Life with Daddy Bear

Life with Daddy Bear Part 5 Instructions from Daddy By Always Horny

This story is about a relationship between two consenting adults. The terms "Daddy" and "Son" are meant as indicators of dominant and submissive roles, much like "Bear" and "Cub" would be. The characters are not related.

On Monday morning I got up early and immediately opened the envelope Daddy had left for me. It read:

"Dear Drew,

While I am away you are pretty much free to do what you want, you have the run of the house, just use your own judgement and do whatever needs doing, laundry, etc.

You are free to have guests over, just use your own judgement on that also, but don't let anyone into the play room, or discuss it with anyone. Please text or call whenever you want. I don't know my meeting schedule yet so I might not pick up right away, but I'll get back to you soon. If I you have an emergency with the house, I have a list of contact people, plumbers, HVAC company, etc. on the fridge.

One last thing, see if you can get the Monday after I get back off from work. Maybe we could do something special. One last thing, go down to the playroom right now and go to the spanking bench.

You will see another envelope on it, open it and follow the instructions in that letter exactly as they are written.

Love, Glen."

Seeing that "Love Glen" at the end gave me a warm fuzzy feeling. I went down to the play room and opened the envelope marked "Son".

"Dear Son, This is your Daddy talking now. These are your sexual instructions.

1. No cumming while I'm away, period, unless you can't help it (you'll understand this as we proceed).

2. You are allowed to jack-off or watch porn, but you do so at your own risk! You have to stop before you cum! 3. Over on the saw horse, you'll see some wrapped boxes for you to open. Each box is marked with the date. Open each one on the date written. Do not open the boxes ahead of time! Each box will contain further instructions. Open the Monday box now! I went over to the saw horse and sure enough there were six boxes on it, wrapped in colorful wrapping paper. I unwrapped and opened the Monday box. Inside was a large pink suction cup dildo. It was the bendy jelly-like kind.

Son, here is your first Monday set of instructions: 1. Each day, lube up your ass and fuck yourself on this dildo for at least ten minutes while I'm gone. Do this in the bathroom shower stall. Fuck yourself doggy style the first day, attaching the dildo to the wall at ass height. Video record this and text it to me when done. DO NOT CUM! If you have a "prostate orgasm" that's OK. Prolonged dildo fucking will have you leaking precum, and possibly prostate fluid, which will seem like precum only there will be more of it. Clean the dildo thoroughly after use. Cleaning instructions are in the box.

1. Buy a notebook and start a journal recording all of your sex instructions and activities, length of time of activities, and how you felt while doing the activity and after also. A sample entry might read:" Today I rode the dildo for 11 minutes, it made me horny and I leaked a lot of precum while doing it."

2. I want you to start working out son. This is for your health, but also is a "sex instruction", because I want your ass bigger and more muscled and shapely for my visual and fucking pleasure! For many years I have belonged to an exclusive, expensive, private gym that caters to serious weight lifters and power lifters mostly. The owners name is Andre. He has been a good friend of mine for several years. He has agreed to do some personal training with you to get you started as a favor to me. I gave him your name. Sometime this week call him and set up an appointment.

Wow! I knew daddy probably had some sex instructions for me, but the first one was hot! I had never used a dildo before, just a butt plug that one time Daddy stuffed one up my ass on the weekend that we met. Just the instructions alone gave me an erection! Daddy didn't specify when to fuck myself, but I was pretty horny and decided that right away was a good time! I grabbed some lube and the dido and headed for the shower. I set up my camera to record myself and set the timer. I affixed the dildo to the tiled wall and lubed it up. I got into position, held the dildo head at my asshole and slowly backed up working it in. Once I got it in, I slowly backed up on it all the way to the balls on the dildo. It felt really awesome! It was a pretty big dildo, not Daddy sized, but almost! I fucked myself slowly, going down full length of the dildo then out almost all the way out, then all the way back in. Fuck, I was horny! I immediately understood daddy's devious plan; he was going to keep me horny and desperate to cum for two weeks! After ten minutes I had a small puddle of precum or prostate fluid underneath me on the shower floor. I decided to stop at the ten minute minimum!

I sent the recording to daddy. Then took a very cold shower and headed to work.

I called Andre later that morning about his gym training offer. We made plans to meet Tuesday night at 6:00 pm.

Daddy texted me later in the day; "you looked so hot son, backing up on that dildo, made me want to jerk off something fierce! We may have to reconsider this "no cumming" rule, or I may have to fly you out here if it becomes an emergency". I want that "back up" treatment, son, I'll be your dildo!"

The text was accompanied by a close-up pic of daddy's cock; it was a head on shot and his piss slit filled the frame.

