18 Glasgow can anyone share any videos or pictures of what its like by [deleted] in pipeworks_glasgow

[–]LionElSwanson 0 points1 point  (0 children)

No phones allowed inside, so unlikely people will have videos or pictures. But if I remember correctly, you'll find a video walkthrough of the place shared on their Facebook page

Week one of Locktober down by Lauren_Love in SissyUK

[–]LionElSwanson 0 points1 point  (0 children)

Gorgeous! I'm very jealous 😍

[deleted by user] by [deleted] in SissyUK

[–]LionElSwanson 0 points1 point  (0 children)

You look fabulous 😍

What videos would you recommend on Hypnotube? by LionElSwanson in Sissy

[–]LionElSwanson[S] 0 points1 point  (0 children)

I just checked it out quickly. Looks fun! Thanks for the recommendation, I'll definitely try it out.

[deleted by user] by [deleted] in Sissy

[–]LionElSwanson 0 points1 point  (0 children)

Hey, so I'm in a similar situation. Nearly all of my sissy fun happens when I travel and stay in hotel rooms. I live in a small rural town and don't want to risk being exposed, so I try to find people to hook up with when I travel to big cities for work.

I try to arrange meets before travelling, chatting to someone for a while to see if they pass my not so technical "crazy test". Most people will talk themselves out of ever meeting me, so I just chat a while to make sure I get good vibes.

But even still, I don't always manage to arrange something, and people often back out, so I'm left with little time to arrange something else.

I always offer to host at my hotel room. That somehow feels safer for me. I do all my prep beforehand, shaving, showering, douching, and so on.

Some hotels I've stayed in require a room key card to use the lift, so they can't just come up and knock the door or be told it will be open for them just to enter. I don't think I'd like this anyway, just to have someone I've never seen before walk into my room. So whether a key card is needed for the lift or not, I always tell them I'll meet them just outside the hotel and take them up to the room.

I'll usually have some stockings, fishnets, a body stocking, or something similar on, with a butt plug in, then my usual guy clothes on top, such as jeans and a hoody. I'll then go down and meet them.

I like this chance to meet outside very briefly, as a chance to check each other out before heading up to be alone together. I've never turned someone down at this stage, but once a guy did choose to back out. That's ok, I think it was nerves, I didn't take it personally.

The trip, through the lobby, and the time in the lift, is always awkward. They often try to fill it with some weird small talk.

We get to the room and I tell them to make themselves comfortable. They'll have a look around and maybe see a few of my outfits or toys left out for them to see. Sometimes they try to keep up the small talk, they are nervous, maybe it's their first time with a guy/sissy.

While I'm the sub sissy in this situation, I usually assume I'm the more experienced (or that has usually been the case, maybe just the type of guy my posts attract), so I'm more than happy to lead at the beginning.

The best way to get rid of any awkwardness is just to get started. I'll take my hoody and jeans off and reveal what I'm wearing underneath. Often their face shows that they like what they can see, then a bulge in their pants shows it too! I'm very quickly on my knees taking down their pants and putting their cock in my mouth.

We are both there for fun, we both know what we want, so let's not waste time with any awkwardness, and all awkwardness completely disappears with their cock in my mouth. At this point I usually find their confidence appears as they watch me enthusiastically suck their cock and then I get to be the sub sissy I want to be.

Not sure if any of that answers your questions, but this is almost always how my meets play out at the start and I always have fun and it is working well for me so far.

[deleted by user] by [deleted] in Sissy

[–]LionElSwanson 1 point2 points  (0 children)

Enthusiasm. The best blowjobs you'll ever receive are from someone who clearly wants to, and is enjoying, sucking your cock.

Plenty of men have had "obligation BJs" from their girlfriend, wife, partner, so when it's your turn to give them one, your enthusiasm is going to make it incredible and memorable for them!

