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Friend's mom tickle torture (mm/f)

turtle1035

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Joined
May 27, 2018
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Friend's mom tickle torture (mm/f)
Characters:
Matys (me): 18 years old boy
Oliver (friend): 18 years old boy
Vanessa (friend's mom): 36 years old big breasted milf


Me and my best friend Oliver used to go every year on holiday together with our mums. Both of our fathers are real estate entrepreneurs and therefore quite busy. So our moms, who are also friends, decided they would go on holiday once a year without our dads, while also taking us - boys.

However this year everything didn‘t go as was planned and unfortunately my mother couldn‘t go with us because she has some important biznis in our company. So we went without her - me, my friend Oliver and his mother Vanessa, 36-year-old big breasted brunette with blonde highlights and nice figure.

Anyway I have to say I hate her! She is a terrible person. Powerful strict and domineering woman. It’s not fun with her and she likes command everybody. Big biznis lady in real estate. Few times I even saw her humiliate her employees. I think they hate her too.

We lived in a house which Oliver's parents rented as an apartment for vacationers in Tenerife (as I said, they are all in the real estate business). On the very first day we went swimming to the sea. Oliver's mom was wearing a black bra and red thong lower part of bikini. For a good while we were hang out a little further from her and when we came back to our beach spot she was sunbathing topless and wear just the lower part of the bikini. (I think she is not very shy and there were also many other ladies like this). When she noticed we came back, she get her bra again but for a good while I saw her breast very good. She looked just perfect and I think topless or not all the men were looking at her.

Around the third day we went to the beach like every other day. Vanesa wear green bikini this time and was lying on the beach chair. Her arms were folded above her head and she was resting. Oli stood next to her and reached up to her right armpit with his index finger and tickled her gently for a second to what she responded with "Uohhh..... Hey! Don’t do that again!" and lowered her hands. She didn't see I was watching because I was standing behind her while I was taking a shower from the salt sea water. Her reaction surprised me because I couldn’t imagine she could be ticklish. Afternoon when we came back to the apartment Oli's mom was buzzing us like all the time. I was sick of that woman. I spoke to Oliver about my feelings and found out that he felt exactly the same way. He was sick of his mom. „She looked ticklish on the beach. Maybe we could tickle her. Then she wouldn't be so annoying because she would have to laugh.“, I said jokely. „Yeah. But you forgot She'll wring your neck than.“, he replied.

Anyway the experience from the beach caused I thought and fantasized about how we could tied up Oliver's mom and tickle torture her. In the morning, when I woke up I had already the fantasy created. But it was just the fantasy in my head and I knew in real life it might not work at all. She is pretty smart and it woulnd’t be so easy. The fantasy was this: In the morning when she came exercise on the stationary bike in her bedroom what she did every day, I would go up to her and tell her I knew a great abs exercise and I could show her. I would told her that she had to lie down on a bed. There was also ankle/hand straps which were determined to put on the wrists or ankles and with the help of a resistence band or weight on the excercise machine (which was in her bedroom too) various other exercises could be practiced. I would then put two of these straps on her hands and use the rope determined be attached to them and tie her hands to the head of the bed. The bed in her bedroom was perfect for tying as it was ribbed. I would explain it by saying the hands must be fixed during this exercise or something like that. Then I put the other two straps on her ankles, which I would let her stick out slightly from the bed so her arms would be streched and tell her I would attach some resistence band to them but in reality I would tie them to the bottom of the bed frame, which I hope she wouldn't notice. This way she would be tied up on the bed and her arms would be stretched above her head with completely exposed armpits. Too bad something like this will never happen.

In the morning when we had breakfast in the kitchen, Vanessa was wearing a grey tank top with neckline and she has already very classic black swimming panties. I noticed she has no bra and you could see shape of her nipples through the tank top.

