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TailsRulez

Tails X Older Females

Tails X Older Females
"It just works." - Todd Howard

Miles "Tails" Prower, my favorite Sonic character; Cream the Rabbit, my second favorite Sonic character. Within that first sentence, you'd think I was a Tails X Cream shipper. The truth is, that couldn't be further from the truth. I've always preferred them as friends and nothing more. Some people are genuinely surprised when I mention this, but it's the truth.

This isn't just limited to Cream though. Cream the Rabbit, Marine the Raccoon and even Cosmo the Seedrain. Characters younger or around Tails' age, I just don't find very interesting to pair him with. This isn't something just limited to NSFW content, but extends to SFW content for me as well. But, is it so outlandish? I mean, even OFFICIAL Sonic media tends to depict Tails showing interest in girls a good chunk older than him....

Tails being nervous around Rouge in "Sonic Battle" and blushing when she kisses his cheek. A similar thing happening in "Sonic X", him being nervous around her all the time then going basically unconscious in a fighting tournament when she kisses him on the cheek. Tails being attracted to Fiona Fox or having some romantic chemistry with Barby the Koala in "Archie Sonic." Even showing him being married to Mina Mongoose in the "30 Years Later" what if scenario comic. Zooey the Fox in "Sonic Boom" who's age is never given, but looks more to be around Amy or Sticks' age more so than Tails' age. Then finally, in "Sonic Boom" once again, you have Perci the Bandicoot telling him that she 'likes a guy who's handy' to which Tails responds by blushing.

So with all that being said, even official Sonic media depicts Tails being attracted to girls older than him more frequently than girls his own age. Cosmo the Seedrain probably is the only time he's shown interest in a girl his own age. So with all that being said, something about Tails being paired with female characters that are older than him just works. It's hard to explain, but it just works.

It's why I always have Tails in my stories being paird with girls older than him. Heck, in some instances I like to pair him with female characters MUCH older than him. While It's true that I love something like Tails X Rouge (very hot pairing) or Tails X Wave (The 'they pretend to hate each other, but secretly like each other' cliche), I love stuff like Tails X Bernadette (doing his best friends' mother, very hot) or Tails X Vanilla (my favorite Tails pairing) even more.

Tails being paired with girls slightly older than him is hot, him being paired with females much older than him is hotter, but him being paired with MILFs is perhaps the hottest! I will never get tired of seeing or reading some MILF or older woman giving Tails a good time. Especially when said MILF goes a step further and has Tails knock her up. But, more details about that on a future Journal post. ;3

For now, what are your opinions on Tails X Older Females or even Tails X MILFs?
Viewed: 29 times
Added: 1 month ago
 
Foxknightyouko
1 month ago
Honestly, you do make some valid points, alot of the media clearly shows Tails interest is clearly in girls that out age him by at least 5 to 8 years. While personally I'm a huge Tails X Fiona shipper and always will be. The idea of him being with MILF's is quite the hot one and I admit I do enjoy a good Tails X Vanilla or Tails X another MILF or even a Tails X Rouge story. Some of the best ones I've read had that parring.
TailsRulez
1 month ago
Yeah, I'm a huge Tails X Vanilla shipper (with a soft spot for Tails X Rouge and Tails X Wave) even though it's somewhat outlandish. But since even OFFICIAL Sonic media depicts Tails being attracted to female characters older than him, fans just kinda took that and ran with it XD. So even though a lot of these ships may seem outlandish, the fact that official media has shown Tails constantly showing interest in girls older than him, it's not as outlandish as some may think.
ThatOneTailsWriter
1 month ago
Well as someone who has seemingly no limits to which Sonic girl I pair Tails up with, I do think you’ve given me a lot of thought as to what I enjoy the most. While I have no problems with pairing Tails up with someone like Cream or Cosmo, I do tend to enjoy older girls like Fiona, Rouge and Vanilla the most, among others. Hell, even when I do crossover stories I tend to enjoy using older girls like Krystal. To me, you’ve pretty much hit the nail on the head, I think I can speak for quite a few people when they say they prefer Tails with an older girl, whether that be one a few years older than him or one who is a MILF while he’s only just become an adult. Though as someone who finds almost every Sonic girl a hot pairing with Tails to some extent, I certainly have no problems pairing him with someone a little younger or the same age as him.
TailsRulez
1 month ago
Yeah, you definitely have the most wide range of girls you pair Tails with than anyone else I've seen. XD
Slaan6
1 month ago
I love pairing Tails with females that are much older than him. especially milfs! The bigger the age gap, the hotter the pairing! Like Tails x Earthia, Tails x Alicia Acorn, or Tails x the conductor's wife. I love to pair Tails with Vanilla most of all, and I especially love it when Tails gets his lovers pregnant! It's just so damn hot! In fact, I exclusively prefer that he impregnates them. A story feels incomplete without it.

