Going Gay

By Tim Hobson

Published on Oct 5, 2018

Gay

Copyright © Tim Hobson - all rights reserved.

Tim is about to learn that butt-fucking requires a careful preparation if it's to be pleasurable. Beau is a patient and experienced teacher, and he gently guides Tim into the realities of ass-play.

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GOING GAY PART 9

[We made a bee-line for our suite and I only relaxed when the front door was shut and locked.]

Once inside the suite, I felt like a little kid on Christmas morning! Even though I had seen everything we purchased, I had done nothing more than watch as Beau examined and selected the "tools of the trade". I couldn't wait to handle them myself and began popping them out of their plastic cases.

"Hey, slow down, buddy!" Beau exclaimed. "You'll have plenty of time to get to know these babies."

I took a deep breath and sat back.

"The worst thing you can do is rush this, Tim. These are meant to be used in a certain order, so that you gradually increase your ability to shove them up your ass," he said with a laugh.

Laughing, I demanded, "When can we start?"

Beau stood and said, "First things first. Step into the bathroom with me."

Once there, he opened a drawer in the vanity and removed a small cloth bag. I was mystified and more than a little nervous.

"What's that?" I barely squeaked.

"Well, you once asked me how come you didn't see or smell and shit when you were tonguing or fucking my ass... This is why. It's called an enema."

He removed an object about 8 or 9 inches long. The bottom of it was a round purple bulb with a flat bottom. The rest of it was a black tube about six inches long, straight, but with a little curve in the last inch. Next, he took out a small red bottle - holding some kind of liquid, I presumed.

He held up the enema. "This serves two purposes. First, we put warm water in it and wash you out completely. Then (he held up the red bottle) we put this lube inside you. It helps things a lot."

"I thought you used the lube on the outside?"

"We do, but that's just to ease the entry. On the inside, the tissues are sensitive and easily bruised, so this is both a lubricant and a medicine that anesthetizes your insides. That can help prevent any damage the first couple of times."

"Damage!?!" I exclaimed with horror.

"Well, not any real damage, but the skin on the inside has never been jabbed and rubbed like it's going to be, so until you've done it a few times, it's not unusual for the skin to bleed a little. After you get used to it, you'll enjoy it even more if you switch to a non-numbing lube. That way, you'll feel everything good that's going on inside there. But we always start with this kind," he said, waving the bottle in front of me.

"You said there'd be no blood!" I accused him.

"Not if we go slow enough and do everything right, but right now you seem hot to trot, so I'm worried you'll rush things. And if you do, a little blood is the price you'll pay. It won't be serious, and it will stop right away, but it's not unusual for a virgin like you."

I thought back to the first girl I had ever fucked. A virgin, she also bled a little when we did it. "OK. That makes sense."

I looked at the bulb and bottle for a moment, thinking. Then I cautiously began, "There's another thing I've been wondering about..."

"Yes?"

"Well, I don't know how to say it, but... you never use a condom."

Beau looked serious for a moment. "No, I don't, but you can any time if you want to."

"Do I need to?" I said, not looking him in the eye.

"Well, for peace of mind, I would say 'yes, if you want to', but for health and safety, then the answer is 'no, you don't NEED to'."

"How so?"

"So, you already know I do porn flicks." I nodded. "And these days, anyone who appears in porn without using a condom has to have a blood test 30 days before each performance and again 30 days afterward. That pretty much rules out any kind of STDs, including HIV. As long as the models don't have sex with anyone else - or at least use a condom if they do - then the studio can assure the audience that they have been thoroughly tested. Even with all that, every porn film begins with a warning to always practice 'safer' sex, which means a condom or some other way of not sharing fluids."

"How effective is all that?"

"Hmm. I guess, so far, I have never heard of anybody coming down with anything if they follow the protocol faithfully, and every studio - or every reputable one - makes damn sure all their models follow the rules, or they're out."

"So, you and Jimmy...?"

"We made a video together two weeks before you met me, and we'd both been tested before and after, so I was comfortable letting him fuck me yesterday."

"But what about me? I didn't get tested."

Beau looked me in the eye seriously "Do I have anything to worry about?"

"I guess not. I haven't had sex with anybody before you for the past two years or thereabouts."

"Well, Tim, I think it would be a good idea for you to get tested, just for your peace of mind. It's nothing to rush, but I gotta assume you won't always be doing me." He smiled, "And my 'clearance' will run out in a couple more weeks."

"Is that all the time I've got left with you?"

"Fuck no, baby! I just meant that the window of safety is only 30 days long."

