My Vacation Fling with my “Stepmom”, part 1 [MF]

Before I begin, I want to point out that the events of this story were a long time ago. I’m now firmly established in middle-age, whereas I had only just turned 18 when this happened. But as you might expect, these memories have stayed in my mind!

I’ll start by saying I don’t hate my dad. We had a good relationship and if he was still alive I wouldn’t have shared this story with anyone, even anonymously. My mom and dad had me in their early 30s, and my twin siblings in their mid 30s. However, when he hit 40, he had his own mid-life crisis, left my mom, up stakes to a sunnier part of the country, and found himself a 22 year old Spanish model. He had money. This was when I was 7 years old.

We didn’t see much of my dad or my “stepmom”, Ana. They never married, although they were together for over 10 years. They lived on the West Coast, we lived on the East. But occasionally my siblings and I would spend a week during summer at their summer house. This happened a few times but the relevant one was when I was 18 years old.

By then, Ana was 33 years old and my Dad was 51. What can I say about Ana? I was too young to admire her in her “prime”, but she was still gorgeous at 33. She was tall, dark-haired, tanned, slim, and all legs. Her breasts were small but perky. Her ass was pert, toned and tight. Later my tastes would develop into curvier figures, but Ana was gorgeous to me at 18. When she pulled me into a hug at the airport, I felt my cock stirring.

Their beach house wasn’t anything that special, but it was almost literally on the beach. We spent the first day there, from lunch till evening. My twin siblings were 14 at the time and loving swimming around. I was trying not to stare at Ana in her pink bikini. She never had much sense of modesty around us. Her bottoms were a Brazilian cut, tied at the side, her tanned, naked asscheeks hanging out for me to gawk at. I spent a lot of time waist deep in the sea. Anyone who had younger siblings would know if I was spotted with a boner I was going to be humiliated.

When we went back to the house, we had to be hosed off before we could go inside. The house was on a sloping hill, so there was this underneath section, where it basically sat on silts. There was a hose connected up there, and it was private, so that’s where we were hosed off. Ana went up to sort dinner, while Dad hosed off my siblings. They stripped off, washed off, and were given a towel and ran away to get warm.

Before it was my turn though, Ana came back down. She asked Dad to sort something. I can’t remember what. But she smiled and said she could help me, and so we were left alone under the house, me in my swim trunks, her in that pink bikini, but now with a silky kimono type thing wrapped around her. I had no idea what she was planning to begin with. I thought she was just going to hose me off. I stood there as she blasted me with cold water. Then she said it.

“Shorts off.”

I stammered something about not wearing anything underneath. She didn’t care. I had to “clean off”. I think a part of me was excited to be naked in front of her though and I peeled off my shorts, standing butt naked in front of her. I won’t lie. There was a lot of shrinkage. I had been hosed with cold water. But she winked at me and said she understood it was cold and continued to hose me off.

When she was done though she walked over to me before I could even think of grabbing a towel. This beautiful, 33 year old, tanned Spanish goddess, walked over to me, and wrapped her hand around my flaccid cock. I gasped. I had a high school girlfriend, but she was religious and we had only ever fooled around over clothes. Never had a woman touch me like this.

“I saw you looking” she said in her Spanish-fused accent. Her hand started to slowly slide up and down, pumping me. “You really like my ass don’t you?”

I don’t think I ever answered her. How could I? I was being jerked off by my Spanish stepmom. My cock was hard in seconds. I’m reasonably well-endowed now but I can’t remember how big I was at 18, if it had finished growing, but it must have been big enough. She cooed and complimented me. She said “I see you take after your father” which are not words I ever needed to hear.

I thought maybe she was just going to make me cum with her hand. It wasn’t going to take long. But then she dropped to her knees in front me, just wearing a bikini and a kimono, and took me in her mouth. I don’t know how I didn’t quite cum then. I had no idea how good it felt to be in a woman’s mouth. It was so wet and warm. Her tongue swirled around the head, toying with me, until she took me deeper. She didn’t fuck around. Within seconds, her nose was pressed into my pubes and her lower lip against my balls. Jesus Christ. I don’t know what was better: the view or the feeling.

I was never going to last long. An 18 year old virgin getting his first blowjob from a goddess. She would slide her mouth up and down my shaft, from the tip to the base. I’d like to say I lasted long enough to make her jaw hurt. I think I probably only lasted 30 seconds. When the time came though, instinct took over. I wasn’t an assertive teenager but as my orgasm arrived, my hands dropped to Ana’s head, holding her steady as I pushed myself balls-deep into her mouth. I painted the back of her throat as I exploded.

I can still remember that look of wide-eyed surprise on her face. It remains the fucking hottest thing I have ever seen. I’m constantly trying to recreate that look with my wife even now.

I don’t know how she didn’t choke, I came so fucking hard. But she took it all, swallowing my cum and leaving me gasping as she pulled her mouth off my cock. She looked up at me and fucking giggled. Giggled! Then she took my soaked swimming shorts and balled them up and handed them to me.

“Go on then, upstairs with you.”

“What!?” Did she expect me to go naked!?

She laughed and then handed me the towel that they had brought down to us. I quickly wrapped myself up and headed upstairs. I had no idea what was to come.

Source: reddit.com/r/gonewildstories/comments/hragsd/my_vacation_fling_with_my_stepmom_part_1_mf