Does having anal sex make you "looser"?

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I'm a 24 year old gay male. I've only had sex with two people in my life and I "topped" them both. The first was my first boyfriend, who was a virgin when we first had sex. He was very "tight" for as long as I was with him. We broke up a while ago and now I've been seeing Tommy, someone new. When I finally had sex with Tommy, I was surprised at how "loose" it felt when I topped him. Does the fact that he's loose mean that he's had lots and lots of sex and that I should be wary of him and his history? Or is he just good at relaxing his anal muscles, or maybe just genetically built different than my first boyfriend? Thanks!
 
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