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My Secret Fantasy - part 5 1/2

by Curious Lee

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“Let’s see how ticklish these balls are! Time for you to suffer Drippy!” he said with such glee.

 

Now, I have told you guys many times just how ticklish my balls are. They are truly my weakness as they are highly sensitive to tickling. Now, I felt this feather stroking over my shaven balls and it was horrific! I immediately started to twist and turn as the tip of the feather stroked right down that line of skin on my sac and I begged immediately. My balls were hyper ticklish right now and my dick was swinging wildly. I could hear him laughing and taunting me, telling me he loves to destroy ticklish balls.

 

“That’s right! Swing that cock around! Soon it will be hard again…” he taunted.

 

Dammit, he was right! As the feather continued to tickle my balls, my cock started to stiffen again. This is an unfortunate (fortunate for you!) side effect of having my balls tickled. I kept laughing and squealing in ticklish terror as the feather made its way to my perineum and oh man! That was crazy intense as it slid across that skin. As I continued to cackle, the feather then tormented me even more by circling around each testicle. I am so damn ticklish there! I could hear him taunting me as he tickled my helpless balls. This made it all the more worse! I could feel the tendrils sweeping across my balls, sending ticklish shockwaves throughout my entire body. I begged. I pleaded. I laughed. The feather sweeping was in a certain rhythm. Just stroking all over my balls and I just couldn’t stop laughing and pleading. Now my cock was rock hard and my pre-cum was dripping off of me. Yes, my name is Drippy.

 

“That’s what I love to see. Your cock nice and hard. Want me to stop feathering you? I bet you want to cum don’t you Drippy?” he taunted.

 

The ball feathering was still going on and now this guy is talking about making me cum. It was true, I would like to cum as it has been a while that I did ejaculate. But I was so helpless right now, all I could think about was that evil testicle feathering. I nodded my head yes to the stopping the feathering and I guess to being made to cum. The feathering then stopped and I heard an evil laugh. The kind of laugh that sends shiver down your spine.

 

“Excellent. That nice hard cock of yours is going to be milked. Time for the first load. Hehe” he laughed.

 

I groaned as I heard what he was about to do. Then the memories of what he said he planned for me came back to my mind. He said he wanted to drain my balls completely. He wanted to make me dry shoot, that way he knows he collected it all. I hope that this soon to be extracted load would be all of it. I heard him walk away and my cock kept twitching. It was like it was trembling in fear. Then I heard him coming back and I looked over. He had brought a duffle bag with him and I could only wonder what was inside that bag. He then knelt down and faced my cock. The bag was unzipped and he laughed as he then patted my cock.

 

“Time for me to tickle your cock now. Got to get it ready for your first load!” he laughed.

 

I shivered and now trembled my body as the feather was now stroking the underside of my shaft. This was horrible! My dick was so sensitive and that feather sent a lot of ticklish tremors through my body. He then grabbed the base of my dick at the balls with his left hand and used his right hand to slide that feather up and down my shaft. The tip of the feather stroked maddeningly slow as it went from the base of my cock, down the underside, then wriggled on the ridge on the head of my cock, driving me insane with ticklish feelings, but also got me more horny. Feeling his strong hand gripping my shaft and the teasing feather felt incredible, but it also tickled like hell! He then focused that feather on the crown and even moved it to the “lip” of my cock head, flicking it off that spot. I shivered with each flick and I started to whimper. He was tickling me and getting my cock so hard, I was ready to burst! Then the feathering stopped and I heard him laugh again.

 

“This is fun! You look like you are going to explode! I love it. Now, let’s get you ready for the first load!” he said with true happiness in his voice.

