My life was running along smoothly until that fateful day in March of 2020. I have been married to my husband John for 25 years, and have an adult daughter who has been out on her own for a few years. We were empty nesters who enjoyed our lives together and stayed very busy, with many friends and with jobs that left us with little spare time. John worked long hours in a factory as a supervisor, and I worked as a hairdresser with hectic hours.
We were not wealthy, but with our combined income we managed to have all the things we needed and most of the things we wanted. It’s true that we pretty much lived paycheck to paycheck, but as long as we both worked everything was good. Then came the statewide shutdown! John’s job was not immediately affected but the salon where I worked closed without any notice. My mind raced trying to figure out how I was going to pay the bills, as I had always managed the finances in our household.
If this lasted very long I hoped that some of my clients would come to my house to have their hair done, but it turned out that most were afraid to go out anywhere because of the virus. A trusted friend came to my house to get a haircut in my makeshift basement salon, and noticed the massage table set up in a separate room next to my stylist chair. He mentioned to supplement my income, I could start doing massages. After he left I gave his idea some thought, as I was a licensed massage therapist, having been certified along with my cosmetology license.
A little about me, 5’7″ tall, 150#, natural curly red hair, to mid back, perky 36-C breasts and a pretty tight ass. Most people say I am pretty, with a good figure for a forty eight year old. I have strong hands and muscular legs from being on my feet 8 to 10 hours a day at work. My husband and I have an average sex life, which could always be better.
As March turned into April with no end in sight for the pandemic, and money running dangerously low, my thoughts again turned to the massage table in the basement. I decided to post on CL for relaxation massages, and was surprised at the few responses I received. Most were from men, many asking questions like; do you require draping, is this a full body massage, what do you wear, do you offer happy endings? When I realized what they were referring to I replied it was a legit massage and no happy endings. When I sent that type of response I never heard back from most of them.
I had heard all about the massage’s that finished with a happy ending. I did not plan on doing any of that, besides it was illegal, and I was married and didn’t think John would approve. I did think in the back of my mind, what would I say or do if the question was asked.
One morning a gentleman called and asked for a massage that afternoon. I told him the massage was eighty dollars and yes, I could accommodate him on short notice. My first male client, I was so happy I could squeal. He showed up on time and things went well, he never mentioned anything about a happy ending, and he even left a five dollar tip. Then a lull for over a week before I booked my second male client. It went well also and another five dollar tip. At this rate I would never be able to pay the bills.
May arrived and the pandemic roared on. John had his hours cut at work, along with a corresponding pay cut. Now I am beginning to panic. I have only done a couple of massages, and only a few haircuts. With slightly different wording and a picture of myself I tried a new CL post. The emails rolled in and I booked a massage, for a guy, for that afternoon. He had asked about draping and I told him it was optional. He also asked what I would wear and I told him probably a sundress, as it was a warm day.
With the time approaching for my third male massage client, I prepared everything. Clean sheets on the table, massage oil warming, dim lighting and soft music. Then I prepared myself with a quick shower and dressed in a sundress that came down to mid thigh, and showed off my long legs, When I heard the doorbell I took a deep breath and welcomed in a handsome, 50 something gentleman. We introduced ourselves. His name was Ted and I led him to the massage room, instructed him to undress to his comfort level, showed him where to place his clothing and handed him a sheet to cover himself with. I then left the room and closed the door.
I gave him a few minutes to get ready then knocked before entering. He was on the table and waiting, draped with the sheet. I thought to myself that he did ask me if draping was required. With him on his stomach I slid the drape down to his butt and began to massage his neck and back, as we carried on a nice quiet conversation. When I moved to his legs I slid the drape up to his butt and started with his feet, working up to his calves then to his thighs.
While massaging his upper thighs I pushed the drape up to expose part of his butt and I pulled his legs apart just a little to gain better access to knead the inside of his thighs. As I worked, the back of my fingers would lightly brush against his scrotum, then I began working the muscles in his butt. When I finished his left side I moved around the table and repeated on the right side. I told him he had some tight gluteus muscles and asked if he would like for me to work on them some more, and he agreed. I pushed the sheet up to expose his entire butt, then worked out some knots in his gluteus. We were approaching the time for him to turn over so I held the drape as he rolled over.
