Chapter 7

So, you get it. I wasn’t really Jennie’s boyfriend, not to her anyway. Jennie was pretty insistent on how much I meant to her, how she needed to know that I’d always be there to hold her and talk with her. At the same time, there were a bunch of other guys that also had access to her time, free to walk through her garden of joy. I had to accept that Jennie had a second life, doing stuff on the side she would only occasionally talk about with me. You know your special other has something going on when they get nervous about showing you stuff on their phone. No way Jennie would lend me her phone without her in complete control. Boyfriend? Sure, but Jennie and I both knew better.

The mom thought she was being a good mother by giving her blessing to me dating her daughter. Well, doing a lot more than dating. Jennie saw it differently, thinking that my bedroom privileges were just her mom’s way of controlling her daughter’s voracious cunt. Of course her mom laid down some ground rules. She even wrote out a list, including just how long I could stay and how many times a week Jennie could stay at my place (week-ends only). Jennie and I would spend a lot of our time after school under the covers, but mom would then pretend to put her foot down and we’d go back to our separate places to do our homework.

On the weekends I sometimes (well, twice) stayed in Jennie’s room from Friday night until Sunday breakfast, and sometimes Jennie would be over at my place, running back to get something from her place before returning for an all-night sleep over, and all with her mother’s blessing.

It mostly worked, and in my mind all to my favor. If it weren’t for Sam and the gang, I would have been in boyfriend heaven. Jennie’s mom mostly just ignored the obvious sex going on in Jennie’s room, though she did start using more air freshener, even plugging something into the wall in Jennie’s room. Jennie and I did our best to keep her mom happy, even restraining any physical intimacy until her bedroom door was closed.

In my mind it was a pretty great time. One thing that really stands out, and maybe affected everything a few months later, happened in early December. Jennie and I had been doing homework together at my place, then watching some video before me walking her home toward midnight. Her house was dark and though I was already light by a couple of ounces with some special attention from Jennie, my goodnight kiss somehow led to us playing around some more in the living room. Jennie was acting especially frisky and we wound up naked with me doing it doggie style with her knees on the rug and chest pressed into the family couch.

It didn’t take Jennie long to start giving off short yelps of pleasure into the cushions, but I was on a high that I just couldn’t come down from. I finally pulled out of her purring pussy then spread her ass cheeks, Jennie still gasping for breath as I started pushing my cock balls deep into her rectum. Except for Jennie’s grunts and the sound of my balls slapping her ass, the house was quiet and I was able to focus on the short and fast strokes I was using to bring myself to orgasm. Even this took another five minutes but suddenly everything came together, and you can take that literally.

So, there I was, playing my cock back and forth through Jennie’s ass and preparing to flood her with a fresh load of cream. In my rising ecstasy I somehow sensed movement to my side, and with a quick glance I saw Jennie’s mom in the darkness. I almost pulled out from fright and shame, but in the dim light I noticed that her mom had a hand down her panties, her mouth open and her shoulder leaning against a far wall. If anything her mom seemed to be getting more out of my fucking Jennie up the ass than Jennie was.

To my credit, I not only kept my boner up and running but picked up the pace, pulling Jennie’s ass up and back with both hands, pounding into her rear with just a little more enthusiasm, and ending with a loud groan while crushing Jennie into the cushions. After a long moment of bliss and making sure my balls had emptied every drop into Jennie, I rose off of her and looked over, only to see that Jennie’s mom was gone. Never told Jennie about what I saw and her mom never brought it up either.

After that, I figured I could do anything with Jennie without any fear of her mother coming down on me. If anything, the mom seemed to treat me a little more like a member of the family than as some perverted outsider making use of her daughter. And my father? He just looked the other way, even when Jennie walked out of my room in her panties and asked if she could have scrambled eggs for breakfast. Must have seemed totally outrageous to him but he shrugged and acted as though a half-dressed girl needed toast with her eggs as well.

