Lil_Jenni's Adventures, Past and Present...

[cumonkelly]

I'm back home with all my groceries and some great ego boosting memories.

The store I chose was filled with older shoppers, so I mainly got stares (both approving and disapproving) rather than comments or followers. One guy in his forties or so did hit on me, but I told him I was married. I think he called me a "fucking tease" under his breath as he walked away, but that's okay.

And best of all, a very attractive woman about my age, an assistant manager at the store, it turns out, bagged my groceries and then insisted on helping me take them out. Outside, she told me she was envious I had the nerve to do what I had done. She said she'd lost a lot of weight over the past few years, but she doesn't confident enough to dress like me. I thought it kind of odd she was telling me all this, and lingering while I put my groceries in the trunk.

So, I decided on a more direct approach to find out, since it had worked with Ben. I told her I thought she was attractive and that I had no doubt she could pull off wearing skimpy clothing. Then I told her I'd like to see it when she got her confidence up. She blushed furiously, but we exchanged numbers.

Never underestimate the magical powers of a tube top

 

[Purple_Fronds]

How can a week be busy and dull at the same time? I'm not sure, but I had that this week.

I did go in to the school to meet our new vice principal. She seems like a nice woman, probably mid-fifties. No worries about any intrusive sexual fantasies, however. She's not at all my type when it comes to women.

Ben cancelled on coming over this week. Seems he's spending a lot of time with his female friend. He is quite sure that last weekend was not her first time, and evidently she didn't realize it was his because he was so good at giving oral. They've hooked up twice this last week, he told me. I guess anal with me is not as alluring as pussy with her...

He did lament no oral from her yet and asked how he could bring it up. I suggested he suggest 69ing next time he went down on her. I haven't heard back about whether he tried and if it worked.

The real kicker was his mom texted me to apologize for him not helping me this week. I laughed when I read it, then felt guilty for her thinking I needed help when really I am corrupting her son...

So, to make myself feel a bit more energized, I dropped the kiddo off at daycare, went home and put on denim cutoffs, a pale yellow tube top I've not had the courage to wear anywhere but in the house for Hubby (I wore them all the time way back ), and red cowboy boots. I also teased out my hair. I look trashy AF. I'm going shopping at a grocery store a long way away from my house.

Love everything about this!

 

[lil_jenni]

I should have had my monthly visitor last week but didn't, so I was all excited because I thought that might mean I was pregnant from our first real attempt after being off the birth control. But nope. I got my period last night, a week late.

Oh well. Hubby will enjoy the several days of cumming inside me next time I'm fertile.

 

[Mikey1970]

you have a great attitude and seem to a great energy... wishing you best of luck

 

[13Fantasies]

I should have had my monthly visitor last week but didn't, so I was all excited because I thought that might mean I was pregnant from our first real attempt after being off the birth control. But nope. I got my period last night, a week late.

Oh well. Hubby will enjoy the several days of cumming inside me next time I'm fertile.

I'm sure he enjoys it whether you are fertile or not.

 

[lil_jenni]

I'm sure he enjoys it whether you are fertile or not.

Oh, he does indeed. But usually, I like him to spread the wealth around--mouth, face, boobs, ass, tummy, etc. When I was fertile a couple of weeks back, he got to finish inside every time but one. I think he liked it.

 

[13Fantasies]

Oh, he does indeed. But usually, I like him to spread the wealth around--mouth, face, boobs, ass, tummy, etc. When I was fertile a couple of weeks back, he got to finish inside every time but one. I think he liked it.

Lucky bastard.

 

[lil_jenni]

Not much adventurous happening this week... Yet. Ben will be over this afternoon to help me with those heavy storage totes in the garage.

I had to delay until today because I was not really wanting to get together with him while on my period. But that's over now.

I find I'm almost as curious about the details of what he's been up to with his female friend as I am anticipating our long delayed anal sex fun. It looks like my kink about wanting Hubby to be with other women extends to hearing details about my summer fling with another woman...

 

[13Fantasies]

Not much adventurous happening this week... Yet. Ben will be over this afternoon to help me with those heavy storage totes in the garage.

I had to delay until today because I was not really wanting to get together with him while on my period. But that's over now.

I find I'm almost as curious about the details of what he's been up to with his female friend as I am anticipating our long delayed anal sex fun. It looks like my kink about wanting Hubby to be with other women extends to hearing details about my summer fling with another woman...

