The Summer of 91'

I grew up fairly poor in the Mideast and was really into video games. By 1991, I passed my freshman year and looked for whatever I could do to earn some money over the summer.

That year, for reasons I don't remember, I wanted a Nintendo Gameboy. It was affordable and sure as hell beat the crappy Tiger Electronic LCD games that I would receive as presents at the time. The idea of something portable that you could swap games in just like a regular console seemed ideal, even though I already had a Sega Genesis the Xmas prior. So I don't remember why I wanted the GB, probably because Genesis games were pricey, and they may not have been available to rent at video stores yet.

I lived next door to the “Smith” sisters (not real last name) and they were 2 blondes that I found attractive, but the older one was a freshman and the younger a year younger than that, so I don't remember paying much attention to them except on sunny days when they and their mom Melissa (her real name) would sunbathe in bikini's. I don't think I ever knew how old Melissa was exactly, but she looked to be no older than her mid 30s. She could have been younger, I know my mom had me when she was 16 so doing the math, she could have been early 30s.

I remember mowing my lawn and Melissa was out there sunbathing. I don't recall her daughters being out there, but they could have been. Melissa looked just like her daughter's in a bikini, except taller and more curvy hips. Naturally, I looked at her on each pass of the mower, most likely because she had a nice body and I don't think I was into older women back then or at least I didn't think anything in particular about them unless they were showing off a nice bod. She had sunglasses on, and I thought she had her eyes closed and didn't notice me looking at her.

And on this particular day, she got up, went inside and later came out just as I was finishing up, now wearing shorts and a shirt and walked over to me. She asked me if I would be interested in mowing her lawn for like $5 I think. It might have been $10, but I think it was $5. Back then, min wage was only $4.25 and her yard probably was like an hour or so to mow, so I think the latter sounds about right.

I'm like hell yeah ya know. Then she's like, and I'll never forget her saying this. “Well, hopefully you can keep your eyes on my grass and not on me, that way I won't have any high spots like you have.”

I was like, oh shit, she caught me. I was so embarrassed, I didn't know how to respond, and she just laughed it off like she was joking, but she was right, I did have some missed spots.

I mowed it, and she said that she'd pay me later. So each week that I mowed mine, I'd push our cheap $99 Murray brand push mower with a Tecumseh engine if anyone remembers those, over to her lawn and start mowing.

I'm probably in like the 4th week, maybe, and I'm beginning to wonder when the hell am I getting my money. I trusted that she'd pay up eventually. I needed like $100 for the Gameboy with tax. I'm probably like $20 in or something by this point.

I don't remember when I actually decided to ask her, but I know it was when I saw her outside because I walked out there and tried to casually inquire without coming off like I'm bugging her. Though I don't recall how I phrased it, nor much about that conversation.

All that I can remember is that I followed her inside, and she told me that she didn't carry cash and then started asking me personal questions that I felt kinda embarrassed to answer. She wanted to know if I had a girlfriend, who I was interested in. If I had ever kissed a girl or lost my virginity. Pretty much an all “no” answer for me, although it felt weird to be asked that by anyone her age, especially back then.

Then she said that she could “milk me” in exchange for money. I wasn't even aware of the term and being in a conservative area, all I knew about sex was what was taught in school or heard about, so I don't remember what my knowledge of blow jobs were at the time. I must have agreed, considering what happened, though I can't remember most of that conversation.

She sat down at the kitchen table. Apparently no one else was home at the time, and she pulled down my shorts and started sucking my dick. It was definitely a holy shit moment, and I was too shocked to move. Whatever mix of emotions were hitting me, I remember it made me feel shaky.

I finished in her mouth and she started coughing. Then went over to the sink and spit it out and wiped her mouth. Told me not to tell anyone, and off I went. After that, I felt close enough to her to open up more. At some point, I know I asked for more blow jobs which she was okay with that and then wanted to fuck her to which she kept telling me no several times, saying that I was too young for that.

