Something

(defvar *urlcount* 5)

(defun get-last-urls (count)
  "Build a list of the <count> most recent urls in the buffer"
  (let ((urls '()))
    (save-excursion
      (while (or (< (length urls) count)
                  (re-search-backward
                   (rx (group "http://"
                              (zero-or-more not-newline)
                              (not (any ";,<> ")))) 0 t))
                  (add-to-list 'urls (match-string 1))))
      urls))

(defun handle-url-select ()
  "Open the URL, remap RET, close buffer - this doesn't completely work yet"
  (progn
    (browse-url (thing-at-point 'url))
    (kill-buffer (current-buffer))))

(defun print-urls (*urlcount*)
  "Exposed function to open list of urls and allow opening"
  (interactive)
  (save-excursion
   (let ((urls (get-last-urls count))
         (bname "*urls*"))
     (switch-to-buffer bname)
     (erase-buffer)
     (local-set-key (kbd "RET") 'handle-url-select)
     (dolist (url urls) (insert (url-normalize-url url)))
     (goto-char 1))))