Carrot and the stick

“Mom, if you start thinking this is a bad idea then just know that I’m going to keep punishing you until you change your mind. On the other hand, if you admit that this isn’t something you should be ashamed of and that were both two consenting adults who have the right to do whatever they want, then just know that this won't be the last time that my head will be between your legs” you explained, seeing her turn her attention towards you while you spoke before she started to blush at the thought of what you had just done.

She went to turn her head away from you in embarrassment but before she could do so, you moved closer to her lips and started to kiss her. You watched her eyes widen as she realised she could taste herself on your lips but she didn’t freak out and just continued to reciprocate your kiss.

The kiss didn’t get too intense and remained casual and almost lazy as the two of you remained lying down, now facing each other as you each lay on your side. You both relaxed as you lay on the bed before Mom ended the kiss when she realised she could feel your erection pressing against her leg, making her look down to see your bulge straining against your jeans. You didn’t say anything as she continued to stare down, waiting for her to make the decision to see if this would be the first time she initiated something between the two of you herself.

You were rewarded with your patience as she undid the button and unzipped the fly on your jeans before reaching her hand inside your underwear, quickly finding your cock and wrapping her hand around your shaft. You let out a groan at the contact before she looked back up towards you and leaned in to resume the kiss.

Her stroking remained slow and given the mood that had been set, you didn’t push her to go any faster and instead, you let her do as she wanted. Given her age, you had expected her to be more experienced with this sort of thing but the movement of her hand was far from refined. It was still pleasurable, especially so given that it was your own mother doing the deed but you thought it could definitely be improved.

“Here sit up” you directed, ending the kiss and pulling your jeans further down your legs to finally free your dick.

She looked hesitant as you directed her to sit hovering over your thighs but when she realised you wanted her to continue the hand job and not anything further, she immediately relaxed. Seeing her still fully naked with her glorious tits on display and her still glistening pussy, you had enough jerk off material to now last you a lifetime, not that you were planning on jerking off alone anytime soon.

Your cock was aimed straight up and with Mom sitting behind it, you got the perfect picture of showing how deep it would go if she was to sit down and take your dick inside her. You felt yourself twitch at the fantasy and with your current plans, you knew it was only a matter of time before that fantasy would become reality.

For now though, you directed her hand back towards your cock and let her play with you for a minute or two, with it already feeling more pleasurable than before now that she could actually see what she was doing instead of just fumbling around inside your jeans with no visual aid.

Even with the slightly better handjob, you still found yourself giving her tips and making small changes that suited your own preferences, eventually wanting to make her pose when her stroking started to push you closer.

“Lean forward” you commanded, with Mom doing as you instructed while never keeping one of her hands off your cock.

She leaned close enough for her tits to now be directly in front of you and you couldn’t resist squeezing them, bringing your fingers to her nipples to elicit a moan from your mother. Mom seemed to appreciate the attention and let you play with her breasts as she continued to jerk you off, never stopping her hand as she stroked the full length of your shaft.

“Do you like it when your slutty mommy does this for you?” she teased, with her being the one to start the dirty talk this time.

“I don’t think I’d ever say no to having your tits in my face” you replied, leaning slightly forward to flick your tongue over her nipple, making her gasp and further proving your point.

You expected her to continue teasing you but she went strangely silent, only letting out a gasp when you pinched her nipple between your fingers.

“Something you want to share or am I going to have to spank you again?” you asked, caressing down her side as far as you could easily reach.

“Are you serious when you compliment my breasts like that? I’ve always thought of them as an eyesore” Mom replied, bringing her free arm up to cup her tits from below.

“Of course I'm serious. There isn’t a moment in the day where I don’t fantasise about getting my hands on these” you answered, groping her as you did so before you continued.

“And they are definitely not an eyesore that’s for sure. I don’t like making comparisons but in my eyes you are just as sexy as Grace and you know how many heads she turns” you said, getting a blush a sheepish reaction from Mom while her hand quickened its pace, clearly revealing how she felt about the compliment.

“You shouldn’t say anything naughty like that about Grave you know. You did just start dating her daughter” Mom responded, trying to push the conversation away from herself now that she was embarrassed.

“I’m not gonna lie about how I feel about her when she's clearly good looking and just like you, I’m sure Emma won’t mind me if I steal a glance or two at her mother. Maybe a quick grope as well” you admitted, getting a more pronounced reaction out of Mom.

“Sweetie you can’t say something like that! What would Grace think if she knew you were thinking about her like that?” Mom questioned, looking shocked at what you said but still continuing to slide her hand repeatedly up and down your shaft.

With the way her fingers were moving now, you felt like you were on cloud nine and the topic of Grace wasn’t helping you much either when it came to calming down. You could have just ignored her question and lay back to enjoy the handjob you were receiving but a part of you wanted to see how Mom would react when you talked about your seduction of the other women in your life, a topic you had both skirted around to avoid an unnecessary conversation in the past.

You knew you weren’t thinking clearly given that your thoughts were clouded with lust but you were pretty sure Mom was feeling the same as you and it couldn’t hurt to see how she would react right? …Right?