Lil_Jenni's Adventures, Past and Present...

[JerseyJade]

Would my landlady accept similar arrangement........

Maybe if your landlady was Jen.

 

[hairball18]

I'd gladly give blowjobs to guys who would do yard work for me.. but my landlord does all that, so I don't need to get anyone. And no, I don't give him blowjobs in return.

Sounds like we need to negotiate.

 

[ShaneoD]

Maybe if your landlady was Jen.

I'm 99.9999999% sure my landlady isn't nearly as hot as Jen

 

[lil_jenni]

I'm 99.9999999% sure my landlady isn't nearly as hot as Jen

Aww, thank you.

 

[ShaneoD]

Aww, thank you.

Thank you for sharing everything that you do

 

[cumonkelly]

Part of me can't believe I'm going for it. But that part of me that lived for random hookups in college is cheering me on! I've kinda forgotten how good it feels to be this bad. I mean, I'm bad with Hubby, and with two female lovers in the last couple years, but not this bad ... If you know what I mean.

I've not made this confession to more than one or two friends. I was so afraid of the judgement. But your wonderful description literally made my temp rise enough to sweat, You got my nipples to harden and created a fair amount of dampness. I'm also a little more uncensored lately as I adapt to my newly prescribed nature's medicine.
I was experiencing the feelings you just described the last time I had a Mrs. Robinson (the original cougar) adventure. I felt a boost in confidence that I wasn't old yet. Hubby also benefited as the summer affair sparked a new fire in our sex life. I was ravenous for months. I'm pretty certain I sent my Benjamin Braddock to college a little better educated about making a female happy. So I think everybody won?

 

[13Fantasies]

-Coughs-

Um...how did it go?

 

[lil_jenni]

-Coughs-

Um...how did it go?

Phase one complete... My yard is weeded and he's had a lot of opportunity to see me sunbathing. He should be coming inside any moment.

And no, he doesn't know yet what's in store...

 

[13Fantasies]

Phase one complete... My yard is weeded and he's had a lot of opportunity to see me sunbathing. He should be coming inside any moment.

And no, he doesn't know yet what's in store...

Lucky bastard

 

[ShaneoD]

Lucky bastard

Great minds think alike

 

[lil_jenni]

A quick post. I just ushered a very happy Ben (as I've decided to call him on here, as inspired by cumonkelly's reference to The Graduate above) out the door, and I have to run to pick up the Kiddo because we got off to a late start. I should have just bypasses the weed pulling pretext...

So, the facts:

For the first time in over nine years, I sucked a cock other than my husband's. Twice, at that.

The first time was over in less than a minute. I had guessed less than 30 seconds was likely, so when Ben lasted longer than that, I settled in to give a real BJ. And then bam! Mouth full of cum. And a lot of cum too. I just barely managed to swallow as fast as it came out. I'd forgotten how hard guys his age can come...

Then, in something I did not expect at all, he got me to one climax with his tongue. He was horrible at first, but he took direction very, very well. Ben's going to make some girls very happy when he gets enough confidence to ask them out.

So, I rewarded him with BJ number two... Which lasted about three minutes, which coincided with when I deepthroated him. He shot his load straight down my throat before I could even pull back...

The deepthroat was a bit of a challenge. Ben's probably around 8" long, but skinny (not too skinny, but also not close to as girthy as Hubby). Hubby's cock is about an inch and a half or so shorter, and I'm out of of practice deepthroating longer cocks. So, part of why he shot when I swallowed him is might be because it took several attempts.

If ya'll want more detail let me know, and I'll do a series of posts later. Right now the kiddo is waiting for me to get him from his friend's and take him to lunch.

 

[IARainman]

I'd gladly give blowjobs to guys who would do yard work for me.. but my landlord does all that, so I don't need to get anyone. And no, I don't give him blowjobs in return.

Need any other chores done? Bathrooms cleaned, floors, windows, laundry?

