1985 was a very good year. I started really doing well in school, both academically, and in sports. I signed up for some junior football, some little league, the typical American boy experience. My mother kept us busy.
Sometime in February my mother decided that climbing the corporate ladder wasn't for her, and she got a different job. It didn't pay as well, but it was closer to home, and it enabled her to be more around for us. She also kept night school to one day a week. But Miss Thea was around for more than that day, she also picked me up from the bus most days, and she still tutored my sister and I. The only change was that my sister sometimes got tutored at Miss Thea's house. Miss Thea gave her dinner, too. My mother tried to pay for that but Miss Thea would not let her.
Of course they were having special time there. Miss Thea had taken me aside some time right after New Year's Day and told me that my sister wanted to kiss Miss Thea's flower, and she asked if that was okay. I said yes. I had grown up a bit. I was only upset that if it happened at her house I couldn't spy on them � which I most surely did not say. I also wanted to know who was better at kissing her magic button, Angie or I, but I never asked that. Anyway, as she did with me, Miss Thea used sex as a reward for Angie's good grades and good behavior, and so my sister really studied. She became an honors student.
Another thing I think happened at this time, not really sure of the date except that it was in April, is that my sister had a certain discussion with me. This is most of what this chapter entry will be about. Again, I have reconstructed the dialogue to the best of my ability. I remember the subject matter, I remember what conclusions we came to and what we did, and remember mostly what we said if not the exact words. I sure as hell remember what happened. This is a reconstruction of a very pivotal conversation. It's not false, and it is as close to the actual words spoken as I can put together.
Mostly because I thought about that particular night for years and years and years.
"Hey, can you come in my room?" Angie asked me. Miss Thea was over and she and my mother had gone down to the basement. I was pretty sure based on how worked up my mother had been getting over bills lately that my mother had asked for a paddling, so my sister and I would be alone for a while. So I followed her into her room and I started to take my pants off. "What are you doing?" she asked.
"I...thought you wanted something else," I said, pulling the pants back up.
"Maybe later," she said, waving her hand distractedly. "I need to ask you something." I shrugged, then nodded. "What do you think of anal? I mean would you really want your dick touching someone's shit?" Her face wrinkled as she said it. My sister did not curse, as a rule.
I considered my answer, because I knew that I was not supposed to be telling her what I was doing in my special time with Miss Thea. "I think that if the girl had an enema first it would not be gross," I said. "I also think that since a woman doesn't lubricate herself there when aroused, you'd need something like vaseline." Not a lot of 10-year-olds talk like that, carefully explaining lubrication. But also not a lot of 10-year-olds got their sexual education from a hot woman in her mid-30s who had taken the boy's penis in their butthole. I saw something flicker in my sister's eyes. I realized that she had just realized that I knew more about anal than she expected, which meant I might have done something like that with Miss Thea, and then I saw my sister's face get resolved.
"So you would like it," she said.
"Yes. Ah, hypothetically."
She was quiet, then she asked her next question very carefully. "Hypothetically, if you had to guess, would the woman receiving anal enjoy it? Or would it hurt? Or would it feel like anything?"
I exhaled. "Hypothetically I am not yet fully grown, so my penis for sure would not hurt so long as there was enough vaseline." I shook my head. "Why are you interested in anal?"
"Anal won't make me pregnant," she explained. I felt very dumb. Right. Miss Thea had told me that once I was shooting real cum, we had to be careful and time it and use protection and other things. Hearing that had made me hope to avoid puberty for a while. I really liked the skin on skin special time. I would use a condom if Miss Thea asked me to, but I would prefer to go without. Then I remembered the other option.
"You can't use birth control?" I asked. She shook her head and looked mad. "Mom won't let you take it," I realized.
"Yes, she thinks I'll go around fucking if I have birth control," she snorted. "I just want to try it, I don't intend to sleep around. She still doesn't trust me." She was referring to the time she got a double spanking for letting a boy get handsy down there.
So," I said. "Why don't you hypothetically have, eh, interactions with girls?" I asked.