 

I closed my eyes and didn’t know what was going to happen next. I knew he was going to milk me, but would he also tickle me. He did a quick poke in my side and I squealed a little as my body was really sensitive right now. Then I gasped as I felt his hand grabbing my hard cock, but he must have placed oil or something in it because now I felt this substance on me. I opened my eyes and saw how slick my cock was as his hand started to stroke me. I then laid my head back down and closed my eyes as I was completely helpless to his stroking. The grip he had was firm, and he slid his hand slowly up and down my shaft and when he got to the cock head, he left his fist graze the “lip” of my helmet. He didn’t touch the crown of my helmet as he learned from that last time at the hotel, if you want to make me cum, you can’t touch the head. His hand moved faster and with more firmness, his hand just stroking that lip over and over and over again (I hope none of you are taking notes!!!) and I could feel my juices boiling in my balls. I was going to cum, even if I didn’t want to, I was going to cum.

 

“That’s right, give me that cum of yours. Let it all out Drippy, give it to me….” he said softly.

 

I could feel my body tensing up as his hand continued to stroke me without mercy. Now fellas, it takes me a long time to cum. I am not a quickie kind of guy. So his stroking kept going and going and going. His hand continued to flick off the lip of my cockhead. Since I was upside down, it was like milking a cow at this point as my cock was hanging towards the floor. Then I started to feel it. I could feel myself getting ready to explode. My toes curled up and now I was right there. My cock was still getting tugged and stroked, then I exploded! I mean, the kind of explosion you get when your balls have been dying for release. I grunted as rope after rope after rope of cum exited my cock with great force and when it finished, I felt a huge sense of relief and erotic pleasure. I will admit, it was one of the best orgasms I had in a long, long time. Oh man, I am going to remember this one for a long time.

 

“There you go…give it all to me. You did good Drippy! You almost filled a quarter of this wine glass!” he said.

 

Wine glass? What? I opened my eyes and looked up and saw him holding a wine glass, with my cum in it! No wonder my semen didn’t hit me on the face. He collected it! I winced a little as he used the rim of the glass to scoop up the remaining cum from the head of my cock, then he left my cock go and it landed on my belly and twitched in pleasure as it was back in its flaccid state. I could still feel the wonderful feelings of that post orgasm. I felt relief and I hoped I was going to be free now. Then it dawned on me. He was not done yet. He already said he was going to force multiple orgasms from me until I dry shoot! That means he was going to edge me at least one more time! I have no idea if I could cum again, so I was stuck for a long time!

 

“That’s a nice load…” he said while he swirled the glass around like my cum was a thick wine. “Time for me to visit your feet again…”

 

I shiver in ticklish fear as I heard him say he was going to my feet again! He placed the wine glass down close by my head and I look over at it. I could see my cum in that glass and a wave of great humiliation washed over me. My semen was removed from my testicles and now being displayed like a trophy. I felt so conquered. My groin was shaved, I was stroked, then milked and my cum in a glass. How would you feel? Then my feet started to wiggle wildly as I felt him running that damn brush over my soles! I am really sensitive right now! I start to laugh and I am fidgeting around as I could feel those bristles sinking into my soles as he alternated between them. This is a horrible torture for me and what made it worse was my cock stirring again. I could even feel cum remnants on my stomach and I was this guy’s tickle toy. The bristles ran all over the bottoms of my feet and I was so helpless. Wave after wave of ticklishness flowed through me and he was having a grand ol’ time!

 

“I love these feet! I could tickle them forever! I will keep tickling them until I think your balls are ready for more fun. In fact, I got a fun idea to extract more cum from you that you will love! But for now, tickle tickle tickle!!” he boasted.

 

This guy was really trying to torment me! The threat of taking my cum from me scared me, but this foot tickling was also really bad. The brush itself slowed down and was caressing the bottom of my left foot as he held that foot still with one of his hands. Then the brush stopped and he kissed my foot. I think he was about to…yep, there he is licking my sole. I could hear him moaning in pleasure as his tongue slid all over my foot. I could feel his tongue sliding on my skin and he focused on my toes. I giggled as his tongue slithered between my toes and then he went to nibbling that spot!!! Ever since I came, I have been really sensitive and now he is nibbling on my weak spot! I just laughed and laughed and laughed. It also tortured my mind as I looked over at the glass again and saw my cum sitting in there, knowing that he was going to put more in there once he finished tormenting my feet. After what felt like an eternity, he finally finished worshipping my feet and I could feel how soak in saliva my foot was. So now, both of my feet are moist and tenderized from his saliva. He then walked over towards my upside down body and he then pulled an object from the duffle bag and it looked weird. Like it was some kind of cylinder.

