4. Bondage and Pegging
Do both things you roll here. Force him into different positions. Feel free to jerk him while this is happening, but don't get him close to the edge.
Get your Strapon/ dildo ready. Tell him he is not allowed to cum while you peg him!!
1. Fold him in half: Tie his feet tied over his head. Tie hands to feet and then go to town on his ass.
2. Spread Eagle: Tie all limbs in four directions, his stomach on ground, leave enough room for him to raise ass up.
3. Doggystyle: Tie his hands tied behind his back. Get him on his knees, then shove his face towards the ground. Feel free to pull on the restraints while you rail his butt!
4. Missionary: Put him on his back and make him lift his legs up on either side of you if using Strap On. You can tie thighs to calves to make this easier.
5. Standing: Stand him up and bend him over a bed/counter/couch with hands tied together. Make him spread his legs. Feel free to give his some spankings while he's in this position.
6. Seated: Make him do some work. Find a place to sit down and have him ride the dildo/strapon.