Just before college, I mowed this older woman’s lawn in exchange for sensual handjobs [MF]

I remember this clear as day, since it’s like Exhibit 1 in my memory’s spank bank.

So I turned 18 over the winter of my senior year in high school. (I’m in my mid-20s now.) That spring, I didn’t have a job lined up for the summer before starting college, so I basically started doing yardwork around our (big) subdivision.

Ms. Smith (not using her real name) lives a few streets over and has known my parents since we were little. She hired me to come mow her lawn, cut her bushes, that sort of thing. Ms. Smith was really pretty – she was 52, in decent “mom” shape, blonde highlights. Played lots of tennis and did yoga, that sorta thing. Not skinny, but curvy in a really womanly way. Big breasts. Her two daughters were home from college for the summer (she was divorced), but usually out of the house for the day at jobs.

I did a circuit of houses, usually arriving at Ms. Smith’s towards the end in the afternoon. The week after I started, she invited me in to cool off after I was finished in her yard. She asked if I wanted a cold beer. I hadn’t really drunk much at that point in my life, but I wanted to seem cool, so I said sure. She was wearing yoga pants and a tank top that was noticeably low-cut, and when she held up the cold can against my face and rubbed my shoulders, it… had an effect. I drank the beer (didn’t like it much) while we talked. She asked about how my summer was going, what my parents were up to, if I was looking forward to college, blah blah blah.

Soon, I’d cooled off, but with her being so friendly (and really handsy) with me, and those tits right before me… I had a giant boner in my pants. It was hard to hide in my shorts. When I’d finished my beer, she just smiled at me and brushed my hair back.

“Come with me, honey.” She said, and took my hand.

She led me back to their dim guest room off the living room. Then, she had me stand while she sat on this ottoman.

“I think I can help you with this, if you want me to,” she said, laying her hand on the bulge in my shorts.

I don’t think I said anything, just nodded. Heart was racing. I’d never had a girl (much less woman) touch my dick before.

So she pulls down my shorts and yeah, my shaft bounces out, hard as a rock. She reaches up and starts to stroke me with both hands. My head almost exploded. She started massaging my balls with one hand and stroking me with the other, and I basically blew in ten seconds flat. She shrieked a little, laughing, when I shot my load – a lot got all over her chest, neck, some of her face, but most went all over the floor.

“You’ve gotta warn me about that, baby!” She said, still laughing, while patting my stomach.

Then, she cleaned up and sent me home.

Most afternoons after that, when I was done in her yard, Ms. Smith would take me back into their guest bedroom and give me a handjob. She started using this big bottle of lotion, and I started lasting longer than ten seconds. Usually, she’d tell me to take my shirt off too, so I would stand naked and she would look at me, sometimes running her hands over my chest. (I was in decent shape.) Sometimes, she would take her tits out and let me fondle them or just look while she stroked me. Most of the time, she would just sit down and stroke me until I was moaning out loud and I came into a bunch of tissues she’d hold. It was literally sort of a milking.

Occasionally, she’d sit me down and sorta cradle me from behind and brush my hair while murmuring dirty stuff in my ear – “*gimmie that big thick load – come on, cum for me baby*” – while she stroked my cock until I came. That weirdly turned me on a lot.

“I’m not going to take your virginity or anything,” she told me once, sorta giggling. I think she’d had a drink or two. The way she said it made me think she’d thought about it. No blowjobs either. But apparently she’d had her eye on me for a long time and the whole thing really turned her on. After a while, she started stroking me with one hand while the other rubbed herself in her shorts/skirt/yoga pants or whatever, and she would cum before or with me.

Ms. Smith was my first real sexual experience and holy shit was it great. Obviously, my parents never knew anything.

That fall I went off to college. Whenever I came home, I’d make sure to go check if Ms. Smith’s yard needed mowing.

Source: reddit.com/r/gonewildstories/comments/hapeoa/just_before_college_i_mowed_this_older_womans