We traveled out of town to my then girlfriend's 10 year high school reunion. She introduced me to a handful of old friends who attended and overall it was an fun time getting a glimpse into what her younger self was like.
Free cuckold community
Sign up now!
?I also met someone who I later found out had a crush on her throughout high school, but their individual relationship timing didn't align for them to get together.
At some point, he made a comment about sharing her and/or cuckolding. I don't remember how this came up but my then girlfriend said it was natural based on something I had said. It was clear he was still interested in her and we decided to meet up for drinks with him that night.
She locked me in chastity and out we went to a small town bar. We arrived before he did and ordered beers and she mentioned to the female bartender that we had been together for 3-4 years.
I instantly wished she hadn't said anything given how small the bar was. A few minutes later he walked in and they hugged. We grabbed a table within a few feet of the bar and caught up. The flirting intensified, the banter was hands on, and I had to excuse myself a few times to adjust my cage which was becoming uncomfortable sitting down. The female bartender definitely watched everything unfold and it would have been clear to anyone watching or listening that I was now the third wheel.
?After paying the check, I needed to use the restroom. I came back to find them outside on the bar porch, very close to each other while the female bartender nonchalantly watched while on her "random" 10pm smoke break in the rain.
?He had invited her to his truck, parked near us. He went to his truck and she went with me to our car where she told me they kissed and I had just missed it, though the bartender knew I was being cuckolded.
We moved our car closer to his truck and we both jumped in. They made out in front of me which was the very first time I had experienced a partner pleasuring or being pleasured by someone else. I went rock hard and the base ring on my chastity cage pulled against my balls, making them ache.
She unzipped his jeans and pulled out his cock, fondling his balls and playing with his rising shaft. I helped him pull her top up and she paused playing with him to remove it along with her bra, followed by unzipping her jeans.
His hand quickly slipped under her lace panties as she let out a deep and primal moan. They stopped kissing and she leaned back to give him better access to her pussy. Her moaning was unlike ANYTHING I had ever heard from her before. It was truly animalistic, unfiltered, loud, and encouraged him to continue.
My cage hurt so badly (it was too big), I had to exit his truck to walk off the pain of my dick bulging through the metal bars of the cage. By the time I returned to his truck, her panties were around her ankles and her legs were spread wide open, inviting him to use her as he saw fit.
She was doing a very poor job of taking care of him. I offered to help her with him and she couldn't care much more. She and I both handled his cock and balls for a few minutes until she erupted in an intense orgasm.
I'd like to say they went further but it stopped there, thankfully for my balls. We called it a night but made plans for the next day to take it somewhere with more space after we took time to debrief as a couple.
I was so turned on I couldn't get soft enough to remove the cage. It took 20 minutes for me to get out of it. She denied me sex that night because of how sore her pussy was. I can still remember seeing it red and swollen. Instead, she pushed my head down between her legs and softly told me to gently soothe her pussy.
My tongue brought her to another orgasm 15 minutes later and she pulled me up to kiss her and thank me for being a good cuck. I didn't head and had a difficult time getting to sleep. We went to bed excited for the next day.
Life happens and family plans out of our control meant our schedules with her friend didn't align.
Unfortunately, he became angry and frustrated with us as we tried to find another day that would work. We settled on meeting a week later which he was all for. At some point leading up to that encounter, he became hyper controlling and rude, calling it off. We have heard from him a few times since, but he gave up a fun opportunity.
While I didn't consider this true cuckolding, as there was no PIV, it was a door opener for us that probably qualifies for this sub.
Leave a Reply
You must be logged in to post a comment.