okay, here is some outline (what I do for searching). Overview:
Create a vector layer (selectedLayer) in which drawing occurs.
Use a drawfeature control to do the drawing.
When feature added to to drawcontrol, extract the geometry, call server with a callback to handle the response.

the code:
selectedLayer = new OpenLayers.Layer.Vector("Selected Layer", {
    wrapDateLine: true,
    displayOutsideMaxExtent: true,
    displayInLayerSwitcher: false,
});
map.addLayer(selectedLayer); (top layer)

ctrl= new OpenLayers.Control.DrawFeature(selectedLayer, OpenLayers.Handler.Polygon, { geodesic: true, // stuff for managing drawing across 180 line
                handlerOptions: {
                    citeCompliant: false
                }
            });
// you can use different handler other than polygon for other geometries
   ctrl.events.register("featureadded", this, function (e) {
Ext.Ajax.request({ // i am using Ext, but you can use any ajax wrapper you like
            url:'mypythoncode',
            method:'GET',
            success:function(response){
                 // process the response
            },
            params:{
geometry:serialize(e.feature.geometry) // you need to write serialize to your taste to format the geometry
                id: new Date().getTime(); // avoid browser caching
            }
        });

That should get you started.

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