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Anal Training with En and Marcus

Anal Training with En and Marcus

by Ddorset53
19 min read
4.82 (23500 views)
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Anal sex or indeed anything involving my bottom was not something I'd ever given any thought to.

At 40, I had been married to Natalie for five years and all my previous relationships had been with ladies.

I had gay friends and work colleagues but it was never something that was even on my radar.

Natalie was five years younger than me and a really pretty girl. She had a nice slender, gym fit body with lovely pert tits and a bum to die for.

We had a pretty good sex life for a married couple. We usually had sex at least once a week and there was still an occasional blow job on offer.

We both had well paid, high powered jobs, so we had busy lives.

We had a great apartment in town on the marina complex which we had owned together before we got married, with a mortgage nearly paid off.

We both kept ourselves fit, doing classes at the exclusive gym inside the complex where we lived.

At 40 I considered myself pretty toned and made sure that I watched what I ate.

Spending so much time at the gym I had started to notice that virtually every guy in the changing room was manscaping. There was hardly a pubic hair in sight.

Chest, dicks, balls and bums were bald. It was obviously the 'in thing' and although it was never something I'd considered before, I mentioned it to Natalie.

'You're not particularly hairy darling but I know how you like to keep yourself nice, so go for it,' she was extremely supportive of the idea.

'There's loads of places around that do male grooming. It will be easy to find somewhere baby,' she advised.

'I thought you might do it?' I quizzed her.

'Me? Are you joking. I'll probably cut one of your balls off with the bloody razor. There are experts babe. Just google male grooming.'

That night in bed I did.

'You're right. There a loads of places. We are in the wrong jobs. Everyone is doing it,' I laughed.

'Please make sure it's a man,' she insisted, 'I don't want you getting your tackle out for some floozy in white overalls,' she teased.

I found an independent guy who had a practice just outside town. His website said that he did massage and all types of male grooming.

He offered an initial session for an hour at £80 which sounded reasonable. So I booked him online for the following day after work at 17.00.

There was a photo of him in his work uniform. He looked to be in his late 50s, a slim guy with short grey hair. He seemed to be a nice, clean cut looking chap.

I showed Natalie.

'Definitely gay,' she said, laughing, 'what's his name?'

'It says Ken here,' I laughed back.

'Well I think Ken is going to love you my darling,' she teased.

Ken's practice was at his private home. He had a nice detached house in a leafy suburb just out of town.

He had confirmed my appointment back via email, with a short questionnaire that I had completed, and he had told me to park on his drive.

He answered the door straight away and I was immediately at ease.

He was really a friendly guy and his home was immaculate. I was introduced to his husband Marcus (Natalie was right), before he showed me through to the rear of the house where his clinic was set up.

It was a spacious room with a large massage table in the middle with towels across it. There were aromatic candles and it was dimly lit.

Everything was spotless and it smelt great.

Ken himself was dressed in loose fitting trousers with flip flops and a smart T shirt. He looked like his picture on the web. Clean shaven, slim with short grey hair.

He invited me to sit down so we could chat.

'You're in great shape,' he complimented, 'can I confirm no health issues at all.'

'No issues at all Ken,' I confirmed.

'You're 40 years old and married, right?'

'Yes. Married 5 years to Natalie.'

'Does she know you're here?,' he smiled.

'Yes,' I laughed, 'she helped me pick you out. She insisted that I saw a man.'

'Wise girl. She doesn't want a hot guy like you showing his bits to a lady,' he chuckled.

'That's almost word for word what she said.'

We laughed together. He was really easy to get on with.

'So male grooming?' he quizzed.

We laughed as I relayed the gym changing room story.

'Ok. I need you to get undressed for me and we can take a look,' he said.

I undressed while he sat and made some notes. I was naked except for my boxers.

He smiled.

'You'll need to take those off. Please believe me when I tell you that I've seen it all before,' he chuckled.

I removed the shorts and stood naked in front of him. I felt ok about it. My dick was a good size, about 7 inches. So nothing to be shy about.

'Wow. You're a bit of a hunk I must say,' he chuckled, teasing me.

'Thanks,' I said nervously.

'Ok. You're not an overly hairy guy so you just need tidying up a bit. You've booked for an hour so let's start with a massage to relax you a bit and then we can make you look gorgeous down there.'

'You're the expert,' I said, 'that all sounds ok.'

'Hop up on the table face down and I can chill you out.'