 

[IARainman]

A quick post. I just ushered a very happy Ben (as I've decided to call him on here, as inspired by cumonkelly's reference to The Graduate above) out the door, and I have to run to pick up the Kiddo because we got off to a late start. I should have just bypasses the weed pulling pretext...

So, the facts:

For the first time in over nine years, I sucked a cock other than my husband's. Twice, at that.

The first time was over in less than a minute. I had guessed less than 30 seconds was likely, so when Ben lasted longer than that, I settled in to give a real BJ. And then bam! Mouth full of cum. And a lot of cum too. I just barely managed to swallow as fast as it came out. I'd forgotten how hard guys his age can come...

Then, in something I did not expect at all, he got me to one climax with his tongue. He was horrible at first, but he took direction very, very well. Ben's going to make some girls very happy when he gets enough confidence to ask them out.

So, I rewarded him with BJ number two... Which lasted about three minutes, which coincided with when I deepthroated him. He shot his load straight down my throat before I could even pull back...

The deepthroat was a bit of a challenge. Ben's probably around 8" long, but skinny (not too skinny, but also not close to as girthy as Hubby). Hubby's cock is about an inch and a half or so shorter, and I'm out of of practice deepthroating longer cocks. So, part of why he shot when I swallowed him is might be because it took several attempts.

If ya'll want more detail let me know, and I'll do a series of posts later. Right now the kiddo is waiting for me to get him from his friend's and take him to lunch.

I’m wondering what other confidence boosters you can provide before he goes off to college!

There should be a special award for women like you!

 

[ShaneoD]

A quick post. I just ushered a very happy Ben (as I've decided to call him on here, as inspired by cumonkelly's reference to The Graduate above) out the door, and I have to run to pick up the Kiddo because we got off to a late start. I should have just bypasses the weed pulling pretext...

So, the facts:

For the first time in over nine years, I sucked a cock other than my husband's. Twice, at that.

The first time was over in less than a minute. I had guessed less than 30 seconds was likely, so when Ben lasted longer than that, I settled in to give a real BJ. And then bam! Mouth full of cum. And a lot of cum too. I just barely managed to swallow as fast as it came out. I'd forgotten how hard guys his age can come...

Then, in something I did not expect at all, he got me to one climax with his tongue. He was horrible at first, but he took direction very, very well. Ben's going to make some girls very happy when he gets enough confidence to ask them out.

So, I rewarded him with BJ number two... Which lasted about three minutes, which coincided with when I deepthroated him. He shot his load straight down my throat before I could even pull back...

The deepthroat was a bit of a challenge. Ben's probably around 8" long, but skinny (not too skinny, but also not close to as girthy as Hubby). Hubby's cock is about an inch and a half or so shorter, and I'm out of of practice deepthroating longer cocks. So, part of why he shot when I swallowed him is might be because it took several attempts.

If ya'll want more detail let me know, and I'll do a series of posts later. Right now the kiddo is waiting for me to get him from his friend's and take him to lunch.

Lucky mother..... maybe that's saved for next time

 

[13Fantasies]

A quick post. I just ushered a very happy Ben (as I've decided to call him on here, as inspired by cumonkelly's reference to The Graduate above) out the door, and I have to run to pick up the Kiddo because we got off to a late start. I should have just bypasses the weed pulling pretext...

So, the facts:

For the first time in over nine years, I sucked a cock other than my husband's. Twice, at that.

The first time was over in less than a minute. I had guessed less than 30 seconds was likely, so when Ben lasted longer than that, I settled in to give a real BJ. And then bam! Mouth full of cum. And a lot of cum too. I just barely managed to swallow as fast as it came out. I'd forgotten how hard guys his age can come...

Then, in something I did not expect at all, he got me to one climax with his tongue. He was horrible at first, but he took direction very, very well. Ben's going to make some girls very happy when he gets enough confidence to ask them out.