During or better say after the breakfast something happened. When I went to put my plate to the jersey, it slipped, fell to the ground and broke. Vanessa immediately slap me really hard what I really didn't expect. I had seen she's already slapped Oliver a few times in the past but never slap me. The slap was quite strong and I think it shocked Oliver as well. She then admonished me to be more careful with my clumsy hands. I felt very unjustly, sad and angry. We cleaned up the debris and she went to her bedroom exercise on the stationary bike, as she did every morning. I guess my feelings made me take an action. At that moment I wasn't thinking very straight because normally I would never dare something like that. Oliver went to our room and I thought I'd try outsmart his mom before he starts missing me. Oliver could revealed my plan. He was really scared of his mom. So I told him I am going to the bathroom but I actually followed his mom into her bedroom. She still didn’t start her excercise and was just preparing or something. "What’s up?" she asked me. "Nothing, I just wanna say I am sorry for that plate." „I hope so!“, she answered. Then I started with my stupid plan. "Are you going to excercise? You know I know one very good abdominal exercise. My mom practice it every day and she has a much more shaped stomach now. Do you want see that?" „What excercise is that?“ „You have to use these.“, I answered and show her the straps with resistence bands and ropes. „I can show it to you if you lie on the bed. It take just a minute.“ Vanessa in her pride probably didn’t expect I could try something on her especially while she teached me few minutes ago that I should be careful about pissing her. So she lied on the bed in anticipation. Then I did exactly what I planned. First I tied her hands up above her head and she didn't seem to mind. I didn't even try to explain it to her. I would probably just mess it up. Then, before she could notice anything suspicious I tied her legs. She had them slightly spread. I prayed all the time she is not gonna notice anything but in the end it was easier than I expected. I couldn't believe it, I actually managed to tricked her and it was impossible to get free for her because she needed other hand to untie the strap and there was like 30 cm gap between her wrists.

Just few seconds after I finished tying her, Oliver came to the room. When he saw his mom tied to the bed, he looked pretty surprised and didn't understand what was going on. "What's going on here?". „He's showing me some exercise.", answered his mom "It looks like you are tied up to the bed.” At this moment she tried to move and found out Oliver was actually right. „I can't move. Why did you tie me like this?" she looked at me with her sternly typical expression. Now I started wake up from my dream and became really afraid of her. I started to stammer. ".. I am just....... are you ticklish?" I asked and started tickling her foot. "Stop it!", she said and looked at me again. It didn't look it tickled her so I stoped. „Untie me!“, she ordered. I climbed on the bed like I am going untie her but than I said: „I saw Oliver tickled you here on the beach“, and started running my fingers over her both armpits. "Yuuah...hahahahah... Oh my god!... hahaha... Stop!.... hahahahaha.... Stop!... hahaha.... ohh.... my armpits.. hahaha.." Seeing her expressions made me really excited. I didn't know she could have these expressions in her face. It was so unusual. She laughed but she didn't want to. She was really suffering. "Hahahaha.. Not there! I can't move.. hahaha...”. Then despite of the tickling but with visible effort she somehow managed to pull out her typical stern, angry, bossy expression and sternly yelled, "I SAID STOP!" It scared me but nevertheless I continued with tickling and she couldn't stay in this pose while my fingers continued run over her armpits skin. "Ohh.... hahahahaha...“, her face again contorted into helpless laughter!“ ...hahahahaah... Oliver! Why are you just looking? ...hahaha....Stop him! Hahahaha...".

I stopped. First of all because I didn't want to expose Oliver to an unnecessary dilemma but mainly because at the moment when she tried to intimidate me and I continued to tickle her and watched her facial expressions I almost squirted my pants.

"You little shit! What do you think you're doing? When I tell you stop, you have to stop immediately!", she started shouting at me. "Oiver and why are you just looking you idiot? Untie my hands immediately!" She looked terribly pissed. At this moment I was already pooped out of her. I couldn't imagine what she would do to me when Oliver untie her. But suprisly he said: "Don't yell at me so much and don't call me an idiot!" "You are not in charge tell me how I'll call you or not and you have to do everything I tell you! Do you understand?!". She countinued with yelling. His mother often treated him like this and Oliver now has the unique chance to not let her. „Yes? And what do you think about this?“, he asked and sat under her chest and large breasts. "What are you doing? Don't you think I'll let you tickle me?", his mother said in a still really angry tone. However, Oliver reached his hands to her armpits and started to tickle. "Hahah... Jesus.... hahaha.... what are you doing?...hahahahah.. I said you can‘t!.... hahaha.." She looked suprised he dared tickling her. She couldn't fight the tickling. She laughed, giggled and shrieked. Despite the fact that she was laughing, you could see how much she hates being tickled. It was an ordeal for her. "Olivheheer! Hahahaha, stop!.. hahahaha.... get out of my armpits!...ahahahaha, it really tickles... ahahahahahaha.." But he continued tickling her with his concerned face. She decided try endure the tickling without laughing as well as she did before. Her face straightened with effort and she looked up at him sternly. „OLIVER!“ But his fingers were still brushing the skin of her armpits. Not even two seconds passed and Vanesa's shriek was heard: "Ohh......hahahaha" followed by other helpless giggles "hahahaha....hahahahah"

