Forgot to mention openldap-client version:
I've installed from OpenBSD ports (-current) 

% pkg_info openldap-client
Information for inst:openldap-client-2.4.44p3

% ldapadd -VV
ldapadd: @(#) $OpenLDAP: ldapmodify 2.4.44 (Feb 21 2017 14:12:00) $
        
@amd64-2.ports.openbsd.org:/usr/obj/ports/openldap-2.4.44/build-amd64/clients/tools
        (LDAP library: OpenLDAP 20444)

Gleydson Soares <[email protected]> writes:
> Hi,
> 
> I can't reproduce... this just works fine here without hangs, 
> I'm using OpenBSD -current, ldapd(as of today) + TLS (self-signed
> TLS certificate). 
> 
> The ldifs and image(54.7K) are available at:
> http://shutupandhack.org/~gsoares/tmp/1.ldif
> http://shutupandhack.org/~gsoares/tmp/2.ldif
> http://shutupandhack.org/~gsoares/tmp/sample.jpeg
> 
> could you try to reproduce using the files above? 
> let me know if I missed anything. 
> following more details about my tests:
> 
> *ldif*
> 
> dn: cn=Robert1 Smith,ou=people,dc=example,dc=com
> objectclass: inetOrgPerson
> cn: Robert1 Smith
> cn: Robert1 J Smith
> cn: bob  smith
> sn: smith
> uid: rjsmith
> ## Please specify a file that would cause conn_read() to be called
> ## multiple times. I tried around 2KB, 3KB, 5KB and 13KB files for
> ## jpegPhoto attribute.
> jpegPhoto:< file:///home/gsoares/sample.jpeg
> userpassword: rJsmitH
> carlicense: HISCAR 123
> homephone: 555-111-2222
> mail: [email protected]
> mail: [email protected]
> mail: [email protected]
> description: swell guy
> ou: Human Resources
> 
> *Adding(no hangs)*
> 
> % ldapadd -vv -H ldaps://127.0.0.1 -x -D 'cn=admin,dc=example,dc=com' -w 
> secret -f ./2.ldif
> ldap_initialize( ldaps://127.0.0.1:636/??base )
> add objectclass:
>       inetOrgPerson
> add cn:
>       Robert1 Smith
>       Robert1 J Smith
>       bob  smith
> add sn:
>       smith
> add uid:
>       rjsmith
> add jpegPhoto:
>       NOT ASCII (56060 bytes)
> add userpassword:
>       rJsmitH
> add carlicense:
>       HISCAR 123
> add homephone:
>       555-111-2222
> add mail:
>       [email protected]
>       [email protected]
>       [email protected]
> add description:
>       swell guy
> add ou:
>       Human Resources
> adding new entry "cn=Robert1 Smith,ou=people,dc=example,dc=com"
> modify complete
> 
> *Searching*
> 
> % ldapsearch -tt -T ./ -LLL -H ldaps://127.0.0.1 -x -D 
> 'cn=admin,dc=example,dc=com' -w secret -b 'cn=Robert1 
> Smith,ou=people,dc=example,dc=com' jpegPhoto
> dn: cn=robert1 smith,ou=people,dc=example,dc=com
> jpegPhoto:< file:///.//ldapsearch-jpegPhoto-38ROnW
> 
> 
> *ldapd debug*
> 
> Mar  1 00:11:30.650 [6247] accepted connection from 127.0.0.1 on fd 11
> Mar  1 00:11:30.650 [6247] conn_tls_init: switching to TLS
> Mar  1 00:11:30.683 [6247] consumed 46 bytes
> Mar  1 00:11:30.683 [6247] got request type 0, id 1
> Mar  1 00:11:30.683 [6247] bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:11:30.683 [6247] successfully authenticated as 
> cn=admin,dc=example,dc=com
> Mar  1 00:11:30.683 [6247] sending response 1 with result 0
> Mar  1 00:11:30.684 [6247] consumed 43997 bytes
> Mar  1 00:11:30.684 [6247] got request type 8, id 2
> Mar  1 00:11:30.684 [6247] adding entry cn=robert 
> smith,ou=people,dc=example,dc=com
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on objectClass
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on cn
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on ou
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on uid
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on mail
> Mar  1 00:11:30.685 [6247] indexing cn=robert 
> smith,ou=people,dc=example,dc=com on sn
> Mar  1 00:11:30.685 [6247] indexing rdn on @ou=people,cn=robert smith
> Mar  1 00:11:30.697 [6247] sending response 9 with result 0
> Mar  1 00:11:30.698 [6247] consumed 7 bytes
> Mar  1 00:11:30.698 [6247] got request type 2, id 3
> Mar  1 00:11:30.698 [6247] current bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:11:30.698 [6247] end-of-file on connection 11
> Mar  1 00:11:30.698 [6247] closing connection 11
