Just as a fair warning, this is the first story I've ever written. Hope someone is able to enjoy it somewhat. Sorry in advance if it's not up to the standards of other stories in here.
Here we go...
Finally back in the dating game, things were going well. Just got done with my third date with Samantha. We went to see a movie. I've never been great with dating, like at what point should things be progressing to a more... physical relationship. Some couples rush into it, others wait. I've never been one to rush because I'd never want to make a woman feel pressured. My biggest concern is waiting to long to make a move and boring her. Regardless, things have been great! We've clicked so well. We're both super corny and laugh a lot which is always great. She loves to be competitive and make up little games. Surprisingly, on the ride home she was quiet. I asked if everything was alright.
"Yeah, those theater seats are so uncomfortable though, kinda messed up my back."
"That sucks! Well, if you wanted to hang out a little longer and wanted to come over, I could give you a massage. I'm pretty good!"
"Yeah, I think that would help! Although, I'll be the judge of how good you are."
She loves to tease me! When we got to my place, she plopped down on my bed and immediately laid on her stomach.
"Ready when you are, master masseuse!"
"Even when you're in pain, you still find your sarcasm. You better be nice to me, you're under my care now."
We both laughed, but before I started, I felt nervous. I had no idea if I should massage over her shirt, or go under. She hadn't lifted the shirt up on her own, so I wasn't going to risk making things weird. I massaged near the neck, shoulders, and down her back for a good 20 minutes. It was painfully quiet though. What was a lighthearted night suddenly was filled with tension. I blurted out…
"How is it so far?"
"It's feeling somewhat better."
Something was definitely off. I had no idea if she was weird about me massaging her at all, or if it was something else. I just blurted out..
"I do have some massage oil I could warm up and it helps soothe and make the massage more effective but that's totally up to…"
"YES, that sounds awesome! Definitely more effective. Not that you haven't done a good job, just...better like that. Ya know?"
"Yeah, for sure. I'll go grab it!"
So that answered my question. She obviously wanted more but just felt weird about saying it, that makes two of us. When I walked back in the room I was caught off guard. She was now laying in the same position, but her shirt and bra were off. I tried not to react overwhelmed.
"Okay...I'm back with said oil!"
"I hope it's okay that I undressed a bit. Just thought the less in the way, the more effective the massage would be!"
"No...yeah, it's cool! Whatever makes you comfortable!"
"Awesome! Okay, now work your magic!"
I poured some of the oil on and spread it around and got back to it.
"That does feel better! I have to say, you are pretty good...for an amateur."
"I'll take that as a compliment!"
I was going up and down her back, and I noticed when I got somewhat close to her sides, she squirmed just slightly. Could Ms. Competitive be ticklish? I've always had a tickling fetish but I understand that many people may not be comfortable with it, and it's not exactly something I want to reveal before a relationship is serious because if it drove her away I'd feel like a fool. Maybe she'd like it, but what are the odds of that? Regardless, her slight squirms made me want to test it. Everytime I went down her back I'd creep my fingers a little bit more around her sides. Slight flinches but nothing definitive. I decided to slide my fingers all the way up her sides and she jumped!
"What massage tactic is that?!" She said with a chuckle.
"Just a sensitivity check. Some people are sensitive to tickling. Wasn't sure if I had to be careful of that with you."
"Ha ha no. I'm not ticklish. You just caught me off guard."
"Oh okay. Was just making sure because I wouldn't want to tickle you by accident."
"Well that wouldn't be possible, since I'm not ticklish! So you don't even have to worry about it. I'll be good and composed wherever you massage me."
So I continued. After a few more minutes of massaging, I reached around her sides and squeezed.
"Eeeeekhehe"
"Oops, I thought you said you weren't ticklish?"
"I'm definitely not. There's a difference between getting caught by surprise and being ticklish!"
"SOOOOO stubborn!"
"If I knew your tickling attempts were coming, I'd be fine. Try it!"
She was inviting me to tickle her?! Okay! I situated myself over her legs and put one hand on each of her sides. I started lightly stroking up and down, back and forth. More slight flinches but she was composing herself.
"Why are you flinching?"
"Just natural body reactions to touch. If I was ticklish, I'd be laughing."
I kept doing it but got a bit faster and deeper. Her flinches got bigger and I could hear her breathing deeper. I started squeezing pockets of her side again and her whole body started shaking.
"Are you really not just willing to admit it?!"
"Admit what?" She turned her head and smirked.
It was clear she was enjoying this as much as I was. I knew what would get her to laugh. I slid my hands up to her armpits. I could feel her whole body tense up. As soon as I started wiggling my fingers she started thrashing her legs and let out a squeal.
"Point proven!"
"Excuse me, there was no laughing. Do you know what laughing sounds like?"
"Yeah, your whole body was shaking and you were making noises. That counts in my book."
"Can't even get me to legitimately laugh...sad!"
"You are something else! Well if I'm being honest, I'm not being given fair advantage because some of the most ticklish parts of the body haven't been attempted."