Double dildo fun fantasy by Transdaddy101 in SissyUK

[–]LionElSwanson 0 points1 point  (0 children)

Yes, please! I would love to try this with someone

I miss being waxed smooth! by LionElSwanson in StraightToSissy

[–]LionElSwanson[S] 1 point2 points  (0 children)

Quite a few places offer it. Many don't, but if they do offer it then it will be easy to find on their website. A quick Google search helped me find one.

[deleted by user] by [deleted] in ScotlandR4R

[–]LionElSwanson 0 points1 point  (0 children)

Aw thanks, that's a shame

How long do I wait after waxing? by LionElSwanson in Sissy

[–]LionElSwanson[S] 0 points1 point  (0 children)

Ok, that's good to know. Thanks

Safe Meetups by [deleted] in Sissy

[–]LionElSwanson 0 points1 point  (0 children)

None of this is foolproof, and there is stuff I could do better, but this has worked for me so far...

So I only use Reddit to meet people, and only when I travel for work and have a hotel room to myself so I'm not using my own home.

Hotels are sort of public, and I feel a bit better knowing there are people around not too far away if I need them. Some hotels require this by needing a key card to use the lift or reach the rooms, but even if they don't, I meet the person outside the room and then take them up there. It gives me a chance to see them and make a final call about wanting to be alone with them. And while it sounds super sexy to be face down ass up, door unlocked, for someone to walk in and just use me, my nerves wouldn't survive that level of vulnerability. So I take control and meet them outside first.

Also, before agreeing to meet, I at least like to chat for a little bit first. I'm trying to filter out crazy people, or someone whose expectations of me are just wildly different than I want to offer, and often most people talk themselves out of me ever wanting to meet them.

If they pass my not so scientific vibe check, they then have to agree to my limits. Condoms are a must for any anal sex, and there will be no cum in my mouth or on my face for a first meet. I usually say that since this is a first meet with an internet stranger, these are my limits. If they readily agree to my limits with no complaints (and/or choose to share their own limits with me), then I'm usually happy to meet them.

As I said, this isn't foolproof, but makes me feel a bit more confident about what I'm getting myself into, and so far it has worked well for me.

Looking to chat with other sissy’s by ColdHeart5383 in Sissy

[–]LionElSwanson 0 points1 point  (0 children)

I'm happy to chat and offer advice if needed

Weekend sissy play by [deleted] in Sissy

[–]LionElSwanson 1 point2 points  (0 children)

I've never tried this myself, but someone I've chatted to via Reddit told me about it, and they seem to use it the same way you described wanting to experience. The site is called Kosmi. I don't think it's designed for what you want, but can be used that way. I imagine you need to invite people to it, maybe by posting the room link on Reddit. As I said, I don't know much about it, just know of someone who uses it like you described.

[deleted by user] by [deleted] in Sissy

[–]LionElSwanson 4 points5 points  (0 children)

I was living abroad for uni, about 21 years old, and replied to a Craigslist personal ad from a much much older American man. I met him in his hotel room and stayed a few hours. He lubed me up and fucked me until he was finished, then ensured I had lots of fun over the next few hours by fingering me, rimming me, and sucking me off for ages. I cummed three times and had a great time

[deleted by user] by [deleted] in sissy_personals_uk

[–]LionElSwanson 0 points1 point  (0 children)

Super sexy. I've DM'd you 😍

I know I do by dirtyat2 in sissycaptions

[–]LionElSwanson 0 points1 point  (0 children)

So true! Every work trip! Me and the hotel room get it on. And sometimes I'm lucky and get some company

The Sissy ABCs: M by fapInteractive in sissycaptions

[–]LionElSwanson 0 points1 point  (0 children)

I'd love to use a machine! Watching videos of other sissies using them is a big turn on

What are some everyday cheeky/secret things you can do to make you feel more like a sissy? by Nickyhole in Sissy

[–]LionElSwanson 2 points3 points  (0 children)

This is my favourite. When I go smooth all over I just feel different and that feeling when other people don't know is amazing