Of course, Jennie’s mother had no idea of all the other men Jennie had sniffing at her crotch. She might have seen me as a good high-school love her Jennie had a crush on, but there were a number of much older men who had as much access to Jennie’s twat as I did. Jennie had kept up the ruse of spending time with her good friend “Sami,” and as Bob entered the picture, she used that excuse a lot.

When her mother raised a bit of doubt, Jennie bought off a friend at school for twenty bucks to come over and pretend to be the nonexistent “Samantha.” They studied, Jennie’s mom asked stupid questions, they giggled, and Jennie’s mom decided that “Sami” was a wonderful girl for Jennifer to spend the occasional night with. Even on a school night, as long as they got their homework done. Score one for Sam and his extended household.

So, sure, I might have been the anointed one, and it was wonderful to have Jennie as my school-yard girlfriend and most wonderful girl-next-door fuck. But as often as I was allowed to pull up her skirt and pry aside her panties for a run through her pruned but still hot and wet bush, Jennie was spending time either at Sam’s or over at Bob’s. Using “Sami” as a cover, she sometimes stayed away on week-end days and some nights, and even for a few long-weekends where I would say goodbye on Friday and not see Jennie again until the following Monday. I hated that.

Her excuse to her mother was always “studying” or “hanging out” with Sami while her excuse to me was just a smile with a promise to be back in my bed soon. But, she did always come back, always returned home, and as often as not when the night became too long and I quietly opened her front door with my private key and padded down the hall to her room, she would move over and make room for me. I think I ate breakfast at her place as often as at mine. Kind of weird, sitting next to Jennie while her mom offered to make me breakfast after I had just emptied myself inside of her daughter, but it sure made life worth living.

In the middle of this bizarre period of time came the Christmas break. I looked forward to days on end under the covers with Jennie, but of course she spent more than the occasional night at Sam’s or Bob’s. Jennie wasn’t always clear about who she was with, or where, always starting off with a “none of your business” but eventually letting out some bit of info about this guy’s girlfriend or that guy’s car breaking down while they were coming back from some other place out of town. Sam’s house was often in the center of what she had been doing, but Bob’s and Troy’s names were casually dropped just as often.

At the start of the Christmas break Jennie had told her mother about another long week-end at Sami’s, but when she returned Jennie came straight to my place instead of to her home. “Taylor. Let me stay the night here, OK? I don’t want to see my mom yet. I’m so loaded. Can you tell? Jesus, I can barely walk.”

She looked it, wide eyed and staggering through the door. Fortunately, my dad was out and I was able to steer Jennie over to my bed where she just stared at the wall and talked nonstop about bits and pieces of things that never cohered into a comprehensible whole. She did this all the time, rambling on about a dozen different things, some plain and ordinary but then throwing out some odd event or story that would blow my mind.

This time was no different. As we walked into my bedroom she was laughing at one of Bob’s friends getting peed on by his dog. She then took her pants off in front of me and grimaced while removing some short but thick plastic thing stuck up her ass. “Something Bob pushed into me while we were in his car. I bet he’ll want it back, but tough shit. Finders keepers,” which made her laugh some more.

I wouldn’t have minded so much if she’d been a little more open to my own advances, but she claimed to be tired and pushed me off while talking non-stop for the next hour. Sure, she was in nothing but her panties and she eventually let me jack-off by pushing up through her ass crack, but she wasn’t into it. What really makes me remember that night is what she talked about.

Jennie brought up a hundred things, but she was mostly focused on a woman she had just been hanging out with at Sam’s place. The woman’s name was Trini, mentioned by Jennie a month or so before when Jennie had complained that a friend of Sam’s had for no good reason warned her off “her man.” Didn’t get the full story until this night, and then a lot more beyond that.

As Jennie lay there in my bed, my cock buried between her ass cheeks, she talked about Trini and the two of them actually developing a kind of friendship over the past couple of months. Trini and Jennie had started texting back and forth and had met at Sam’s a number of times, the latest being just a couple of hours before she had shown up wide eyed and talkative at my door.

