Hello, if I do: // ctx is setup with certificate, key and cookie callbacks BIO *bio = BIO_new_dgram(sock, BIO_NOCLOSE); SSL *ssl = SSL_new(ctx); SSL_set_bio(ssl, bio, bio.get()); DTLS_set_link_mtu(ssl, 1000); SSL_set_options(ssl, SSL_OP_COOKIE_EXCHANGE); SSL_set_accept_state(ssl); SSL_accept(ssl); then the MTU setting works as expected, i.e. the ServerHello is split into two DTLS handshake fragments. But if I do: BIO *bio = BIO_new_dgram(sock, BIO_NOCLOSE); SSL *ssl = SSL_new(ctx); SSL_set_bio(ssl, bio, bio.get()); DTLS_set_link_mtu(ssl, 1000); SSL_set_options(ssl, SSL_OP_COOKIE_EXCHANGE); SSL_set_accept_state(ssl); DTLSv1_listen(ssl, addr.get()); SSL_accept(ssl); then the ServerHello is sent as a single packet (>1500 bytes). I think the reason is that DTLSv1_listen() internally calls SSL_clear(). I find this pretty surprising. I personally don't really care too much, as I'll do my own cookie handshake without DTLSv1_listen() before I call SSL_accept(), but I thought I'd report it anyway. Detlef