Dating My Daughter – Season 2 Part 2

Hi ISS readers, I am back with another erotic episode of Dating My Daughter.

After Georgina left, my phone rings. Hmm. I didn’t recognize that number. Could it be Amy?

Jen: Hi, Aafi. This is Jen.

Me: Oh. Hey Jen. I’m sorry. I thought you were Amy.

Jen: No problem Aafi. So I have some good news for you. Can we meet somewhere to discuss it further?

Me: Uh, sure. Where do you want to meet, the cafe again?

Jen: Actually, I could come over to your place this evening if that’s alright?

Me: Hmm, that sounds okay, I guess. I didn’t feel like going out tonight anyway.

Jen: Great! (He said yes!) How about I come over around seven o’clock? I could bring over some takeaway food if you want?

Me: No, please, allow me. You’ve gone to all this trouble to help me out, so the least I could do is order and pay for the food.

Jen: It’s a date! Okay, I’ll see you at seven, Aafi! Bye!

A date? I’m sure she didn’t mean anything by that, could she? Nah, surely not. I mean, she’s cute and kind of reminds me of Amy a little. But we hardly know each other. Anyway. I should prepare everything for tonight.

Jen: (I can’t believe I’ll be visiting Aafi’s home tonight! This is a dream come true! Oh God! What am I going to wear?! I’ve never had a date with a guy before.)

Jen: (I wish Elena were here. She’s so confident. And I’m just a bundle of nerves. Let’s hope it doesn’t give me a heart attack.)

Jen: (All right, Jen. Calm yourself down. What could go wrong? He’s a nice guy. And he seems like he’s into me. He could be my very first boyfriend.)

Jen: (Elena once said to me that I should make myself seem like I’m more than I am. I don’t know if that’s going to work on Aafi. But I don’t want him to see me like I’m a boring girl.)

Jen: (I’m going to look into her magazines. I’m sure I’m going to find something useful there.)

Back in my place, I got everything ready and was waiting for Jen.

Knock! Knock!

I opened the door. She looks really small but really pretty. She’s wearing a shiny blue tank top with her belly exposed and jeans shorts in the bottom.

Jen: Hi Aafi!

Me: Hi Jen, thanks for coming! It’s good to see you again.

Jen: You too!

I don’t know what happened. I leaned in and kissed her on the lips. Oh no! What am I doing? I must have thought I was kissing Amy for a second there.

Me: Oh, I’m so sorry, Jen. I didn’t mean to.

Jen: (I knew he liked me! I can’t resist kissing him back!)

Me: Jen, I-

Jen: It’s okay, you don’t have to say anything, Aafi. It was only a kiss, right?

I hope that’s all she meant by that. We sat in the living and had a chat. After a while, we had dinner and some wine. It was time to get down to business. Jen asked for a laptop to show what she found.

Jen: Look!

She showed me a picture of Elena and Amy in their school uniform. My baby girl. I need to know where they are. I need to get her back, or at the very least go and see her.

Jen: If you look closer at the school logo, in particular, I can show you the town that the girls’ school is in!

Me: That’s terrific, Jen!

Jen: So the airport is about fifteen minutes from the girls’ school. And the flight from here is about fifteen hours!

Wow! It’s a lot longer than I first realized!

Jen: Would you like me to look at some flights for you, Aafi?

Me: Yes, please, Jen.

She searched for the ticket.

Jen: Drat! It looks like flights are all booked out to travel there this week. It seems to be the busy season.

Me: Damn. I don’t know if I can wait that long. Are you sure there isn’t another way?

Jen: (I want to help him. Think Jen, think!) Wait a moment! My Dad usually goes through this site when he’s looking at cheaper flights due to last-minute cancellations.

Me: Oh, okay.

Jen: Here it is. They have a scheduled flight tomorrow afternoon. It’s not with a great airline, though. But is tomorrow too soon for you, though?

Me: No, that’s perfect! Can you book it for me if I give you my credit card details?

Jen: Certainly! You’re all booked in! There should be an email in your inbox that has your itinerary.

Me: Jen, you are a real gem, you know that?