"Hahaha... stop!... hahahaha... stop for a while!...... hahahaha..... ohh.....hahahah... ... hahahah... " At that moment her face looked like she really can’t take it anymore. "Haha... I promise I won't punish youuahahhaha....... Just stop tickling and let me go!...hahaha..." Oliver stopped. "Really?", asked her Oliver and than reached his hands under her armpits again. "No!" she screamed. "Not my armpits!" "Well, if not underarms then we have to tickle you somewhere else. Where are you ticklish?". "Nowhere and anyway, why should I tell you? I am not your fucking tickle toy!" "If you don't tell us, we have to find out." I added. “You won't find anything.” “Do you want bet?” Oli asked. She rolled up her eyes but after a few seconds she said,:“Actually, it's not such a bad idea. We bet. But If I win, you'll untie me immediately.“ „And than?“, I asked. „Than you'll see.“, she answered with little evil smile. "What the rules should be?" I asked. "Well, it's simple. You will have... let‘s say... 1 minute to tickle me. You can tickle me anywhere you want with one exception. Armpits. If you manage to tickle me, you win. If not, I am the winner." We looked to each other with Oliver and didn’t know what to do. „Why just 1 minjute? Why not 3?“ I asked. „Ok. You have 3 minutes“, she said with expression that nothing could happen to her. "If you laugh and we win, we will tickle you as long as we want and where we want without any exception.", proposed Oliver. „And also you'll not punish us.“ I added. I think we assumed she is not gonna agree with that but she just said, “Okay.“

I set a three-minute countdown on my smartphone. However Vanessa started talking with a smile on her face. "Good that you agreed. I'm not ticklish anywhere else. Now I tricked you assholes. You can't win!” I started worried. If it is the true, we're screwed. The timer started and Oli asked. „What about this mom?“, and started tickling her thighs but it did absolute nothing to her. „About what?“, she asked. I started wiggle her feet again even I knew she wasn’t ticklish there before. This time I tried more spots on her feet but it still doesn’t work to much. So I decided to try another spot. I sat next to her on the bed and started poked and tickling her belly. I would say it was bothering her, but not too much. Here and there I managed to hit a bit more sensitive spot and I could see it twitched her a little. Oliver was tickling her ribs at that time. I looked at the timer and saw a full minute had already passed. We still didn’t find anything and had already tried many spots. "Have you started yet?", she teased us. Oliver started to tickle her knees this time. And still nothing happend. On all these spots she could resist our tickling. Time ran relentlessly fast. "We have only a minute left," I announced. It looked like we were about to lose. Next spot I decided to try her neck. I sat on her, right under her huge breasts. I started with neck tickling but she just reached out and said “Hmm. That is quite pleasant. Keep it up!” I went to the ribs. How easy would be just start tickle her armpits again. But it would be againts the rules. Olivers mom is a real bitch but I didn’t want break the rules. And finally she could punish me really bad if I broke the rules which we agreed. Oliver stopped tickling her knees and thighs and looked at the timer on the smartphone. "So? How much time left?", asked his mom. "30 seconds." Oli said worriedly. "So how does it feel when you know, you are gonna lose?“, she asked and looked at me while I was still sitting on her. I think Oliver already gave up. I didn't want lose and looking at her uppish face made me clueless. I tried thinking about some other spots. I was still sitting on her and her big boobs were right in front of my eyes so naturally I started thiniking about them. They were sticking out of her tank top on the sides and in the neckline. It looked really hot. Could be Vanessa ticklish on that big tits? On the nipples? Through the tank top? Should I try? Of course not. It would be too daring and the chance of success is not big. „It’s over boys.“ She looked at the Olivers face and he averted his gaze. My fingers moved subtly and unnoticed closer to her nipples. Her regained self-confidence really pissed me of.

