Maybe the start of something...?

Sounds like a plan to me and I wish you well. I was cuckolded by my now ex-wife and although I doubt my current girlfriend would ever indulge in the lifestyle, I'm still trying to get her more comfortable with men eyeing her up and letting her know that I don't mind them looking so she should enjoy it too and take it as a compliment. She will show some cleavage and bare midriff and have been with her twice in shops when young shop assistants have ignored me, but been extra attentive to her, so I'd like her to be prepared to be chatted up and know that I'm happy for that to happen and for her to flirt back. I think it would boost her ego and her self-confidence.
Peter C

So the offspring's holiday came and went, and perfectly coincided with night shifts and other commitments so it was an opportunity I (we?) couldn't seize. As I've said before, real life isn't like the movies.

It's been a while since we've spoken about playing, but today she's away at a work social, so...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html

Welcome back! These things can take time and it's good that you haven't f0rced the issue. From that text though, it is clear that the seed is still firmly planted in her brain, so fingers crossed.
Peter C

Still checking back regularly to see how things are going. Love the slow but steady progress!

Louise's office Christmas party was Monday night. Who organises the office party for a Monday?
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html

A few nights I was in bed with Louise. Out of nowhere, she volunteered "Did I tell you I got spotted on the way to work the other day?"

'No' I replied.

"Yeah, I was stuck in traffic, singing along to the radio, and some guy in another car saw me. He smiled."

'Yeah?' I thought about spinning the conversation into a hotwife story, but didn't want to push it – Louise has gone a bit cold on the idea since I tried to convince her to have a real-life dinner with Tom some while ago.

"Yeah. Then he followed me." She continued

'Oh?' This was getting interesting

"Yeah. He followed me to work. Into the parking lot. Parked opposite me."

'Did he?'

"Yep. Sat in the car, looking at me." Louise started playing with my stiffening cock. I reached to play with her damp pussy.

'What did he look like?'

"Tall, handsome, muscular. A bit older than me"

'What happened then?'

"Then he got out and came up to the window. He opened the door and helped me out. I stood looking at him, and he looked at me..."

'Then what?'

"We kissed. He pushed me back onto the car, and we kissed passionately, right there in the parking lot."

'What were you feeling?'

"I felt so hot. I could feel him pressing against me, I could feel his cock in his pants getting hard."

At this point I stopped her. 'Reach under the bed. Get one of your toys. Show me what you did with it'

Louise grabbed a vibrator from her toy bag. "I undid his pants and got it out for him. He put his hands up my skirt and pulled down my panties, and soon we were fucking. I was fucking his hard cock, right there in the parking lot at work." She turned the vibrator against her clit

'What was his cock like?'

"Big. And so hard. It filled me up, stretched me out." She panted

'Did you like it?'

"His cock was great. Then while he was fucking me, he put his hand in my blouse, and started playing with my nipple".

'Like this?' I volunteered, cupping her breast with my hand while holding her head with the other.

"He pounded me hard. It felt so good, fucking a stranger in the parking lot."

'How did it make you feel? I asked, grinding my cock into her hip

"So dirty. I was fucking a complete stranger." I could tell she was approaching her first orgasm. "Then he pulled me in tight as he came. I felt him shoot warm inside my pussy," she gasped, before adding "and I didn't even know his name" right as her orgasm washed over her.

We kissed as she calmed down and shared some more talk as she brought me off. I asked her what she thought about when she masturbated, and she confessed me playing with her ass got her off. She asked me the same question, and I half-joked 'you fucking strangers in parking lots', because I guessed 'you fucking Tom' wasn't the right answer at this point.


Now, I'm certain everything after "the guy smiled at me" is a complete fabrication, but it's hot – and a positive sign for me – that it came from nowhere. I might try pushing a bit further soon, just to play the game again.
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html

Expired

Progress indeed! Just goes to show that you definitely planted the seed all that time ago.
Peter C

Although we've had little opportunity to role play "properly" recently due to lockdowns and working odd hours (Louise works in healthcare), we have been playing in other ways. A few weeks ago a thunder storm rolled through at about 11pm, and Louise got out of bed and opened the bedroom blinds to stand at the window and watch the lightning. I stood next to her for a time with my arm absentmindedly around her waist. After a few minutes I lifted her nightshirt over her butt and started lightly stroking her ass, expecting to be told off - Louise has always been terrified of the neighbours 'seeing her', and refuses to get undressed, or enter the room in her pyjamas, with the blinds open. That night, however, she didn't protest. So I didn't stop.

I moved to sit on the side of the bed behind her - about a foot from the window - and rolled her nightdress up past her waist, still with no objections. I reached my hand around to rub her pussy and she obligingly opened her legs to grant me access. As I rubbed her clit with one hand I worked my other thumb into her pussy from behind. She arched her back to allow me to go deeper, but made no effort to come away from the window. I picked up the pace, rubbing and fingering her until I could feel her juices dripping onto my knees.

"The neighbours are going to see my cum face" she whispered, and I replied "Then let's give them a proper show" I stood up and entered Louise from behind before pulling her nightdress down to expose her breasts to the street. "What are the neighbours going to think?" I teased "That I'm a dirty girl" she gasped as she pressed herself against the window. I rubbed my still-wet thumb up and down her asscrack before probing inside her. "I think we should show the neighbours the face you make when I put my thumb in your ass" I told her, and she gasped to an orgasm in full view of the street.

By this point the passion was giving way to aching backs and cramping legs (we're not 18 any more), so I told her the neighbours had seen enough and I positioned her on the bed where we continued to fuck, until I pulled out and climaxed all over her belly and tits.

This is just one example of the fun we've had over lockdown. One night I was laid in bed absentmindedly stroking her lower back and buttcheeks when she told me she thought I could make her bum just by doing that. She was right, and then we played a little game of "what can I get in her ass" (answer, in ascending order: one finger, two fingers, a butt plug, a set of anal beads, a medium sized dildo and then my cock). A few nights later she returned the favour (one finger, then a butt plug, before she jumped me and rode me cowgirl style while I had a set of beads inside me). I've asked her if there is anyone at work she finds attractive ("Maybe..."), and I've told her she should overdress for work sometimes. She's teased me that I can't be trusted to keep my hands to myself when she's out, and I've reminded her she can always tell me to put my cage on. In short, we're exploring more things and I think it's doing us good. I've even told her I wouldn't be against her indulging in her newest fantasy - she wants to suck my dick while fucking my ass with her biggest dildo. I've told her before that I'll try whatever she wants, so one night soon I suppose I'll have to lay back and think wide thoughts...
My real life: http://www.cuckoldplace.com/2_71767_1.html
My fiction: http://www.cuckoldplace.com/2_81499_1.html

Dying to hear more. Been following your progress for years now and it's slow but steady. I'm sure soon she'll give it a try and you'll have your first sloppy seconds.