Jen: Oh, it was nothing, seriously.

Me: No, I mean it. If there’s anything I can do for you in return, name it?

Jen pauses a little bit.

Jen: A kiss is all I want, Aafi.

Well, I guess a kiss wouldn’t hurt. She did go to all this trouble for me.

Me: Sure, why not? Mwah!

Jen: (Mmm. So, so good.)

I can taste the wine on her lips. So sweet, so soft. My hand naturally went to squeeze her petite tits.

Me: Jen, I’m so sorry. I didn’t mean to get carried away like that.
Jen: Aafi, please, it’s okay. I liked it. I think maybe all that red wine kind of went to both of our heads, huh?

Me: Haha, yeah, I guess it must have.

I hope that’s the reason why. But I can’t shake this feeling that I wanted that kiss to linger due to how much I miss Amy. I miss those passionate embraces we shared. And I instinctively went for Jen’s chest like I would with Amy. Because doing that was so natural with her.

Geez, I hope I can control myself, especially with Jen staying here the night. We decided to watch a movie before going to bed. Some random movie was playing, and I couldn’t pay much attention.

Suddenly, there were a lot of sex scenes in the movie.

Jen: (Oh wow! This is hot! It’s not porn, but these two make the sex look so realistic! I want to touch myself between my legs. But I don’t know how Aafi would react. This is so frustrating.)

I was thinking about Amy.

Jen: Say Aafi, this is a pretty erotic movie, wouldn’t you say?

Me: Huh? Oh shit! I’m so sorry, Jen!

Dammit, I forgot all about this scene! Of course, now I remember. This was rated as one of the hottest sex scenes of all time!

Me: We should probably change the channel.

Jen: Wait, Aafi, it’s alright, leave it. I’m not embarrassed. Besides, it’s not as though I’ve never seen naked people having sex?

Me; Right!

Jen: I’ve watched plenty of porn films before, and this is pretty tame by comparison. (Why did I have to lie like that? I’ve never even seen a sex scene this gratuitous before.)

Me: Well, if that’s the case. We could leave it on a little longer.

Jen: Thanks Aafi. It’s been pretty good so far, and it’d be great to watch and see what happens in the end.

It was time to go to bed.

Me: Feel free to take my bed for the night. I’ll grab a pillow and go sleep out on the sofa.

Jen: You’re not going to share your bed with me?

Me: I don’t think that’s a good idea, Jen.

Jen: Why, don’t you trust me? Haha. Come on, there’s plenty of room for us to share, given that I’m so tiny! Besides, I hate sleeping alone. I usually have a big teddy bear that I snuggle up with.

Me: Uhh, sure. I guess you are right. There is plenty of room. Besides, the sofa out there isn’t overly comfortable.

It’s just for tonight and with Amy having been gone for a while now. I don’t think I could go another night sleeping all alone either.

Jen: Great! Thanks so much, Aafi!

Me: Okay, fine. Just give me a second, as I have to brush my teeth.

When I come back, I see Jen is already in her underwear. She’s wearing a cute pandy print panty.

Jen: Oh! Sorry, Aafi. I hope you don’t mind, but I forgot to bring my nightgown.

Me: No, it’s more than fine. So, you like pandas.

Jen: Yup! They are my favorite animal. Do you like my panties?

Me: Well, yes. I think you look really cute.

Jen: Why, thanks, Aafi!

I take off my clothes too.

Jen: (Oh my god. I must be dreaming right now. Knowing I’m going to share the same bed as Aafi and his hot body!)

I lay next to her on the bed. This feels weird, but at the same time, somewhat comforting having Jen here. Amy is the only girl I’ve ever shared this bed with. I must say, Jen looks pretty damn sexy laying there in her underwear.

Oh no. Thinking of Amy made me get a boner. I hope she hasn’t noticed my erection!

Jen: (Oh my! Is that his.? I take it that he likes sharing a bed with me. I wonder what else he likes.)

Me: Well, good night, Jen.

Jen: Night, Aafi.

Me: And thanks once again for helping me out today.

Jen: You’re welcome. It was my pleasure. Mwah! Mmm.