 

“Don’t know what this is? Hehehe it’s a milker. I am going to put this on your dick and force cum out of your balls. The suction will probably drive you batshit crazy, but I don’t care. I want your cum. While I take your juices, I think I will tickle your balls. Sounds fun right? Hehehe” he taunted me.

 

I was in total shock! He was going to put some kind of device on my cock to extract my cum from me? Then tickle my balls? Is this guy crazy? That is cruel! I know you guys are reading this and thinking, “what a great idea!”. No it’s not! I then saw him kneel next to me and he poked my ribs, which tickled. Then started to stroke my cock with his hand, which did feel really good and my cock got hard. This guy knew how to get my cock going to my dismay. His hand would slowly stroke me and then slide off, only to go back to the base and slide down the shaft again. He was trying to get me hard and it was working.

 

“I like how slippery your dick is right now. The oil and your cum makes it nice and slippery! Such a nice cock you have. I am so going to take your cum and drain those balls…” he teased as he continued to stroke me.

 

My cock was rock hard again and then I felt that cylinder go over my cock and he strapped it on me. At the top of the cylinder, he then plugged in what appeared to be a tube that extended into the duffle bag. I can only assume there was some kind of machine inside the bag. Once the milker was attached to my throbbing cock, he then reached into the bag and I heard a click. Then I felt it. The cylinder started to pulsate and I could feel a suction on my cock and let me tell you, the sensation was absolutely incredible. I could hear the pumping sound and the milker continued to “suck” my dick. It did feel good, I am not going to lie.

 

“That’s right, imagine this is a woman’s pussy. Feels good right? Fuck that pussy straight boy…” he taunted.

 

Now images of a woman I know entered my mind and I started to imagine having sex with her. This was not a good idea as it was going to make me cum! It was at that moment I wanted to resist. I mean, would you want every drop of your semen forcibly taken from your nuts? Then the suction was happening faster. I guess he increased the speed as now I felt some really incredible sensations. Then I shivered in fear! Something was touching my balls! It was….it was….that makeup brush! Oh no!

 

“Tickle tickle tickle…time to tickle these balls! Hehehehe” he laughed menacingly.

 

Oh my goodness!! That sensation of that brush on my balls was intense! It tickled like hell as I felt those stiffer, yet soft bristles stroking and twirling all over my balls. I was writhing in ticklish agony so I had to beg. I know it is humiliating, but with your balls being tickled, and a milker sucking your dick, you would beg too. It was two contrasting feelings. Horrific tickling, incredible pleasure. I have no idea why I just didn’t use my arms to rip that machine off my cock since they were not strapped down, but I felt so helpless. I was tired too. The more I whimpered for mercy, the faster he used that brush on each testicle. Do you feel bad for me at this point? I hope you do. I really hope you do. Now I was in trouble. I don’t know how long this device was applying suction to my cock, and how long he tickled my balls with that evil brush, but my body was on total edge. I could feel myself about to cum again! He was really going to make me have a second orgasm!

 

“I know you want to cum. Just let it go…let your cum go. Give it to me.” he whispered as he stopped tickling my balls.

 

His taunts were driving me crazy and my eyes rolled into the back of my head as the desire to ejaculate grew really strong. I could feel that suction really affecting me and then it happened. I shot my load! It came out really hard and I groaned pretty loudly as the milker gobbled up my boy juices. I felt absolutely incredible as the pleasure ripped through my entire body. Damn, that milker is incredible! I started to shudder as I was coming off my orgasmic high. The problem was, the milker was still going! I continued to feel its suction on my very sensitive cock right now!