As for Cream, it's the same dynamic, just with the genders flipped. I like pairing her with older males. specifically Shadow. Exclusively, in fact. And I love it when Shadow impregnates her.
TailsRulez
1 month ago
Yes, Tails + MILF + Impregnation = perfection
Though I gotta ask as a fellow Tails X Vanilla shipper and lover of Tails knocking her up, what scenario do you prefer?
1. Due to both Tails and Vanilla being far to lost in lust, they don't think of the consequences of Tails cumming inside her.
2. Vanilla wants Tails to get her pregnant, but Tails doesn't wanna go that far, but she doesn't take 'no' for an answer and refuses to let him pull out.
3. Vanilla is rather straight forward and asked Tails upfront to impregnate her.
Slaan6
1 month ago
Scenarios 1 and 2 are definitely the hottest, but if I had to choose, I would say scenario 1. Where they both become too lost in their lust to consider the consequences of Tails blowing his seed into her without a condom. But with the twist Vanilla had actually wanted Tails to get her pregnant from the start, and Tails mindlessly gave her exactly what she wanted.
TailsRulez
1 month ago
So in other words, the best scenario for you is...
Vanilla's whole goal from the very beginning is to have Tails impregnate her, but Tails himself just simply falls to lust and doesn't think about what he's doing?
Slaan6
1 month ago
Exactly, yes. Afterwards, Vanilla declares that Tails is now her's, and Tails, addled with lust, meekly submits
normannormal
1 month ago
agreed. :)
I also like some of the content that comes from it, especially wholesome stuff and lots of kissing. favorite example being Michiyoshi's work. :D  
TailsRulez
1 month ago
Michiyoshi is definitely among my favorite Sonic smut artists (maybe even my favorite). An artist who is also rather good at drawing kissing and wholesome art like you said.
normannormal
1 month ago
i'm curious, do you plan to make more liturature forms of other arts they've worked on? I'd love to see some based on thier Amy Rouge or Vanilla Jessica Rabbit works. :D
TailsRulez
1 month ago
I have thought about it, yes. There are a couple of other scenarios involving Michiyoshi's art that I'd like to try and adapt. As well as some of Ardan Norgate's art, if he'll allow it.
normannormal
1 month ago
sweet! :D looking forward to it. :)
Foxknightyouko
1 month ago
Michiyoshi does ALOT of Tails X Vanilla and Tails X Rouge. His stuff is very awesome. I follow him on pateon so I get all his stuff. I'm actually working on a story idea involving that chaos ring he uses in his comics. I've seen some authors take a crack at it and I've been wanting to try it myself.
ThatOneTailsWriter
1 month ago
Heh, maybe I should do the same and we compare our fics?
Foxknightyouko
1 month ago
Here's a good question. Everyone does seem to love  parring Tails up with MILF's but how about a GILF like Rosie?
DeeBoiNSFW
4 weeks, 1 day ago
You definitely made some good points here, ngl I do like paring guys like tails with older women because I just find it more hotter and interesting that way personally lol.
TailsRulez
4 weeks, 1 day ago
Well, that's fair. Can't deny the fact that Tails being paired with older women is just hot in general. I just made this post to rationalize why I like to do it, but I must admit, even if I had no rationalization, I'd still pair Tails with older women just for the simple fact that it's hotter that way. XD
DeeBoiNSFW
4 weeks, 1 day ago
I totally agree with that lol.
DreamGod
3 weeks, 2 days ago
Tails was practically designed to be with older women. It’s all over his personality: he’s extremely intelligent, but highly naive; he’s courageous, but meek; he’s helpful but humble. All that in a small attractive body and there’s not even any reason for the young girls to go after him—he’s got the attributes of a man in the virgin sheath of a boy.
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