My cock throbbed in my pants. There was no way I was going to last two weeks! Not to be outdone, I went into a bathroom stall at work, dropped my pants, squatted a little bit and took a close-up pic of my asshole.

Then I texted daddy; Thanks for the text daddy, you'll always be my dildo! Love the pic you sent, it's mouthwatering! P.S. This is waiting for you back home!" I attached the pic of my butthole and sent him the text.

Just about a minute later he texted me back "Christ son, I've got to concentrate on making sales out here, your making me walk around with a mega hard on. I love your freaky attitude son, but maybe we ought to save the sexting for after business hours! "

I texted back, "Ok Daddy, that would make my pants less tight at work as well! I'm also going to save the dildo riding for after work from now on! Love you. Drew".

That was it for texting for the day; I think we both knew that it could get out of control fast.

Daddy called me that night and we chatted for a bit, about our day, how his trip was going, etc. It didn't get sexual which was actually kind of nice.

The Tuesday envelope said; "today's dildo ride will be standing up, bending forward a bit". Also today, after work, I want you to wear this ball strap from the time you get home until you go to bed". It should be worn snug, but not too tight". If you can't get your balls dangly enough to get the strap on, then use the smaller single ring". The ball strap was a little wider than a wrist watch strap, and had three snaps spaced for fit adjustment. Daddy had also included a normal rubber cock ring in the box.

Daddy texted me that day saying, "Don't wear the ball strap to your meeting with Andre. Save the dildo ride for afterwards as well". I knew that he was telling me to be cool with Andre without saying as much.

I went to the address that Andre gave me. It was for a nondescript building, with no sign and high windows. He asked me to text him when I got there. I did, and a muscular black guy came out to greet me.

"Hi, you must be Drew, I'm Andre". Grab your gear and we'll head inside." When we got inside Andre led me into his office. He asked me if I wanted some water or seltzer, then he said "Sorry about the cloak and dagger stuff surrounding the gym. I opened it ten years ago. It's a private gym, actually invitation only membership. We don't have a sign and we don't advertise. I have a small group of members. Glen is one of them. Each member has a key to the door, but they have to have at least one other member present to work out, for safety reasons. Most members lift pretty heavy. It's all free weights; we don't have any machines except a few treadmills for warming up. No spin classes". He said with a smile. "We also don't allow guests. You're not technically a guest; I'm doing this as a favor to Glen".

"OK, thank you", I said, a little perplexed at the strict policies.

He smiled and said, "Sorry about that, I get a lot of inquiries about membership. I'm very selective and I can get a bit overbearing about my business policies. But enough about that, I have one question for you Drew, Do you want to start exercising Drew, you personally?" I think he was alluding to Glen and I wondered if he knew about our relationship.

I said "Yes, I do want to get in better shape".

"OK, great. I can give you two sessions a week, for the next few weeks, that will get you started, and you can decide if you want to hire me after that". He asked me about my health, if I had heart issues, high blood pressure, and past injuries. He told me that 99% of the people who go to a typical gym workout on completely the wrong way. He proceeded to tell me all of the ways they do it wrong; not nearly enough stretching, went too many times a week, for too long each time, lifted too heavy too soon, and neglected certain muscle groups.

After I changed into my gym clothes Andre brought me into a small stretching room that only had those big inflated exercise balls, bands, and matts. He had me warm up by running in place and doing jumping jacks, then he had me doing specific stretches for the next 30 minutes. That was the whole workout, just stretches! And I was exhausted! Andre said, "Great job, Drew. You listen well. That's a valuable skill to have. Ok let's hit the showers".

Glen had clued me in on this beforehand. All the members showered after working out. It was a small open shower with eight shower heads in it. There were no curtains. It had a culture of voyeurism. That was another reason for the selectivity; Andre had to make sure that all members were cool with the homoeroticism of the showers. He told me not to worry, he wouldn't get handsy, or make a pass at me, but he was going to get a good look at me. He asked if I was OK with that.

I said that I was (I had changed a lot since meeting Glen). We hit the locker room then the showers.

Andre had a muscular body, but not like a body builder, more like a gymnast. Andre took the shower right next to me. He began soaping himself all over, including cock, balls, and ass crack. I figured "When in Rome" and did the same. As we were toweling off, he said, "Glen mentioned that you two were a couple. I think that's great. He's a great guy." We made an appointment for another training session for Friday night.

I got home and had dinner. Then I sat on the couch with a blanket on so I could get my ball sac loose enough to get the strap around. It wasn't easy after the sexy shower I just took.