So, I rewarded him with BJ number two... Which lasted about three minutes, which coincided with when I deepthroated him. He shot his load straight down my throat before I could even pull back...

The deepthroat was a bit of a challenge. Ben's probably around 8" long, but skinny (not too skinny, but also not close to as girthy as Hubby). Hubby's cock is about an inch and a half or so shorter, and I'm out of of practice deepthroating longer cocks. So, part of why he shot when I swallowed him is might be because it took several attempts.

If ya'll want more detail let me know, and I'll do a series of posts later. Right now the kiddo is waiting for me to get him from his friend's and take him to lunch.

This is the problem with the western US being so far from the Midwest. I don't get days like these.

 

[cumonkelly]

If ya'll want more detail let me know, and I'll do a series of posts later.

Dearest Jenni. The most interesting things and the are where the details thrive. Please do tell. You have just inspired me to not let the rest of this summer go to waste. I need a summer of '23 Ben.

 

[JerseyJade]

A quick post. I just ushered a very happy Ben (as I've decided to call him on here, as inspired by cumonkelly's reference to The Graduate above) out the door, and I have to run to pick up the Kiddo because we got off to a late start. I should have just bypasses the weed pulling pretext...

So, the facts:

For the first time in over nine years, I sucked a cock other than my husband's. Twice, at that.

The first time was over in less than a minute. I had guessed less than 30 seconds was likely, so when Ben lasted longer than that, I settled in to give a real BJ. And then bam! Mouth full of cum. And a lot of cum too. I just barely managed to swallow as fast as it came out. I'd forgotten how hard guys his age can come...

Then, in something I did not expect at all, he got me to one climax with his tongue. He was horrible at first, but he took direction very, very well. Ben's going to make some girls very happy when he gets enough confidence to ask them out.

So, I rewarded him with BJ number two... Which lasted about three minutes, which coincided with when I deepthroated him. He shot his load straight down my throat before I could even pull back...

The deepthroat was a bit of a challenge. Ben's probably around 8" long, but skinny (not too skinny, but also not close to as girthy as Hubby). Hubby's cock is about an inch and a half or so shorter, and I'm out of of practice deepthroating longer cocks. So, part of why he shot when I swallowed him is might be because it took several attempts.

If ya'll want more detail let me know, and I'll do a series of posts later. Right now the kiddo is waiting for me to get him from his friend's and take him to lunch.

Mmmmm, you got to swallow 2 big loads of thick, warm cum. Nice. It's hot AF when I can make a man cum more than once.

I don't know if the age thing had anything to do with that dude not lasting very long. I've went down on guys older than that, that didn't last very long after I started sucking.

 

[lil_jenni]

Mmmmm, you got to swallow 2 big loads of thick, warm cum. Nice. It's hot AF when I can make a man cum more than once.

I don't know if the age thing had anything to do with that dude not lasting very long. I've went down on guys older than that, that didn't last very long after I started sucking.

You are right... I think I've been spoiled by Hubby, who can last and last when needed. As I think back to others, Ben did okay that second time...

 

[lil_jenni]

Dearest Jenni. The most interesting things and the are where the details thrive. Please do tell. You have just inspired me to not let the rest of this summer go to waste. I need a summer of '23 Ben.

You go! Let us know what happens.

 

[lil_jenni]

I'm sorry no more details were forth coming today. I'll fix that tomorrow. I was feeling a bit... well, guilty is not quite right but it's close, so I spoiled Hubby tonight. We went to bed early, and he got to make love to me how he likes best... Slow and tender and romantic. Now he's sleeping... And I need to be too.

I'm going to have to think of some other place for Ben and I to meet if we keep going. It kind of feels... a little wrong to do it in my house. We'll see.

