Chris and Emily (and Emily's Guys?)

[Beginner_Chris]

Hey, everyone. New to the site and as you can see, pretty new to all this, but as you can see it's starting pretty well.

To spare everyone me typing everything out from my intro post, here it is from the first thread:

My name's Chris and I'm engaged to Emily. I'm 24, she's 22. Some facts to get it going, I guess:

I'm British, from Kent, and I work remote as a software engineer and a coder for a very large company, and I make pretty great money. My parents are also pretty loaded from doing a bunch of landlord stuff. Emily is American (she's actually from Sacramento), and she was here for university and she stayed here after graduating, and we're working on her visa. We've been together just over 3 years now. She's a qualified physiotherapist but only works part time doing rehab things which she describes as "old men with bad backs and dads who messed up their knees playing soccer on sundays".

She refuses to call it football. Don't @ me.

I've never really struggled with girls but Emily is significantly out of my league and for the first year that was pretty scary. She's not beautiful in the 'blond & big tits' way, but in the slender/beautiful/brunette/yoga pants way. She constantly gets hit on at the gym and when we've gone together it's basically ridiculous the "random conversations" that just constantly happen when guys talk to her or ask to spot her. She's been approached for modelling several times online (she always says she'll think about it and then never does it, sigh), and she has a small YouTube channel with a few thousand subs where she tries on clothes and does yoga and there's a small chance if you're reading this then you may actually have seen her channel. I'm very much trying to keep things careful and secret so I'm obviously not going to post photos of her or link the channel. I don't want any of this stuff getting back to us IRL, or getting mentioned in the comments there. She doesn't have an OnlyFans but she's been tempted (and she gets asked all the time on her socials) and I wouldn't stop her if she did it. I don't think she ever will though as we're not really in money trouble and we try to be secretive about this kind of thing.

She knows my fantasies about cucking and Netorase and NTR, etc. TBH we've always shared a lot of videos as part of foreplay and stuff, and it wasn't exactly brain surgery to see the pattern in the things I was sharing. A lot of interracial, a lot of older men and younger girls, a lot of cuckold POV stuff. At first she acted like it was a test or something and it took ages to get her to ever talk dirty about it in bed. All of her stuff she shared was either lesbians, massages, or really gentle sex. It took us ages (and it's still hard honestly) to find stuff we both liked where it's gentle and affectionate cheating, and stuff like that.

I want to stress that I don't have any amazingly monumental stories about her being a total slut or anything like that, we're very much at the absolute beginning of all this. BUT! Thank you God, she's agreed to try it (finally) and we're almost there now.

The problems are the usual ones, like who can we trust, how do we know they won't screw us around, how can I be sure they won't steal her, and all that stuff. Emily has constantly reassured me that if we do this she has no intention of looking around for a new guy, but I'll be honest sometimes I do slightly panic because she's so, so, so freaking hot and I love her and anyone sane would obviously try to steal her. In some ways that's exciting and in some ways it's terrifying.

I guess I should ask whether I should put my progress thread here or in another forum but the short version is, we went through a bunch of possible guys and even potential strangers online and she's ready to hint to the guy that he can take his flirting up a level and ask her out. We still don't know if we'll keep it simple and she'll tell him she's single or just cheating on her boyfriend, or if she'll tell him I'm OK with her dating other guys.

Today is the day she's going to approach that guy at her work so I'm basically checking my phone every minute, totally tense for an update. No idea how it'll go or even what details I should really be sharing here, I don't know what's most interesting to everyone, but I'll try my best.

[armyguyot1]

Just keep up updated. This site loves details.

[54321]

I don't know what's most interesting to everyone, but I'll try my best.

Just relate what happened and how you both felt about it. Don't feel you have to write hard core porn. The story is the most interesting part, especially the little details, a look, a word, a gesture. Authentic human stories are always the best.

Every good wish!

54321

[Beginner_Chris]

She's not home yet but she texted me.

She said that they were doing their usual flirting, him telling her how beautiful she was, and her mostly smiling and laughing it off, but that this time she plucked up the guts to ask if he was actually into her or just messing around. And apparently he was surprised and said he was actually into her but assumed he was too old for her. She said he wouldn't know unless he asked her out, and when he said he thought she had a boyfriend, she said she did but that her boyfriend didn't control her whole life, and apparently they joked a little about it, whether she'd ever tell her boyfriend or not.