After I had chilled a bit I put on the strap and went into the shower with the dildo. The ball strap and deep dildo fucking had me moaning and panting, my cock drooling semi-clear goo the whole time. God! I needed Daddy so much! It was a physical ache. How was I going to last for two weeks! Afterward, I felt like I needed to Ice my crotch. I left the ball strap on per daddy's instructions. I called daddy and told him about the session with Andre and asked him if he enjoyed the video I sent him tonight. "Yes very much so, Son. Watching you slow fuck that dildo was sweet torture for me, Son".

Speaking of that Daddy, I don't think I can make it for two weeks, between the ball strap, and fucking that big dildo, I'm going out of my mind with horniness!"

"I'll tell you what son, hang in there if you can, but if you need to you can switch up the dildo fucking from every night to every other night. How does the ball strap feel son? Any chafing?"

"Not yet daddy."

"If it becomes bothersome you can take it off after about an hour of wearing it each night. I'm trying to stretch your ball sac a bit so I can grab hold of you balls while I'm fucking you".

Wow, his saying that made me horny as hell. "Daddy you're going to give me a bad case of blue balls if you keep talking like that."

Daddy chuckled "How, was your training session with Andre".

"It was good. And we took a shower together, like you said we might."

"How did you feel about that son?"

"Actually it was kind of pleasant and relaxed." "It was nice not to have to avert your eyes constantly like you would at a non-gay gym".

"So you figured that out son?"

"Yeah it was pretty apparent; Andre showered right nest to me and gave me a good show".

Daddy laughed, "I figured he might".

The Wednesday box had a short note: "While fucking yourself on the dildo today, standing up, use this cock stroker at the same time. Lube the stroker before you use it". STOP using the stroker if you feel like you're about to cum, boy! Get off the dildo also if you need too! DO NOT CUM! THAT"S AN ORDER, BOY!"

In the box was a squishy silicone "masturbator" that you slid onto your cock and held in your hand as you jacked off. I had never used one before. I got a lump in my pants as I read the note.

Daddy was killing be! He was really winding me up! I didn't even bother to try and hide my near constant erection at work.

That night I did the simultaneous dildo fucking and stroking. I only got to four strokes of with the masturbator, before I had to stop. I also had to get off the dildo because I was in danger of blowing a load any second.

The Thursday note said "Skip the cock strap, dildo fucking, and dick stroker entirely today, Son".

"Instead I want you to wear this metal ball ring behind your nuts all day".

I looked at the metal ball ring. It had a slight heft to it. It was hinged and clasped and unclasped magnetically. I tried it on. It had an immediate "pull down" effect on my balls: a combination of the ring's weight and gravity. The sensation was very pleasurable and erotic. I found out later that wearing it all day would create a dull ache in my balls that only increased my already desperate horniness.

Daddy texted me later that morning, "how's the ring feel, son?"

I replied, "Oh God it's sensational, daddy, but I desperately need to cum! My cock is drooling precum all the time! I had to wear two pairs of undies today so I wouldn't get a wet spot on my pants at work!"

Daddy replied, "Excellent, my plan is working as designed. You see son, by teasing and toying you for two weeks, but denying you release, I making you into a desperate horny little bitch who'll do anything at my command. Ha, Ha, doesn't that sound like fun, Son?"

I replied, "but daddy, I'm already your desperate horny bitch who'll do anything at your command!"

He replied, "I know son, but tormenting you this way is fun for me. You want to please daddy, don't you?"

"Yes Daddy" I replied.

"Good Boy", he replied back. "Change of plans son. I want you to ride the dildo, and use the stroker after all tonight. Oh, and go into the box labeled for tomorrow as soon as you get home tonight and follow the instructions."

Later that night I opened the box for the next day, per daddy's instructions. I saw a bigger, heavier ball ring inside, with instructions to put it on immediately. I still had to do the self fucking and stroking and was dreading it. The self fucking had started out kinky and erotic, but now it was agony without being able to shoot my load. I had a bad case of blue balls that the heavier ball ring was only making worse.

Resigned to my task, I set up my phone and started recording the session. I moaned loudly as the big dildo slid into me once more. My cock and balls were swinging slightly, adding to the ache in my balls. I slipped the stroker over my cock and just held in place while I rode the dildo, so it slid on my cock as I rode up and down on the dildo.

"Ohhh! Daddy! I know that you are going to see this! I need to get this ring off! I need to empty my bloated balls! Please! Grant me release! I need to cum so bad!

I flopped off the dildo and collapsed on the floor, then I sent daddy the video clip.

Daddy called me moments later, "Hi Son."

"Hi Daddy."