"I never said anything was off limits."
It quickly came to me that her feet were wide open for an attempt. I slipped her socks off one at a time. She started wiggling her toes as if to just tempt me more! I dove right in and stroked her feet all over. More shaking and snickering, but no laughs. I played with her toes and I saw her head shaking but I couldn't see her face because she was still laying on her stomach.
"I see you shaking your head, you're laughing, just quietly!"
"If I were laughing, you'd hear it! I've heard the belly can be very ticklish, for ticklish people of course, but you'd have to get me to flip over for that."
I jumped on her sides and armpits and fast tickled her like crazy! She was rolling from side to side and jumping which got her to flip over! In all this fun, I had totally forgot her bra was off. She was baring all.
"Oh I'm sorry! I didn't mean to…"
"You worry too much. I'm comfortable if you are!"
"Mhmmmm"
"Okay then, one last area to test, get to it!"
"I'm sorry to inform you, you're at a real disadvantage now, I can see your face so you can't hide the laughter!"
I placed my fingers on her lower belly and started wiggling and stroking all around, up and down her sides. A grin appeared along with shaking.
"Tickle, tickle, tickle!" I slid my finger into her belly button and started circling! She bit her lip and was turning red trying to hold back the laughter, but I was really close! I started relentlessly tickling all around her stomach and in and out of her belly button. Her whole body was thrashing and she was shaking her head desperately holding back laughter! I tried to tickle a little higher up her belly…
"Eek!"
I climbed a little higher…
"Ohhhh noohehe!"
I got right under her breasts and she shreeked!
"Ahhhhhhhhahahahahahaha okayyyyy okayyy! I admitttt I'm ticklishehehehehe!"
"I never knew boobs were ticklish!"
"Well, I'm ticklish all over, I'm just really good at holding my laughter, but that's where I just can't, and once you get me to laugh the floodgates are open!"
I gave one more gentle tickle along them.
"Stahahahahahap! Oh goddd!
I tried tickling her sides and belly and it was true, now that she started laughing she couldn't go back to resisting.
"Hehehehehehehehehehe!!!!!"
Suddenly she grabbed me and pulled me close, and kissed me! We made out for a while!
"I hope that wasn't just a distraction from tickling you, if you honestly want me to stop, just tell me seriously and I'll always stop!"
"Dummy, everything that's happened tonight was fun for me. You know I'll let you know if I feel otherwise. And I kissed you because I WANTED to kiss you. I like you a lot!"
"I feel the same way! Oh and just while we're being open, I'm super ticklish, so you can get me back!"
Oh...I plan on it! It'll be a surprise though 😉"
Here we go...
Finally back in the dating game, things were going well. Just got done with my third date with Samantha. We went to see a movie. I've never been great with dating, like at what point should things be progressing to a more... physical relationship. Some couples rush into it, others wait. I've never been one to rush because I'd never want to make a woman feel pressured. My biggest concern is waiting to long to make a move and boring her. Regardless, things have been great! We've clicked so well. We're both super corny and laugh a lot which is always great. She loves to be competitive and make up little games. Surprisingly, on the ride home she was quiet. I asked if everything was alright.
"Yeah, those theater seats are so uncomfortable though, kinda messed up my back."
"That sucks! Well, if you wanted to hang out a little longer and wanted to come over, I could give you a massage. I'm pretty good!"
"Yeah, I think that would help! Although, I'll be the judge of how good you are."
She loves to tease me! When we got to my place, she plopped down on my bed and immediately laid on her stomach.
"Ready when you are, master masseuse!"
"Even when you're in pain, you still find your sarcasm. You better be nice to me, you're under my care now."
We both laughed, but before I started, I felt nervous. I had no idea if I should massage over her shirt, or go under. She hadn't lifted the shirt up on her own, so I wasn't going to risk making things weird. I massaged near the neck, shoulders, and down her back for a good 20 minutes. It was painfully quiet though. What was a lighthearted night suddenly was filled with tension. I blurted out…
"How is it so far?"
"It's feeling somewhat better."
Something was definitely off. I had no idea if she was weird about me massaging her at all, or if it was something else. I just blurted out..
"I do have some massage oil I could warm up and it helps soothe and make the massage more effective but that's totally up to…"
"YES, that sounds awesome! Definitely more effective. Not that you haven't done a good job, just...better like that. Ya know?"
"Yeah, for sure. I'll go grab it!"
So that answered my question. She obviously wanted more but just felt weird about saying it, that makes two of us. When I walked back in the room I was caught off guard. She was now laying in the same position, but her shirt and bra were off. I tried not to react overwhelmed.
"Okay...I'm back with said oil!"
"I hope it's okay that I undressed a bit. Just thought the less in the way, the more effective the massage would be!"
"No...yeah, it's cool! Whatever makes you comfortable!"
"Awesome! Okay, now work your magic!"
I poured some of the oil on and spread it around and got back to it.
"That does feel better! I have to say, you are pretty good...for an amateur."
"I'll take that as a compliment!"
