The way points of this bicycle route:
Nice road with wide shoulders, but beware of occasional road debris.
Small shoulder, but nice road with relatively light traffic.
Great pitstop with good ice cream, outdoor seating and plenty of room to park your bike.
Wide Shoulder but gaps in road, ride carefully.
Route 109 gets crappy from here until the VFW Parkway. Lots of potholes and rough shoulders so keep a careful eye out.
From here, you can either take the VFW back to your starting point, or go through West Roxbury.
Lots of shops, restaurants, ice cream/coffee shops to visit.