Eventually, my persistence paid off. She agreed to do it, but had to follow her plan. So I had to meet her at either 12am or 1am down the alley behind my house. She would get in her car, drive around the block and stop in the middle of the alley just behind a garage where it was secluded. She didn't want any neighbors seeing me get into her car.

Then she drove us back in her driveway, and we had to climb into the trunk area. She had one of those “grocery getters” the Volkswagen with the huge trunk. She kept a pillow and blanket rolled up back there, and we climbed back there and had sex.

This became a nightly ritual for the remainder of the summer. Always either her on top or me on top but nothing kinky. I'd just fuck her until I came, and then she would drive around the block, drop me off in the exact spot that she picked me up. She was paranoid about anyone seeing us together.

With our new bond, I felt comfortable enough to begin asking questions. Just questions about girls that I had no other way of knowing about. I remember asking what it's like for a woman to orgasm, stuff like that, but she wouldn't ever give me an answer. She would just say, “well, all women are different.” Okay, “how do I attract a girl I like?” “How do I know when she orgasms?” How and why this and that. Ya know, we didn't have internet then and most discussions about sex were so clinical and scientific. I didn't know much about girls in general. Her answer was always the same. “Everyone's different.”

I dunno if she just didn't know herself or didn't want to talk about it, but she did make it a point on multiple occasions that I was not allowed to see her either of her daughters. Not that they ever gave me the time of day anyway, they seemed kind of snooty. But the old saying that older women will teach you something, well, she never taught me a damn thing, actually.

Each night after sex. She would roll over, smoke a cigarette and not say anything unless I said something which again, it was usually a question and got little in response. Then she'd tell me to get my clothes on. We'd get dressed, she'd drive me back to the spot, and I'd walk down the alley to my house and climb in through my bedroom window.

Once late August came around, our meeting schedule changed. I had to get up early so we only met on Friday and Saturday nights. We had a 3-day weekend with the September Labor Day. She offered to take me to a hotel since her daughters were spending the weekend with their dad.

I lied to my family saying that I was going to go camping with my buddy Justin and his family, since that was common for me to go with them places. She drove out quite a ways to a large city, and we spent either 2 or 3 nights in this fancy hotel. We had room service and we never left the room the entire time.

We first get there, she checked in then had me wait until I could go to our room, again trying to avoid anyone seeing us together. From then on, we walked around the room naked the entire time we were there. She'd order room service, put on a robe, and I hid in the bathroom when she answered the door.

All we did was have sex. Eat, sleep and more sex. We still never did any other position than either missionary or cowgirl. But ya know, back then the thought of other positions never crossed my mind. It's just a hindsight thought. We had so much sex that I was sore. My dick almost felt like it was bruised or something. The old woman had stamina, that's for sure.

The weird part was that we never talked much. Not that we did before, either. I wasn't well socialized back then anyway, so I didn't know what to talk about, and she was just a quiet person, I guess.

We'd have sex, she'd smoke a cigarette with her legs spread out on the bed as if airing her pussy out. Then she initiated it again by messaging my junk until I was hard. Climb on and basically just kept repeating that the whole time, aside from when we ate or slept. We didn't even watch any TV.

After that weekend, we went back to our Fri and Sat meetings. About 6 weeks after that weekend, she found out that she was pregnant. So I'm pretty sure conception must have happened during the Labor Day weekend. I was terrified of course, hell I trusted that she knew what she was doing being older and all.

So she had either her sister or some friend drive her to get an abortion. She didn't want anyone finding out, and I certainly didn't want to be a dad. Looking back, I think she was just afraid of getting into trouble.

But I had a blast while it lasted. Things were different back then, social culture and whatnot. She told me not to tell anyone but naturally, I told my best friend. He in turn told others, and before I knew it, I was being hailed like a king in the locker room. My nickname for years onward was "Banger"