He did a 20 minute soothing full body massage with me naked face down. I have to say he did have magic hands and I was suitably ready for the main event.

'If you lie still for a moment and I'll get my shaving things ready for you.'

He came back with his equipment and unclipped two harnesses from the ceiling.

'Right I like to put clients in the stirrups for this. It means I can get access to all areas,' he laughed.

'I'll need you right at the end of the bed and then rock yourself on to your back and I'll clip you in.'

I did as I was told and I was on my back, legs apart with my ankles clipped into leather bracelets that dangled from harnesses secured to the ceiling.

It was a bit bondage like, but it did the job as he had perfect access to my bum, cock and balls.

He put a pillow behind my head and sat on a stool at the end of the bed.

'Right. I'm going to lube you up,' he giggled.

He poured a clear liquid into his hands and massaged it into my cock and balls. I gasped. It felt great.

'Don't worry. Just because a man is doing it to you, it can still feel nice. Relax,' he instructed.

He cupped my balls and continued to massage down towards my bum and found my hole rubbing the liquid around it.

'God,' I said under my breath. It felt good and my cock twitched in his hand. I was getting hard.

'Somebody likes their bum hole being touched. Please relax it's quite It's normal,' he continued rub it gently.

'I'm really sorry,' I said, my cock was now fully erect.

'Do not be sorry for this beautiful specimen,' he gripped my rock hard cock, 'just relax it's easier to shave when it's this hard.'

I lay spread eagled in the stirrups while he proceeded to gently shave my cock and balls.

I have to say it was such an erotic experience. Allowing this man full access to my most private areas had really turned me on. I was rock hard.

He moved down to my bum and carefully shaved all around my arsehole before edging his way in and removing the most intimate hairs.

'This is incredible,' I found myself saying.

'You do seem to be enjoying it very much,' he laughed, 'I'm glad.'

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Once he had completed the shave he gently applied some damp hot towels to the areas and removed all the loose fragments of hair.

'Well. You look fabulous,' he admired his work.

He stroked my solid cock and throbbing balls.

'Totally smooth.'

'Thank you,' I spluttered, 'so sorry about the erection.'

'Please stop saying sorry, it's quite natural. I see it a lot. You really seemed to enjoy your bottom being touched. I'm guessing that was a surprise?'

'Yes. Very much so,' I said.

'Look we have some time left. Shall we explore those feelings a bit more. Looking at our friend here, I think you'd like that?' he said holding my erect dick to attention.

I was embarrassed but I really wanted more.

I nodded.

'Ok. Just relax ok'

He sat back on the stool so he was facing my exposed bum and took another handful of lube to my hole.

His finger worked around my opening before the tip slid inside.

'Oh my god,' I sighed.

Ken smiled at me.

'You really like that. Look at your cock twitching. It's leaking pre cum.'

He was right. I was in heaven.

He slid his finger in further and gently started to slowly finger fuck my tight hole.

'That's incredible,' I gasped.

'You're lovely and tight,' said Ken softly, 'I'm going to try you with my tongue. Just lie there and let it happen.'

Spread in the stirrups I was at his mercy which made it feel even better somehow.

I felt a rocket go off inside me as his tongue entered my hole.

He lapped at my bum like it was his last meal and I writhed around in sheer ecstasy as he expertly rimmed me.

'I need to come,' I pleaded, 'I'm so horny Ken.'

'Spurt for me you gorgeous boy,' he stood and put his finger back inside me and grabbed my dick, slowly wanking it.

'I'm going to cum,' I warned.

'Show me all that lovely cream darling,' he forced his finger deeper inside me.

With that I felt my balls explode and I shot jets of spunk into the air. It was everywhere. The relief was incredible.

'Wow,' Ken was laughing, 'I'm not sure I've ever seen that much cum young man. That was extraordinary.'

I wasn't sure what had just happened. I lay there as Ken unclipped my ankles from the stirrups and stroked my hair soothingly.

'You Ok?,' he asked.

'I'm ok. Didn't really expect things to go like that though.'

'Sometimes it's more fun when it's unplanned,' he chuckled.

'It was fun,' I said, 'not sure what came over me.'

'Actually it was you that came over me,' he teased.

'Look. Get showered. There's a shower room at the back there. Come through to the lounge and we can chat before you go,' he handed me a fresh towel.'

I did as instructed and cleaned myself up. I dried and dressed and met Ken in the lounge.

