I suppose I developed the habit of tickling women until they are ready to pee themselves years ago with my sister. She is two years older than I am but was always petite and loved to try to boss me around so I would pin her down and tickle her until she was practically crying. OK she was crying sometimes but I always let her up. I guess this ended sometime in middle school as we got older she just did not put up with it much anymore but I always thought is was funny that she never told my parents to make me stop. I rarely did it in front of them but she never told on me to them so I think she actually enjoyed it.
I answered a CL add from a couple claiming that they wanted some stranger to tie up her and pleasure her until she wanted to stop, I have never really had much luck answering these type of adds but thought it looked fairly genuine so gave it a shot. They responded, we met and set up an evening for me to come over to their place. I was a little nervous but thought hey what the hell and I had not tied up a woman and tickled her in quite a while.
I showed up and they were looking a little nervous which actually put me at ease as I was watching the guy more than anything for the first few minutes I was there for any signs of regret. I even asked both of them what they expected from the session and they both told me about what they thought would happen, she was very excited that I would not tell her exactly what I was going to do to her. All I did was set up a safe word with them which was written down on a small dry erase board and would be in plan view. She actually told me she had never thought of something like that for this kind of thing. I told them ahead of time that the bedroom was out and all I needed was a chair or couch to work with and if they had it a decent sized coffee table.
After some more small talk we went straight to the session, I opened up my duffle bag and took out numerous lengths of rope and other bondage stuff. She had a smile on her face watching all the stuff come out of the bag, she looked at her husband and told him that she was in trouble for sure.
About twenty minutes or so later she was tied in a butterfly position, ankles bent to her thighs, knees pulled down to the legs of the couch spreading her as wide as she would take. I saw a drop of juice run out of her pussy and slid down her anus, yes she was truly enjoying it. I tied her wrist behind her neck then over the back of the couch, she was already rocking her hips and I had not even touched her yet.
I ran my fingers down her knees to her feet and began lightly tickling her arches, she began to move a little bit now commenting that she was really turned on and could not believe how quickly I had her immobilized. My tickling intensified and she began to laugh spastically trying to move her feet but could not, I moved down to her ribs and sides, ending at her armpits which I spent a good 30 seconds on. That is quite some time to get tickled there and she was soaked as I put my face down at her pussy to breath in her scent. Her anus was wet with juices from her and I could see a puddle had formed at the base of her pussy. She took a lot of tickling then I finally started licking her anus and probing it with my tongue, her laughter went to a long moan as I circled it about five times.
Oh God honey you have to start doing this to me, my ass is tingling so much I cannot believe it.
I licked and teased her for at least 30 minutes when she began begging me to touch her clit, it was swollen and pushing out of the hood. I laid my tongue on it but did not move it around or lick, just set the tip on it. She tried to move her hips to make it move, her little grunts and squeals were very nice.
After a good ten minutes I finally sucked it in drinking all her juices that I could, the woman tasted amazing. she came in under a minute and was panting in little squeals as an orgasm ran through her body. Now her squeals turned to laughter because my tongue did not stop pleasuring her while she came and I could feel her muscles tightening up trying to close her legs, I love that feeling on my face. I released her clit and went straight to her feet, the squealing started again as her ankles tried to get her feet away from me to no end. I could still see her pussy having contractions from her orgasm but the tickling was distracting her so badly that she was getting frustrated. Her eyebrows were down and her forehead was wrinkled from the pleasure and frustration, I sank my mouth back into her pussy and she shot her head back moaning out in pleasure. I began a slow licking rhythm from the bottom of her lips to her clit over and over running my tongue right off her clit each time. Her moans turned to oohs and aahs each time my tongue rode off her clit rising in intensity each stroke. She came this time with an earth shattering moan leading into a scream then came the yelping sounds as her pussy convulsed over and over. I let up for a second or two letting her get her bearings before starting in on her again, Oh my God do you ever stop licking was all I heard. My pussy needs to be filled she moaned out, I looked over at her husband and he was smiling from ear to ear stroking away but not getting up. I reached down and grabbed a dildo that was much larger than him and started slowly working it into her while licking her clit. She was bucking her hips against the ropes trying to make it go in faster but it was not working, she let out a frustrating whimper so I sank the dildo in until it stopped. She let up another long moan followed by a dozen oh my gods.
She never used the safe word and had four orgasms from me by the time I was done.