"Four Shoes" occurs when Spidey has had years of practice handling the supernatural.
"A Family Affair", the story with the Vulture, references the death of the Gibbon (Spencer's run) and is thus mostly contemporary.
"All You Need Is...?" by Busiek and Bachalo possibly takes place during Peter's junior year in college ("Back in... junior year of college, I think").
Characters: Spider-Man, Jonah Jameson, Mary Jane Watson, Joe Robertson, Judy (a girl Peter is flirting with)
Synopsis: One hour before his class, Peter is dragged to see the Star of Capistan exhibited in the Metropolitan Museum of Art. Touching it Jameson turns into the Red Rajah. Drawing inspiration from Beatles' songs Spider-Man disrupts the connection between the Star and Jonah.
This references Defenders #42-45 (Dec 76-Mar 77), where the Star of Capistan and Red Rajah are introduced (after ASM 170, Jul 77, per Birth of the Champions to Thanos - The Final Threat list, I include all the relevant period below for easy reference). So this is actually his senior year, which started ca ASM 160. The odd moment is Peter flirting with Judy and wishing to see her again since this period is when Peter & MJ are a couple, leading to his failed proposal (#182-183). Reaching the failed proposal, we get very close to graduation time (#184-185), which in turn makes it odd that Peter would not know if this was his junior year but that's the best fit. The interpersonal communication trumps the uncertain memory, especially given there is no way to place this during the junior year.
SPIDER-MAN/PETER PARKER
Spoiler:
ASM 183 jilted, Betty shows up
ASM 184 Betty shows up, graduation practice
ASM 185
*ASM5 49/2 add
PPSSM 21 talk about her rejection
M/TU 72
DD2 69-FB
PPSSM 22
PPSSM 23 affair w/Betty
ASM 185/2 graduation
WATSON, MARY JANE
Spoiler:
ASM 183 rejects
*ASM5 49/2 add
PPSSM 21 talk about rejection
PPSSM 23 goes out w/ Marty
JAMESON, JOHN JONAH JR.
Spoiler:
*ASM5 49/2 add
PPSSM 21
ASM 185/2
ROBERTSON, JOE
Spoiler:
*ASM5 49/2 add
PPSSM 21
ASM 185/2