She kissed me again. This time it went even longer. She slowly placed her left hand on my hard-on. Oh my. There’s something about the way it feels to kiss her. I just can’t stop.

Jen: (I love how his mouth feels against mine, the way his tongue caresses mine.)

I slowly touched her pussy over her panties.

Jen: (Oh my. He’s touching me.)

She feels so soft down there, just like Amy.

Jen: (This feels so good. I’m getting goose pimples!)

I pull her shirt off and make her topless. She covers her tiny tits with her hand immediately.

Me: What happened? What’s wrong, Jen?

Jen: I. I’m just a little embarrassed, Aafi. And nervous too.

Me: How come?

Jen: It’s my breasts. They’re so small compared to other girls.

She’s right. They are pretty small. But they seem to suit her body.

Me: You don’t need to be ashamed of your body Jen. Every woman is perfect in their way, and I find your little breasts quite sexy.

Jen: Really? Do you?

Me: Yes, I do. Here, let me show you in my way.

I removed her hand off her tits.

Me: Very nice. Now close your eyes.

I slowly bring my mouth near her tits and lick her nipples.

Me: You have such sweet little nipples, Jen. Do you want me to stop?

Jen: No! Keep going, Aafi!

Me: Okay! With pleasure.

I slowly bite her delicate nipples. I move down to kiss her belly.

Me: Mwah!

Jen: (Oh my God, he’s going lower.)

I then pull her panties off.

Me: Such a cute little pussy. So, how do you feel now? Are you still nervous?

Jen: Still a little. I mean, being completely naked, lying in a bed next to you. It’s a lot to take in.

Me: Would it help if I got naked too?

Jen: Well, I guess so.

Me: Okay, but I have to warn you. I’m more than a little well endowed.

Jen: I’m sure you’re not that big Aafi, I should be able to.

I take off my underwear, and my 10-inch dick stands, saluting her. She’s a bit shocked seeing the size.

Jen: Oh my God! (Holy shit! That thing is enormous! It looks thicker than my wrist! I know I had some practice with my pink dildo, but this looks way bigger than that! Aafi’s dick is on a whole other level. I’m not sure if I’ll be able to handle him.)

Me: Everything alright, Jen? You look a little stunned there.

Jen: Uhh, yeah. It’s just that your cock, it’s not what I expected. It’s really big!

Me: Well, don’t be afraid. It certainly likes you!

Jen: Haha, I guess you’re right.

Me: Are you ready to continue?

Jen: I am, but I’m not sure what to do. I don’t have much experience with this, is all. (I don’t want to tell him I’m a virgin just yet, as it might scare him off and spoil the moment!)

Me: That’s okay. What would you like to happen next?

Jen: (I want him to continue kissing me down there.) I liked how you kissed my belly and my hips. Could you keep doing what you were doing?

Me: Okay, if that’s what you want.

I think she wants me to go down on her. Who am I to refuse? Jen is so cute when she’s nervous. I went back to kissing her belly.

Jen: Oh, that feels so good, Aafi.

Me: This should feel a lot better, Jen.

I then place my mouth near her pussy and start licking her.

Jen: Unghhh! Aafi!

Me: You taste really good, Jen. Such a juicy little pussy.

I inserted one finger inside her pussy.

Jen: Oh my God!

I slowly started to finger her.

Me: That’s it! Ride Daddy’s finger!

Wait a sec, did I refer to myself as her Daddy? I increased my fingering speed. She is moaning heavily.

Jen: (Oh shit!) I’m going cum! I’m cumming!

I could feel her inner walls clenching around my finger! She must have come real hard. Still, she didn’t squirt, though. I guess seeing Amy do that makes her even more unique. Not that Jen isn’t a special girl. It just wasn’t the same.

Jen: Ohh my. Aafi. That felt amazing. I’m almost out of breath.

Me: Haha. Glad you enjoyed it, gorgeous.

Jen: (Alright, now it’s my turn to show some confidence!) Sit down, Aafi. I want to show you my appreciation for letting me stay over.