I was going up and down her back, and I noticed when I got somewhat close to her sides, she squirmed just slightly. Could Ms. Competitive be ticklish? I've always had a tickling fetish but I understand that many people may not be comfortable with it, and it's not exactly something I want to reveal before a relationship is serious because if it drove her away I'd feel like a fool. Maybe she'd like it, but what are the odds of that? Regardless, her slight squirms made me want to test it. Everytime I went down her back I'd creep my fingers a little bit more around her sides. Slight flinches but nothing definitive. I decided to slide my fingers all the way up her sides and she jumped!
"What massage tactic is that?!" She said with a chuckle.
"Just a sensitivity check. Some people are sensitive to tickling. Wasn't sure if I had to be careful of that with you."
"Ha ha no. I'm not ticklish. You just caught me off guard."
"Oh okay. Was just making sure because I wouldn't want to tickle you by accident."
"Well that wouldn't be possible, since I'm not ticklish! So you don't even have to worry about it. I'll be good and composed wherever you massage me."
So I continued. After a few more minutes of massaging, I reached around her sides and squeezed.
"Eeeeekhehe"
"Oops, I thought you said you weren't ticklish?"
"I'm definitely not. There's a difference between getting caught by surprise and being ticklish!"
"SOOOOO stubborn!"
"If I knew your tickling attempts were coming, I'd be fine. Try it!"
She was inviting me to tickle her?! Okay! I situated myself over her legs and put one hand on each of her sides. I started lightly stroking up and down, back and forth. More slight flinches but she was composing herself.
"Why are you flinching?"
"Just natural body reactions to touch. If I was ticklish, I'd be laughing."
I kept doing it but got a bit faster and deeper. Her flinches got bigger and I could hear her breathing deeper. I started squeezing pockets of her side again and her whole body started shaking.
"Are you really not just willing to admit it?!"
"Admit what?" She turned her head and smirked.
It was clear she was enjoying this as much as I was. I knew what would get her to laugh. I slid my hands up to her armpits. I could feel her whole body tense up. As soon as I started wiggling my fingers she started thrashing her legs and let out a squeal.
"Point proven!"
"Excuse me, there was no laughing. Do you know what laughing sounds like?"
"Yeah, your whole body was shaking and you were making noises. That counts in my book."
"Can't even get me to legitimately laugh...sad!"
"You are something else! Well if I'm being honest, I'm not being given fair advantage because some of the most ticklish parts of the body haven't been attempted."
"I never said anything was off limits."
It quickly came to me that her feet were wide open for an attempt. I slipped her socks off one at a time. She started wiggling her toes as if to just tempt me more! I dove right in and stroked her feet all over. More shaking and snickering, but no laughs. I played with her toes and I saw her head shaking but I couldn't see her face because she was still laying on her stomach.
"I see you shaking your head, you're laughing, just quietly!"
"If I were laughing, you'd hear it! I've heard the belly can be very ticklish, for ticklish people of course, but you'd have to get me to flip over for that."
I jumped on her sides and armpits and fast tickled her like crazy! She was rolling from side to side and jumping which got her to flip over! In all this fun, I had totally forgot her bra was off. She was baring all.
"Oh I'm sorry! I didn't mean to…"
"You worry too much. I'm comfortable if you are!"
"Mhmmmm"
"Okay then, one last area to test, get to it!"
"I'm sorry to inform you, you're at a real disadvantage now, I can see your face so you can't hide the laughter!"
I placed my fingers on her lower belly and started wiggling and stroking all around, up and down her sides. A grin appeared along with shaking.
"Tickle, tickle, tickle!" I slid my finger into her belly button and started circling! She bit her lip and was turning red trying to hold back the laughter, but I was really close! I started relentlessly tickling all around her stomach and in and out of her belly button. Her whole body was thrashing and she was shaking her head desperately holding back laughter! I tried to tickle a little higher up her belly…
"Eek!"
I climbed a little higher…
"Ohhhh noohehe!"
I got right under her breasts and she shreeked!
"Ahhhhhhhhahahahahahaha okayyyyy okayyy! I admitttt I'm ticklishehehehehe!"
"I never knew boobs were ticklish!"
"Well, I'm ticklish all over, I'm just really good at holding my laughter, but that's where I just can't, and once you get me to laugh the floodgates are open!"
I gave one more gentle tickle along them.
"Stahahahahahap! Oh goddd!
I tried tickling her sides and belly and it was true, now that she started laughing she couldn't go back to resisting.
"Hehehehehehehehehehe!!!!!"
Suddenly she grabbed me and pulled me close, and kissed me! We made out for a while!
"I hope that wasn't just a distraction from tickling you, if you honestly want me to stop, just tell me seriously and I'll always stop!"
"Dummy, everything that's happened tonight was fun for me. You know I'll let you know if I feel otherwise. And I kissed you because I WANTED to kiss you. I like you a lot!"
"I feel the same way! Oh and just while we're being open, I'm super ticklish, so you can get me back!"
Oh...I plan on it! It'll be a surprise though 😉"