We study the reflection properties of squeezing devices based on transformation optics. An analytical expression for the angle-dependent reflection coefficient of a generic three-dimensional squeezer is derived. In contrast with previous studies, we find that there exist several conditions that guarantee no reflections so it is possible to build transformation-optics-based reflectionless squeezers. Moreover, it is shown that the design of antireflective coatings for the non-reflectionless case can be reduced to matching the impedance between two dielectrics. We illustrate the potential of these devices by proposing two applications in which a reflectionless squeezer is the key element: an ultra-short perfect coupler for high-index nanophotonic waveguides and a completely flat reflectionless hyperlens. We also apply our theory to the coupling of two metallic waveguides with different cross-section. Finally, we show how the studied devices can be implemented with non-magnetic isotropic materials by using a quasi-conformal mapping technique.