Jennie paused in her story and was nice enough to give me a little attention, putting her hand back and helping me to masturbate to a finish within her very firm ass cheeks. I’d like to point out that it was Jennie who arranged herself to push down on the leading tip of my cock, allowing me a chance to bury the crown of my cock inside her wet and warm pussy just seconds before I exploded. I felt sort of guilty knowing how much of my selfish needs Jennie put up with, and as my balls unloaded their contents inside of her I tried to pull her close and whisper out how much I needed her. Forget that. She didn’t mind or even care about what I had just done, seeming to ignore her newly-creamed cunt and my post-coital state of mind, just turning over and resuming with her rambling story about what she and Trini had done.

Trini had come by with her boyfriend, but while the guys were outside working on somebody’s car, Trini had pulled Jennie over for a quick manicure. Trini seems to have had a bag devoted to makeup and polish and hair stuff and spent a whole hour showing Jennie how to make herself more attractive, not that Jennie needed it. In my eyes Jennie already looked pretty hot and tasty and needed nothing more than a cute dress to turn me on. Jennie said that Trini was always made-up, with big hair and lipstick and with a top that pushed out her tits and low rider jeans, so Jennie took her pretty seriously as Trini started giving out tips on how to dress up for a man.

Jennie went on and on about this, but the main point of the story was the history lesson Trini gave her. Trini said that she understood where Jennie was coming from, hanging out with older men and all, because her first boyfriend was an older guy too. Seems that Trini came from a huge extended family where everybody lived on the same block. Trini was on her own a lot, and one older cousin in particular started visiting her every day after school. At first they were just friends, just watching television or sharing videos together and talking, but then it slowly became a lot more serious. First it was just a kiss, and then Trini being talked into helping him masturbate, then a little mouth action, and of course that leading to the guy burying his cock up Trini’s virgin hole.

Nothing so weird there, happens every day, but at the time Trini hadn’t even had her period and barely understood what was going on. To Trini it was love and the relationship was meant to be, the daily hour under the covers with her cousin being a normal part of the relationship. When she did start menstruating Trini’s mother just threw a pad at her and told her not to say anything to her father. It was the cousin who really helped Trini understand and deal with the monthly flows and explaining what was happening with her body, and that really made him out to be her one true love.

Jennie had lots of details to go with the story, like how Trini’s cousin mostly worked nights and was at her place every day after school. Trini was just a clueless tween so the cousin did his best to show her the ropes, the empty house allowing the two to have all the fun they wanted. One thing Jennie focused on was that the cousin was good enough to use condoms when he had to, but had a love of blowjobs that Trini never could appreciate. Not too much of a problem for the cousin, teaching Trini that she could always rely on her ass for a bit of rear action if she was really concerned about getting pregnant.

Turned out that Trini came to enjoy pushing her ass up to meet her lover’s needs, all the while hating the thought of a mouth job or swallowing a guy’s jism. Jennie kind of felt proud here, knowing she was better than some older girl at giving head, but couldn’t understand how any girl could get something out of a guy’s dick being stuck up her asshole.

The cousin left long before Trini finished high school, breaking Trini’s heart, but Jennie insisted that Trini didn’t feel any anger at all about the very illicit secret sexual relationship they had. Then came the part of the story that really stuck in Jennie’s mind.

Trini finished painting Jennie’s nails a sparkly red and packed everything up and prepared to take off with her boyfriend. As she got ready to leave, she turned to Jennie, and as Jennie put it, she said something like this: “Listen to me Jennie. For all the guys I’ve been with, I’ve been really committed to my one guy, just one relationship at a time. But you’re something else, always ready to share yourself with any guy in need. Sure, you can blame them for being guys, always thinking with their dick, but that’s the point. If you’re not one guy’s girl, you’re either everybody’s or nobody’s. Be careful Jennie. You better watch out or you’re gonna be burned for sure.”

I was smart enough to say nothing, focused on lashing one of Jennie’s nipples with my tongue while wishing Jennie would get the message and go down on me. No such luck. Her brain was going a mile a minute and she had something to get off her chest, her voice dripping with tangible scorn.

“Fucking hypocrite. Telling me to find a guy and stick with him. Like she really cares.”