HE ASKED HER OUT! He asked her out for a drink, she hasn't said when it will be, but she admitted she said yes.

[Beginner_Chris]

OK, got a minor update, but hopefully a good sign of things to come.

A few people asked in DMs about who the guy is, so I can probably safely say some of that if I just used first names and be kinda vague. So the guy she/we chose for her to approach and encourage is called David. He's in his early 50s, Emily says he's very handsome in that "silver fox" way, he's divorced, and apparently very mature and intelligent, not sleazy or anything. She says that a lot of guys hit on her in this kind of "desperate" way but apparently David is always very flirtatious but his compliments "aren't desperate", they're casual "like it's no big deal".

When I asked what treatment he's getting, she said it's his knee which he injured while hiking and had to have surgery on at the start of the summer. She's known him a couple of months now.

So yesterday was pretty tense for me. In the afternoon she finally texted me to say they talked at his appointment, they flirted like normal, and like I said in my last post, she kind of baited him into asking her out, because he'd joked that he was too old for her and she said he would never know unless he asked her out.

She left me on Read for like ages which was basically agony, including when she didn't arrive home on time.

I texted her to ask if she was staying out late tonight to hang out with him and she finally texted back a smiley emoji, so I was caught between insane tension and weird relief. Obviously I didn't expect anything to happen, it was just a first drink.

She got back at just after 11, and I was so freaking tense, I swear. Emily said she'd been out with him for a while, he picked her up right after her shift at the health centre, and she was making a big deal about how she was just in jeans and a jacket, but he was apparently very sweet and complimentary anyway.

When I asked if they went to a pub, she kind of rolled her eyes and said they went to "a wine bar" and talked for a few hours. Small talk stuff, getting to know each other, she was asking about his career and his divorce and stuff, and he was asking about her training and her life back in the States, etc. He's actually a doctor/professor though he only works practically now and doesn't lecture anymore very much, and she said he also spent his 20s in the army as a medic and later an officer, but he was disillusioned with it after a while.

So they spent about 5 hours together last night at the wine bar and he paid for her Uber Black home. She asked if I was cool if they texted and obviously I am, and she asked if I wanted to read the texts and I said I wasn't sure. I got a vibe from her where she was open and cool to share them with me but maybe it would also not be as cute or hot for her if I was spying on her that much. She said I was being paranoid and I could read them any time unless it would be hotter for me to let them talk "alone", and she pointed out the threads and stories we've both seen where some guys prefer that.

I said I'd make up my mind once I thought about it. I asked if she was planning to see him again and she said that he hadn't asked, he was very casual and confident, not really "desperate or clingy". I don't know if that's good or bad! But she had a good time and before she went to sleep, she was texting and smiling and replying to a few texts, and I asked if it was him and she said "Mhm". That he was just "doing followups, making sure I got home safe".

She's off work for a few days now, she only works part-time, so she may not see him for a week or more. her only plans this week are another video about trying on dresses on YouTube so no social plans or anything.

That was a good start though, I think?

[snoogaloo82]

OK, got a minor update, but hopefully a good sign of things to come.

A few people asked in DMs about who the guy is, so I can probably safely say some of that if I just used first names and be kinda vague. So the guy she/we chose for her to approach and encourage is called David. He's in his early 50s, Emily says he's very handsome in that "silver fox" way, he's divorced, and apparently very mature and intelligent, not sleazy or anything. She says that a lot of guys hit on her in this kind of "desperate" way but apparently David is always very flirtatious but his compliments "aren't desperate", they're casual "like it's no big deal".

When I asked what treatment he's getting, she said it's his knee which he injured while hiking and had to have surgery on at the start of the summer. She's known him a couple of months now.

So yesterday was pretty tense for me. In the afternoon she finally texted me to say they talked at his appointment, they flirted like normal, and like I said in my last post, she kind of baited him into asking her out, because he'd joked that he was too old for her and she said he would never know unless he asked her out.

She left me on Read for like ages which was basically agony, including when she didn't arrive home on time.

I texted her to ask if she was staying out late tonight to hang out with him and she finally texted back a smiley emoji, so I was caught between insane tension and weird relief. Obviously I didn't expect anything to happen, it was just a first drink.

She got back at just after 11, and I was so freaking tense, I swear. Emily said she'd been out with him for a while, he picked her up right after her shift at the health centre, and she was making a big deal about how she was just in jeans and a jacket, but he was apparently very sweet and complimentary anyway.

