Hello,
Hi, I hope this email finds you well. I've been talking with my girl about cuckolding lately. So here I go:
So after talking to my (30M) girlfriend (30F), about more about what she wants and what I want with continuing into this lifestyle. For being as shy as she usually is, she was rather straightforward about this. Keep in mind that she's only ever been with me, so she is rather curious.
The first thing she told me was that she wanted to know what it would feel like with someone bigger (I'm solidly average, so I know there are plenty bigger). The second was that she does want someone to last longer, which I completely understand because I don't last as long as I used to. The third thing took me by surprise because of how quickly she answered. I asked her where she would want the bull to cum, and without missing a beat she said "inside me". That response caused me to feel excited, while it also felt like my stomach dropped.
After that we both talked more about it every day setting up our boundaries, and what was allowed and what wasn't. What we have come up with is the following. 1) The first time I won't be present, because she thinks it might feel too weird. After that, we will see. 2) At the very least pictures will be provided, and to text me updates.
3) Until we find a regular, there will be a condom used. She doesn't feel comfortable without one even though she has the implant. 4) If I'm not there, she had to tell me about it in detail as soon as she gets back 5) There are no spending nights together, this is only sex. 6) Our bed/house is off limits. She doesn't want to bring anything else into our own personal space. 7) Absolutely communicate everything.
After that was all established, we started talking about potential firsts. We decided on a mutual acquaintance that isn't friends with any of our core friends or family. I let Paige (not real name) take care of reaching out to said friend who we will call Mike. Unsurprisingly it didn't take much to get Mike on board with the idea. Paige is rather convincing, especially if she sets her mind to it.
So last night is when it happened! They made a date to go out for dinner/drinks and then I had a nice little hotel set up for them. I already checked into it and she had the key. She left around 6 and the plan was to have dinner at 6:30, go for drinks to loosen up, and make their way back to the hotel sometime later in the night.
About 6:45 she texted me that he showed up and they had just sat down to order. I told her good luck and that I hope everything goes well. Needless to say the whole night I felt like my heart was going to beat out of my chest. Next text I get from her is at 7:30 and she told me there was a change in plans. I immediately thought the worst, but she said that they just decided to have appetizers, a couple drinks and head to the hotel room.
At 8:00 she texts to let me know that they made it and that she would talk to me later. As the hours pass, I send a few texts to see if they are at a point where I could get an update, but I get nothing. About 12:15 I get a text just saying "OMG!!!!", I ask what, but don't get a response again. I feel so turned on and almost sick at the same time, but it was great. Finally after 2 she texts and says that she's headed home and will tell me everything. I absolutely couldn't wait and was ready to jump on her was soon as she came in.
When she got home we went straight to the bedroom and started going at it. It turns out Mike was packing, she guessed that he was maybe 8", but told me that all she cared about was that he was huge!! She said they started just kissing and it didn't take her long until she was dripping. She wanted to try new positions, but she also wanted to see what our usual positions were like with someone who put me to shame. No surprise, but she loved it!
She's never been that vocal with me, but she was almost hoarse when she came home. She thought they would have had a noise complaint. Well, by this point I just turned her around and took her from behind while she kept telling me about everything they did.
They fucked 3 times, and the shortest was about 30 minutes. I've always made sure she cums, but she never has during sex and thought that she couldn't. She said that she came at least 15 times and squirted! She had no idea what that was, so Mike had to convince her that there was nothing wrong with that, but she was still pretty embarrassed.
She did say that she really liked the bigger dick because it made her feel so full. She also liked being fucked hard long enough to get her to cum.
After that, I just came inside her and we laid next to each other. It's weird how letting her get some other dick is actually bringing us closer together. She knows I love her so much that I want her to be happy no matter what. She loves that I'm letting her do this, and loves that she still gets to come home to me and cuddle.
So, everything worked out well, and this is probably going to be a monthly thing for the time being.
Stay tuned for the next date!
Cuck to Paige
