We started trotting into a crossrail with a pole on both the takeoff and landing side. Then we added a little vertical the next stride. We ended with the vertical at about 2'9". Cupid must have been surprised by the height because he hit it the first time at that height, but was careful after.
Then we did a little three jump course. The last jump faced the gate and he got a little quick landing and did veer a little towards the gate. The second time was a little better but he still was heading for the gate. The third time was good and we ended on that. Cupid seemed to be in a very happy mood.
The following day we went on a little trail ride around the property, walk only. The trail Cupid used to not like going down was pretty overgrown with shrubs and weeds, and quite rutted out in parts. But Cupid was excellent, he walked right down and wasn't bothered when the bushes brushed against him. I did let him steal a few bites of grass, but I figured it might make him like trail rides even more.
Yesterday was really hot. We rode in the outdoor ring, which thankfully is shaded by the trees around it. We mostly just walked, working on bending. We did a cloverleaf pattern, with a little shoulder fore changing the bend midway down the middle. We trotted a few 20 minute circles each direction and ended with walking a loop around the property.