"I'm not certain I'm bisexual," Angie told me. She flipped her hair back. "There's only one person who - uh, I mean I could only think of one woman, uh, girl, that I would - uh..." She was blushing. Rather than tease her I looked away and studied the wall until she regained her composure. So Miss Thea was the only woman that could bring her off. That made sense, Miss Thea was special. "I'm mostly straight, and where we live there isn't a lot of tolerance for people who are gay," she pointed out. "My dating has to be with boys."
She was right about that. Our little community had become more racially tolerant, right about the same time I was having this conversation there were more Indian immigrants coming to the South. And it was generally religiously tolerant (there were some people in the heavily Baptist area where I grew up that thought Catholics were suspicious, but they weren't close to a majority). But they were not very tolerant of homosexuals. Like at all. The local preacher would get very fire and brimstone when homosexuality came up. (Which was heavily ironic, because his son who was a few years older than me was really into boys. But that is a story for a later chapter.) The point is, my sister was a girl in high school, and she was expected to date boys, and she was curious about sex, but with many scholarships rolling her way she could not get pregnant. And you couldn't buy condoms if you weren't 18, and my mother didn't trust her enough to put her on the pill, so...anal.
"Do you know anyone mature enough to do anal with you and not run their mouth about it?" I asked, sitting down on the chair in her room. She sat down on the bed across from me. Discretion had been drilled into us by Miss Thea, for obvious reasons.
"Maybe," she sighed. "I think that if I really trusted a boy, and he really could keep his mouth shut, I would try it with him." She sounded like she had someone in mind.
"There�s more work for anal,� I pointed out. �An enema is a pre-requisite." She very much did not ask me how I knew. "That's not something you have lying around unless you prepare for it." Miss Thea had told me that she'd always had an enema before anal. Aside from when he uncle had raped her. That bastard.
"You and I both get enemas anyway," she pointed out. "Duh. I had one earlier tonight when you were watching TV. Mom would think it was for health. She wouldn�t notice me having one before I went out."
That was true. Miss Thea or Mom did sometimes give us an enema. It wouldn't be suspicious if she did it before a date.
"And you can keep a small jar of vasline in your purse," I said.
"Yeah," she said. "And I actually do have one in my purse right now, right there. I just - I need to know it will be okay."
I carefully considered my next words. "Is there, say, hypothetically, anyone you could borrow a dildo from to see how it felt back there?"
"Yeah, we did it tonight," she muttered. Then she blushed and realized what she said. "Before tonight. A very close girlfriend used a small dildo on me some night before tonight."
I let that go. "So did you enjoy it?" I asked her. I knew from personal experience that Miss Thea's dildos could be quite pleasurable. Angie seemed relieved that I did not push her on her screw up. But as I said, I was not a typical 10-year-old. Miss Thea had shaped me to be more adult with my sister. Teasing her seemed to be a stupid, childish thing to do. Beneath me.
"Look, I," her mouth moved, then she seemed to decide how to say it. "I didn't hate it but I didn't like it, I think it felt okay because of who I was with."
I nodded. That made sense. Miss Thea was so wonderful to be around, Angie would not have minded the reaming because of who was doing it. And when I thought about it, I didn't think I would necessarily enjoy someone playing with my butt the way that Miss Thea did. The person meant more than the act. Then an alternative occurred to me. "Wouldn't you think a boyfriend would be satisfied with a blowjob?" I asked. I did not say 'because you're not bad at giving them.' I did not say that because ever since that period of time last summer we hadn't talked about it. (And at that time I had told her more than once that she was great. Not as good as Miss Thea, but still great.)
"One, apparently not, he still wants to 'be with me'," she said, holding up air quotes. "And two, I really don�t like blowjobs. Cum gets everywhere and tastes gross." Naturally she hadn't minded going down on me last summer as I was shooting blanks.
"You don't sound like this is a hypothetical boyfriend," I noted. She blushed. Then I put two and two together. "Tommy?" I asked her. I also said his last name, but I am not writing that here. "Your study partner? He's your boyfriend?"
"You have a problem because he's Indian?" she snapped.
I held my hands up. Both Angie and I were of the opinion that racists were stupid and backwards people. "I have a problem because he's a jerk to his sister," I said. "Harleen is in my homeroom, remember?"
"You like her?" she asked me, arching an eye.
"Yeah, I do," I said. "She's smart, she's pretty, and she's very nice."
