"Now that I've taught you how to take it, this is what you will be doing from now on. Since you're not able to satisfy a woman, we'll see if you can satisfy a man. This is the first step."

Lisa had bought a strap-on harness for a few weeks before this video was filmed. When she opened it, she said it was for me, she thought that it would if I were to wear it with the dildo, I might be able to satisfy her while having some enjoyment myself. It sounded like a good idea, so we tried it. Although it was humiliating to have to wear it, we were able to have some intimate momen...

"Now that I've taught you how to take it, this is what you will be doing from now on. Since you're not able to satisfy a woman, we'll see if you can satisfy a man. This is the first step."

Lisa had bought a strap-on harness for a few weeks before this video was filmed. When she opened it, she said it was for me, she thought that it would if I were to wear it with the dildo, I might be able to satisfy her while having some enjoyment myself. It sounded like a good idea, so we tried it. Although it was humiliating to have to wear it, we were able to have some intimate moments while i had it on and it felt good to be able to satisfy her for once.

This night was Lisa's way of introducing to the final phase of cuckoldry. She had told me earlier in the day that I should be ready for her tonight, that she was going to change things up a little. I knew what she meant, so I prepared for what I knew was probably going to happen. The video starts in front of the fireplace. As i walk in, locked in chastity, I see Lisa is wearing the Strap-on harness and has already attached a dildo. She tells me she's not going to unlock me, and says 'I'm going to give it to you first...'

She lays back and tells me to suck it. She says, "Now it's your turn", she coaches me as I'm sucking on her strap-on. As she thrusts her hips, she tells me, "You're gonna be good"

She has two dildos for me, she changes to the large dildo and tells me to bend over. She begins her work, training me to take it. She changes positions and the size of the dildos several times, trying to get me to accept it and take it all.

In the end, she takes the chastity lock off, puts me on all 4s and places a glass below me. Lisa strokes and fucks me until i shoot my cum into the glass. In a final act of humiliation, she tells me to open my mouth, and says, 'Now, you're gonna drink your cum' , then pours it in.