"Aren't you going to make another porno soon?"

"I haven't heard anything. You see, the way the studio works is they call me in for around two or three weeks of taping. I fuck just about every other day until they have all the film they need. Then it goes into post-production, where I usually get called in to do 'looping', which means recording my voice over the video. Then they edit it and smooth out the rough spots until they're ready to release it. And that takes another three or four weeks, so they don't call me back until all that's done."

"Why not, if you're so popular?"

"Good question. I think they don't want to flood the market and have the audience get tired of seeing me."

I nodded my understanding, and Beau smiled: "Now, if you don't mind, get naked for me, please."

I complied and Beau also stripped and led me into the shower. With a warm, gentle stream running over us, and especially down my back, Beau demonstrated the use and application of the enema bulb. First, he pulled the shaft out of it and held it under the shower stream, filling it with warm water. Then he popped the tube back in place.

"Now, bend forward about half-way." He told me.

As I did so, I felt him massaging my ass cheeks. I felt the stream of warm water from the shower head running down my back and right into the crack and felt him gently slide one finger inside my hole. He twisted it around a couple of times and then pulled it out. Immediately, it felt like he put it back in, but I could feel it move deeper and deeper inside me.

"Is that...?" I asked, my voice quavering.

"Yes, my lover, not have an fucking enema all the way up your sweet ass! Does it hurt?"

"No, not at all." As I was saying that, I suddenly felt a gush of warm liquid fill my rectum. It felt like it was full to bursting, and I had an almost uncontrollable need to push it back out. Beau interpreted my facial expression. "Don't worry. Just let it stay there for a few more seconds." Then I felt it all being sucked out rapidly.

"That's all there is to it," Beau explained, as he squeezed the bulb empty onto the floor of the shower. "Now you try it."

I copied his actions, removing the bulb and filling it with water. I had a bit of trouble aiming it at my pucker, so Beau helped guide it in. I squeezed and once again felt that uncomfortable urge to shit. I counted to ten, which was about how long it seemed that Beau had waited, and then squeezed the bulb again, drawing the water out. When I removed the bulb and dumped it, I was pleasantly surprised to see that it was nearly clear.

"You'll need to do that until the water is completely clear, two times in a row."

"You do this every time you have anal sex?"

"Well, yes and no. If I'm expecting to do it and have time to get ready, I do this." He pointed at the enema bulb.

"You mean sometimes you're not expecting it?"

He smiled widely and winked at me. "There are times when the passion of the moment doesn't allow for proper preparation."

"What happens then?"

"Well, it depends on the time of day. Without getting into anything too disgusting, I usually empty my bowels first thing in the morning, and that's it for the day. As long as that works, there isn't really anything much left behind, so it's almost unnecessary to clean out." Seeing the expression on my face, he hurried to add, "But it's always polite and advisable to take the time to rinse, out of respect for your partner. Nobody likes to have wild butt-fucking sex and then pull out with 'brown' on their dick."

I made a face. "That's so fucking gross!" We both laughed.

I repeated the cleansing process two more times, and the water came out clear both times.

"Looks like you've done a good job. Now, the next step..." We got out of the shower, toweled off, and Beau faced me, holding the little red bottle. "As I said this helps lubricate and numb your insides a little." He showed me how much of the liquid to squeeze into the bulb, replaced the funny-looking tube with the little crook at the tip and told me to sit on the toilet. "Now just raise your ass up high enough so you can get your hand and the bulb back there. This time you'll have to find the hole without my help. Push the stem in and squeeze gently. You shouldn't feel like you have to go this time, because there's only a tiny amount of liquid there."

I did as he instructed, and said, "It doesn't even feel like anything went in."

"I'm pretty sure it did, so now just pull the stem out and immediately squeeze your asshole shut tight, like you're trying not to crap. Then just sit on the toilet for a couple of minutes. If there's too much in there, a little might dribble out, but that's OK because enough will have been absorbed by then."

Beau then took out the bright pink butt plug thingy. He proceeded to run hot water in the sink and then to wash the sex toy thoroughly with soap and water. "That's all it usually needs, although you can also wash it with rubbing alcohol if it makes you feel better." He dried it on a hand towel.

As I sat, I thought how foolish I looked, naked, sitting on a toilet in front of my lover, who was also naked - and by the way, starting to get a hard-on! - waiting for something to dribble out of my ass! I laughed out loud and felt a little liquid come out.

"Oh, shit!"

"Definitely not, and I told you that any excess would come back out, so you're doing fine. Now let's head for the bedroom," Beau said, picking up a clean towel.