Before I started on his front I arranged the drape to cover his whole body and noticed a slight tent in the sheet below his waist. I did his fingers, hands, arms and shoulders then slid the sheet to just below his waist and worked on his chest. I massaged to just below his waist and then before moving to his legs I recovered his chest with the drape. I gave both feet a massage then uncovered his legs and did his calves. As I started his thighs working almost to his crotch, I had him again spread his legs slightly with his knees bent. The tent in the drape was now more pronounced as I massaged closer to his hips.
While standing next to his midsection massaging his right thigh, I froze as his hand touched the back of my leg just above my knee, but I didn’t say anything and resumed working. Soon his hand slid up my leg to the hem in my dress. I told him I am a married woman, and this wasn’t that kind of massage. He then looked into my eyes and said there can be a big tip for you if you massage all of me. I asked how big a tip, as I did really need the extra money. He said he would double the amount of the massage. I had thought this question would come up sometime, but I wasn’t expecting it with my third male client.
With that I reluctantly nodded yes, and slid the drape off him completely. I got my first look at his erect cock, which was pointed straight up toward his belly. It was rather large to my inexperienced eye, and also quite thick. I had only seen a couple of other cocks, besides my husband’s. His hand slid up my leg under the hem of my sundress, then over my panties. He gently fondled my ass as I resumed massaging his inner thigh, the back of my hand now occasionally touching his scrotum. Each time my hand made contact with his scrotum his cock would would leap to attention. With his hand on my ass I was getting turned on and could feel my pussy starting to get moist.
His hand slipped away as I moved to the other side of the table to massage his left thigh. Now his left hand slid up my leg and over my panties, to continue to fondle my ass cheek. He was gentle and I could feel myself getting turned on. With only about ten minutes left of his hour massage, I poured some warm oil on his still very erect cock and took it in my hands.
I asked if this was what he wanted and he smiled and whispered yes as I began to stroke his member. He was a lot thicker than my husband, as my fingers couldn’t encircle his girth. His cock was almost purple and had a dark red head, with pronounced veins on the shaft. It felt good in my hands and I was getting more turned on, the more I stroked it. His hand caressing my ass was now attempting to get between my legs, no doubt trying to get at my pussy, and when I told him that area was off limits he backed off. I didn’t want him to go there and discover how wet my pussy was.
As I stroked his cock he began to moan, so I increased the tempo and pressure on his member and looked into his eyes. The eye to eye contact took him over the top and his moaning increased as his cock twitched and he began to cum. Thick ropes of semen spewed from his cock all over his stomach as I continued to stroke him until he was spent. I felt great satisfaction giving him such pleasure, then grabbed a moist towel and gently cleaned his now wilting manhood, and the seed he had spewed all over his stomach. I asked if he felt better now and he smiled and said yes, much better thank you.
I left him alone to get dressed and when he emerged from the massage room he handed me payment for the massage as I walked him to the door. Before leaving he again thanked me and asked if more might be available with a return engagement. I told him I had not planned on doing what had just transpired, and I would have to give it some thought, but to call me, as you never know. He left me smiling all the way to his car.
As I closed the door my thoughts went to what I had just done, and the money I just earned. He was a nice guy, good looking and a great tipper. I don’t know if I would do that again but now I knew what it was like. I was still turned on and my husband wasn’t due to be home for a couple hours so off to the bedroom I went to retrieve my favorite toy, and relieve some of my own stress.
Over the next week I received many inquiries from my massage ad, and I did three massages for gentlemen about my age or older. Two of the three went about like the massage with Ted, with me giving them a happy ending, for double the cost of the massage. I never mentioned a happy ending, but left it to the client to broach the subject. I liked the idea of having control of these men in my little massage room, and actually looked forward to them asking for a little more than a massage. It was great for my ego to be able to turn on these men and make them cum by just touching their cocks. I had decided that was as far as I would go, hand jobs only.
I did tell John that I was doing massages, and he liked the Idea that I was earning some much needed extra money. Of course he knew nothing of the happy endings, and I planned to keep it that way. All the clients I had seen so far had been during the day when John was at work, so he didn’t realize they were mostly men.
A few days later Ted called again and asked if I had thought about his proposal for a little more. I asked him point blank just what a little more would consist of. He said a topless massage would be great, if I was willing. It was near the time of the month when the mortgage was due soon so I told him it would be a lot more expensive. But that’s another story for another time.
Thank you for reading and I would appreciate any and all comments.