Thanks for your reply. You are absolutely correct that I don't want to ruin things with L over playtime with S. I think it is easy to convince ourselves that we, or the other person, will be fine, but our emotions are our emotions, and we don't have as much control of them as we think.

L is mature, and things have been great the way they are, but I do worry that if sex became more than a one-time thing, it could be a problem. One of the things that kept nagging at me was that L could be a little jealous at times, but not with S. We've talked about that, and there isn't a clear-cut reason for why it is ok with her.

So, this is how we have left things... S can play with us anytime L wants. I'd prefer L to take charge and make things happen, but we came up with a little sign that L can give me if she wants me to take control, and a way she can let me know if she wants me to stop without making things weird. I feel a lot better since we've really talked about it and figured out those details, but we will see what happens.

They have a couple more weeks off before they have to be back (final semester), and I get the sense that we are going to have a visitor before the break ends. I know S loves her family, but based on the conversations so far, she is bored at home. I suggested that she ask S to come down and do some wedding planning/shopping before the break ends. L loves that idea, so I suspect it will happen sooner rather than later.

The swing was definitely my idea ;). I guess the idea of getting it is because of a couple of reasons. First, I had never used one before, and I thought it would be fun :D... it is! L is a little submissive, and it just looked like a sexy way to explore that a little more. She is also tiny, and I'm tall, and I thought it might put her in a better position to edge along and prolong things... it does!

I have left her hanging... well, swinging, and it was funny. I had her strapped in on her belly and went to get her dildo and Lush. I stood at the doorway for a minute, just watching her spread open and yelling, "HEeeey". We had never done anything like this before, but it was very hot... I sat in front of her stroking while I controlled her Lush and watched her expressions as an orgasm built and she came. Kind of funny (to us) but when she came her Lush popped out and hit the floor. When I moved around to her backside, her little pussy was gaped open and dripping.

I have thought about a massage table, because of YOU! It could be a lot of fun with L and S :D

Had a friend with benefits for a few years. She was kinda insane, not the brightest, one of those crazy types that you couldn't hang around for too long. Gorgeous body though, perky b cup boobs, tight pussy and little ass.

She was also down for anything. A party trick was me saying "Hey X, show John your tits" and boom, out they'd come. She barely wore panties (ironic given the photo below!) and loved short skirts, so there were views aplenty.

I managed to keep her to myself for a year or so, but then she met too many horny guys from my friendship circle. She must've sucked and fucked through at least 5 guys during the same period.

I've got a few old pics and vids from then, some in my albums. She was great and I can't remember what happened, but I did hook up with her a few years later. She was in a short skirt and no panties in a club, and I pretty much took her straight home and fucked her. After that we both moved on I guess.

Attachment 12230881

Hope you have some more stories for us soon indym...looking forward to hearing if the butt plug(s) have been put to use yet ;)

I'm glad you like reading the updates. I've thought about stopping this thread because things have changed so much from where it started, but I'll probably still post updates occasionally.

As far as the plugs, L really likes them. I don't want it to sound like I forced her into anal in the beginning, but she has told me she did it because I wanted to vs. her really being interested in it. That has changed a lot, though. Her comment about the plug is that the full feeling while wearing it makes her think/reminds her of us having sex, and it turns her on. When she has worn it out, her pussy and panties are very sticky/grooly when we get home.

She was actually slightly embarrassed the first time, but I told her that I thought it was one of the hottest things I've seen. She literally had stings of grool sticking to her panties as she pulled them down. We haven't had them for long, but we try to fuck as soon as we get home, and it feels incredible.

Why so scared? If the girls are 18, do you risk anything but an angry wife in the US?

If a hot 18 year old neighbours daughter had invited me for sex, I think I would've responded positively...

Easy way to aggravate your neighbor. On the flip I know if some 30 something neighbor tried to put the moves on my 18 YO daughter, I would have a fit. Just how Dad Genetics work.

I have been in that position when dropping my daughter off at college out of state. On my way out of the dorms I ran into a bit of a situation between some jock and a coed. Me being me decided to step in and open my mouth. Him 6'+, me 56YO 5'9" 200lb. He gave me the grandpa line and told me to take a hike. Then decided that he would push on Grandpa and found out that I was no pushover. Got all the thankyous, and attention from many girls, daughter came and gave me the "Papa!" and a stern look.
Could easily have tapped any one of several girls. But I did see them as girls or soon to be daughters' friends.
Several time I have been in position to hit on young girls my daughter's age.
Just not right.
I have even been propositioned on the job by young girls with Daddy issues.
Again, just not right.

Yep, lots of ways for it to go badly.

I can go into more detail about this a little later, but I made an impulse Sybian purchase several weeks ago. L is up for most things, but when she saw it, she didn't know what to think! I've seen videos, but she had no idea what it was. I also ordered an extra attachment package and a couple of stand-alone attachments. We enjoy anal, but I got a head-shaking "no" look when she picked up the double attachment :D.

Sybian has a return policy if you buy their waterproof cover, so I figured it could be a lot of fun, or we could return it. She wanted to take it slow for her first ride and used the no insertion pad with her panties still on. She cums easily, but she lasted less than a minute with it at 1/4 speed. Her reaction was, "Oh my God" ;).

Her panties came off for round two, and they were very damp. I'm sure she started getting a little excited before she started, but riding that pad with them pushed up in her slit just soaked them. I have to say that watching her spread over it and her little pussy vibrating around did it for me. When she climbed off the second time, she was about five shades darker pink, too :D. She tried one of the smaller attachments that first night riding it but has used them all now. She needs to be in the right mood for the vaginal/anal attachment, but when she is, it reassures me it was well worth the price!

She also tries sucking on me while I stand in front of her, but she cums so hard and fast on it she struggles with it, haha. I go into her mouth, and 10 seconds later, my dick spills out, and she is squirming around. The price I pay, LOL.

We want her two girlfriends to give it a try, but it hasn't worked out yet. One of them (S) would do it without a second thought if it was just the three of us, but she is more reserved around the other friend. I don't want to pressure anyone into anything, but I might try to get lost for a while and see if that leads to anything while I'm gone. I'd really like to be there seeing them squirm, though!

Great Adventure!
 

The updates of your adventure with "L" are great! Thank you for sharing. I'm looking forward to reading more, especially with "S" involved.

On a side note, I met the love of my life when I was 32 and she was 24. I know it's not the same age gap you have, but we had 19 wonderful crazy years together.

My only advice is to have fun, and love each other as much as you can :)