 

“Looks like you gave up a big load there Drippy!” he laughed. He then stood up and moved his way back to my feet. “I think I will have fun with your feet whole that milker takes more of your juices…”

 

What? He has to get this thing off of me! I gave up my load! Now the feelings were getting more unbearable as the suction was really working me over. Then I felt fingers on the bottoms of my feet! He was not kidding when he said he was going to put me through tickle hell! His fingers danced all over my soles, while the milker continued to do its work on my poor cock. I was really sensitive right now and I was going mad from these tortures! I didn’t know what to do anymore, but just take it. I could hear that slurping sound of the milker as it ravaged my cock. My feet felt tremendous ticklish sensations as he went after that one spot! Time continued to pass on by and even though the suction continued, I wasn’t getting close to orgasm. This was the cruelty of all this. He was going to tickle my feet until the milker sucked out another load. IF there was another load. Eventually I did have another orgasm. I really don’t know how much semen came out. I have no idea how long it was, but my cock was so sensitive right now and finally he stopped. My helpless feet were finally getting relief. He then knelt down by my side and he reached into his dufflebag and turned off the milking machine. I then felt the cylinder get removed from my cock and it was so worn out. I think grimaced as he patted my slimy cock.

 

“Very good…I got three loads out of you, but you seem to be running out. I am sure there is another load in there somewhere. But let’s get you out of this and get you prepared. We still have some ways to go!” he teased.

 

My head was spinning from the sensation overload and I did feel my body becoming upright again as he moved the inversion table back to standing position. I wasn’t at a 90 degree angle as I would have fallen over. He unstrapped my ankles and then I fell forward onto him. I am so tired right now! He then scooped me up and carried my worn out body to the bed. As I laid there at the foot of the bed. He was putting something on the bed next to me. Then, he scooped me up and then placed me on what was a bolster piece of furniture. My stomach was on the bolster, my head was on the bed, my ass was in the air. I was so vulnerable. He spread my legs a little and he sat between them. My soles were upturned and he tickled my feet just to let me know I was there. I did realize somehow, my cock was dangling down and he grabbed it!

 

“Your cock is so slimy right and sensitive right now! Time to get another load, or you dry shoot!” he said.

 

I then squealed as he started to stroke me once again. My dick was so sensitive and slimy. That oil and my cum remnants made a perfect lubricant and he just stroked me. Like I was a cow getting milked. I moaned in agony as his strong hand was sliding up and down my cock, his hand rubbing against the lip of the cockhead. To add insult to injury, he even used his free hand to tickle my ass crack, which had me squealing like a pig! My feet kicked up and down as my ass is very ticklish! Then he used his finger to stroke across my exposed and vulnerable balls. This drove my mind into another stratosphere. My body is so sensitive right now after being tickled tortured for a long time, edged and milked for a long time, and now my balls were being tickled again. I just laughed. I mean, I just kept laughing as I was tickle assaulted. The stroking on my cock just kept going and going and going. This seemed to go for a long time. Everything on my body seemed insanely sensitive.

 

“Let’s see if you got another load Drippy. I just love stroking this slippery dick. I told you I know how to work over a ticklish cock…” he taunted.

 

He was right. My poor cock was truly worked over. I was so sensitive and his technique was perfect. I think he can edge me better than I can edge myself. He knew to never stroke the crown because that makes me flaccid, he knew that by stroking the lip of the helmet really got me going, the amount of pressure he would place on the shaft was a tight fit. He had a fast stroking motion, but also slowed it up at times. He knew that a quick tickle on my balls would only get me going. Now I could feel it. I have no idea how, but the feeling of having an orgasm was growing and I couldn’t stop it. I had no resistance. I was going to cum and nothing would stop me from doing so. I was completely broken and my cock was at his mercy. Then I felt the orgasm hit and my body stiffened, then shivered in pleasure as I could feel that wonderful sensation. Then afterwards, I shrieked as I felt his finger rubbing the slit of my cock head. Talk about sending electricity through me!