"What's that for?"

"Just in case we make a mess the first time."

We got onto the bed with the towel under me from my lower back to my knees. I was curious why Beau had remained naked, but I didn't say anything about it.

"Now, spread your legs a little and lift them up and pull your knees to your chest." As I tried to comply, Beau laughed. "You're not trying to break your back, are you? Just relax. All you're doing it showing me your hole and keeping your legs out of the way. Just fucking relax!"

I took a deep breath and got more comfortable.

"Now, as I said, we have to start small," Beau explained as he picked up the butt plug. "So all I'm going to do this time is ease the tip of this baby inside you. If it hurts, tell me right away." With that, he smeared a dab of Just 4 U lube on it and aimed it at my fuck-hole.

I braced myself for searing pain, but all I felt was a tickling on my pucker and then a slight pressure. I felt the plug push through a ring of muscle and then Beau stopped.

"All right so far?" I nodded. He went on, "Your anus has two sphincters - an outer one and an inner one. They're close together, but you will probably feel like they're a mile apart the first few times. We just crossed the first hurdle!" He chuckled. "Now, here's the second one." I again felt the pressure and a sensation when the plug passed the ring of muscle.

This time I felt like I had to go. I squirmed.

"Did that hurt?"

"No, but it feels like I have to shit."

"That's normal. For however many years, your body has been trained to interpret pressure on that inner ring as a signal that you need to take a dump. You're now teaching it that there's another reason for that sensation. We're just going to stay like this for a few minutes, and you should soon feel nothing unusual at all."

Beau was right, after a short while, the urge to defecate was gone, and I just felt something small and not at all unpleasant occupying the entrance to my ass.

"I think I'm good now," I told Beau, looking into his face for reassurance.

"You fucking are, buddy!" He applied a little more pressure and I felt the little pink thing grow slightly. He waited about a minute and then pressed a tiny bit more. "Doin' OK?" I nodded again. He repeated the process again, and I felt like my hole couldn't stretch any further.

"That's about all I can take," I said, trying not to sound like I was in pain.

"No problem. You're doing fucking great for the first time!" He slowly and gently withdrew the plug. I had to look and was greatly relieved to see no trace of either brown or red on it.

"How do you feel?" Beau asked.

"Like I've been fucked." I said, snickering.

Beau laughed, "Well, you've been stretched a little is all, but I have to say you took more than I thought you would for the first time."

"So, now what?"

"Just rest a few minutes, and then we're going to do it all over again." My face must have told him I wasn't exactly thrilled with the idea. "Tim, what we're doing is slowly but surely stretching those muscles, so that, someday, something very nice can get in there, and we can both have a great time."

I sighed, "I know. This is just not quite what I thought anal sex was going to be."

"Baby steps - that's the safest and most comfortable way to get there."

"How long is this going to take?"

"Depends on how you feel, and how eager you are to make progress. If we do this just once a day, it could take weeks."

"Get with it then, goddammit!"

With that, Beau slowly and tenderly repeated the process of acquainting my tight old ass with an intruder. I can't honestly say that I enjoyed any of it. There was no real pain, but the strange feeling didn't get any more pleasant with repetition. He did it a total of four times, and then he took the butt plug into the bathroom as I cleaned myself up with towel I had been lying on, being extra-careful not to stain the bedsheets in any way.

"Come in here and get cleaned up," Beau called from the bathroom, as I heard him turning the shower on. When I entered, he was already under the water with a hard-on.

"Turned you on doing that, did it?" I teased.

"What turns me on is the thrill of seeing you experience a sexual pleasure that you have never felt before. That, and the thought that it won't be long until my dick is right where that butt plug was today." With that, he drew me into the shower and into a passionate embrace. He lovingly washed me from head to toe, then knelt before me and took my erection into his hot, wet mouth. To my surprise, and in spite of the assault on my backside, I found that I was horny as hell and quickly came in his mouth.

After swallowing, Beau looked up at me and smiled. "I knew that was turning you on. I don't know why, but there's a direct connection between ass-stimulation and horniness. I guess that's just the way we're made."

He rose, and I kissed him deeply, then knelt down and returned the favor. As the warm water flowed over our naked bodies and his hot come filled my throat, I felt the first twinge of true love for this beautiful young man who was so committed to my sexual enjoyment.


Stay tuned to https://www.nifty.org/nifty/gay/beginnings/going-gay/ for the next exciting episode in the gay-sex-education of Tim!

Next: Chapter 10


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