When I asked if they went to a pub, she kind of rolled her eyes and said they went to "a wine bar" and talked for a few hours. Small talk stuff, getting to know each other, she was asking about his career and his divorce and stuff, and he was asking about her training and her life back in the States, etc. He's actually a doctor/professor though he only works practically now and doesn't lecture anymore very much, and she said he also spent his 20s in the army as a medic and later an officer, but he was disillusioned with it after a while.

So they spent about 5 hours together last night at the wine bar and he paid for her Uber Black home. She asked if I was cool if they texted and obviously I am, and she asked if I wanted to read the texts and I said I wasn't sure. I got a vibe from her where she was open and cool to share them with me but maybe it would also not be as cute or hot for her if I was spying on her that much. She said I was being paranoid and I could read them any time unless it would be hotter for me to let them talk "alone", and she pointed out the threads and stories we've both seen where some guys prefer that.

I said I'd make up my mind once I thought about it. I asked if she was planning to see him again and she said that he hadn't asked, he was very casual and confident, not really "desperate or clingy". I don't know if that's good or bad! But she had a good time and before she went to sleep, she was texting and smiling and replying to a few texts, and I asked if it was him and she said "Mhm". That he was just "doing followups, making sure I got home safe".

She's off work for a few days now, she only works part-time, so she may not see him for a week or more. her only plans this week are another video about trying on dresses on YouTube so no social plans or anything.

That was a good start though, I think?

It's always okay to read their texts if she asks. So I say go ahead and read them. You will get an even better idea of the dynamic between the two of them. It can be quite fun...my sweetie has allowed me to read her texts sometimes, so it's not like I'm reading everything, just what she wants to share with me which I feel more comfortable with than having her share absolutely everything with me. Like people have said share the details of what happens. It's okay to go into what you're feeling as well as that is half the excitement about hearing about what's happening as it allows us to be in your head and feel the libido that you're feeling in the moment.

[elina]

Dear Chris,

Sounds like Emily is a natural flirt who can probably seduce anybody She cares to.....?

Keep supporting Her and I am sure the two of you will have some wonderful experiences.

Sincerely
elina

[Gearup]

cant wait for this to go somewhere. Being an older guy, I won't lie and I kind of hope David has great success with Emily.

[Beginner_Chris]

Update! Kind of. Nothing major but I'm still excited.

At 9pm when we were watching Those About to Die, her phone buzzed on the coffee table and she went for it, and just did this huge smile, and said "He asked if I want to meet tomorrow."

I asked if she was going, and she was a little "Should I? Don't want to look too desperate" etc. But I said she should, and it's not like it's a date or whatever.

Emily pointed out that no, it IS a date. I thought from the phrasing he meant asked her to meet for coffee or whatever. But he asked her out for dinner. I was literally trying not to show my excitement and nervousness. She texted him back to ask what time and where, and if he'll pick her up or she should Uber there. He hasn't replied yet.

[mattyg_2671]

Exciting developments, it’s escalated very quickly. I would say that unless he messes up badly, she’s going to fuck him, it’s inevitable. All the signs are there. It’s just a matter of time. Buckle up and prepare or the ride!

[typerope77]

Seems like there’s no going back now. She wants that silver fox cock in her pussy. I hope she holds nothing back when sharing the juicy details with you. Be sure she knows that hearing every detail of how she received pleasure is part of your pleasure too.

[Tiniestpp24]

This is exciting thread

[Beginner_Chris]

Annoyingly, Em asked to move it to the weekend because her friend Michelle broke up with her boyfriend, and Em's doing the whole moral support thing tonight.

Gahhhhh. I know I shouldn't be disappointed and it's all good that she's hanging out with Michelle but...... Gaaahhhh.

[elina]

Dear Chris,

Please do not get dissaprointed,
Remember; the most important her is that Emily will enjoy herself when She meets Her first lover in the Hotwive lifestyle.

Now support Her while She is supporting Her friend Michelle.

Sincerely
elina

[trecital]

Why does the thread title include the words "Emily's Guys"?

So far there is just one guy.
Are there more guys on the way?

[54321]

Gahhhhh. I know I shouldn't be disappointed and it's all good that she's hanging out with Michelle but...... Gaaahhhh.

