back of my hand through his pants. He was hard.
“How do you feel?” He asked.
“Great, I think I needed that. How do you feel?” I asked.
That made him laugh, and he repeated my earlier line, “Can’t you tell?” And we both laughed.
He had just fingered me to orgasm, he still had his fingers inside my wet pussy, and the back of my hand was still touching his erection through his pants.
Then Alan said, “I am a lucky guy to massage a gorgeous woman like you. The extracurricular activity is icing on the cake.”
He slowly removed his fingers from my dripping pussy and started to do a light fingertip massage on my entire front. I relaxed and moved my legs closer together. He moved so that I was no longer touching his pants.
To be candid, I thought we were finished. When he continued the light part of the massage with his fingertips running all over my body, I felt my nipples harden again as he touched them while his other hand traced the inside of my thighs.
I was a little surprised when he grazed my pussy again. I was more surprised when I felt the unmistakable sensation of his dick resting on my upper arm. I opened my eyes to see if I was dreaming or not. I surely wasn’t dreaming when I watched it slide down my forearm to the back of my hand.
During the time he had me enjoying his fingertip massage with my eyes closed, he had unfastened his pants. He had unzipped enough to free himself, but his pants were still on. I could tell he wanted me to do more than just lay there. I felt him touch my breast, and I moved my hand to hold him. While I had his dick in my hand, Alan undid the snap on his pants and lowered them out of the way. He wasn’t wearing underwear.
Although not fully hard, Alan was well-endowed. I stroked his cock a few times and felt it thicken in my hand. I looked at his face and saw him smiling knowingly down at me. After all, he was getting his dick stroked by a naked woman on his table while he played with my tits. He had been standing over my hips and now turned his body toward me, and I got a better look at what I was playing with. In measuring him with my eyes, his cock was a good nine inches long and quite thick. His cock and balls were also much darker than the rest of him.
I lifted from the table and leaned back on my elbows. His dick extended out from his body as I let go, and it fell onto my belly. I looked up at Alan. He had a big smile on his lips as I smiled back at him.
I was fascinated and overwhelmed as I looked back at his cock. He moved a little closer, and his cock was now lying upon my breast, the head touching my nipple. I blatantly stared at his cock as it stiffened and lifted off my breast into the air. I watched the big bulging head stretch outward from its foreskin. It struck me as one of the most erotic sights I ever witnessed. My heart started beating faster, and I felt my blood rush through my veins as heated lust welled up inside me.
I looked at Alan’s face again and laid back on the table as he moved closer. I turned my head toward him and closed my eyes as he approached closer and rested the tip of his cock on my lips. It slid against my closed lips until I gradually parted my lips and took him into my mouth. I closed my lips around the head of his cock as it rested between my tongue and palate. The taste was delightful, and his musky scent was intoxicating. I sucked him slowly at first and then with abandon. I could feel what was already a hard cock start to get harder and throb in my mouth.
His cock turned sweeter in my mouth as I continued to suck, and I could feel the smoothness of the head and the veins of the shaft with my tongue. The angle of my head was a little awkward, so I could only take him partway into my mouth.
Alan fits very well into the BBC category. I looked up at him while I had his big black cock in my mouth and paused. When he saw me looking up at him, he gave me a big smile. I used my tongue on the end of his cock while I looked up at him and then licked down the shaft and licked his balls too.
After giving his cock and balls a thorough licking, I looked up at him again, and he looked like he was in heaven. The contrast of his ebony and my ivory skin had an erotic appeal to it. I thought this must have been a fantastic experience for him to get his cock sucked by a beautiful naked white woman lying on his table.
I was deeply enjoying the experience and moved a little to have a better position to continue sucking his cock. I licked around the tip and then took the head back into my mouth and gently sucked and tasted the pre-cum that oozed from his dilated meatus.
I turned my body to have a better angle to suck him. His cock was hard as steel. I made an effort to relax my mouth and slid my head down to take more of him in my mouth. I took it to the back of my throat. I had my hand around the rest of his shaft, and I had engulfed half of his length. He was a thrill to suck, but I needed something more.
I took his cock from my mouth. I smiled and looked up at him, and asked, “Would you like to fuck me?”
It was as if he could not believe his luck. He kicked off his flip-flops and quickly stepped out of his pants, seemingly panicking that I would change my mind. He moved to the foot of the table, grabbed my hips, and slid me down so that my wet pussy was at the edge of the table. While he slipped off his shirt, I saw that his cock looked about ready to burst as it was so hard and pointing up at a high angle with pre-cum stringing off the tip.
I started anticipating how it would feel when he put that monster cock inside me as he lifted my legs so they rested on his arms. He rubbed the tip of his cock against my pussy and clit without entering. As his cock slid up and down my slit, the bulbous head started to penetrate me. It was a delightful feeling that caused me to moan as the head of his cock stretched my entrance.
He stopped as I relaxed to accept him, then he pushed more of his cock into me. He was halfway inside me when he withdrew. Then, I felt his hips thrust up against me, and I knew I had that whole massive cock inside me.
I groaned in ecstasy as he held in deeply for a moment. His big cock had filled me up, and I was so wet that he went in without much effort. Alan then started grabbing my tits and fucking me fast and hard until the heat got too hot, and we began to sweat, and then he slowed.
We found a perfect rhythm as we looked each other in the eyes. We kissed with our tongues entwined, and our fucking turned into more of a love session.
“You are fantastic. I love having your big hard cock inside me, Alan,” I said, looking up at him.
“Your pussy is so soft and tight, Reyanna. I want to stay inside you forever,” Alan said.
Then we fucked like crazy. I had one of the most intense orgasms in my life while Alan continued to hold out. I told him to tell me when he was ready to cum.
His answer came seconds later. “Now!”
“Take it out of me,” I quickly said.
He pulled out, and I got off the table and immediately knelt before him and took his hard, throbbing cock in my mouth. I was hungry for his cum when he let loose, and I moaned with delicious delight with every surge of his hot creamy texture that quickly filled my mouth, so much so that some spilled from my lips. I love the taste and texture of cum when a man shoots inside my mouth. I always had. Alan’s semen was very delightful.
When I had swallowed his copious load and thought he was done, I continued to stroke him with my hand. He then rewarded my playful efforts with another copious release on my lips and face, so much it quickly dripped off my chin and landed on my tits. But that wasn’t the end of it. He was still hard and asked me to keep stroking him.
And to my delight, he shot off again, this time directly on my tits. I took him back in my mouth and sucked him clean. I loved the taste of his cum and the feel of his cock softening in my mouth.
After a moment, he lifted me to my feet and told me, “That was the most fantastic blowjob I had ever had. You are an amazing woman!”
Even though my face and lips were covered with his cum, he leaned in to kiss me while I still held his soft cock in my hand.
“Reyanna, is there any way to hook up again?” He asked.
“I’m leaving tomorrow,” I sadly replied.
After I let go of his cock, he let me get a shower and dress. He gave me his business card and told me to call him if I ever come back again. On my way out, he kissed me again, and he gave my ass a good squeeze with both of his hands.
I could tell he was hard again. I would have loved to have him fuck me again. But I had recovered some sense by then, and time was running short. This is my story of the time I had a most delightful massage and sex with a black masseur. Oh, but this story is not over yet. Wait until I tell you what happened the next time I returned to the Hilton Head.