Admit it. You are an AI creation. No real women like you exist.

 

[lil_jenni]

Admit it. You are an AI creation. No real women like you exist.

Well, since I've been here on Lit for over thirteen years, that would put me well ahead of my time for being such a sophisticated AI...

 

[13Fantasies]

Well, since I've been here on Lit for over thirteen years, that would put me well ahead of my time for being such a sophisticated AI...

Sophisticated.

 

[peterlickspussy]

I’ve just read your entire thread to date. Thanks for all the detail. I, too, love love love to eat pussy just as Ben does! Can’t wait to hear more. Good luck getting pregnant.

 

[lil_jenni]

Sorry for the late update. I've been pretty busy.

So, the anal sex happened Friday afternoon, but it was awkward AF. Ben insisted on a condom because they were taught in sex ed to always use a condoms for anal.

Part of my objection to the condom was not liking the taste of latex. He was really puzzled because he didn't understand why that was an issue. I explained I would do ATM it he wanted. He was horrified by that notion and told me it was really unsanitary.

So... Do a lot of guys think that way. Hubby doesn't want me to do it, but I've always thought at least part of that was him "protecting" me from myself. But with Ben, he was clearly grossed out at the thought. I did it for a few guys in college, and none reacted that way. They were surprised, but turned on by it. Not these two (Hubby and Ben). What about you guys? Is a woman doing ATM a step too far/gross?

Ben did seem to like the anal, but I was not in the moment and didn't even come close to climaxing, which I often do from anal.

Oh, he was also really reluctant to tell me details of things with his female friend. I guess she has gone down on him now. He said it was good, but not like with me. But that's about all I could get out of him.

I don't know if we'll hook up again before he heads off to college. He leaves in a little less than two weeks, and I'm back at work for most of next week and all the following week. So, I'm thinking not. That's okay. As fast as he left on Friday, I think he may have a different view of me now.

 

[peterlickspussy]

Well you certainly got him started right with the blowjobs and pussy eating. It's funny how everyone reacts differently to certain circumstances. The next guy may jump right into your ass bareback ride you for all you are worth.

 

[smtst5]

Sorry for the late update. I've been pretty busy.

So, the anal sex happened Friday afternoon, but it was awkward AF. Ben insisted on a condom because they were taught in sex ed to always use a condoms for anal.

Part of my objection to the condom was not liking the taste of latex. He was really puzzled because he didn't understand why that was an issue. I explained I would do ATM it he wanted. He was horrified by that notion and told me it was really unsanitary.

So... Do a lot of guys think that way. Hubby doesn't want me to do it, but I've always thought at least part of that was him "protecting" me from myself. But with Ben, he was clearly grossed out at the thought. I did it for a few guys in college, and none reacted that way. They were surprised, but turned on by it. Not these two (Hubby and Ben). What about you guys? Is a woman doing ATM a step too far/gross?

Ben did seem to like the anal, but I was not in the moment and didn't even come close to climaxing, which I often do from anal.

Oh, he was also really reluctant to tell me details of things with his female friend. I guess she has gone down on him now. He said it was good, but not like with me. But that's about all I could get out of him.

I don't know if we'll hook up again before he heads off to college. He leaves in a little less than two weeks, and I'm back at work for most of next week and all the following week. So, I'm thinking not. That's okay. As fast as he left on Friday, I think he may have a different view of me now.

My ex would let me fuck her ass and explode inside of her. Never tried ATM. I would not turn it down.

 

[Purple_Fronds]

Sorry for the late update. I've been pretty busy.

So, the anal sex happened Friday afternoon, but it was awkward AF. Ben insisted on a condom because they were taught in sex ed to always use a condoms for anal.

Part of my objection to the condom was not liking the taste of latex. He was really puzzled because he didn't understand why that was an issue. I explained I would do ATM it he wanted. He was horrified by that notion and told me it was really unsanitary.

So... Do a lot of guys think that way. Hubby doesn't want me to do it, but I've always thought at least part of that was him "protecting" me from myself. But with Ben, he was clearly grossed out at the thought. I did it for a few guys in college, and none reacted that way. They were surprised, but turned on by it. Not these two (Hubby and Ben). What about you guys? Is a woman doing ATM a step too far/gross?

Ben did seem to like the anal, but I was not in the moment and didn't even come close to climaxing, which I often do from anal.