Marcus brought us both a glass of water.

'That sounded like a good session,' he smiled at us both and left.

'I really enjoyed that,' I admitted.

'I know you did. Why don't you come back in a week when you have thought about what happened today. We can discuss options then.'

'Options?' I quizzed.

'Well whether you want to explore this further and whether you want to explore it with me,' smiled Ken.

'Who else would I explore it with?'

'Your wife?'

'Natalie. Oh no. I don't think so,' I couldn't imagine even discussing it with her.

'A lot of guys like anal. It doesn't mean you're gay. Wives wear strap on dicks for their husbands all the time.'

I laughed.

'I don't think Natalie would go for that Ken. I don't know where to start that conversation.'

'Ok. Well if you do decide to progress it with me. You know where I am, and I'd love to see you again.'

I sat and pondered.

'Look,' said Ken, 'I know you're a bit confused but don't be. Maybe you're a little bit bi? That doesn't mean you love Natalie any less or you want to have sex with her any less.'

I stayed silent, thinking.

Ken continued.

'You will probably start to have a few new sexual fantasies after today. I want you to share these with me on email. You can be totally honest with me. This can be your safe space until you decide whether you want to share them with Natalie.'

'I don't think I'll be able to do that. I can't risk her reacting badly if I tell her I like things in my bum,' I said.

'Ok that's fine. Most marriages have secrets and yours will be totally safe here. You may decide that you don't want to progress any further and pretend this didn't happen. In my experience and having seen what you were like today, I don't think that will be the case.'

'So if I book another appointment to come and be shaved again, if I want to we can progress things further? Test boundaries?'

'Of course,' smiled Ken. 'and have some fun while we're doing it.'

He called in Marcus and he came and sat with us. I guessed he was slightly older than Ken, early 60s. He was slim and nice looking, with a good head of silver hair.

'Marcus and I provide an anal training service, which might be ideal for you. Now you know what a serous turn on your bottom is for you, if you do want to bring any fantasies to life it may be physically difficult.'

'Does he have a tight one?' smiled Marcus.

'Extremely,' chuckled Ken, 'but only to be expected.'

'Anal training?' I quizzed.

'We can help test your limits and improve those limits,' explained Marcus.

'The limits of what you can take up there,' added Ken.

'OK. We could have a session and see how it goes,' I agreed.

'Great,' said Ken, 'Let's do a 2 hour session for the same price as today's one hour session. That way we can shave you, and that can provide you cover at home.'

'Good idea,' I agreed.

We made an appointment for the following week and I agreed to keep in touch via email between now and then.

'How was it?' asked Natalie, when she arrived home from work.

'Do you want to try it out? I asked.

I had cum buckets for Ken but I was horny as hell and I wanted her.

She liked it. We fucked like rabbits. It felt great given what had happened earlier.

'Bloody hell,' she said afterwards, 'you can go back there again if this is what it does to you.'

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I explained I was going for another shave next week, deciding to keep my secret.

Unsurprisingly, for the next two days my thoughts didn't stray far from my conversations with Ken.

I thought about the incredible pleasure he had given me and what that that could potentially become.

I wondered what Ken and Marcus had in store for me at the anal training session, and then my mind wandered on to what their dicks might be like.

I wondered how big they were and then ultimately what it would be like if they fucked me.

My mind was racing and I was constantly horny thinking about this new thing in my life.

In the spirit of honesty and as Ken had requested, I got all my thoughts down in an email to him.

He came back to me straight away. He told me it was exactly what he'd expected.

He thought that we had awoken some bi fantasies inside me but to relax and we would see where it took us. They were really looking forward to seeing me but he encouraged more emails with total honesty so that they had as much information as possible.

I was experiencing a lot of nervous energy on the day of our next meet and my heart was racing as I rang the doorbell of the house.

Marcus answered wearing a silk robe. I had a feeling there was nothing underneath.

'Welcome. Please come through. Everything is ready for us,' he said warmly. I followed him through the house to the clinic area.

Ken was sat naked waiting for us and as we entered Marcus removed his robe and as I suspected he was naked.

My eyes were instantly drawn to their dicks. Both were flaccid but they were very well hung guys.

'Great to see you,' said Ken, 'we thought that we'd all be naked for today's session. Is that ok?'

'Yes. Sure,' I spluttered nervously.

