Resort Massage

I was ten when my parents decided to take a long vacation to Spain. Dad was starting a new Job in September and had resigned from his old job in May. We were moving from a state where school got out in early may and started up again in early August to a state where school got out in mid June and started up the day after Labor Day which meant we all got a 15 week long summer vacation. My parents always wanted to visit Spain and I still have no idea why since we aren't Spanish as far as I know and It's not like it's Disney World or Hawaii or Florida for that matter. I was not particularly enthusiastic to be honest. It just wasn't very appealing to me per se. But we got to our resort hotel on the Mediterranean coast and it turned out to be very nice though we didn't check in until well after dark so I had no idea we were right on the beach.

I woke up to an amazing sunrise. We went to breakfast and then headed to the beach which I fell in love with instantly. After lunch we went for massages. Mom and Dad dropped me off at the massage station for kids and went into another area for couple's massages. They had booked us all 90 minute massages. I didn't speak and Spanish and the masseuse spoke almost no English so I didn't know how that was going to go. She was gorgeous though and that fact definitely was not lost on my underdeveloped libido. She was in her early twenties, long beautiful blond hair (I had thought all Spanish people had dark hair). I was wearing swim trunks since that's what my Dad told me to wear. She motioned me to lay down on my stomach and place my head in what I would describe as a donut shape cushion. I never had a massage before so the whole thing was new to me. Then I felt her hands reach into my waistband and tug my swim trunks down. I was partly scared and partly excited. I made no move to resist. I knew people getting a massage didn't wear much clothes but I didn't know they were naked. I assumed this was normal so I just let her take off my trunks. She then covered me in an oversized towel but not before she gently squeezed my butt cheeks and giggled. For a brief second I felt her mane of silky blond hair brush against my ass and lower back. That was the catalyst that made my little dick hard.

Her hands were like heaven as they caressed all over my back, shoulders, neck, legs, arms and yes, my ass. Nobody had ever touched my ass since probably when my parents changed my diaper or wiped my ass until I was old enough to do it myself. Now this woman was massaging my ass and intermittently giggling while she did it which for some reason made me feel all warm and tingly between my legs. After she had spent roughly half the time working my back half she had me roll over. I was embarrassed to let her see my little stiffy. But then the moment I caught her looking down at it then smiling at me and giggling some more I thought my little dick would explode, bursting from the blood pressure alone. It just bounced up and down while she went to work on my front side. As she massaged my face, neck, and chest she let her hair dr**e across my crotch tangling in with my throbbing little hard-on. Then she moved down to my belly, then my thighs, legs and feet. Then she began tickling up and down my thighs getting closer and closer to my tiny cock. She spread my legs and tickled the crease between my thigh and crotch and I was panting and breathing hard while she gazed affectionately into my eyes and smiled warmly. Then she said something in Spanish that I didn't understand but got the impression that she was encouraging me to enjoy what she was doing. Then, finally, the moment I was hoping for, longing for, she softly tickled my balls, lightly at first then more vigorously, leaned down piling her hair up all over my crotch and took my little erection into her mouth. I never dreamed anything could feel so wonderful as the blinding, excruciating pleasure of being inside her mouth as she swirled her tongue around and around while her gentle fingers wandered and sought out other wonderful places to tickle and caress me. instinctively I grabbed her by the back of her head holding onto her hair for dear life as I dry pumped my orgasm into her mouth drying desperately and failing to hold back my little scream.

It was over way too soon, but her mouth, tongue, lips lingered for a few minutes as I combed my fingers through her hair while she looked into my eyes. Then, as if she knew what was going to happen next, she released me, stood up and then bent down and picked me up in her arms and carried me to the little bathroom and set me down in front of the toilet and held me standing in front of her with one arm while she tickled a spot at the top of the crack of my ass that relaxed my bladder and made me pee like crazy. With her other hand she held onto my softened dick and aimed my stream into the toilet while bent over cooing into my ear. I have no idea what she said but to me it sounded like an angel saying "I love you" the way a bride would on her wedding night.

This was not my last massage. In fact my parents had booked a massage for me every Monday, Wednesday and Friday for the next fourteen weeks. I didn't get Lupita every time but I got her at least once a week and some weeks I got her three times. By June she was feeding me her breasts, teaching me to make out and in July she let me play with her pussy then took my virginity.

Lupita didn't have to tell me to keep this our secret. I knew what we were doing wasn't looked upon favorably by parents and probably the law. I didn't want to spoil a good thing so I kept my mouth shut. At the end of the summer Lupita informed my parents that due to our frequent use of her services that I had earned a six hour long massage. My parents didn't bat an eye and I had no idea if that was really even a thing. I just know my final massage that summer was the best six hours of my life. We did everything I wanted and I ended up coming three times though still nothing squirted out as I was still too young.

When we got back to the states I eagerly agreed when my parents offered to book me for a massage in our new home town. It was Saturday and I was hopeful but learned that not every masseuse did what I came to think of as special touching. That one didn't. None of them did. so I resorted to masturbation while looking at photos of girls in magazines, no not that kind.

The following summer we returned to Spain but not until July. My parents booked us a one month stay but my Dad didn't join us until the second week and he returned after the third week leaving Mom and me alone to return the week after he did. I was delighted to find that Lupita still worked there and had in the mean time learned a little English and I had learned a little Spanish so we were able to communicate a little. The Moment we were alone she practically tore my clothes off and I couldn't get my tongue into her mouth fast enough nor my hands on her breasts and fingers in her hair. I came almost as soon as her mouth sucked in my little cock and then came a second time about 80 minutes later. I still didn't squirt out anything but I was starting to leak a tiny amount when I was particularly horny. Lupita arranged for me to get her as my masseuse all 12 times so my summer vacation was just as pleasurable the second summer albeit much shorter. My mother gave me a funny look that last day in August when Lupita kissed me on the mouth and briefly slipped me some tongue while I grabbed her crotch.

It turned out that we made an annual thing of going to Spain and in the third summer I finally squirted sperm into Lupita's pussy. She was as excited as I was dipping her finger in and licking it clean. I didn't think to be disgusted when she kissed me and I tasted myself on her tongue. That was also the summer she talked me into eating her out for the first time. I bet not a lot of 12 year old boys get to eat out a 28 year old woman that looks like a fashion model.

The fourth year my Dad got a huge bonus and we ended up spending eight weeks in Spain with Dad spending half that time with us. Lupita was still there and she commented on how I was growing up and how my dick was becoming more manly. Still no hair though but that didn't seem to bother her much. The biggest development was when she got her little sister Carmen a job there. Carmen was only sixteen, more than ten years younger than Lupita. She was also even more beautiful than Lupita not that Lupita had anything to be ashamed of when it came to looks. But Carmen was just amazing to look at. Carmen was studying to become a masseuse and her sister was helping to train her and brought her to every one of my appointments which were exclusively with Lupita now. On the third week they brought their baby sister Maria to work with them. Maria was a year younger than me. We hit it off and when I wasn't getting a massage I was spending every minute with Maria. We explored the Spanish coast on bicycle and I met the rest of her family and often had lunch with them. I never spoke of what went on in my massage appointments and she didn't ask but she ended up being a lot like her sisters. The second day I was with her we fucked and did all those other things I had done with her sisters. We ended up as pen pals and we could not wait to get together the following summer.

That fifth summer I was 14 and Mom sent me ahead accepting an invitation to spend the entire summer with Maria's family. I had no idea the Spanish were so open about such things. They had me sleep in Maria's room all ten weeks of summer. I only went to the resort for my thrice weekly massages.