I'm try to replace OpenSSL to LibreSSL and rebuild all affected ports.

running install
running build
running build_ext
building dbm using ndbm
INFO: Can't locate Tcl/Tk libs and/or headers
building '_ssl' extension
clang -fPIC -fno-strict-aliasing -O2 -msse -msse2 -msse3 -funroll-loops -fno-tree-vectorize -pipe -fstack-protector -fno-strict-aliasing -DNDEBUG -I. -IInclude -I./Include -I/usr/local/include -I/tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Include -I/tmp/ports/usr/ports/lang/python27/work/Python-2.7.9 -c /tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Modules/_ssl.c -o build/temp.freebsd-10.1-STABLE-amd64-2.7/tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Modules/_ssl.o
/tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Modules/_ssl.c:3313:13: warning: implicit declaration of function 'RAND_egd' is
      invalid in C99 [-Wimplicit-function-declaration]
    bytes = RAND_egd(PyString_AS_STRING(arg));
            ^
1 warning generated.
clang -shared -lpthread -Wl,-rpath,/usr/local/lib -Wl,-rpath=/usr/lib:/usr/local/lib -fstack-protector -lpthread -Wl,-rpath,/usr/local/lib -Wl,-rpath=/usr/lib:/usr/local/lib -fstack-protector -O2 -msse -msse2 -msse3 -funroll-loops -fno-tree-vectorize -pipe -fstack-protector -fno-strict-aliasing -I/usr/local/include build/temp.freebsd-10.1-STABLE-amd64-2.7/tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Modules/_ssl.o -L/usr/local/lib -L. -lssl -lcrypto -lpython2.7 -o build/lib.freebsd-10.1-STABLE-amd64-2.7/_ssl.so
*** WARNING: renaming "_ssl" since importing it failed: build/lib.freebsd-10.1-STABLE-amd64-2.7/_ssl.so: Undefined symbol "RAND_egd"

Python build finished, but the necessary bits to build these modules were not found:
_bsddb             _tkinter           dl              
imageop            linuxaudiodev      spwd            
sunaudiodev                                           
To find the necessary bits, look in setup.py in detect_modules() for the module's name.


Failed to build these modules:
_ssl                                                  

running build_scripts
copying and adjusting /tmp/ports/usr/ports/lang/python27/work/Python-2.7.9/Tools/scripts/pydoc -> build/scripts-2.7