The naked roommate (ch. 7)
30 Nov 2025 comments
Naked escort Derrick gives shy Dave the ultimate boyfriend night: nude dinner, sweet cuddles, deep kisses… and a surprise strip-show finale that leaves everyone begging for more.
Derrick Stirling
Derrick Stirling Stories
Below you can find the complete collection of stories by Derrick Stirling.
The naked roommate (ch. 6)
24 Nov 2025 comments
Nude modeling class turns into hostel madness: met my ripped fan Angel, helped Tom loosen up, had an incredible night with Daniel till sunrise, then danced naked while 200+ guys groped me. Just another day in a nudist’s life.
The naked roommate (ch. 5)
17 Nov 2025 comments
Derrick, is pushed to his limit when is asked to be a naked model for a 100 person recruitment seminar in at his massage therepy school. Meanwhile the laundermat
The naked roommate (ch. 4)
12 Nov 2025 comments
Derrick’s morning wood throbs as a stranger strokes beside him; gym turns raw with deep-throating sit-ups, rimming, and total naked exposure to lustful stares.
The naked roommate (ch. 3)
10 Nov 2025 comments
Naked lunch turns steamy: I swap see-thru strings w/ hunky Daniel for his job interview, snag luxe apt w/ shy Tom. Rooftop wine fuels mutual JO & cum-licking frenzy!
The naked roommate (ch. 2)
8 Nov 2025 comments
Young nudist moves to gay neighborhood, stays at male-only hostel, bonds naked with Daniel, films content, gyms barechested, buys revealing strings.
The naked roommate
6 Nov 2025 comments
20yo hung stud w/ 6ft sculpted frame, bubble butt & 7" soft cock, naked 24/7 for 9yrs, moves to big city. Casual CMNM thrills & total nudity ignite wild uproar, forbidden shocks ahead as he moves to a big city.
My exhibitionist boyfriend (ch. 26)
26 Oct 2025 comments
Blindfolds snap on. Hands cuffed. A stranger’s tongue owns Derrick’s hole while Gus’s monster cock breaks a whimpering VIP across the room. What starts as a paid gig spirals into a two-hour assault of impossible positions, a savage double-fuck, and five loads forced down Derrick’s throat.
My exhibitionist boyfriend (ch. 25)
6 Sep 2025 comments
While Derrick rests his hole from the piss fuck, 15 men gangbang and double fuck alongside Gus. An unexpected sexual encounter ocurrs involving an unlikely duo. Due to their reputation Gus and Derrick eventually become very involved in this new sexual relationship.
My exhibitionist boyfriend (ch. 24)
12 Jul 2025 comments
Derrick’s hole is destroyed, seeking some relief he accidentally ends up putting on a show for a pool full of guys. After being advised to rest his hole for the evening he is presented with an offer he cannot refuse.
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My exhibitionist boyfriend (ch. 23)
17 Jun 2025 comments
Derrick comes across his biggest dick til date and is pushed to his limits taking the majority of the Gay SPA workers up his ass while being blindolded and restrained. All while toying with the idea of being caged.
My exhibitionist boyfriend (ch. 22)
31 May 2025 comments
Derrick takes another big step in his commitment to becoming a submissive hole for Gus and any dick within his reach when he gets piss fucked for the first time.
My exhibitionist boyfriend (ch. 21)
19 Apr 2025 comments
After being offered a job being naked in front of thousands of fully clothed people, Derrick and Gus discuss becoming permanent guests of the naked-only hotel they have been staying at; however, there is a twist, they must commit to a naked mandatory lifestyle both on and off the property.
My exhibitionist boyfriend (ch. 20)
24 Mar 2025 comments
Derrick takes his biggest dildos to the gym to incorporate hole training to his gym routine. Most gym goers get so turned on they stop their training to watch and record as Derrick has dildos automatically entering his ass and mouth as he exercises.
My exhibitionist boyfriend (ch. 19)
11 Mar 2025 comments
Derrick endures his most extreme ass fucking to date on the same day Gus and Derrick receive significant news that positively impacts their wishes to be naked 24/7.