 

[lil_jenni]

Lucky mother..... maybe that's saved for next time

Well, part of the deal with Hubby is no vaginal sex with another guy while we are trying to get me pregnant, even if the other guy uses a condom. So, poor Ben will not be losing that aspect of his virginity with me. However, I do know someone who could do that for him—my friend Misty. But I need to talk her into it. She's told me that if she's going to be with a guy instead of a woman, she doesn't want to waste it with someone inexperienced. But I think I can get her to come around.

 

[ShaneoD]

Mmmmm, you got to swallow 2 big loads of thick, warm cum. Nice. It's hot AF when I can make a man cum more than once.

I don't know if the age thing had anything to do with that dude not lasting very long. I've went down on guys older than that, that didn't last very long after I started sucking.

There needs to be a fist biting emoji

I can't blame them to be honest (I may have a trouser problem now)

 

[13Fantasies]

Well, part of the deal with Hubby is no vaginal sex with another guy while we are trying to get me pregnant, even if the other guy uses a condom. So, poor Ben will not be losing that aspect of his virginity with me. However, I do know someone who could do that for him—my friend Misty. But I need to talk her into it. She's told me that if she's going to be with a guy instead of a woman, she doesn't want to waste it with someone inexperienced. But I think I can get her to come around.

If anyone can, you can.

 

[lil_jenni]

Okay, time for a more detailed account.

So, let me give you the set up. I open the door wearing a long, white t-shirt (well, long on me... normal size for Hubby, whose shirt it used to be). Under the t-shirt is a fairly modest bikini (I thought about my skimpiest, but I didn't think I should considering the pool by which I intended to lounge, unlike the hot tub, is not screened by trees from his family's house).

Ben's face got a tad red when I open the door, and I'm guessing he was remembering that I was braless the day before... and that he got to see my breasts when I took my top off to get in the hot tub. He stammered a hello and that he was there to finish weeding. He didn't say anything else.

Okay, let's take a beat from what happened so I can describe Ben. He's tall, maybe 6'2", but I'd be surprised if he weighs more than 160. So, tall and thin, but with moderately wide shoulders, like he could fill out if he worked at it. Long legs, thin but toned rather than skinny, it you know what I mean. I've seen him bike a lot around the neighborhood (which I think is why I was a bit surprised a few weeks back when I learned he was eighteen), and he definitely has a cyclist's legs.

He has dark hair but is fairly pale, and I suspect from his last name that his father's family is Slavic. His face is a bit more rounded than I would expect on someone as thin as he is, but I think it may lean out with age, given how his father looks. His eyes are gray, and he has full, soft lips that I think would be perfect for kissing, if only I hadn't balked at such a kiss. But more on that later.

So, a tall, thin young man, cute but not yet handsome, although he probably will be in a few years. Oh, and shy and a little awkward. Of course, he may just be that way with me given what I suspect he's seen from his bedroom window.

Anyway, after the awkward greeting, we headed to the backyard. He started.weeding, and I took off the t-shirt and started sunning myself. My bikini was hot pink, which clashes with my current hair color. But, the cut of the bottoms compliments the shape of my ass. In fact, I think my ass looks better in them than it does in the couple of thongs I have. Plus, like I said, it's relatively modest in case prying eyes look over the fence. Oh, the top is strapless. The wide band is not the best for sunbathing, but sunbathing was just a pretext anyway...

About a half hour into the weeding, during which he had looked my way a lot while I sunned myself, he took his shirt off. His flat stomach did not surprise me, but the hint of a sixpack did. And his chest, though thin, had a bit of definition too. I suspect he may have started on trying to fill out a bit, and I could see how hot his body will be when that happens.

Thirty or so more minutes went by, and he was almost done with the weeds. I got up, put the t-shirt back on, and told him I'd have a drink and some food ready for him when he was done. He just nodded, still not meeting eyes much.

So, I knew I had to push things. Once inside, I removed my bikini but left the shirt on. My plan was to have a surprising reveal once he was inside.

And I suspect this post is almost at the limit, plus the Kiddo keeps calling.me. More later.

 

[lil_jenni]

Okay, I'm back.