Oh, he was also really reluctant to tell me details of things with his female friend. I guess she has gone down on him now. He said it was good, but not like with me. But that's about all I could get out of him.

I don't know if we'll hook up again before he heads off to college. He leaves in a little less than two weeks, and I'm back at work for most of next week and all the following week. So, I'm thinking not. That's okay. As fast as he left on Friday, I think he may have a different view of me now.

For what it’s worth, I think it’s very sweet. Whether you meet up again or not, I guarantee he will remember every detail of an amazing summer. As far as ATM is concerned I’ve never had the opportunity but your husband and Ben’s reaction it doesn’t surprise me. I think this act specifically falls in that category of being really hot in a porn or transactional setting but when you have feelings for the person it probably becomes harder.

 

[bobb_sledd]

What about you guys? Is a woman doing ATM a step too far/gross?

If a lady wishes to ATM, who am I to deny her desire/pleasure?

 

[SexyVita]

Is a woman doing ATM a step too far/gross?

Well heck, I don't think so, but you have to figure where he was coming from. He's worried about STIs and then you're suggesting ATM. I think I would have just let it go at the point he insisted on wearing a condom and enjoyed what I could get. BTW, that not a critism of you Jenni, just saying what I might have done in the same circumstances.

 

[SexyVita]

Well, since I've been here on Lit for over thirteen years, that would put me well ahead of my time for being such a sophisticated AI...

You were a secret government AI project that escaped to the internet. Hiding at Lit is the perfect cover, they'd never think to look for you here.

 

[TomTeacher19]

FWIW, if you let me do anything involving my cock and your ass I don't think I would be able to say no to anything. I think Ben may look back with a little regret at opportunities lost (though he has gotten some incredible ones)

 

[lil_jenni]

I wanted to check in really quick. I've been a bit busy recently. I found out last week they were changing me from fourth grade to second because one of the second grade teachers quit. I've taught second grade before (which is why they moved me), and I actually like teaching it better than fourth, but I've been prepping for teaching fourth all summer. So, I had a lot of scrambling to do to get ready for yesterday, which was the first day of classes here. But I think it'll be a good class.

In other news, things have slowed down with my extra-marital activities. That is partially because I've been so busy, but also because of my paramours (and potential paramours). Ben's off to college this week, so he's been busy getting ready for that. Not that we would have time to hook up now that school has started for me. And Misty is... mercurial... yeah, that's a good, non-judgemental word for flaky, right?

As for my new girl crush (the supermarket assistant manager I met a few weeks ago), it's still texting only. She's not ready to move beyond that, and I wonder if she will ever be...

But everything is groovy with Hubby. I'm fertile again, so lots of finishing inside me recently. He doesn't seem to mind.

 

[Pad_Foot]

Wow! That’s a lot of activity !!

Good luck on the school year

And your grocery ass. manager, I hope she figures out what she is missing soon !

Lucky hubby!

 

[lil_jenni]

My period came yesterday, so not pregnant yet.

I'm trying to convince Hubby to take a couple months break from trying. If I get preggers next month, the due date would be really close to the Kiddo's birthday. I would like them to be at least in different months. Hubby doesn't think it's a big deal, but it worries me. So... at least for September, I'm thinking no coming inside me when I'm fertile. I hope Hubby will be okay with lots of BJs... or face fucking... or ass fucking...

 

[hairball18]

My period came yesterday, so not pregnant yet.

I'm trying to convince Hubby to take a couple months break from trying. If I get preggers next month, the due date would be really close to the Kiddo's birthday. I would like them to be at least in different months. Hubby doesn't think it's a big deal, but it worries me. So... at least for September, I'm thinking no coming inside me when I'm fertile. I hope Hubby will be okay with lots of BJs... or face fucking... or ass fucking...

I can't see hubby objecting too strenuously given the options.

 

[13Fantasies]

My period came yesterday, so not pregnant yet.

I'm trying to convince Hubby to take a couple months break from trying. If I get preggers next month, the due date would be really close to the Kiddo's birthday. I would like them to be at least in different months. Hubby doesn't think it's a big deal, but it worries me. So... at least for September, I'm thinking no coming inside me when I'm fertile. I hope Hubby will be okay with lots of BJs... or face fucking... or ass fucking...

My sister and I have our birthdays four days apart. Never bothered us.