My exhibitionist boyfriend (ch. 18)
25 Feb 2025 comments
After a crazy night out where Derrick goes past his limits, he is trying to piece his night together when John from the sex shop recruits him to be an anonymous slut bottom for the richest and most powerful men in town. Will Derrick be able to take dick after dick for hours?
My exhibitionist boyfriend (ch. 17)
14 Feb 2025 comments
It's amateur stripper night at the local gay nightclub and Gus and Steve have a bet, meanwhile Derrick and Taylor have their own bet, who can suck the most cocks! ¿How many hot loads will Derrick and Taylor swallow?
My exhibitionist boyfriend (ch. 15)
13 Feb 2025 comments
After receiving their 100% see-through cock sock style swimsuits, Derrick and Gus finally hit the town, to their surprise they end up in the police station and get exposed in front of 100s.
My exhibitionist boyfriend (ch. 16)
13 Feb 2025 comments
After finally making it to the town’s sex shop Derrick tries out all the toys and fuck machines, but that is not all, his hole and throat gets pushed to the limit when he runs into some friends.
My exhibitionist boyfriend (ch. 14)
12 Feb 2025 comments
After an extra special gym training session with Ricky the hot trainer, the guys sign up for full service massages. Derrick's hole gets stretched like it hasn't been before.
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My exhibitionist boyfriend (ch. 13)
11 Feb 2025 comments
After another naked day at the beach Derrick catches the brothers engaged in a 69, in order to help them get off he lets them double fuck him.
My exhibitionist boyfriend (ch. 12)
10 Feb 2025 comments
Waking up in the resort for the first time feels great and Derrick and Gus feel amazing being completely free of clothing. They hit the gym for the first time naked and the experience is hotter than they expected.
My exhibitionist boyfriend (ch. 11)
9 Feb 2025 comments
After spending the rest of the afternoon at the nude beach, Derrick spends over an hour bouncing from dick to dick during a special game of black jack in public with some new friends from their naked resort.
My exhibitionist boyfriend (ch. 10)
8 Feb 2025 comments
Derrick and Gus check-in to the nude-mandatory hotel and Gus chooses shared accommodations in the 24-men capacity room to maximize their exposure. At Gus’s request, Derrick gets his body examined from every angle by the resort owner and his assistant.
My exhibitionist boyfriend (ch. 9)
7 Feb 2025 comments
It's finally travel day, Derrick and Gus are headed to a naked mandatory resort but before they arrive Derrick is stopped by TSA for a special inspection. Immediately upon arrival Gus tosses all their clothes in a garbage bin in the airport leaving them naked for good.
My exhibitionist boyfriend (ch. 8)
6 Feb 2025 comments
Derrick’s asshole is stretched to the limit when he gets fucked by four monster dicks. He takes two at a time while restrained, blindfolded and being filmed.
My exhibitionist boyfriend (ch. 7)
6 Feb 2025 comments
Charlie’s hole is wrecked and filled with cum after his double-fucking session with two monster cocks. To our surprise the session was filmed for their fans account, it was carefully planned and Charlie was restrained for a portion of the long session.
My exhibitionist boyfriend (ch. 6)
5 Feb 2025 comments
Derrick and Gus, naked of course, meet with their neighbors from chapter 3. Charlie, a submissive bottom with a craving for dick and his partner Victor, a top with a monster cock. They propose a double fucking session for Derrick and Charlie. Is Derrick ready to take on two monster cocks at the same time?
My exhibitionist boyfriend (ch. 5)
4 Feb 2025 comments
It's now been six months of dating Gus and they live together, he wants to spend more time naked and plans to temporarily live in a nude-only, men-only, gay-only hotel in a beach town. Derrick is nervous but he is persuaded with an unexpected fucking session.
My exhibitionist boyfriend (ch. 4)
3 Feb 2025 comments
After Derrick receives a shipment of dildos and butt plugs he begins training his hole in preparation for taking Gus’s monster cock. ¿Will he be able to handle Gus’s 9 and half long dick?