"You haven't -"
"No, geez, are you kidding me?" I asked exasperated. "She's 10!" And not to mention that Miss Thea was my lover. Really, Angie, how dense could you be. Yes I remember that part of our exchange specifically.
"Well, I guess he could be a better brother," she said. "But he's a great kisser, and I've given him two BJs and he hasn't told anyone."
I considered that. Some guys would brag within minutes for something like that. Maybe Tommy had discretion. Miss Thea had made sure that we understood how important discretion was. Maybe Tommy was a discreet gentleman, or maybe he was worried about backlash. Tommy was liked by other kids, but he was still an Indian, and he probably didn't want word getting around that a white girl had sucked his dick. Most people were tolerant of Indians, yes. But not everyone was �most people.� There were always those one or two weird kids with the angry fathers that used racial slurs and could be set off by something. And if these pople cornered you somewhere, it wouldn't matter that �most people� weren�t going to hurt you.
No, racially motivated beatings weren�t allowed, or endorsed, or looked on favorably. This was 1985, not 1955. But they still existed, and Tommy wasn't stupid. He was pretty much a genius, truthfully. Like a lot of immigrant kids, his parents made him study his brains out. In fact now that I think about it, I was friendly with Harleen because we had studied together, and Angie as I mentioned had studied together with Tommy. The whole family was smart. Their dad was a professional. And a smart person knows, why go out of your way to set off the one or two weird kids with the angry fathers that used racial slurs. Yes, the world can be stupid and wrong, but Tommy had no reason to want to poke the bear.
I should mention that Miss Thea was super flaming tolerant when it came to racial issues, and while she was normally not confrontational with people, she didn't stand for the n-word or anything like that. She impressed that on us. I can recall once as a kid my mother used the phrase 'jew someone down' and Miss Thea actually took her aside and lectured her, and then my mother told my sister and I that she was sorry that she said it and didn't know it was a mean thing to say.
(Did I mention that I didn't even meet a Jew until I was in high school, and I had thought they were a type of Catholic? Don't laugh at me.)
Did I mention that years later I found out that Miss Thea's rat bastard uncle had been in the Klu Klux Klan? Tells you something about those sorts of people.
My point is that the more I considered it, the more I thought that Tommy would be a safe sexual partner for my sister, because he wouldn't talk about it. It was a rather adult way of thinking. "Angie, why can't you just tell Tommy that you will try it once, and if you don't like it he can never mention it again?"
"Because if I don't like it, it might really hurt his feelings, and I may have trouble telling him that I don't want to keep doing it." She took a breath. "I kind of need to try it." She looked at me. I looked back. Then I got it. "Please?" she asked. Oh. So that is why she wanted to talk to me. Well, it wasn't like real sex, so it couldn't be incest - is what I told myself.
"Sure," I said in a quiet voice. She got a big grin on her face and jumped up and hugged me. "Uh, I don't know if I can get, you know, hard," I told her. I mean could I really put it in my sister like that?
"Oh you'll get hard," she told me as she locked the door, with a knowing smile on her face. "Strip. Now." She was using the same tone of voice Miss Thea did.
Angie wasn�t blind to what turned me on.
My body responded and I started getting excited. I stood up and took off my clothes, hurriedly. Then my sister gave me a crooked smile that she had been very obvious practicing in the mirror, but it worked as an 'I'm in charge' smile. She sat down on the chair and then grabbed me over her lap.
I found the carpet a few inches form my face, and my heart was racing. What was going to happen to me? Was she really going to -
"You are a bad, bad boy, denying your penis to your sister when she asks so nicely," Angie said, in a firm, serious voice. It was the same sort of tone that Miss Thea spoke with when she was spanking us. WHAP! The first spank made me yelp, and I twitched. It hurt, but not too badly. Angie wasn't hitting me full force, or at least I did not think so. WHAP! WHAP! Two more shots, then she lightly rubbed my butt. "Tell me what you need!"
My head was spinning. This wasn't a punishment spanking, it was a spanking for control. "Please spank me, Angie," I heard myself saying. "I'm sorry I didn't agree right away to provide for you."
WHAP! WHAP! WHAP! Three hard strikes, very fast. I cried out and let out a tear. "That's MISS Angie!"
"Yes, Miss Angie, I'm sorry Miss Angie!" I said quickly.