When Ben came in, I had him sit down at the kitchen table while I remained standing (unfortunately, he has put his shirt back on...). Then, as nonchalant as I could, I asked if he masturbated after leaving the day before. Lucky for him, he had just swallowed a mouthful. Otherwise, I think he might have chocked.

Anyway, Ben sat there, face red, unable to articulate a response. So, I told him I had. Twice. He looked... shocked is probably the right word. After an awkward silenced, he nodded, which I took to mean he had masturbated. So I asked what he had thought about when he did. His gaze dropped to my chest. Just the response I hoped for. I took the t-shirt off at that point, and was rewarded with the same look as the day before. But then his eyes dropped further and got really big when he realized I was completely naked.

At that point, I told him I had thought about him when I masturbated the day before. He finally managed to speak again, a croaked out "what?" took that as asking what I had thought about exactly, although it may have been more an articulation of surprise.

I told him I'd thought about sucking his cock. I thought he might pass out... not really, but he did look even more shocked than before. I then asked if he'd ever had his cock sucked. He shook his head. I asked if he had ever had sex of any kind. Another head shake. I asked if he had ever touched a boob. Again, a head shake. I stored closer, at which he started to slide his chair back away from me, but then stopped. I smiled and lifted one of his hands to my chest. He stared up at me, like he needed more approval. I nodded and told him to go ahead. He took it form there, touching my breasts and nipples, lightly at first but then actually squeezing a little, a grin starting to form on his lips.

He asked of he could lick my nipples. I told him of course he could. And he did so, licking then sucking. And he did a pretty good job of it too.

When I asked him if mine were the first breasts he'd seen in real life, he whispered a yes against my chest, and my pussy gave a little twinge. This was turning to be everything I had hoped for.

While he continued to worship my boobs, I reached down and felt a hard bulge in his shorts. He again started back from my touch, but then sighed and trembled as I rubbed his.erection. I asked if I was the first to touch him like that. He said no, to my surprise. He the told me he and a female friend had made out at a graduation party. He had felt her breasts over her shirt, and she had rubbed his crotch. He said they got interrupted and had to stop, and later she acted like nothing had happened. I promised him something was going to happen with me, but it would only be oral.

He got a funny look on his face, and I thought at first it was disappointment. But it was not. He asked if he got to lick my pussy. I laughed and said "we'll see." His question had surprised me, as I had expected for the day's activity to be one way. And I had no plans of actually letting him go down on me.

At that moment, he tried to kiss me on the lips. To my surprise, I stopped him. It didn't feel right. So, I told him no kissing like that, but I would give him a much better kind of kiss if he scooted his chair back. He did so immediately, and I knelt between his legs and told him to take his shirt off. He started to, but it kinda got caught on his head when I mouthed his erection through his shorts and he jumped. But he maged to get it off just before I pulled his shorts, along with his briefs, down enough for his cock to spring free.

Oh, and it was a great cock. Circumcised and.long and veiny. A bit on the thin side, but not too thin. And it was very, very hard with a clearly engorged head that was a bit bigger around than the shaft, but not much. And that shaft had some nice prominent veins as well... the kind that feel so good against your tongue... Mmm....

His pubic hair was short, and I wondered if he trimmed it. But I didn't wonder too much. I wanted that cock in my mouth. So, after giving the tip a wet kiss, I sucked it in and wiggled my tongue against the hot, soft flesh that covers that rock hard core. I was rewarded with a twitch, moan, and a shudder. I thought he might explode just then, but he didn't. I started slurping up and down, taking it slow since I expected him to come at any second. When he didn't, I started sucking harder, going deeper, and moving my tongue more.

Without any warning, he came in my mouth. I was fine with that—it was what I intended to have happen—but other than a big twitch right before the first shot, it took me completely by surprise. And he came a lot. I managed to swallow it all as it pumped and pumped into mouth, but not easily.

Oops... Gotta go again. Sorry. more later.