 

“Hey! I guess I can’t call you Drippy right now because nothing came out! Wow, you are dry now..hehehehe” he taunted.

 

I felt so embarrassed and defeated right now. He did what he said he was going to do and milk every last drop of cum from me. Wow, it took 4 orgasms, but that surprised me that I could even have 4 orgasms. How long have I been here? I lost all concept of time, but I don’t cum quickly fellas. It takes a very long time for me to have an orgasm (ask any woman I slept with hehehe) and he got me to go 4 times? I started to jerk around as he did a quick polishing of my really sensitive apple and I screamed and pleaded for mercy! Since my legs weren’t bound, he didn’t go long because my legs were kicking around. He let go of my cock and did a quick tickle on my ass crack. I jerked in response.

 

“That was so much fun! You are such a good sport Drippy. Now, I think it is time for you to recover a little before I send you back home. Feels good to conquer you! Now, I am going to watch some TV while you recover. Oh, I plan to have a snack while I watch. Your feet….” he laughed as he patted my back.

 

Well, at least I had a chance to recover. I hoped he wasn’t going to torture my feet. I felt him slide the bolster from under my waist and then flipped me around so that my head was at the foot of the bed and my feet on the pillows. He placed a towel on top of the blanket as he didn’t want my “slimy cock to stain the blanket” and laid me down on it. I was on my stomach, my arms to my sides and I was done. I just wanted to rest. I felt him sit towards the head of the bed and I heard the TV turn on. I didn’t even look. I just closed my eyes, breathed calmly and wanted to recover. Then I felt my feet getting picked up and now they rested on his chest, soles facing the ceiling. He started to massage my feet and even did very light strokes up and down my soles. This tickled me, but not enough to get me into hysterics. I did some soft giggles and my toes wiggled, then he would slip my toes into his mouth and he suckled them.

 

“mmmmmmmm…..” he moaned as he sucked my toes.

 

This was a weird feeling as it tickled, but felt soothing. I could hear him sucking away and my toes were getting soaked. I would feel ticklish strokes on my soles and he was just enjoying himself. So imagine this. You have me completely defeated, laying on the bed on my stomach, while you worship my feet as you watch TV. My feet were snacks to him. I would let out a soft giggle as his tongue would slither between my toes. He was watching a sports event, I think baseball, but I just kept my eyes closed as I just wanted to rest. I was completely spent. I was so…..humiliated. And my cock stirred….

 

“Drippy!! Drippy!! The game is over.” he said as he shook me body.

 

I opened my eyes and looked around. I wasn’t sleep, but I was not “here” in the conscious realm. I slowly got up and turned over on my back. I could see him staring at my flaccid cock and he was smiling. “How long was the game?” I asked.

 

“13 innings…it was a great game! Glad I tuned in when it was the 2nd inning.” he laughed back.

 

“13 innings? How long have I been here?” I asked groggily.

 

“Since you first arrived? About 7 hours ago. The game was about 3 hours so I really enjoyed your feet…” he grinned.

 

SEVEN hours???? I have been here SEVEN hours??? If the game was 3 hours, that means he was tickling me and edging me for another FOUR hours! No wonder I was so spent. No wonder he managed to stroke 4 orgasms from my body. Wow. Just wow. That means he was sucking and playing on my feet for 3 hours. I looked at my soles and they were absolutely drenched and there was some pruning. I could still feel saliva between my toes. My cock was shiny from the oil, but I could see crust from dried up semen. I was a total wreck at this point. He got off the bed and went over to his duffle bag.

 

“Looks like you did a good job giving me all of your cum….” He laughed then he walked back over towards me. “Ok, now for the finale. Lay down on your stomach, your feet at the foot of the bed. Just relax. It is time for me to mark your feet…” he commanded.

 

Mark my feet? What was this guy about to do? I just laid there and prepared myself for a possible tickle attack and then I felt something land on my feet. It felt like a cylinder of some sort, but it wasn’t hard. Then I felt him grab my ankle and lift them a little bit and that cylinder rested between my feet, as he held them together. I tried to look back, but it was difficult. Then I felt that cylinder rubbing against my feet. It was warm, and then I realized something. The surface of this cylinder did not feel like plastic, or even metal. It felt like…….what the hell??? I asked him what that was and he chuckled.