Then she looked again up to me and our gazes met. Strength in her typical face expression scared me. I was frozen but a little piece of me still find some power to make a move. I remember everthing what happend next like it was slow motion. There were still around 5 seconds to left when I put my index fingers on her nipples. „Ehh..." - she groaned in surprise. “Ouuu” ... she screamed with higher voice immediately afterwards. "Hahaahaha... What are you doing?...hahahah...". Her forehead and eyebrows were wrinkled in helpless ticklish grimace when she asked the question between laughter. Her boobs and belly were shaking with laughter but she was tied really good and it prevented her from dodge my fingers with her boobs so I could tickle them very comfortably. At that moment the timer started beeping.

"Oh my god....hahaha.... you are tickling my boobs... hahahahahaha”, she said in disbelief. I think she was really suprised. She thought we had no chance to win and really didn’t expect I could dare tickling her boobs. „Hahaha, how you fucking dare.....ahahahha..“. "You said we can tickle you anywhere.", respond Oliver. Then she raised her head and looked at her breasts with laughing, suffering expression. First she looked on her left boob and watched how I tickle her left nipple for few seconds, then she looked on the right side. „Hahahaha..... my nipples....hahahah....ohh...my nipples.....hahahah.....“, her cheeks were turned red. „Hahaha.... stop! Hahahaha......hahahha..... Matias! Not there..... hahahaha....... it tickles more than my armpits.....ahahahha..... you didn’t understand.....ahahhaha..... I said not there.....hahahaha“. „Oh, so it tickles more than your armpits?“ I asked with smile and continued with tickle tortment. „Aahahahahah.....hahaha.....yes....hahaha.“ „Really? By the way do you remember that slap you gave me a while ago?“ „ Hahahahah....... Jesus Christ..... hahahha........ you are in so much trouble now...... ahahahahahha...... fucking asshole!....hahahaha.....“, she became kind of hysteric. I was full of hormons and pulled her tank top so her big tits popped out. Her huge tits were framed by the tank top from below and from the sides in the perfect position for tickling. I did not hesitate and started with tickling her perfect shaped bare nipples. „I think only one who is in trouble is you, you bitch!“ „Hahahahha........ Matys.....oh....hahahahha......fuck!.... hahahha..... please stop!.....hahahahha..... I can’t take it anymore...... ahahhaha...... hahahah.....NO!......hahahaha...Matys!..haha I told you not tickle my nipples....ahahahahha!....stop!....hahaha....haha.... Oliver, do something!......hahahaha..... I am your mom!....hahaha.... stop him!...“ I got her where I dreamed all my life. Strict hot milf which I hated was helpless against me and my tickling. What a dream.

I get of her torso because I knew it’s time for Olivers turn. „You know mom, Matys is not only one who was slapped by you. You treat me like I was fool all the time! Maybe it’s time to take your own medicine.“, he said and did short 5 secons tickle on her nipples. „Hahaahahah..... no! ...hahha!“ „You don’t like it mom? You said yourself, we can tickle you enywhere we want if we win the bet!“ He was sitting on her side when took another step forward for the next level of tickling. His hand was on her panties now and did light spider tickling right on her pussy. „Uuhaaahah...... Oliver...... hahahah...... it tickles..... hahahaha.....“ „I know it tickles mom, thats why I am doing that! And I can do this all day long. How do you like it?“ „Hahahah..... no!....hahahha.... oh my God!....hahah........ ahahhaa...... I give up...... haahah..... please stop.....hahahah..... hahahahah...... stop it!..... hahahha“ ....but his tickling continued for a good while. Pussy, boobs, armpits and than my turn again. I couldn't wait for tickling her pussy. My fingers were running on her black panties and she was laughing, giggling with mad and funny expressions. I watched her face with excitement all the time. She knew that and it was ordeal for her. Thats why she tried resist my tickling again. She stopped laughing and started act strict again „Ok. This is enough! Stop this now!“ but it has no effect anymore. I knew she can’t stand it. „Get offpffhahahahhaha.....“ , she burnsted again. Actually this was somthing what I really liked. Everytime this strong, strict woman tried resist my tickling and coudn’t was like heaven to me.

Finally she was totally destroyed by our tickling. We released her after we were sure she wouldn't draw any consequences against us. She looked tired and she told us angrily to get of her bedroom. It took around 10 minutes until she left the room. „If you say somebody you tickled me like this I am gonna kill you!“, she said. Then she acted like nothing happened and we went on the beach. Of course we don’t say anybody. It’s our secret. I think from that time, she wasn’t that bitch like before to us. You know, she is that person you need to show power to respect you.
 

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