I hope that she’s well prepared. Some women I’ve been with have been scared off once they get up close to me.

Jen: I can barely get my fingers around it.

Me: If you don’t want to do this, Jen, I completely understand.

Jen: No! I want to. It’s just.

Me: Is this the first time you’ve given a guy head?

Jen: It is, but I’m not overly worried as I’ve practiced a lot with my dildo. But I thought maybe you could help guide me? So I know what you like.?

I wonder what size her dildo is? Hopefully, she can handle me okay.

Me: Sure, I can do that. Start with kissing the head, Jen.

Jen: Okay, I can do that!

Me: Good girl, now lick it.

She does whatever I tell.

Me: That’s a good sweetheart. Now use the flat of your tongue and run it up and down my length.

Jen: Like this?

Me: That’s good. Now, if you’re ready, place your lips upon the tip, and take me inside your mouth.

Jen: Alright, here it goes.

I know she’s only new to this. But she seems to be struggling to get more than an inch or two inside her mouth. I don’t want to push her too far, so I’ll suggest something else.

Me: Okay, Jen, that will do.

Jen: How was that? Was I any good?

Me: Oh wow, Jen! That felt incredible!

Jen: I can keep going if you want me to?

Me: No, that’s enough for now. Let’s lay down for a bit, okay?

Jen: Mwah! Okay! So, what should we do now?

Me: Mmm, there’s something else I want to do now.

Jen: You mean you want to have?

Me: Do you want to have sex with me, Jen?

Jen: Yes, Aafi. More than anything in the world.

Me: Okay, wait for me, angel. I’m going to.

Dammit! I don’t have any protection on me.

Me: There’s just one little problem.

Jen: What is it, Aafi?

Me: I don’t have a condom.

Jen: Well. What if we do it without one?

Me: I don’t know. It’s a little risky, don’t you think? What if I accidentally.

Jen: It’ll be fine, Aafi. Besides, I read that it’s a great feeling for guys when they do it without protection. Is that true?

Me: Well yeah but, are you sure?

Jen: I trust you, Aafi.

Me: Alright. Let’s do this.

She gets on her all four in the doggy style.

Me: Okay, ready, Jen?

Jen: Yeah, I think. Just one last thing before you start Aafi.

Me: Yes?

Jen: I just want to be upfront and honest with you, but this is my first time. I’m a virgin.

I kind of figured she would be. She’s been acting so nervous the whole night. I have to be gentle with her.

Me: Okay then, I promise I’ll take it slow.

Jen: Thanks. But I’ve had a lot of practice with a dildo, a pretty big one!

Me: Well, hopefully, this won’t hurt as much. Is there anything else I should know?

Jen: (I want to offer him something more than just my virginity. I hope he’s okay with this suggestion.) Yes, there is. Umm, you can put it in my ass if you want?

Me: What? You sure you’re okay with that?

Jen: Uh-huh. I figure that whatever you decide, it’s going to hurt either way. And I know that some girls get off on anal sex, as do guys. And I’ve also used my dildo on my butthole too.

Jen: (That’s another lie. I only teased my anus, I couldn’t get it to slide in there. Sigh. Trying to act like Elena is hard.)

Me: Okay, if you say so.

Jen: So, what would you prefer to do? I’ll let you decide.

I decided to deflower her

Me: As it’s your first time, we should probably stick with traditional sex, Jen.

Jen: Okay, if you think that’s best.

Me: Here we go. Let me know if I’m going too fast or if it hurts too much.

Jen: Okay, please be gentle.

I place my dick near her pussy and penetrate her from behind.

Me: Are you alright, Jen?

Jen: I think so.

Me: So you want me to keep going?

Jen: Yeah. Just do it.

I slowly thrust forward. But her pussy is tight, and I couldn’t even put my dick inside her pussy.

Jen: (Mmm. This feels so good! I’m not a virgin anymore!)

I thrust forward a little harder. Jen screams in pain.

Jen: You’re too big, Aafi! I can’t. Please, take it out of me.

Damn it!

Me: Well, if you want, I can try to put it in your ass if that’s okay with you?