 

“Time for me to get off. My cock needs relief. Now hold still and let me finish….” he said.

 

Are you kidding me????!!! This guy was rubbing his cock on the bottoms of my feet? I felt that cock sliding up and down each sole, then he pulled my feet away a little and now my insteps and arches were wrapping around his cock. I felt a total wave of humiliation at this moment. I mean, I said I would not get a guy off, but it was my feet and it is not like I am giving the footjob myself. I felt him rubbing faster and his balls were touching my toes. I could feel my face turning red from embarrassment. I didn’t want to look back. Soon I felt some wetness and his sliding went faster. Then I heard him grunting louder and louder and next thing I know, I felt a liquid like substance splashing all over the bottoms of my feet. Both of them. I felt splash after splash hitting my soles and humiliation washed over me. I heard him groan a noise of absolute pleasure and then my feet were lowered back onto the bed. Now the gooey substance was dripping down my soles and onto my toes. I actually have another guy’s cum all over my feet. Now, I am completely defeated.

 

“Oh man… that was a good nut..hehehe. Ok, let me clean you up..” he laughed.

 

I laid there in shame as I heard him laughing in satisfaction. I then felt a warm, moist towel being placed on my feet and he was cleaning up his mess. You want to talk about shame and humiliation? I am laying here on a hotel bed, completely naked, my balls empty, my body feeling extra sensitive and some guy was wiping his own cum off the bottoms of my feet. He finished cleaning my feet off and I just laid there. My feet were tingling and thought about this session.

 

“Ok, you can get up off the bed. I will clean your cock…” he said.

 

Clean my cock? I slowly got off the bed and stood up. He had another towel and went over to me. He placed the warm, moist towel on my cock and he wiped off all the oil and dried cum remnants and I just stood there and took it. Of course my cock started to stir as he was playing with it and when he was finished, he did a quick tickle on my balls, causing me to shriek.

 

“Did you have fun? I sure did….” He smiled.

 

I nodded my head as I was still in shock. I was standing there naked and this guy was grinning from ear to ear. I then walked over to where my clothes were and started to put them on. I didn’t have my underwear as they were cut off. At least he let me keep my socks this time. As I was putting my clothes back on, we chatted for a bit, and he told me that I am such a good sport and hoped that I had fun. He was a cool dude and yeah, it was fun. Extremely draining (throughout my body and my balls), but fun. Then after I put my shoes back on and stood up, he then looked at me with this mischievous grin.

 

“We should play again! I want to tickle you again. You shot 4 times, but there was only 3 loads of cum, the last one barely coming out. But next time, I want you to give me 5 loads of your cum. So, do whatever you can to build up your cum levels, because if I don’t get 5 loads, I will mark your feet again, but I will put your socks on and you will walk home with my seed squishing between your toes. Hehehehe” he threatened.

 

Five loads? Is this guy crazy? I doubt I could cum 5 times in a single session. I mean, come on. That means I will be going home with his seed all over my feet. Yeah, that would humiliate me even more. I know that is his plan. I finally said goodbye and thanked him for an interesting session. I left the hotel and headed back home.

 

When I finally got home, I sat on my bed and thought about what happened. That was one hell of a session. I mean, I was pushed to my limits as I was milked multiple times, I had a milking machine on me! I let a guy cum on my feet. I guess I can let a guy do that. I won’t do the footjob, he just have to rub his junk on my feet which would be the ONLY place he can do that. It is just my feet. Not my legs or anything above my ankles. Oh, I know some of you are reading this and just dreaming about doing this to me. I know some of you are thinking about having my precious cock in your hands and draining me dry. You are thinking about tickling me all over, focusing on my helpless feet. Guess I will check my email, I never know who will email me.

 

I guess I am a glutton for punishment.