Photo: RR Auction

01of 10Elon Musk Driving His BMW, 1995RR AuctionGwynne says this picture of Musk in his car was taken in Philadelphia while on their way to seePulp Fiction.“His brilliance and his vision was balanced with a bit of wide-eyed wonder back then,” she tells PEOPLE.“I think these items are a snapshot of who Elon was just before he started to conquer the world,” she adds. “The photos show his less serious side — his silly, come-play-with-me attitude which would pop up now and then. His everyday quiet intensity was really what attracted me to him initially… I’m a sucker for tall, blonde, and nerdy."(PEOPLE reached out to Musk’s representatives for comment about the auction.)
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Elon Musk Driving His BMW, 1995
RR Auction

Gwynne says this picture of Musk in his car was taken in Philadelphia while on their way to seePulp Fiction.
“His brilliance and his vision was balanced with a bit of wide-eyed wonder back then,” she tells PEOPLE.
“I think these items are a snapshot of who Elon was just before he started to conquer the world,” she adds. “The photos show his less serious side — his silly, come-play-with-me attitude which would pop up now and then. His everyday quiet intensity was really what attracted me to him initially… I’m a sucker for tall, blonde, and nerdy.”
(PEOPLE reached out to Musk’s representatives for comment about the auction.)
02of 10Musk Having a Drink at an Apartment at Queen’s University, 1994RR AuctionThe picture of Musk holding a glass was taken while Elon took Gwynne on a trip to meet his family. During the trip, they stopped to meet his brother, Kimbal, at Queen’s University in Canada, she says.
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Musk Having a Drink at an Apartment at Queen’s University, 1994

The picture of Musk holding a glass was taken while Elon took Gwynne on a trip to meet his family. During the trip, they stopped to meet his brother, Kimbal, at Queen’s University in Canada, she says.
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Musk Visiting the San Francisco Bay, 1995

“Things for us weren’t going very well during this visit. Elon was not very good at a long-distance relationship,” she said on the auction house’swebsite. “Talking on the phone seemed like a waste of time to him—NOT what a 20-year-old woman wants to hear. We broke up soon after I left San Francisco and headed back home to Rhode Island.”
04of 10Musk Hanging Out in a Dorm Room, 1994RR AuctionGwynne says Musk was hanging out in her Quadrangle dorm room when she snapped this picture.
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Musk Hanging Out in a Dorm Room, 1994

Gwynne says Musk was hanging out in her Quadrangle dorm room when she snapped this picture.
05of 10Musk Visiting Gwynne’s Mother in Rhode Island, 1995RR AuctionGwynne, who calls herself a “hoarder of anything sentimental,” says the auction came about because it finally felt like time “to let these things go.““I’ve been watching Elon’s assent over the past 25 years or so – initially, it was just articles in UPenn alumni magazines, and now, of course, it’sTimemagazine covers and Twitter headlines,” Gwynne tells PEOPLE. “And I would always tell my sister that someday I was going to sell the card with his signature on it, knowing it would be valuable (I’m a hoarder of anything sentimental I’ve ever been given).““Now is just the time to let these things go,” she adds. “I know an Elon Musk fan would enjoy them even more than me, and my husband and I are looking toward saving for my stepson’s college education.”
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Musk Visiting Gwynne’s Mother in Rhode Island, 1995

Gwynne, who calls herself a “hoarder of anything sentimental,” says the auction came about because it finally felt like time “to let these things go.”
“I’ve been watching Elon’s assent over the past 25 years or so – initially, it was just articles in UPenn alumni magazines, and now, of course, it’sTimemagazine covers and Twitter headlines,” Gwynne tells PEOPLE. “And I would always tell my sister that someday I was going to sell the card with his signature on it, knowing it would be valuable (I’m a hoarder of anything sentimental I’ve ever been given).”
“Now is just the time to let these things go,” she adds. “I know an Elon Musk fan would enjoy them even more than me, and my husband and I are looking toward saving for my stepson’s college education.”
06of 10Musk Wearing a ‘Judge Dredd’ Shirt, 1994-1995RR AuctionIn this picture, Musk wore a shirt with the logo of the popular comic book character Judge Dredd while at a study hall at the University of Pennsylvania, Gwynne says.
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Musk Wearing a ‘Judge Dredd’ Shirt, 1994-1995

In this picture, Musk wore a shirt with the logo of the popular comic book character Judge Dredd while at a study hall at the University of Pennsylvania, Gwynne says.
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Musk Birthday Card to Gwynne, 1994

“The emerald necklace and the birthday card are examples of his truly romantic side – which was also hard to catch glimpses of,” she tells PEOPLE of Musk. “When he gave me the necklace and note, I saw the part of himself that he was offering to me, and it made me love him more.”
08of 10Musk at a Philadelphia Restaurant, 1995RR AuctionWhen Musk and Gwynne were dating, they both worked as Resident Advisors for the university’s dorms. Though they tried to keep it secret, Gwynne told the auction house, many people knew.“We had gone as an RA team out to eat in 1995. As RAs on the same team, technically we weren’t allowed to date each other, so we just pretended not to—but everyone on the team knew and so did our boss,” she wrote on the auction house website of a team outing to a restaurant in 1995. “We purposely sat away from each other, but when I walked around taking pictures of each table, I made sure to get this shot of him.'
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Musk at a Philadelphia Restaurant, 1995

When Musk and Gwynne were dating, they both worked as Resident Advisors for the university’s dorms. Though they tried to keep it secret, Gwynne told the auction house, many people knew.
“We had gone as an RA team out to eat in 1995. As RAs on the same team, technically we weren’t allowed to date each other, so we just pretended not to—but everyone on the team knew and so did our boss,” she wrote on the auction house website of a team outing to a restaurant in 1995. “We purposely sat away from each other, but when I walked around taking pictures of each table, I made sure to get this shot of him.'
09of 10Musk Works at a Computer, 1995RR AuctionGwynne tells PEOPLE: “My time at UPenn and my time dating Elon was amazing. I was blessed to be offered that level of education and to meet friends and classmates like Elon. And I can always tell the stories of Elon predicting the future of electric cars well before I passed them on the road every day. But I also have the memories of Elon’s family welcoming me into their home in Toronto during the holidays in 1994. I know Elon, Kimbal,Tosca, and the gracious supermodelMaye Muskare a tight tribe, but for a brilliant couple of days that winter, they let me be part of it.”
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Musk Works at a Computer, 1995

Gwynne tells PEOPLE: “My time at UPenn and my time dating Elon was amazing. I was blessed to be offered that level of education and to meet friends and classmates like Elon. And I can always tell the stories of Elon predicting the future of electric cars well before I passed them on the road every day. But I also have the memories of Elon’s family welcoming me into their home in Toronto during the holidays in 1994. I know Elon, Kimbal,Tosca, and the gracious supermodelMaye Muskare a tight tribe, but for a brilliant couple of days that winter, they let me be part of it.”
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Musk Inside His BMW, 1995

Gwynne told RR Auction this photo of Musk was taken shortly after he started the company Zip2.
The auction for the items will run until Sept. 14, 2022.
source: people.com