My Vacation Fling with my “Stepmom”, part 3 [MF]

(Part 1 and 2 found here:
https://old.reddit.com/r/gonewildstories/comments/hragsd/my_vacation_fling_with_my_stepmom_part_1_mf/
https://old.reddit.com/r/gonewildstories/comments/hrcp9n/my_vacation_fling_with_my_stepmom_part_2_mf/)

I had intended to write this more slowly over time, but the act of writing this has stirred some memories and I find it hard not to keep going. I keep seeing Ana in my mind. It’s hard not to just keep writing. This will be the last update for today though because I do need to get some sleep.

If I had delayed this part it would have been fitting because for the next two days, I was unable to do anything else with Ana. My dad wasn’t a bad man and he did want to spend time with us. Normally that was a good thing but you understand me when I say for the next two days it was infuriating. We went out fishing. We went to the beach. We went hiking. Always as a group. I could never find time alone with Ana.

There were still moments that stick in my mind. On the fishing boat, Ana spent the entire time in another skimpy bikini, yellow this time. She would smile whenever she caught me staring and, if my father or my siblings weren’t looking, she’d wiggle her backside in my direction. Also there was the time when we were hiking that she copped a feel of my own ass while we were all walking. As we organized dinner the night after, her hand dropped to squeeze my balls gently through the front of my pants.

It was torture.

Then it came to the party. I can’t remember anymore what it was for. This all happened long ago now, as I said at the beginning. I think it was a work party event or something? I think it was also my dad mostly showing off his children to his colleagues and friends. But the summer house was bustling with people, dancing and drinking. I hated it. I was 18 and was an adult expected to take part. The twins were able to disappear after so long, but I had to keep talking to various important people until I was exhausted. The only good thing was Ana, who was wearing some figure hugging white dress, her darker skin contrasting against the light color. It hugged her ass in a way that made all my arousal stir.

It was probably at 11pm when I went to my room. Middle-aged business people can make some noise when they’re partying, so even with my door closed I could hear the laughter and the music. I laid in bed, not sleeping in a dark room. I don’t know what I was thinking about, but about half an hour later, the door opened and a figure slipped in.

“Are you asleep?” Ana asked in a quiet voice. I could barely see her. I sat up to put the bedside lamp on and she told me not to. “Your father will be distracted for hours. Important men, important deals.” I didn’t think anything of the coldness of her voice then. It’s only now remembering it as an adult do I see the warning signs for their own relationship.

Of course I didn’t care about it then because of what happened next. I heard fabric rustling. I heard a zipper. It wasn’t pitch black, I could see, even though it was dark. Ana wiggled out of her dress. But she kept going on. She unhooked her bra. She bent over as she peeled off her panties. My stepmom was naked in my bedroom.

She pulled off the blankets and climbed onto the single bed with me. She didn’t even try to fit beside me. She pressed her naked body on top of me, her bare breasts against my chest, her crotch against mine, only my pajamas pants between us.

“Ana” I whispered. “What about dad? What are you doing?”

You must think I’m an idiot then! 18 years old virgin, with a gorgeous and very naked 33 years old Spanish ex-model on top of me. What a fucking idiot. But you have to understand how confusing those past few days had been. Ana had blown me. Ana had grind her ass against my cock until I came in my pants. And never did she explain why? All the while I felt more than a little guilty that I was cheating with a woman who was my dad’s partner.

Ana nibbled at my ear. Her teeth against my lobe. I can still feel it now. Then she whispered for me not to worry. “Don’t worry about your father. This is just between us. Just for this week.” With hindsight this was not a very satisfying answer but it was all I needed at 18.

She sat up then, her naked, tight, firm ass on my thighs as she fished my stiff cock out of my pajamas pants. Her bare hand wrapped around my shaft again felt amazing. It’s crazy how good a palm can feel when it’s not your own. Ana didn’t waste any time though. She shifted her body so that her pussy was above my cock and then she lowered herself down.

I’ve had friends discuss their first times. Even my wife told me one drunken night about hers when we were sharing secrets (I lied about my first time instead talking about a college girlfriend). They all sound awkward. Cocks not quite fitting. Questions of if it was really in properly. I fucking knew I was in. Ana was so wet and tight, her sex gripped around me like a glove. She took me to the base on the first stroke. I was in fucking heaven.

I think Ana knew from our previous encounters I wasn’t going to last long so she didn’t hold back. I’m not going to lie to make myself look better. She rode me for about thirty seconds, her ass pressing down against my thighs, the laughter and music from the party still coming through the closed door, before I came. I moaned her name, warned her that I couldn’t hold on, and filled her with my seed.

An important reminder that even though I have had sex education 18 year old boys forget about it at the first sign of pussy. Later, when I remembered the next day and it was too late, Ana told me she was on the pill.

As she watched me cum, felt me finishing inside her, Ana fucking giggled again. That same giggle. I can hear it now. She giggled and then she leaned over, resting herself against my chest as she kissed me. She didn’t climb off me though. She stayed with my cock still buried to the hilt inside her soaked sex and after a minute or two, knowing that I wasn’t going soft, she started to move again.

This time I fucking lasted. This time I managed not to embarrass myself. Oh, I didn’t last hours. Our fucking lasted for maybe 3 or 4 minutes, but it was at least fucking. Her hips bounced up and down, my own hips thrust up into her. I wanted to go faster, but already I could hear skin slapping against skin and I didn’t want to make too much noise. Down a hallway was my dad and all his colleagues and friends.

Ana sat upright again after a minute or so. Her eyes were wild. I had never seen them like that before. They weren’t teasing. They weren’t comforting. They were wild with pleasure. She leaned back as she continued to ride me, giving her access to her clit. I was 18. I hadn’t even fucking thought about her clit. But she rubbed it all the same and I watched, wide-eyed, transfixed.

She kept whimpering “please a little more” over and over in her Spanish accent which only made me want to blow my load there and then.

If I was making this up, I’d tell you she came first, or we came together. But that’s not how it went. I came again. I filled her up a second time. my body spasming underneath her as I disappeared to heaven. But even as I laid slumped underneath her, she continued to rub her clit until she found her own orgasm, shaking and bucking on top of me, my softening cock slipping out of her as she came.

She collapsed on top of me after that, her naked body resting against me, her legs and hips still occasionally shaking. Like any idiot 18 year old I think I decided in that moment I loved her but luckily I didn’t say it. Instead she kissed me and told me that I was great, which almost made me hard all over again.

Then without another word, she stood up, used my dirty laundry to wipe herself down, dressed and disappeared out of my room. I don’t know if she went straight back to the party or if she at least freshened up first, but I fell asleep feeling like I was king of the world.

Source: reddit.com/r/gonewildstories/comments/hrgcuc/my_vacation_fling_with_my_stepmom_part_3_mf