I eyed a table full of dildos, butt plugs and lube that had clearly been assembled for our session.

They gestured for me to undress.

'We were grateful for the honesty in your email,' Ken said as I started to remove my clothes.

'It really helps that we know what you're thinking,' he continued, 'if our relationship continues we would really encourage you to carry on emailing your thoughts. No matter how wild the fantasies get.'

'They have been pretty wild this week,' I admitted, 'as you can see.'

I removed my boxers and a rock hard cock sprang free.

'You are pleased to see us,' laughed Marcus, reaching out and stroking my erection.

The guys both caressed me gently and I gasped enjoying their touch. They started to stroke their own dicks which were getting harder.

'We are going to start with a massage to get you relaxed,' whispered Ken.

'Then you'll be back in the stirrups for a shave.'

'Face down on the massage table gorgeous man,' giggled Marcus.

'We will be focusing on your bum while we massage you. We can start working on opening you up,' said Ken, applying oil to my back, legs and bum.

Both of them started to massage me and very quickly they were up between my legs and then onto my bum.

I felt my bum cheeks eased apart and oil being poured into my hole.

One of them held my cheeks open while a finger began to work the rim of my arsehole.

I moaned as they expertly played with my bottom. I yearned to be entered.

'Relax and enjoy,' Marcus whispered.

Four hands on my bum and fingers entering me, I was in heaven. They really knew what they were doing.

Suitably relaxed and horny, they wanted me in the stirrups. As I repositioned myself on the massage bed I could see that they were both hard.

'Wow. You guys are big,' I spluttered, looking at their 8 inch cocks.

'A little too big for your tight bottom. For now,' teased Ken.

They repositioned me and I was spread eagled ready for them with everything exposed. It felt amazing.

'Marcus is going to lube and plug you while I get the shaving stuff ready,' Ken said, leaving the room quickly.

Marcus took the lube bottle and massaged it into my cock and balls. Then he massaged it into my bottom before entering me with the nozzle and giving me a couple of squeezes.

'I'm going to put a butt plug in. So relax and let me slide it into you,' said Marcus.

He showed me the medium sized butt plug and lubed the tip and the bulb up before gently edging it into me.

I gasped as it started to enter my hole.

'Relax,' soothed Marcus, 'once it's in you'll be fine.'

He carefully and slowly pushed it into me and whilst it hurt to get the widest part of the bulb into my bum, it finally nestled nicely and I was plugged.

It felt great.

'OK?' Marcus asked.

'God. Yes,' I smiled.

Ken came back in to see me spread eagled in the stirrups, bottom plugged.

'Goodness. That looks fantastic,' he smiled.

'The patient is ready,' giggled Marcus.

The shaving prep began and they both coated my cock, balls and bum in oil, gently caressing all the areas.

Ken did the shave, removing every hair from my rock hard dick and then my throbbing ball sack.

Marcus relaxed me, stroking my head and chest.

He took my hand and placed it on his huge, and now fully erect pole.

'How does that feel?' he asked.

'Very hard and extremely big,' I smiled at him, as I gripped his meat.

'I'm taking the plug out so that I can shave you bum hole. So relax,' said Ken.

He slowly removed the plug and I bucked a little as the largest part came out.

'Let's see what that's done,' said Ken.

He carefully a slid a finger inside me and I gasped as the pleasure hit me.

'Oh god,' I shouted. I felt my cock throb.

'Lovely,' said Ken looking at Marcus. 'That's opened him nicely.'

Marcus swapped places with him and tried a finger.

'Oh yes,' smiled Marcus. 'Just perfect.'

'Ok let's get that tight hole shaved and ready for training,' said Ken.

Ken really was an expert and he lightly shaved around my lubricated hole before intimately removing the last hairs around the rim. It felt great.

Marcus held my rock hard dick and cupped my balls out of the way, while his husband finished his work.

'You are perfect,' announced Ken, admiring his handiwork.

'He certainly is,' laughed Marcus, squeezing my balls and dick a little tighter.

I could tell they both found me attractive. Their cocks were at full mast now and they were seriously turned on.

Ken started to lubricate my bum with his fingers before edging the nozzle into me and giving two squirts, sending the oil inside me.

I gasped and felt my cock throb with the pleasure.

Marcus produced a small dildo and switched it on.

'Good one to start with,' nodded Ken.

'This one pulsates every few seconds. I think you'll like this,' smiled Marcus.

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