My sister rubbed my butt a little, then did another ten spanks. She made me count them. My butt hurt when she finally let me up, but not too badly. She was definitely pulling her punches.
And I was definitely hard. Angie had seen me get spanked, and she had realized that Miss Thea's spankings had more than one positive effect. "Let's go," she said in a throaty voice.
I pawed off her shirt, she undid her bra, not waiting for my clumsy fingers. He breasts had grown a size since the summer. I immediately began sucking them. She gave a shuddering sigh. We managed to get her pants off, and I knelt and started to lick her flower. She held my head a moment, and then sat back in the chair and let me get at it properly. She orgasmed a minute or two later. Then I stood and she knelt and began to suck me. It took less than a minute for my hard to become super hard. I was delirious. Then she was rubbing vaseline on it.
For a split second I hesitated. Should I do this? Would we get caught? Was it right?
Angie noticed. "Please, Charlie? Please? For me?" And I nodded and croaked out assent. I couldn't say no to her, because I could see that she needed it. If I had learned anything from Miss Thea it was sex could not just me about me. The person I was with had their own needs.
Angie bent over her own bed, pushing a pillow under her hips and spreading her legs. I reached down and spread her cheeks. "You'll need to relax," I told her. She nodded.
I entered her at the right angle on the first try. Maybe it was luck. But I was glad it was not hurting her. I moved in slow, then I moved out slow, then back in slow, and my sister didn't object. In fact, Angie seemed to relax more. She was initially tense when I first entered her, but quickly relaxed. After a couple of minutes she even started moaning with pleasure. (She didn't know this, but months of spying on her through the peephole had taught me exactly what her good moans sounded like.)
We fucked in silence, mostly. Words were pointless. We made sounds, good happy sounds, but I didn�t talk because I knew her mind was on Tommy and if she satrted talking she'd talk about him, and I was trying to respect her privacy.
Yes, I was trying to respect the privacy of the person that I was fucking in the ass. You can believe me or not. It makes sense. I can't do a better job of explaining it.
Anyway, we kept up the quiet fucking, just soft and continuous anal sex. Until I came.
I really came. I had been told that this would not happen until I was at least 12, but I squirted in her ass at age 10 and a-half nonetheless. I didn't exactly measure it, but it felt like a dam had burst in my body.
I fell backwards and nearly hit my head on the floor.
I was totally exhausted. I thought dry orgasms were tiring. This felt like running a marathon.
What happened after was a jumble of images. My sister was freaking out and then was trying to dress me. At some point Miss Thea came in and dressed me before my mother found out. I did not realize any of this at the time, I was informed of it later. Apparently my sister nearly screamed when she couldn't get me to wake up. She got Miss Thea from the basement (where she actually was doing laundry with my mother and just talking, apparently my mother's butt was safe that night). Miss Thea got me dressed and in my room quickly before my mother knew. (As I have mentioned before, she was a strong woman.)
Miss Thea told my mother I was tired. My mother got worried and took my temperature rectally. It was normal, and fortunately my sister hasn't spanked me enough to leave any marks. I barely woke up for the thermometer in my butt.
I was confused and distracted the next day. So was Angie. We did not have a very productive day at school as neither of us could concentrate. As luck would have it, that next day was the day that my mother went to night school straight from work, so after school it was just me, Angie, and Miss Thea.
Miss Thea made everything okay.
We did a lot of talking. And sharing. My sister was terrified that she had hurt me. I was terrified that I had hurt my sister. We did a lot of listening. Miss Thea helped us. And she was frank, and non-judgmental.
And she made us a family again.
And in case you are wondering, yes, my sister sheepishly admitted that she liked anal sex. And with much preparation and discretion, she and Tommy began a wonderful high school romance. And believe it or not, they've been married over 25 years. I�d like to think that I helped that happen. So, I fucked her in the butt and now I have nieces and nephews. Who says anal doesn�t cause pregnancies?
And me, I didn't come every time after that, but it happened more and more until I was 11 and then it always happened. I don't know if my sexual activity made me mature faster, it may have been genetics. I do know it meant that Miss Thea started using birth control because we started have real sex more often. The remainder of 1985 was pretty good actually. Some very good things happened in the summer that I will not share here in order to preserve anonymity. But I will have more to say at another time.
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