> Mar  1 00:16:11.313 [6247] accepted connection from 127.0.0.1 on fd 11
> Mar  1 00:16:11.313 [6247] conn_tls_init: switching to TLS
> Mar  1 00:16:11.346 [6247] consumed 46 bytes
> Mar  1 00:16:11.346 [6247] got request type 0, id 1
> Mar  1 00:16:11.346 [6247] bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:16:11.346 [6247] successfully authenticated as 
> cn=admin,dc=example,dc=com
> Mar  1 00:16:11.346 [6247] sending response 1 with result 0
> Mar  1 00:16:11.347 [6247] consumed 56469 bytes
> Mar  1 00:16:11.347 [6247] got request type 8, id 2
> Mar  1 00:16:11.347 [6247] adding entry cn=robert 
> smith,ou=people,dc=example,dc=com
> Mar  1 00:16:11.347 [6247] cn=robert smith,ou=people,dc=example,dc=com: 
> already exists
> Mar  1 00:16:11.347 [6247] sending response 9 with result 68
> Mar  1 00:16:11.348 [6247] consumed 7 bytes
> Mar  1 00:16:11.348 [6247] got request type 2, id 3
> Mar  1 00:16:11.348 [6247] current bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:16:11.348 [6247] end-of-file on connection 11
> Mar  1 00:16:11.348 [6247] closing connection 11
> Mar  1 00:16:35.836 [6247] accepted connection from 127.0.0.1 on fd 11
> Mar  1 00:16:35.836 [6247] conn_tls_init: switching to TLS
> Mar  1 00:16:35.872 [6247] consumed 46 bytes
> Mar  1 00:16:35.872 [6247] got request type 0, id 1
> Mar  1 00:16:35.873 [6247] bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:16:35.873 [6247] successfully authenticated as 
> cn=admin,dc=example,dc=com
> Mar  1 00:16:35.873 [6247] sending response 1 with result 0
> Mar  1 00:16:35.874 [6247] consumed 56472 bytes
> Mar  1 00:16:35.874 [6247] got request type 8, id 2
> Mar  1 00:16:35.874 [6247] adding entry cn=robert1 
> smith,ou=people,dc=example,dc=com
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on objectClass
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on cn
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on ou
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on uid
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on mail
> Mar  1 00:16:35.874 [6247] indexing cn=robert1 
> smith,ou=people,dc=example,dc=com on sn
> Mar  1 00:16:35.874 [6247] indexing rdn on @ou=people,cn=robert1 smith
> Mar  1 00:16:35.876 [6247] sending response 9 with result 0
> Mar  1 00:16:35.876 [6247] consumed 7 bytes
> Mar  1 00:16:35.877 [6247] got request type 2, id 3
> Mar  1 00:16:35.877 [6247] current bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:16:35.877 [6247] closing connection 11
> Mar  1 00:19:29.363 [6247] accepted connection from 127.0.0.1 on fd 11
> Mar  1 00:19:29.363 [6247] conn_tls_init: switching to TLS
> Mar  1 00:19:29.408 [6247] consumed 46 bytes
> Mar  1 00:19:29.408 [6247] got request type 0, id 1
> Mar  1 00:19:29.408 [6247] bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:19:29.408 [6247] successfully authenticated as 
> cn=admin,dc=example,dc=com
> Mar  1 00:19:29.408 [6247] sending response 1 with result 0
> Mar  1 00:19:29.409 [6247] consumed 94 bytes
> Mar  1 00:19:29.409 [6247] got request type 3, id 2
> Mar  1 00:19:29.409 [6247] base dn = cn=robert1 
> smith,ou=people,dc=example,dc=com, scope = 2
> Mar  1 00:19:29.409 [6247] init full scan
> Mar  1 00:19:29.409 [6247] found dn cn=robert1 
> smith,ou=people,dc=example,dc=com
> Mar  1 00:19:29.410 [6247] found dn cn=robert 
> smith,ou=people,dc=example,dc=com
> Mar  1 00:19:29.410 [6247] scanned past basedn suffix
> Mar  1 00:19:29.410 [6247] 2 scanned, 1 matched, 0 dups
> Mar  1 00:19:29.410 [6247] sending response 5 with result 0
> Mar  1 00:19:29.410 [6247] search failed: Invalid argument
> Mar  1 00:19:29.410 [6247] finished search on msgid 2
> Mar  1 00:19:29.412 [6247] consumed 7 bytes
> Mar  1 00:19:29.412 [6247] got request type 2, id 3
> Mar  1 00:19:29.412 [6247] current bind dn = cn=admin,dc=example,dc=com
> Mar  1 00:19:29.412 [6247] end-of-file on connection 11
> Mar  1 00:19:29.412 [6247] closing connection 11

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