Ah well. Anticipation is half the fun! Don't rush! It sounds like everything is moving along perfectly.
SO exciting!

54321

[Beginner_Chris]

Why does the thread title include the words "Emily's Guys"?

So far there is just one guy.
Are there more guys on the way?

I hope so but I'm not holding my breath, but that's why there's a question mark, in case it never happens with any guys

[snoogaloo82]

Why does the thread title include the words "Emily's Guys"?

So far there is just one guy.
Are there more guys on the way?

I hope so but I'm not holding my breath, but that's why there's a question mark, in case it never happens with any guys

i thought that was the case. Eventually it could be guys!!
That's the hopefulness that I like to see in you Chris!

[Upindown]

Annoyingly, Em asked to move it to the weekend because her friend Michelle broke up with her boyfriend, and Em's doing the whole moral support thing tonight.

Gahhhhh. I know I shouldn't be disappointed and it's all good that she's hanging out with Michelle but...... Gaaahhhh.

Bingo! No you shouldn't be disappointed, the weekend has to provide a better chance of hitting the jackpot, no?

[Hotguy893]

I want to meet this Emily

[Beginner_Chris]

Update time, and I know it hasn't been long but really it feels like forever. Their date is tonight.

She hasn't said where they're going, all I know for sure is that David is picking her up at 8 and taking her somewhere. "It's a surprise", apparently. When she texted him to ask what to wear, she showed me the messages (I was low key trying to look over her shoulder and she just said "You're allowed to read them, here....") and David had texted her to say to "a nice dress" which could've meant anything, but Emily is pretty confident about it.

She keeps joking that she may stay out late or not come back until tomorrow morning but when I kind of nudge at it and try to see if she's serious, she laughs it off and says she "seriously doubts anything major will happen" tonight, which I guess is good in the sense I don't want to rush her, but bad because it's already taken so long to get to this point.

One interesting thing to note is that David asked her for a selfie this morning, and she texted him back to say she was all messy-haired in bed so she wasn't exactly at her best, and he said to send him one anyway. She texted back "Are you asking for telling?" with a few heart emojis and he didn't reply. So after like 20 minutes, she sent him one of her in bed, and he immediately replied "Good girl" and told her she looks beautiful.

I'm going out of my mind waiting for tonight!!

[BallSpanking]

Very exciting, Chris!
This is a good time for you to do a 'gut check' ...
Don't get all possessive and annoying and start pestering her with constant texts as to how it's going. That's the surest way to annoy her and spoil the fun vibe. So, pluck up, and get ready, because she may be fucking David very soon, and you need to be OK with that, more than OK, really. This is what you wanted, and now you need to give her the privacy she needs to enjoy the seduction.
The aftermath will be very interesting ... You will likely experience 'sloppy seconds' for the first time, and be hooked. It may also develop into your first creampie, and that can be a bit of a mind-fuck for some guys.
When the 're-claiming' does happen, be very sure to be in-tune with Em's feelings and possible soreness. Don't go all out with a hell-bent rogering if she is sensitive from the very recent penetration. In fact, that may be an ideal time to apply your oral skills instead, and allow her to develop her naughty narrative as you bring her to renewed orgasm with your mouth. You may also find this time to be exceedingly intimate with Em, and really come to cherish a new closeness with her. Don't question her incessantly, but try to establish a workable 'disclosure' on her part, so both of you can have enjoyment from her new extra-curricular experience.
Also, do your best to remain supportive and nonchalant if she and David develop NRE (new relationship energy), particularly if he proves to be a good lover. She will be over the moon with him for a little while (weeks, possibly 2-3 months) before things settle down into a more casual/normal pattern.
It is looking very promising.
Cheers!

[54321]

Great comments from Ballspanking.

Good luck tonight.
I recommend flowers, gentle loving intimate kisses and "Thank you for coming back to me" or something similar.

Please do tell us how it goes.

54321

[Upindown]

she laughs it off and says she "seriously doubts anything major will happen" tonight,

I don't imagine David seriously doubts that, pretty sure he'll be all guns blazing to get into her knickers asap. And given that she seems keen enough for him to get into her knickers too, then you could well have a long, tense, exciting night ahead of you. When she does come home, don't force it, let her spill the beans in her own way - she needs to feel she's doing all this for her as well as for you.

[diet_dew_86]

Enjoying hearing about your situation, Chris. Do you have a sense of what her sexual experience was prior to meeting you?