"Son, I'm so proud of you! I never thought you'd last this long without jerking off. Listen take the ring off right now, and stop using the dildo. Go drink some water and get an ice pack. I want you to ice your balls for ten minutes, then take a cool shower. Sit quietly on the couch and have some of my bourbon. I can help you tomorrow, but you've got to wait a little bit longer. Don't jerk off! A big release is in the cards, I promise".

"OK, Daddy. I love you."

"I Love you too, son."

Friday was a bit easier without the heavy metal ring pulling on my balls and the mental relief of knowing that the dildo torture was over.

Andre called me late Friday morning.

Hi Drew, listen, I'm sorry but something has come up, I have to cancel our appointment for tonight.

We'll have to reschedule."

"That's OK" I said, relieved that I didn't have to go.

Daddy called me shortly after Andre called.

"What time do you work until son? "

"My usual time 4:30".

"Can you get out a little bit earlier, say an hour or so?"

"Sure, I can bug out early as long as I do it sparingly".

"Great! You park in the company garage right? Can you leave your car there over the weekend?"

"Sure, should be no problem, I'll just let security know about it".

"Great" he said, "At 3:30 someone will come by and pick you up in front of your building."

I had no idea what Daddy had planned, but he was my daddy and I knew not to question him.

At 3:30, a silver Honda pulled up.

"Hey Drew", the driver called out.

It was Andre.

I went over to his car. He said, "Get in, Drew asked me to give you a lift."

I got in the passenger side.

"Where are we going Andre?"

"To the airport. Glen booked you a flight to Denver for you. You're flight leaves at 6:00."

I said "OK, thanks for picking me up."

"No problem", he said, giving my leg a little rub. " I hope that you won't think this is too forward of me, Drew, but I was a bit turned on when we showered together, and I noticed that you were a bit too. I know that you are in a serious relationship with Glen, and I would never compromise that. Glen and I used to be "friends with benefits" before he met you. If you ever want to I'd be happy to help you out when Glen is away, assuming it has his prior approval of course, or join you in a three way. Ever been spit roasted Drew?"

My breath hitched and when he said this. I didn't say anything for a second, then I stammered " Actually Andre....I think I might like that, as long as it was Ok with Glen."

"I understand completely Drew" he said giving my leg a little squeeze.

He said nothing further about it and dropped me off at the airport. My mind was reeling! I was in such a state of utter desperation to cum that if Andre had unzipped my fly or touched my crotch I wouldn't have stopped him! Would daddy be upset if I let Andre got me off? Somehow I doubted it. I had a feeling he had orchestrated the whole thing; the training, the shower, the ride, the come on....I wasn't a fool.

Daddy had texted me which airline desk to go to get my ticket. He had booked me a first class ticket.

When I was on board a flight attendant asked me if I wanted anything to drink, I ordered a whiskey and ginger ale. Then I had two more. Finally a bit relaxed, I ate a roast beef sandwich and fell asleep.

Daddy was there to greet me when my flight arrived. I rushed up to him and gave him a big kiss - right there in the airport - I didn't give a fuck and neither did he. I had no bags to grab so we quickly left for his hotel.

In his rental car, I said "Thank you Daddy for flying me out here; first class, too! I'm so glad you did, I was desperate to see you."

"I was desperate to see you to son, and I know that we are both horny as fuck. Don't worry, I'm taking care of that right away, so don't shoot off in your pants, OK?"

We got to his hotel and went directly to his room. He quickly tugged my pants down and swallowed my cock with his mouth.

"Oh God, Daddy! Ohh! That feels incredible!" I almost fainted standing there so Daddy got me onto the bed, and continued giving me a sensual and aggressive blowjob. I was moaning and writhing on the bed, running my fingers through his hair.

I kept moaning, and gasping, saying "Oh Daddy" over and over. I very quickly felt a huge orgasm building, suddenly exclaiming, "Oh God, daddy, I'm cumming! Ohhh!"

I came for what felt like ten minutes. I shot and shot, everything inside me - an absolutely huge load born of my week of intense teasing and denial. My whole body spasmed as I came. Daddy kept on sucking until I was completely spent.

"Wow, son, that was a very huge load there. Maybe I should have let you jerk off once or twice."

I said," No Daddy, it was perfect, you just gave me the most incredible orgasm I've ever had!"

"Well son, hold on tight, because we're just getting started". He flipped me over and pulled off my pants. "I took a Viagra before you got here, and we are going to fuck and suck many more times tonight.

Now it's daddy's turn to cum."

He lubed me up and thrust his magnificent cock all the way into me. It was beyond belief! Just incredible feeling! He fucked me hard and fast and soon came, blasting my insides with his big built up load. When he was done, he laid beside me and kissed me. I said, "Thanks daddy, for saving up that really big load for me!" He patted my ass and said, "You're welcome, son!"

To be continued.....

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