Fibroids are a common finding among women in their reproductive years. In pregnancy, many are incidentally diagnosed and if they are large, they often require careful monitoring concerning their size, number, and location. This case presents a 27-year-old pregnant female with a 15 cm fibroid occupying the lower segment, who had delivered by a cesarean section. This was a complicated delivery conducted at the Bahrain Defence Force Royal Medical Services, requiring a high transverse incision, followed by an extended inverted T-incision. The baby was successfully delivered as breech after prior presenting in a transverse lie. In conclusion, in pregnant cases where large fibroids are obstructing the lower segment, performing a lower segment cesarean section (LSCS) followed by an inverted T-incision is the safest option. Deliveries by inverted T-incisions have increased throughout the years, and this could be explained by the recent favoring of performing cesarean myomectomies, in large obstructing fibroids. Nowadays, with advanced preparations, myomectomies during cesarean section are safely and frequently performed when the benefits outweigh the risks.