Jen: Yeah. We can try that, I guess.

Me: Here we go. Let me know if I’m going too fast or if it hurts too much.

Jen: Okay, please be gentle.

I try to penetrate her ass.

Jen: Oh fuck!

Me: Are you alright, Jen?

Jen: I think so.

Her asshole is so tight! I think I won’t be able to push any forward.

Jen: (God! This feels so good! I’m having anal sex with Aafi!)

I tried to push more.

Jen: I can’t. Please, take it out of me.

Me: Okay. Okay.

Damn it! Her ass is also too tight! Jen was a bit embarrassed.

Jen: I’m sorry, Aafi. I just wanted to be perfect for you. I just ruined the whole night! You must hate me.

Me: It’s not your fault Jen. And I could never hate you, sweetheart. If it makes you feel any better, this isn’t the first time it has happened.

Jen: Isn’t it?

Me: No. There was a woman I had a one-night stand with several years ago. She was a lot older than you, and she had a lot of experience in the bedroom. But she too was quite petite, and when it came to us having sex. She just couldn’t handle my girth. She said that it hurt more than any pain she’d ever felt before.

Jen: Really? That’s so sad.

Me: It’s sometimes a curse having this thing! We even tried using lube, but we still got nowhere with that.

Jen: So you’re saying that you and I can never have sex ever?

Me: I’m willing to try again if you are. But maybe we should do so when I get back from the trip. What do you say?

Jen: I’d really like that, Aafi. Thanks.

Me: There’s that pretty smile! Mwah! Shall we get some sleep then?

Jen: But wait, you haven’t cum yet? We might not be able to have sex. But, I’d like to help you finish. If you know what I mean?

Me: Well, if you insist.

She brings her mouth near my dick.

Jen: (His dick is so mesmerizing. How on earth am I going to fit this thing inside of me? I’ll need to do a lot of practice while Aafi is away. So I’m better prepared for him next time.)

Me: Oh, Jen. That feels so good. Keep doing that.

Jen: (I should try and put it in my mouth again. And see if it will at least go a little deeper in there this time.)

Me: Oh fuck! That feels amazing, Jen! That’s it gorgeous, suck my cock.

Jen: (It sounds like he’s enjoying it. I want to get him to cum!)

Me: I’m close, Jen.

Jen: Are you going to cum for me, Aafi?

Me: Nearly there, gorgeous.

Suddenly I see Amy’s face instead of Jen’s.

Amy: Do it, Daddy. Shoot your cum all over my face.

I shot a huge load of cum in Jen’s mouth.

Jen: Oh wow! You flooded my mouth Aafi!

Me: I’m sorry, Jen. I didn’t realize how much I needed that until now.

Jen: It’s fine. I’m just going to use your bathroom to clean up, if that’s okay?

Me: Of course.

Did I see Amy before I came? Jen came back after cleaning herself.

Jen: Well, thanks for a memorable night, Aafi. I hope you enjoyed it too?

Me: I did, Jen. But if you want to try this again sometime, you have to promise to keep our relationship a secret. That means you can’t tell anyone. Not Elena, definitely not Amy, no one!

Jen: I promise, Aafi.

Me: Good girl. We really should get some sleep, though. It’s way past midnight now!

Jen: But can we still cuddle?

Me: Haha, of course, we can. Come here.

Jen: (I thought that tonight was the night. But at least he’s willing to try this again with me. He’s such a great guy. So gentle, so patient, so understanding. I hope we can make this work, so Aafi is my first.)

Wow! I never thought that Jen had those kinds of feelings towards me. I’m glad she does, though. Having sex with her will be a huge problem. Not only because of the physical differences we have. But because of what Amy will think if she were ever to find out.

I guess I’ll cross that bridge when the time calls for it. Oh well, I need to get some shut-eye. Tomorrow is an important day, where I’ll hopefully get to see my daughter.

Let me stop here. More to come, for sure. Please provide your feedback at my email or Hangout. You can read style=”color: #3366ff;” href=”https://www.indiansexstories2.net/incest/lustful-family-friends-first-impressions/”>my other story here as well.

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